vacation tours of tuscany

Tuscany Tours & Vacations

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The emerald rolling hills and expansive rustic landscapes of Tuscany have captured and inspired imaginations for millennia. Discover grandiose castles and medieval abbeys nestled in the hidden countryside. Explore the timeless and classic influences of the Renaissance, which sparked a cultural movement that forever changed the world.

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8  Day Custom Tour

Dynamic pricing from  $2,907

Come see extraordinary Tuscany on this 8-day tour through famous hillsides to vivacious coastlines. Explore Renaissance art and modern marble. This journey through Tuscany will have you watching the sapphire Ligurian Sea and sitting in a 17th century palace looking over the valley at sunset. Walk along medieval fortified walls and hold the Leaning Tower of Pisa in the palm of your hand. From Michelangelo’s David to the music of Puccini, Etruscan ruins to serene lakes, there is no end to the extraordinary sights of Tuscany and beyond.

14  Day Custom Tour

Dynamic pricing from  $10,915

When every day is personalized to your preferences, you can be certain that each moment will be captivating. Stand in front of Botticelli’s Birth of Venus on a private tour of the Uffizi Gallery. Stroll along cavernous halls in labyrinthine abbeys with views out to vast valleys. Sip wine in a private villa with a boutique vineyard and discover tiny towns untouched by time with locals who welcome you like beloved family. Your 2 weeks in Tuscany tour provides you with a unique view of Tuscany, tailored by our Tuscany travel agents, to ensure that every day is made specifically for you.

Dynamic pricing from  $2,859

Cuisine runs deep in Italy, connecting families and reflecting the soul of the chef, whether cooking rustic pasta at home or preparing gourmet dishes in a restaurant. The scent of celebrated confections emanates from display windows along the main avenues. Luscious cheeses maintain complex flavors, offering insight into the care taken during their production. Ruby-tinted wines glow against the verdant hills and cypress trees. Your 8-day foodie tour of Tuscany takes you deep into local tradition by highlighting cuisines and methods of creation, from the farm and vineyard to the table, showcasing the labors of love with every sumptuous bite you take.

13  Day Custom Tour

Dynamic pricing from  $4,649

From the lush green of Tuscany’s hills to the pearl blue water of Cinque Terre’s coastline, experience why Italy is one of the world’s top destinations. Tuscany and Cinque Terre are works of art that everyone can enjoy. In Tuscany and Cinque Terre you do not just view the art, you become a part of it. Find out for yourself what all the great reviews are about!

10  Day Custom Tour

Dynamic pricing from  $5,525

Immerse yourself in the iconic landscape of rolling hills, terraced vineyards, and hidden medieval towns of Umbria and Tuscany during this 10-day Italy tour. Sip celebrated wines, indulge in the rich flavors of local cuisine, climb ancient towers, and discover the charms of cobblestone lanes. Embrace Italy’s relaxed pace and bask in endless beauty from Renaissance art to exquisite scenery while experiencing the vacation of a lifetime.

Medieval city walls and historic towers make each town in the Tuscan countryside feel like a fairytale, and you will feel like royalty. On your custom tailored Tuscany tour for lovers, each day takes you to the intimate villages and enchanting landscapes, from lush valleys to glistening seaside. Taste the traditions of elegant, regional cuisine and savor the treasured company of your partner. You will find the charms of history and the enchantment of sunsets over castle walls, sipping wine in a piazza, sharing gelato, and discovering all the different ways that Tuscany is for lovers.

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9  Day Custom Tour

Dynamic pricing from  $3,217

The red hue of a perfect bottle of wine shines like a ruby. The scent of freshly made pasta emanates from a restaurant located in a historic cellar. Chestnut trees and olive groves fill the open Tuscan valleys, leading you to far-reaching vineyards and medieval hilltop towns. Your custom tailored food and wine tour of Tuscany takes you on a unique blend of wine and culinary experiences set in the world-renowned countryside of Tuscany. Tuscany is where the cuisine is as artful as the region’s Renaissance paintings, the wine is as important as the medieval architecture, and the culture is rooted in the landscape.

Italy should be devoured on your 9-day Italy wine tour! Piedmont with its mountains and Tuscany with its hills: fill your senses with tastes from award-winning vintners, wines that range from robust to comforting, old to young, and food that sings and melts in your mouth, all with medieval towns at your fingertips. Italy allows you to slow down, smell the grass, smell the food, smell the wine, and devour it all.

When you think of Tuscany, you can already imagine the green hills and practically taste the lingering pleasures of Chianti wine. Your custom tailored Tuscany tour of Medieval cities shows you the celebrated Italian province by taking you deeper into the cities you already know, and into the countryside towns protected from the toils of time like a secret. Let your private guide lead you to Renaissance artwork and down preserved streets of medieval villages holding close to heritage and tradition. Taste award-winning local cheese and revel in a perfect view of Tuscany from atop a medieval tower.

16  Day Custom Tour

Dynamic pricing from  $5,723

The birthplace of Michelangelo and Leonardo da Vinci. The civilization that built the Pantheon and the Sistine Chapel. The destination of fashion enthusiasts and religious pilgrims alike. Italy’s history and beauty is endlessly inspiring to every visitor. From the ancient ruins of Rome to the magnificent Renaissance in Florence and surreal decadence in Venice, this tour of Italy promises to astound you.

Dynamic pricing from  $3,575

On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.

7  Day Custom Tour

Dynamic pricing from  $2,501

Italy’s countryside is teeming with hilltop towns that are speckled across the breathtaking region of Tuscany, which you will explore on this handcrafted 7-day tour. Under the Tuscan Sun, you will appreciate the endless beauty of the emerald hills that roll from Montepulciano in addition to admiring the ancient architecture of the cultural heritage sites in San Gimignano. From town to town, you can find beauty in every charming destination against the beautiful countryside backdrop.

Step off the beaten path on your custom-tailored luxury vacation for a view of the unparalleled charms of Tuscany. From undulating open valleys to treasured shores, experience an unforgettable journey through the uncharted and overlooked splendors of Elba, Florence, and the surrounding beauty of Tuscany. The Mediterranean sun spreads over the rugged and lush niches of the Island of Elba. Emerald hills and cypress trees expand across the lengths of the horizon. Museums display breathtaking artwork. Ancient villages display remnants of their heritage along cobbled lanes and antique walls.

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Classic is another word for quality and charm, words that describe the splendor around you. Cafes set out tables alongside streets offering you a moment to yourself surrounded by indescribable history. Standing in front of Michelangelo’s David teaches you how to treasure a moment. Listening to the quiet passing of the Arno River provides a soundtrack to unforgettable memories. Your custom tailored 2020 Tuscan tour offers you the true meaning of classic, where no single image creates the wonders of the region. Instead, you find a unique combination of Tuscan experiences that shows why the word “classic” is synonymous with timelessness.

From shore to shore,  your 8-day Italy trip around the art capitals shows a country filled with masterpieces. The immaculate statues of Michelangelo and the soaring grandeur of the Duomo of Florence, the gorgeous scenery and grand basilica at Assisi and the charming streets of Padua, the graceful domes of Saint Mark’s Basilica and the intricate glasswork of Murano, all highlight classical inspiration and timeless beauty when in Italy.

When imagining Tuscany, you can easily conjure up medieval towers and historic walls, undulating hills and vibrant sunflowers. Cities radiate historic artwork and the countryside bursts with vineyards. Step beyond the imagined, venturing past the veil of your imagination and into the true grandeur of history. Your custom tailored tour immerses you in the splendor of Tuscany and lets you experience the beatitudes of alpine foothills, overlooked Renaissance towns, and even poetic vendors, allowing you the chance to discover the character of life in every day Tuscany.

In Tuscany, eating is more than sustenance. You do not eat to live,  but you truly live to eat. Home cooks understand the reason for pairing types of pastas with different types of sauce. A local butcher is happy to share home recipes. Chefs cook with their hearts, basing their recipes on traditional flavors with modern twists. Your custom tailored tour of Tuscan Gourmet Cuisine leads you through seven Tuscan destinations known for specific types of cuisine, ensuring your immersion into the soul of the province, and showcasing the uniqueness of each personal recipe, in each town, and in each region of Tuscany.

12  Day Custom Tour

Dynamic pricing from  $4,291

The road to Rome remains unchanged in parts of Tuscany, leading across the unspoiled landscape. Vineyards decorate hillsides. Cypress trees shade unpaved country lanes. Medieval towns that were built around historic churches maintain strong connections to their roots. Your custom tailored Tuscany tour takes you on the route of pilgrims known as Via Francigena. Stroll alongside historic walls; meander around ancient burial grounds; discover the antique abbeys that once connected the Western World. Slow down, take a look around, and know that each step brings you closer to another inspiring moment, whether in the countryside or an ancient Tuscan village.

Tuscany is not just a region in Italy; it is a state of being. The landscape rolls along the horizon. Unforgettable wine accompanies even more memorable cuisines. Restaurants fill historic cellars, and castles decorate the skyline with bell towers. Treasured artwork fills churches. Designer stores fill ancient buildings. The true essence of Tuscany is captured and expressed along the Renaissance streets of Florence. On this 8-day in-depth tour of Florence, you will settle in like a local and find that when in Florence the rest of Italy disappears behind the city that has it all.

This is a land of gentle rises and fecund meadows, where grapes grow fat in the summer sun and Italian nobles retire to enjoy the countryside. It’s a place of fine art and delectable food, cosmopolitan cities and entrancing towns, timeless history and endless culture. It’s a region of untrammeled natural beauty and unbounded imagination, the home to some of the great minds and great landscapes in the world. This is Tuscany, and there’s nowhere else quite like it.

Step into the hidden towns of Tuscany tucked away along the northern border of the province. The imagery leaps out of a storybook, filled with rolling hills, towering mountains, cool streams, and quaint villages. Palaces perch on a hilltop overlooking the valleys below. Traditions persevere in culture and cuisine, adding layers of flavor to every dish. Your custom tailored tour of Tuscany takes you into the lesser-traveled region of Mugello, where the wonders of the past are real, and the treasures of homemade cooking loom large.

11  Day Custom Tour

Dynamic pricing from  $3,933

The rolling meadows of the Tuscan countryside and the famed Seven Hills of Rome. The soaring dome of the Duomo in Florence and the floating marvel of San Giorgio Maggiore in Venice. With the bucolic countryside and the bustling cityscape, the allures of fine food and the inspiration of fine art, this is the tour that will show you it all, offering an unmatched glimpse into the incomparable jewels of Italy.

Dynamic pricing from  $5,007

Your 14-day Italy honeymoon is remarkable, filled with fine food and fun times, dictated by nothing but the slow circuit of the sun across a cloudless blue sky. It is notable for its uniqueness, taking you to the wonder of Rome and the marvels of Tuscany, the beauty of Florence and the luxuries of the Amalfi Coast for an experience that can only be done in inimitable Italy.

Italy is like a great masterpiece waiting to dazzle the viewer. On first impression, she amazes you with her beauty. Upon a closer look, her details and history enrapture you—as you’re awestruck by the ruins of Rome, the majesty of the Vatican and the surreal waterways in Venice. Finally, you leave changed forever by the magic of this incomparable place. We invite you to indulge in the enchanting experiences that await you in this itinerary as well as our carefully selected collection of Italy tours on Zicasso.

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Spotlight on Tuscany

About this tour.

Discover the rolling hills of Tuscany, home to sprawling vineyards, charming medieval hill towns, and enchanting cities. Savor a 7-night stay in Montecatini Terme, the famous resort and spa town. Visit Pisa, Florence, and San Gimignano, nestled in the Italian countryside. Discover the charming town of Lucca, Italy’s best-kept secret. Learn about the heroic deeds of WWII at remains of the Gothic Line and visit the Museum of Liberation. Enjoy free time to explore the cultural treasures of Florence. Partake in a Tuscan cooking class. Sample cheese at the farm where it is made. Enjoy fabulous local wines and the region’s famous cuisine. Steeped in history, culture and legend, this is Tuscany as you always imagined it.

Your Tour Includes

• 1 Handpicked Accommodations
• 2 Choice on Tour Options

Included Highlights

• Montecatini Terme
• Gothic Line
• Winery Tour

Your Tour at a Glance

7 Breakfasts

Travel Style

Best time for travel, customize your tour.

$1,199.00 pp

Optional Excursions

Starting at $140.00

Activity Level

• Level This Tour

For specific details about this tour's activity level and other info to know before you book your trip, click here.

Extension Style

Best time for travel spotlight on tuscany.

While just about any month is great to visit Tuscany, there are a few prime times of the year for the Spotlight on Tuscany tour. Here are some recommendations from our destination experts.

Winter: Enjoy beautiful Cinque Terre during the winter months, with smaller crowds.

Spring and Fall: In March and November, enjoy the calm atmosphere, especially in Cinque Terre, which becomes quite crowded from April through October. While some seasonal attractions might not be open, countless opportunities to soak in the area’s beauty remain.

Travel Styles

Highlights and inclusions.

Must-See Inclusions:

Stay in the famous spa resort town of Montecatini Terme for 7 nights.

• Journey to Florence for a tour of the "Cradle of the Renaissance."

Stop in the medieval city of Lucca, encircled by 16th-century walls.

Cultural Experiences:

See the Gothic Line, one of the Germans’ last lines of defense during WWII.

Retrace the steps of ancient pilgrims as they crossed the Devil’s Bridge in the Serchio Valley.

Culinary Inclusions:

Sample delectable wines during a wine tasting at a local farm.

Spend time at a cheese farm to taste flavorful pecorino cheese.

Learn about Tuscan cuisine during a cooking class.

• Choice on Tour: Montecatini Walking Tour or Siena
• Cooking Class
• Cheese Farm
• San Gimignano

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Getting Prepared

Know before you go, travel tips, enhance your tour.

Pre and Post Tour Extensions

• Choice On Tour

Unique Experience

Cultural Experiences

Enhance Your Trip

• Tour Extensions

Begin your trip with a 3-night sojourn in the Eternal City. Toast to your Roman getaway with a welcome dinner in a local restaurant. See the city with an expert guide, including an in-depth tour of the Colosseum and Roman Forum. Enjoy ample free time to explore Rome's charms or join an optional tour to the Vatican Museums and St. Peter's Basilica. Guided You’re accompanied by a Tour Manager throughout the extension, except for any time that’s set aside for independent discovery.

• Overnight Flight
• You are on your way to the eternal city of Rome.
• Rome, Italy - Tour Begins
• Get settled into Rome for your 3-night stay. Take time to get acquainted with the area on your own. This evening, join your fellow travelers for a welcome dinner featuring regional delicacies.
• Start your morning with a ride on La Metro – Rome’s underground system. First stop – a locally guided tour of the Eternal City’s most iconic monuments. Walk over cobblestoned streets and weathered passageways to discover famous sights such as the Trevi Fountain, the Pantheon, and Piazza Navona, one of Rome’s most breathtaking Baroque esplanades. The remainder of the day is yours. Perhaps you’ll wander through one of Rome’s many museums, such as the Capitoline or stroll the Avenue of the Imperial Forum for views of the Colosseum. This evening, consider an optional dinner in a popular restaurant, where you’ll indulge in a hearty meal accompanied by wine and local entertainment.
• Make the most of a free day in Italy’s capital city. Perhaps you will join an optional tour* to the Vatican Museums and St. Peter's Basilica, taking in world-renowned wonders such as the Sistine Chapel and Michelangelo’s mural of the Last Judgment. In the afternoon, consider strolling through the Borghese Gardens for views of the city’s skyline or meander through Rome’s bohemian Trastevere district.
• Rome - Montecatini Terme
• Your Roman sojourn comes to a close today. Say Arrivederci Roma as you transfer to Montecatini Terme to begin your tour of Tuscany.

Extend your Italian adventure with a 2-night stay in Bologna, Italy’s foodie haven. En route, visit a Parmigiano-Reggiano cheese farm, and a Balsamic Vinegar producer aging their barrels in the attic, as countless generations did before them. Your culinary exploration continues with a demonstration of authentic gelato making and a walking tour of Bologna, home to the oldest continuously operating university in the western world and birthplace of some of Italy’s most iconic foods: tortellini, mortadella and Bolognese sauce. Buon Appetito! Hosted You’re accompanied by a Tour Manager part of the time, for some guided excursions. The rest of the time, you’re at leisure to explore the destination your own way.

• Montecatini Terme - Food Valley Tour and Tastings - Bologna
• This morning, traverse the Apennine Mountains and cross from Tuscany into the Emilia region, Italy’s foodie haven. Visit a villa where the family still ages their Balsamic Vinegar production in the attic, as countless generations have done before them. Then, pause at a local farm producing Parmigiano-Reggiano cheese according to traditional codes dating back to the 1300s. After a light lunch at the Parmigiano cheese cellar, your exploration of Emilia’s Food Valley concludes with a demonstration – and tasting – of authentic gelato, before arriving in Bologna, your home for the next 2 nights.
• Bologna - Walking Tour - Food Tour
• Spend the morning exploring Bologna in company of an expert guide. During your walking tour, discover the origin of Bologna’s several nicknames – la dotta (the learned) and la rossa (the red, from the colors of its bricks) and la grassa (the fat). Perhaps the latter nickname is the most fitting. Food is a true passion here, as Bologna is the birthplace of some of Italy’s most iconic foods: tortellini, mortadella - the progenitor of baloney - and Bolognese sauce. Visit the ancient seat of the University – the oldest continuously operating in the western world – before browsing Bologna’s specialty food shops. Then, sample local delicacies such as Parma ham and lasagna during lunch at a local eatery. Spend the afternoon at leisure in this lively town. Indulge in some people-watching at a café in Piazza Maggiore, the expansive plaza at the heart of the city’s social life, or search for Bologna’s very own leaning towers: the Garisenda and Asinelli. Whatever your interest, Bologna guarantees the perfect stroll as it boasts over 23 miles of covered sidewalks lined by colonnades offering protection from rain and heat.
• Bologna - Extension Ends
• Bid arrivederci to Bologna as your Italian sojourn comes to a close today.

Spend a glorious day exploring the unique Cinque Terre. You’ll discover a magical land nestled between the mountains and the Mediterranean that is nearly inaccessible. Travel by rail and boat,* past terraced vineyards and stunning panoramas on your way to a string of colorful fishing villages that sit along the area’s breathtaking, rugged coastline. Savor the charms of this special place with a local guide who will help you explore some of the delightful towns of the area. Hear tales of the region’s past and present as you come to know why the Cinque Terre National Park has been named a UNESCO World Heritage site. This is the perfect way to spend your day – feeling like you have stepped into a postcard.

Journey to Florence for a tour of the "Cradle of the Renaissance."

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Plan Your Trip to Tuscany: Best of Tuscany Tourism

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Essential tuscany.

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Tuscany Is Great For

• Il Podere di Toscana
• Villa Cenami
• Fattoria Le Corti
• Hotel Torricelle Zucchi
• Podere Pagliaore
• Val d'Orcia
• Chianti Road
• Isola di Pianosa
• Monte Amiata
• Private Tuscany Wine Tour Experience from Florence
• Truffle hunting in Montalcino
• Tuscany Wine Tasting with Appetizer on Hillside Vineyards
• Montalcino truffle hunting
• Opera and Wine Entry Tickets Val d'Orcia in Tuscany

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With its lyrical landscapes, world-class art and a superb cucina contadina (farmer's kitchen), the Tuscan experience is perfectly in symbiosis with the land.

Attractions

Must-see attractions.

Galleria degli Uffizi

Duomo & Piazza della Signoria

Home to the world's greatest collection of Italian Renaissance art, Florence's premier gallery occupies the vast U-shaped Palazzo degli Uffizi (1560–80),…

Basilica di Santa Maria Novella

Santa Maria Novella

The striking green-and-white marble facade of 13th- to 15th-century Basilica di Santa Maria Novella fronts an entire monastical complex, comprising…

Consecrated on the former site of a Roman temple in 1179 and constructed over the 13th and 14th centuries, Siena's majestic duomo (cathedral) showcases…

Museo Civico

Entered via the Palazzo Pubblico's Cortile del Podestà (Courtyard of the Chief Magistrate), this wonderful museum showcases rooms richly frescoed by…

Palazzo Vecchio

This fortress palace, with its crenellations and 94m-high tower, was designed by Arnolfo di Cambio between 1298 and 1314 for the signoria (city government…

Museo di San Marco

San Lorenzo & San Marco

At the heart of Florence's university area sits Chiesa di San Marco and an adjoining 15th-century Dominican monastery where both gifted painter Fra'…

Florence's duomo is the city's most iconic landmark. Capped by Filippo Brunelleschi's red-tiled cupola, it's a staggering construction whose breathtaking…

Museo dell’Opera del Duomo

This awe-inspiring story of how the duomo and its cupola came to life is told in this well-executed museum. Among its sacred and liturgical treasures are…

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A highly seductive medley of Renaissance cities, rolling hills and terraced vineyards, Tuscany offers the quintessential Italian experience. From the olive groves and cypress alleys to the romantic villages perched on rocky outcrops, the landscape here has become a symbol of the country as a whole. Its truffles, olives, wines and cheeses combine in a rich culinary tradition that makes dining a pleasure all of its own. Yet, the region's greatest treasures are the medieval masterpieces of Florence , Pisa, Siena and San Gimignano and the astonishing legacy of art and architecture they hold.

Our Italy specialists know the country inside out and lead you to experiences you won’t find in a guidebook, so you can get the most out of your vacation to Tuscany.

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Suggested tours for Tuscany

These tours give you a starting point for what your vacation to Tuscany could entail. Treat them as inspiration, as each trip is created uniquely for you.

Culinary highlights of Italy

12 days from $14,455pp

Classic Italy tour: Rome, Venice, Florence & Tuscany

13 days from $13,085pp

Italy outdoors

10 days from $10,600pp

Florence & Rome explored

8 days from $6,925pp

Self-drive tour Tuscany & Umbria

12 days from $8,375pp

Grand tour of Italy

21 days from $24,295pp

Italy beyond the summer

9 days from $6,815pp

Italy's art cities: Venice, Florence & Rome

10 days from $6,935pp

Luxury Italy honeymoon

12 days from $12,995pp

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Best time to visit

Our specialists advise on the best months to visit Tuscany, including information about climate, events and festivals.

Travel advice

Practical tips for traveling to Tuscany, from social protocols to guidance on money matters, with a link to the latest US State Department travel advice.

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Covering all seven continents, The World Your Way shows you how you can see the world with us. It features trip ideas from our specialists alongside hand-picked stays and experiences, and introduces our approach to creating meaningful travel experiences.

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Our expert guides to traveling in Tuscany

Written by our specialists from the viewpoint of their own travels, these guides will help you decide on the shape of your own trip to Tuscany. Aiming to inspire and inform, we share our recommendations for how to appreciate Tuscany at its best.

Hidden highlights of Tuscany

This guide describes some of the lesser-known highlights of the Tuscany region. Our Italy specialist Taylor has included her top things to see and do in Florence, Siena and San Gimignano as well as truffle hunting.

Food highlights of Italy

Italy specialist Caroline talks about her love of Italian food in this guide, focusing on the more renowned culinary cities and regions. She also talks about her experiences of creating pasta, catching fresh fish for dinner in Sorrento, wine tasting in Tuscany's Chianti region and where to eat like a local.

Italy’s art cities: Venice, Florence and Rome

From classical Roman statues through Renaissance frescoes to modern installations, you can trace a complete history of Western art in Italy’s great cities. Specialist Kimberly talks about how to deal with the crowds as you take in these important works.

12 min read

Basilicas, cathedrals & churches in Italy’s art cities

The focal point of history and culture for over 2000 years, Italy is perhaps understandably also the world’s pre-eminent destination when it comes to its art and architecture. This guide highlights its basilicas, cathedrals and churches, and the priceless artworks contained within them.

10 min read

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Best Tuscany Tours Vacation Packages

When you hear the words Tuscany tours , one thinks of idyllic rolling hillsides, quaint medieval towns and villages, red wines , and mouth-watering cuisine and cooking style . Florence, Siena, San Gimignano, Pisa and other amazing town to visit, but, there is much more to Tuscany that many tourists don’t get an opportunity to see . Let's think to the countryside or the Chianti area . Imagine if you might  live Tuscany from the perspective of a local .  To see sides of Tuscany that the majority of tourists seldom see, and to learn many hidden secrets along the way. With one of our Tuscany tours vacation packages ,  now you can..

Live like a Local, With the Locals

Our tours of tuscany, our popular tours, authentic tour of tuscany.

Discover the Real Tuscany on the Ultimate Week-long Tour

Experience of tuscany.

Experience the best sites Tuscany has to offer in a week

Tuscany wine tour.

Spoil yourself in this amazing 3 day tours designed for truly wine lovers

Hot spring day tour.

Full day tour of the natural hot spring of Tuscany and wine tasting

Tuscany umbria 3 day tour.

Discover the beauty of Tuscany region and Umbria in 3 full day tour from Florence

Unique tuscany to explore.

Tuscany Untouched Tours is a unique travel experience agency. We focus on offering visitors to the Tuscan region an opportunity to explore this beautiful area of the world as local and see the best of Tuscany . Under the expert guidance of Matteo who were born and raised in Tuscany. Our Tuscany tours and experiences are designed to take you off the well-trodden tourist tracks into areas of Tuscany that many tourists simply don’t get a chance to see. With our tours or Vacation Packages , we take you deep into the heart of Tuscany to meet the locals, experience life as it truly is, and explore areas of natural beauty that will take your breath away.

Why tour with us

Tuscany is a stunning area of natural beauty that offers breath-taking views at every turn. Our native tour guides at Tuscany Untouched tours introduce you to the region’s hidden gems and take you on an adventure of discovery and exploration that you’ll never forget. Whether you are roaming Tuscany’s rolling hillsides, sampling deep red wines in the area’s renowned vineyards during one of our 3 day wine tasting tours , discovering the majestic buildings of the old Etruscan villages, or sampling traditional Tuscan fare with a local family, you will enjoy the experience of a lifetime.

Tuscany is an area of pure beauty and spellbinding history. The old great art that can be found in areas such as Cortona, Montepulciano, Loro Ciuffenna, and in villages dotted throughout Tuscany is not to be missed. Our Tuscan expert tours guides will bring you deep into the heart of Tuscany to explore the ancient villages and see some of the world’s most stunning pieces of art for yourself. During these special tours, you will be let into some of Tuscan’s deepest secrets and will have an opportunity to see a side of Tuscany that most tourists can not be able to see.

Italian cuisine has earned itself a reputation for being among the most beautiful international cuisine, and it isn’t hard to see why. The various gastronomic treats that are available throughout the country are as distinct and diverse as Italy itself. Whether you are sampling pizza in Naples or Tortellini in Emilia-Romagna, each dish is as delicious as the next. Tuscany’s fare is truly delectable, and once you have tried some of the region’s most notable dishes for yourself, During our tours you’ll soon understand why Italians care Tuscany food so highly.

What makes us so special is what we offer you the chance to spend time with the locals in a way that no other tours offer. Our local guides and driver were born and raised in Tuscany and will take you off the beaten track to meet the people of Tuscany (Tuscan) in an intimate, private and authentic setting. Whether you are sitting down to dinner with a local family, learning about the  wine making process  from a vineyard owner during a 7 day wine tasting tour , or watching fresh pasta being prepared in a Pastificio, we have unique and exceptional adventures on offer that will leave a lasting impression during your vacation in Tuscany.

Do you want a customized tour?

We will create an unrivalled vacation experience that will show you a side of Tuscany so very few travellers get a chance to sample for themselves. Enquire now and tell us what is your dream Tuscany Italy vacation. Our local expert will be in touch directly to you to help you organizing your perfect trip.

ENQUIRE NOW

Hi, I was born in Firenze and I lived my childhood in a medieval village called Castelfranco di Sopra. I have lived in Tuscany all my life, and it has become part of my soul. It’s a place I love and respect, and it never ceases to take my breath away. Although I attended art school in Florence, since my early 20s I have worked for a number of well-known travel agencies and tour operators. While working there, I had the opportunity to plan and lead many tours for English, American and Australian visitors. I love leading tour groups and find great pleasure in introducing visitors to the hidden gems of a land that is so rich in history, culture, traditions, food, wine and the warm hospitality of the authentic Tuscan people - learn more about us.

Testimonials

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Tuscany Small Group Tours

Uncover new and exciting adventures in Tuscany by taking part in our small group tours. Go sightseeing at your own pace surrounded by travellers like you. Provided by top tour operators & travel companies, our small group tours in Tuscany will offer you the perfect balance between spending time on your own and group activities. View all small group tours .

62 Tuscany small group tours with 201 reviews

• In-depth Cultural
• Local Living
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• Wine tasting

The Best of Tuscany - 4Days/3Nights

It was good tour. Even got the free wine from the wine owner :). Over all it was good experience.

• €100 deposit on some dates Some departure dates offer you the chance to book this tour with a lower deposit.

Florence City Break - 3 Days/2 Nights

This was an amazing tour, Great to see Tuscany and taste amazing wine

• Train & Rail

Italy By High-Speed Train

The tour was good, hotels were very nice and in safe areas. The tours were awesome.

• €50 deposit on some dates Some departure dates offer you the chance to book this tour with a lower deposit.

Cycle Tuscany

Great time traveling with others, tour was organized but felt organic. I loved my e-bike, particularly on the hills!

Italian Sojourn with Leaning Tower of Pisa

The trip was great with a good balance of tours and free time. Accommodations were comfortable and very conveniently located.

• Food & Culinary

Unique 8 days in Tuscany Adventure

The villa is beautiful with the most gorgeous view of the valley, the chef is great and the staff super accommodating.

• Educational

Italian Triple Centre with A World Wonder

Private Gourmet Wine Tour in Tuscany, Italy

Villa Lecchi was beyond our dreams. The views were spectacular of Tuscany.

4 Days TUSCANY TOUR - from Rome

The 4 days we spent touring through Tuscany was without fault. Will definitely come back!

The best of Tuscany - 5 days private tour

• 10% deposit on some dates Some departure dates offer you the chance to book this tour with a lower deposit.

Reviews of Small Group tours to Tuscany

Amazing time, amazing people, amazing places. I would highly recommend this tour. The tour guide was exceptional and everything was so gorgeous. It's a great way to see such a grand area in a short time without missing anything.

Basically a tour that consisted of hotels, transport by train and a couple of short walking tours. We knew that before we went and so was fine. The addition of an extra night in Rome is needed with tickets for Colleseum and Palatine Hill on one day. We did this by ourselves although it was a lot of hassle trying to get tickets for the Colleseum and got ripped off.

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Your Tuscany Vacation

Answer the call of adventure with a tailor-made vacation package to Tuscany. Wherever it is you're headed and whatever you have planned, get set to discover a destination with so much to offer. The easiest way to organize your trip to Tuscany is to begin with its leading cities, which include Florence , Siena and Porta al Prato . Expedia has flights, hotels, car rentals and more to help you put together your very own customized Tuscany vacation today.

Top destinations in Tuscany

San Gimignano

The Latest Tuscany Vacation Packages

Relais de la Poste

Reviewed on May 31, 2024

Baglioni Hotel Regina - The Leading Hotels of the World

Reviewed on Jun 4, 2024

Relais Santa Croce by Baglioni Hotels

Reviewed on May 22, 2024

Palazzo Talìa

Grand Hotel Olympic

Reviewed on Jun 3, 2024

Where to stay in Tuscany

Framed by a magnificent cathedral and charming streets lined with churches and restaurants, this neighborhood rests at the very heart of Florence.

Santa Maria Novella

Spend some time in an attractive neighborhood close to the city center that encompasses ancient buildings and churches and a large park of outstanding beauty.

Pisa City Centre

With a famous landmark, Romanesque buildings and lively squares known for nightlife, this historic city center offers attractions around every corner.

South of the River Arno, this quarter boasts part of Florence's historic center, featuring notable sites like Santo Spirito di Firenze, Palazzo Pitti, Belvedere, and Piazzale Michelangelo.

Santa Croce

One of the historic districts of Florence has a network of medieval streets lined with opulent churches, leather stores, markets and atmospheric restaurants.

Tuscany Essential Information

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Reviewed on May 28, 2024

Reviewed on Jun 1, 2024

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Frequently asked questions, discover the most popular places to visit in tuscany, terme di saturnia.

Sink into sulfurous hot springs, which the ancient Romans and Etruscans believed were created by lightning bolts thrown by the sky god, Jupiter.

Uffizi Gallery

Art lovers will be in their element in this famous museum, home to the most extensive and important collection of masterpieces in the world.

Cathedral of Santa Maria del Fiore

The “Saint Mary of the Flower” cathedral and its towering dome have come to symbolize Florence.

What to do in Tuscany

Uffizi gallery tickets with skip-the-line admission, best of florence: skip-the-line david at the accademia & the duomo tour, uffizi gallery small group tour with guide, other vacations you might like.

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• There are loads of types of vacations in Tuscany and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $442; Family vacation $389; Romantic vacation $474; Luxury vacation $494; Budget vacation $348.

Why should you book a vacation package to Tuscany?

If you're planning a trip to this beautiful European destination, package vacations make perfect sense. They allow you to bundle together flights, hotels and car hire, letting you explore the countryside of Tuscany and its tucked away sights. And you can save money for another glass of Chianti, or a succulent plate of bistecca Fiorentina.

When should you book a vacation package to Tuscany?

Tuscany attracts visitors throughout the year, but it has a couple of peak seasons (roughly April to June, and September/October). During those periods, prices will be slightly higher, though the weather is at its best. July and August can be extremely hot, but still manageable. Late fall, winter or spring breaks are great for sightseeing, but double check opening times before visiting any museums or galleries.

Where should you stay in Tuscany during your vacation?

For any vacation type in tuscany:.

The Hotel Repubblica Marinara in Pisa is set up for any type of visitor, from business guests to couples and families. Air conditioning is standard in all 54 rooms, and suites come with luxury features like Jacuzzis. You can get there in just 6 mins from Pisa Airport via the LAM Rossa bus.

The Hotel Malaspina is a great general option in Florence, Tuscany's premier tourist destination. Converted from a 19th century townhouse, it offers comfort and a warm welcome in the shadow of the gorgeous Duomo. Located on the Piazza dell'Indipendenza, it's 700 meters from Santa Maria Novella station, the stop for buses from Florence Airport.

For family vacations in Tuscany:

One of Florence's leading family hotels, the Grand Hotel Baglioni is a 4-star complex where the rooftop restaurant affords wonderful panoramic views and concierge staff are always ready with suggestions for family experiences in the Renaissance city. Taxis from the airport get there in under 10 mins.

L'Andana in Castiglione della Pescaia is another great family option. Located in the Maremma National Park, it has a well-stocked games room and kid's club, as well as spa facilities, fine dining and sprawling grounds. Slightly off the beaten track, it's around 2 hours from the Pisa and Florence airports.

For romantic vacations in Tuscany:

Few cities are as romantic as Florence, and few hotels in the city suit couples as well as the Grand Hotel Minerva. A 4-star hideaway, the Minerva has meticulously furnished rooms, a rooftop pool with views of the city and a fitness center. The R003 airport bus gets there in 17-18 minutes.

Pisa's Grand Hotel Duomo is a magnet for couples visiting the city. Around two minutes' walk from the Leaning Tower, it offers soundproofed suites and fine Tuscan cuisine, while the LAM Rossa bus transports travelers from the airport to right outside the hotel in just 15 minutes.

For luxury vacations in Tuscany:

Located in Florence's Novoli suburb, the Hilton Garden Inn is a luxurious retreat a short drive from the Uffizi and the Duomo. Guests can enjoy a fitness center, gorge on Tuscan delights at City Restaurant and generally relax in style - all within 2 miles of Vespucci Airport.

The Hotel San Michele is a luxury hotel in Cortona - one of Tuscany's spellbinding hilltop towns. The rooms are beautifully furnished and the wellness center is inviting. It's around 70 miles from Florence Airport.

For budget vacations in Tuscany:

If you want to visit Pisa inexpensively, the B&B Hotel Pisa is ideal, offering homely rooms, great service, an on-site shop and a private car park. Bus Line 5 from the airport gets there in just over 10 mins.

The Hotel de Lanzi is a fantastic budget option in Florence. Very close to the Giotto's Campanile, it's a stylishly furnished affordable hotel with English speaking staff and extras like laundry and luggage storage - all just 11 mins from the airport by taxi.

Where to stay in Tuscany

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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

Montepulciano and pienza tuscany full day tour from rome, wine tour with wine tasting in siena, san miniato truffle hunting experience with lunch, major airports in tuscany, taxis and rideshares, other things to know, best wine tours & wine tasting experiences in tuscany, tuscany wine tours from florence.

Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

Tuscan Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 3,165 reviews):

Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

• Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
• Traverse the scenic Tuscan countryside on an off-road adventure.
• Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
• Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
• Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,896 reviews):

Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

RELATED: 25 Best Things To Do in Florence Italy: Visitor’s City Guide

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

• Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
• Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
• Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
• Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

Winetraveler Rating (over 1,158 reviews):

Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

• Cycle through the beautiful Tuscan countryside, leaving the city behind.
• Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
• Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
• Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

Winetraveler Rating (over 3,633 reviews):

Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

• Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
• Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
• Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
• Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

Winetraveler Rating (over 547 reviews):

Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

• Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
• Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
• Gain insights into the winemaking process unique to the Chianti region.
• Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

Winetraveler Rating (over 415 reviews):

Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

• Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
• Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
• Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
• Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

• Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
• Explore three diverse wineries, including quaint family-run and organic estates.
• Discover the winemaking process through an immersive cellar tour.
• Savor a range of the region’s best varietals.
• Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
• Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

• Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
• Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
• Enjoy a private experience tailored exclusively for your party.
• Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

• Benefit from round-trip private transportation from your hotel or chosen location in Rome.
• Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
• Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
• Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

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Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

• Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
• Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
• Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
• Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

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Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

• Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
• Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
• Absorb the history of the route from our expert guide.
• Traverse between Siena and the medieval walled village of Monteriggioni.
• Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
• Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
• Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

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Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

• Break away from the city and effortlessly explore the vineyards surrounding Siena.
• Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
• Choose from two departure times throughout the day for your convenience.
• Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

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Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

• Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
• Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
• Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
• Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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• Itineraries

Itineraries in Tuscany

Tuscany is certainly one of the most beautiful regions in Italy. Thanks to its breathtaking panoramas, excellent wine and exquisite food, Tuscany is visited by millions of people every year.

There are so many things to see and to do that it can be a real challenge to plan your holidays in Tuscany. Here we recommend and suggest some of the places you absolutely must visit as well as itineraries organized by themes or by days, such as 7 days in Tuscany and what to see across the region. Thus you'll find some ideas or starting point when organizing your time and travels in Tuscany.

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Tuscany is a region that offers a variety of things to see and to do, but mostly it is rich in history, beautiful landscapes and magnificent works of art. Whether this is your first time in Tuscany or not, give yourself 7 days to discover the best of Tuscany with our suggested itinerary.

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An itinerary for an entire day in Pisa

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A day in Siena

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Strada del Vino, olio and sapori

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Hot Springs in Tuscany: Spas and Nature

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Montalcino: A Brunello Wine Tasting Itinerary

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Discovering Chianti Classico: Vineyards, Landscapes & Towns

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Take a Road Trip in the Garfagnana

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Itineraries in Mugello

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Medieval Castles in a Hidden Part of Tuscany

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Based in Montecatini: Where to go for Day Trips

The central location of Montecatini lends itself to a variety of easy day trips ranging from culture stops to fabulous landscapes, from wine tasting to seaside adventures.  Our list inclueds trips you can make with or without a car, in 15 to 90 mintues.  Read here to plan your intinerary from Montecatini.

The Gulf of Baratti, the Caribbean in Tuscany

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The Best Day Trips in Tuscany for a Wine-filled Adventure With Stunning Scenery

No matter which route you choose, you can expect delicious food, wine, and superb views.

Whether coastal or country, Tuscany is made for four wheels. The roads caress every dip and curve of the hilly, pastoral landscape and are banked like a racetrack at every turn. The smaller strade provinciali (country roads) rarely see traffic, and each one offers an enticing scene dreamier than the last: hilltop castles, ancient farmhouses, vineyards , fields of poppies and lavender, and more. It's worth investing in a great rental, like a vintage Fiat Spider convertible, though a Fiat 124 or souped-up SUV will do. And since this is Tuscany, you'll want to make time to take in the drive with picture-perfect pit stops. Without further ado, read on for some of the best day trips in Tuscany, and plan your route.

A Tuscan Fairy Tale

Val d'Orcia is arguably the most visually impressive and romantic area of Tuscany. Listed as a UNESCO World Heritage site in 2004, the lush landscape of hill towns and rolling greens is the setting for a fairy tale. Starting in Pienza, travel south and then east to Monticchiello, a perfectly preserved 15th-century village. Continue on the serpentine route south for 30 minutes to Radicofani, another medieval town with a gorgeous fortress tower. Enjoy lunch at La Grotta , then head northwest to Bagni San Filippo to soak in the natural thermal baths. You'll be relaxed on your half-hour drive to Castiglione d'Orcia, where you can take in the Val d'Orcia landscape from the town tower. Then, it's on to San Quirico d'Orcia for more medieval Tuscany and great views. From here, you'll fall in love with a trail of towns: Take the old SP137 road northwest for 10 minutes to Torrenieri, then go northeast on SP14, a gorgeous ridge road that leads to Montisi. (Make sure to stop at San Giovanni d'Asso along the way). Meander the SP71 road south to Petroio and walk its corkscrew streets. On your way south to Montepulciano, stop in Montefollonico. Tip: You might want to break up the drive into a few days. Every town mentioned is perfect for an overnighter.

The Wine Route

Wine lovers who love a great drive, welcome to Brunello country. From Montalcino, it's a short 10-minute drive south to Castelnuovo dell'Abate, where you can visit the radiant travertine and alabaster church of Sant'Antimo and be enchanted by the haunting Gregorian chants at daily mass. About five minutes down the hill is Poggio di Sotto for an excellent Brunello experience. Or, check out Podere le Ripi , whose bonsai wines and farm-to-table Tuscan Garden Experience are a must. Get back in the car for a half-hour drive south to explore three equally delicious medieval hill towns: Seggiano, Castel del Piano, and Arcidosso, where you can have lunch at La Tagliola , a tiny restaurant with a menu dedicated to porcini mushrooms. Then, snake your way northeast on a lazy 30-minute drive, hopscotching from Monticello Amiata to Cinigiano to Porrona. For another taste of Brunello, break at Fonterenza , and then it's back to Montalcino just in time to catch the sunset.

Art With a Side of Vino in Chianti

What's better than a trip filled with art? A trip filled with art, great food, and delicious wine. Luckily, the Chianti countryside offers it all. From Florence, take the winding road to Antinori nel Chianti Classico in Bargino. With six centuries of wine production under its belt, Antinori is one of the most historic aziende (companies). It put Chianti Classico on the map and then redefined itself with an entirely new design — an architectural undulation that blends with the hills. Speaking of blends, the wines here are excellent (a tasting is a must), and the architecture is worthy of your Instagram feed. But you're here for Antinori Art Project , an ongoing and ever-growing collection of contemporary art installations, including pieces by Tomas Saraceno, Rosa Barba, and Jorge Peris. Hungry? Antinori has a rooftop restaurant — Rinuccio 1180 — overlooking the vineyards. If not, get back in the car and buckle up for a 50-minute ride south on some of Tuscany's prettiest strade provinciali to Castello di Ama . Installations by artists like Daniel Buren, Michelangelo Pistoletto, and Anish Kapoor can be seen throughout the winery and vineyards. You're also as likely to unknowingly walk across a Pascale Marthine Tayou as you are to stumble across a Louise Bourgeois.

Going Coastal

If you prefer the beach to hill towns, head to Bassa Maremma, about 25,000 acres of coastal paradise from Castiglione della Pescaia to Capalbio. Beyond the beautiful views, there's plenty to do here, too. Parco della Maremma is a 25-kilometer nature reserve with marshlands, pinewood forests, and pastures. Walk, run, hike, bird-watch, or simply enjoy the dunes. Further south lies Talamone, a picture-perfect medieval town on a wild promontory with a castle. Just south of the town, the natural landscape forms a baia (bay) perfect for wind sports, making Talmone Italy's top destination for kite and windsurfing. Or, drive 15 minutes south to Laguna di Orbetello , the most important lagoon in the Tyrrhenian Sea — it's a major migration stopover for thousands of birds and a World Wildlife Fund site. You can explore the oasis via trail and guided tours. For something a little offbeat, another 20-minute drive south and just five minutes inland will bring you to Il Giardino dei Tarocchi , a colorful, larger-than-life art installation from artist Niki de Saint Phalle in the middle of the Capalbio countryside. Not quite your speed? Slow down and drive back north (about 45 minutes) to Alberese, where you'll meet butteri (true Tuscan cowboys) at Il Bivacco , Italy's original Wild West show.

Island Adventure

Island lovers, take note: Tuscany has some of the most beautiful, wild, and elegant islands in Italy. Driving north or south on the E80, take the Orbetello Scalo exit. Not quite an island, and more like a land strip, Orbetello is a historic town oozing with charm from the moment you pass through the imposing Porta Nuova. Ancient walls, medieval ramparts, Renaissance-era fortifications, tiny streets, and charming boutiques make Orbetello the perfect spot for a stroll. From there, hop in the car and cross an artificial causeway to Monte Argentario, heading straight to the top for the lookout at Punta Telegraph. On a clear day, you can see Giglio, Montecristo, Elba, and Corsica, if you're lucky. On a rainy day, you'll be caught up in Monte Argentario's incredible nature. Take a hike around Capo d'Uomo or grab a bite to eat at Ristoro La Sorgente , a rustic eatery serving local delights underneath flourishing pines. Then, head down the mountain for a spectacular 30-minute coastal drive southeast to Porto Ercole, a tiny fishing village that's best known as an escape for the rich and famous, thanks to Hotel Il Pellicano . Fun fact: Porto Ercole is often considered to be Caravaggio's final resting place, though art historians still have this up for debate. Get back in the car, and drive north to the seaport town of Porto Santo Stefano, where the world's most beautiful yachts and sailboats are moored. You'll want to walk around the town and enjoy the pebbly beaches. Antsy? Park your car at the port (10 to 15 euro daily) and hop the traghetto (ferry) from Porto Santo Stefano to Giglio, 21 square kilometers of dunes, cliffs, and bays You can return to Porto Santo Stefano for a sundowner.

Wild Tuscany

Southern Tuscany is wild. Divided from the north by Monte Amiata, the rugged countryside has been almost untouched for centuries. Expect original country charm, amazing food, solitude, and vast vistas. From Montalcino, head toward Sant'Angelo in Colle and pass through Sant'Angelo Scalo for a side trip to Castello Banfi and its museum. Then, make your way to the medieval fortress town of Roccalbegna, which boasts a dramatic location at the foothills of a granite monolith. Have lunch at La Pietra , a family-run locanda that has wowed guests with homemade pasta and locally sourced produce and vegetables for six generations. Continue on to Cana, a medieval town that spans the lengthy crest of a hill, and take in its ancient military fortifications. Next, it's time for Stribugliano and the great views from Castiglioncello Bandini. For a wine break, visit the vineyards of Fonterenza (more Brunello), then end the day on the hill at Sant'Angelo in Colle for a stunning sunset.

Le Crete Senesi

Stark and haunting, Le Crete Senesi is a vast area in southeast Siena spanning to Arezzo. The landscape of lush rolling hills is at once dramatic and breathtaking. Take an adventurous 45-minute drive southeast from Siena via Taverne d'Arbia to Asciano and explore the town and 11th-century Basilica di Sant'Agata, which was constructed in beautiful travertine. From here, head south on SP451 to Chiusure for a glass of wine at Locanda Paradiso, a local hangout, and gaze at the endless hills. A short drive south on SP9 and you'll arrive in San Giovanni d'Asso, complete with a magical Romanesque church. Then, it's a 30-minute roundabout drive to Abbazia di Monte Oliveto Maggiore, a 14th-century Benedictine abbey with gorgeous library frescoes and glazed terra-cotta. Finally, head back to Asciano on the SP60 road. Stop when you're ready to take in the Val d'Asso and watch the sunset.

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The Top 10 Places to Go in Tuscany

TripSavvy / Jamie Ditaranto

Tuscany , with its spectacular cities, towns, and scenery, is one of Italy's top vacation destinations. Tuscany's many attractions include historic cities , art-filled museums and churches, great wine and food, medieval hill towns, beaches, and beautiful countryside. 

Each part of the Tuscany region has its own unique personality. And while it's hard to narrow down a best-of list in an area of travel superlatives, the following are TripSavvy's top 10 places to visit for medieval and Renaissance architecture, gorgeous scenery, and of course, the food and wine. 

TripSavvy / Christopher Larson

Florence, in the heart of Tuscany, is one of Italy's top cities to visit . Florence is an important Renaissance architecture and art center with several excellent  museums . Florence's cathedral, or Duomo , with its famous dome and its Baptistery, are architectural wonders that are not to be missed.

Many visitors use Florence as their base for winery tours or day trips to other towns in the region. Visit the Museo Galileo or the Palazzo Strozzi to get a feel for the history and culture of the area.

TripSavvy / Christopher Larson 

Siena is a classic medieval hill town in Tuscany famous for its sizeable fan-shaped piazza, the Piazza del Campo, dominated by its bell tower, the Torre del Mangia. 

Siena's annual summer horse race, Il Palio, is about as different from the Kentucky Derby as one can imagine: Bareback riders race the horses along the city's cobblestone streets, keeping with medieval tradition. 

Siena's medieval streets are lined with shops and rustic trattoria serving traditional Tuscan cuisine off the main piazza. Find a cozy spot, preferably one filled with Italians, and sample local fare paired with a nice bottle of regional wine.

TripSavvy / Jamie Ditaranto 

Pisa, in northern Tuscany, is famous for its leaning tower, which all visitors must climb and take an excellent touristy photo with. You'll be in the Piazza Dei Miracoli, where you can admire the cathedral and the baptistery, which date back to the Italian Renaissance. 

Besides its tower, Pisa has much more to do and see. To visit its historic Piazza Dei Cavalieri, take a stroll along the Arno River. And before you leave Pisa, try the local delicacy, a chickpea flour bread called cecina.

If you visit Pisa in June, you're in for a treat. That's when the city holds a festival to honor its patron saint San Ranieri during its annual Giugno Pisano.

Lucca is famous for its Renaissance-era wall, which encircles the city, and its cobblestone streets. Walking and bicycling paths and gardens sit atop the wall, allowing visitors to walk entirely around Lucca's historic center.

In addition to being home to several historic cathedrals, Lucca has several well-preserved towers that provide fabulous views of the city and beyond.

Be sure to check out the home of the famous opera composer Giacomo Puccini, which is a popular museum in Lucca. And for authentic regional dishes like tortelli lucchese or zuppa di farro all lucchese, visit one of Lucca's excellent restaurants, such as Buralli or La Buca di Sant'Antonio.

Cortona is the Tuscan hill town made famous by Francis Mayes in her book "Under the Tuscan Sun." Surrounded by 3,000-year-old Etruscan walls, Cortona retains much of its history through its layers of architecture.

Cortona's stately buildings include the Abbazia Farneta and the Chiesa San Francesco. This area has a large American expatriate community, so tourists from the States will find plenty of English speakers.

San Gimignano

San Gimignano, known as the City of Beautiful Towers, is a classic medieval walled hill town famous for its 14 surviving medieval towers. These create a distinctive skyline visible from the surrounding countryside. 

Be sure to visit the Museo Estrusco and the historic Collegiata di Santa Maria Assunta. For local flavor, try one of the many cinghiale (wild boar) dishes at Cum Quibus or Ristorante San Martino.

Chianti Classico Wine Region

The Chianti Classico wine region lies between the larger cities of Florence and Siena and is a fascinating area to visit. The Chianti region has picturesque villages like Greve and, of course, many fine wineries. Start your wine tasting at ​ Barone Ricasoli Winery and Brolio Castle .

Montepulciano

Montepulciano is yet another walled city in Tuscany, built on a sloping and narrow limestone ridge. Montepulciano has one of the most impressive main squares in Tuscany and has many beautiful Renaissance buildings, including the Chiesa di Sant'Agostino. Visit the Avignonesi or Gattavecchi vineyards or any of Montepulciano's many wineries for a taste of the famed Vino Nobile di Montipulciano. There are also several cantinas in town offering wine tastings and sales and local culinary products.

Pienza and Val D'Orcia

TripSavvy / Lauren Breedlove

Pienza, designed to be the ideal city, is a pretty Renaissance town in the Val D'Orcia of Tuscany. Pienza is famous for its pecorino cheese, Piccolomini Palace, and balcony overlooking the beautiful Val D'Orcia, a UNESCO World Heritage Site .

Montecatini Terme

Montecatini Terme, known for its thermal waters, is one of Italy's top spa towns. It has several historic spas and spas with modern equipment for beauty and wellness treatments. Terme Tettuccio is a lavish classic spa with music performances daily during the season, worth a visit to see the Liberty-style architecture.

The town itself is pleasant and relaxed and makes a good base for visiting central and northern Tuscany. A historic funicular railway takes visitors up the hill to the old town of Montecatini Alto .

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Tuscany Private Tours

Unique tuscany private tours.

If you are planning a holiday in Italy then  Florence and Tuscany  is certainly a popular destination. With so much to see and do in this area of the country, it is really a good idea to consider using Tuscany Luxury private tours rather than trying to coordinate a vacation on your own. Many people have never considered Tuscany private tours because they don’t understand just how unique and individualized these vacations can be.

When you are working with a top company, especially a company with years of experience like Italy Luxury Tours, you really can’t go wrong. Everyone that takes  Tuscany private tours  will not have to experience the same tour options. The beauty of customizing your Tuscany Vacation tours or choosing Tuscany luxury tours from a company that offers a lot of variation is that you can find just the trip that appeals to you and your guests and family.

Florence Private Tours

Florence, Tuscany, is a city of beauty. If you’re lucky enough to plan Florence, Italy, tours to visit the cultured art city, you will truly find something spectacular awaits around each and every corner. Bring a good pair of shoes, a camera and an open mind as you dive into the history of some of the world’s most creative and inspirational artists and architects.

Horseback Riding with Tuscany Private Tours

For a very original and unique option in Tuscany private tours consider a  horseback riding trip . This is a vacation that will stand out in anyone’s memories, even those that travel on a regular basis. These trips allow you to ride horses through some of the most scenic areas of the country while enjoying tasting from local chefs,  sampling local wines  and enjoying amazing accommodations at to hotels in the region.

Tuscany Private Culinary Tours

For foodies, or those that just love trying new foods, Tuscany private tours that focus on culinary stops and sampling traditional foods of the Tuscany region are an outstanding vacation option.

These private tours will not just give you sampling opportunities as you will be allowed to see how regional foods and items, such as olive oil, Prosciutto and Tuscan Cheeses are made. You will also be able to take cooking lessons from chefs and sample wines from the region. You will also have the opportunity to try your hand at cooking authentic  Italian foods from Tuscany  all under the direction of a master chef.

You can also choose from Tuscany Luxury private tours where your driver will take you to historical sites, working farms and even some of the most famous wineries in the area. Each night you will stay at a luxurious hotel and have the freedom to take in local events and activities or just sit back and enjoy the atmosphere of the city.

Experience the beauty and charm of Tuscany with our customizable Tuscany vacations packages. Our expert guides will take you on a journey through the rolling hills, vineyards, and medieval towns of this beloved region. With our Tuscany vacation packages, you can create your own itinerary and explore the hidden gems of the area, including the delicious food and wine. Whether you’re interested in a romantic getaway or a family vacation, we have a package to suit your needs. Book your Tuscany vacation package with Italy Luxury Tours and enjoy an unforgettable experience in one of Italy’s most beloved regions. Our vacations in Tuscany are designed to provide you with a unique and personalized experience, tailored to your interests and preferences. Contact us at +1 (855) 539 0045 to start planning your trip and start your Tuscany Italy vacation with us.

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A Tuscany private tour is a personalized and exclusive travel experience where you can explore the enchanting region of Tuscany with a dedicated guide and a customized itinerary tailored to your preferences.

Booking a private tour of Tuscany is simple. Visit our booking page, choose your preferred Tuscany tour package, select your travel dates and group size, and follow the instructions to make a reservation.

Absolutely! We understand that every traveler’s interests are unique. You can collaborate with our team to personalize the tour itinerary, including destinations, activities, and duration, to create your dream Tuscany experience.

Transportation is usually provided as part of the Tuscany private tour package. You’ll have a comfortable and private vehicle with a knowledgeable driver who will take you to various Tuscany destinations according to your tailored itinerary.

Certainly, we can accommodate large groups and special events. Contact our team to discuss your requirements, and we will work to create a customized solution to meet your needs.

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The ultimate tuscan road trip for wine lovers.

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Green countryside near the medieval town of Volterra (province of Pisa) Tuscany

Pisa attracts more than five million tourists yearly to see its world-famous Leaning Tower. But few realize this proverbial “half-day city” is the gateway to Terre di Pisa, one of Italy's newest and most exciting DOC (Denominazione di Origine Controllata) wine appellations.

This up-and-coming wine region offers an unforgettable experience for wine lovers who want to travel slowly and escape the crowds pervasive in many Italian cities.

Imagine rolling Tuscan hills, vineyards stretching toward the horizon, and passionate winemakers eager to share their craft and explain how their wines are shaped by the contours of the land and centuries of history.

Throughout the province, wine lovers can sip regional wines and savor local food products and dishes, creating a truly Tuscan culinary adventure.

The Wines Of Terre di Pisa: A World of Varietals Awaits

Logo of Terre di Pisa

The Terre di Pisa DOC appellation was established in 2011, attesting to the unique character of the wines.

In 2018, 10 producers formed the Terre di Pisa Wine Consortium to raise awareness and promote the quality of these regional wines; the number has now grown to 19 in 2024.

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Terre di Pisa wines offer a symphony of flavors. The carefully controlled Terre di Pisa DOC appellation includes Terre di Pisa Bianco, Terre di Pisa Vermentino, Terre di Pisa Rosato, Terre di Pisa Rosso, and Terre di Pisa Sangiovese.

Visitors can explore reds like Sangiovese, the king grape of the region, or whites like Vermentino. They can also indulge in rosės and sparkling wines.

Most high-quality wines with the Terre di Pisa DOC label are reds with at least 95% Sangiovese grapes. Winemakers rely on these and other indigenous grapes to produce interesting blends with international varietals like Cabernet Sauvignon, Merlot, and Syrah.

This unique hyper-local terroir is blessed with sandy soil rich in limestone and clay. Millions of years ago, the land was part of the ocean, so seeing whole seashells as you walk among the vineyards is common. Some winemakers even find marine fossils under the soil dating back to this heritage.

The hills and valleys of Terre di Pisa are conducive to viniculture because of the area’s temperate climate, which has warm days, cool nights, moderate rainfall, and ocean breezes from the nearby Tyrrhenian Sea year-round. The wines offer minerality and salinity.

Beyond the Leaning Tower: Getting There and Where To Stay

Map of the provinces of Tuscany

Pisa is both the name of this province and its better-known capital city. While wine (along with the tilted tower) takes center stage, Terre di Pisa offers many diverse experiences.

Tourists can meander the two-lane roads traversing the countryside by car and discover this less-traveled province’s cultural, historical, and epicurean riches.

Terre di Pisa wineries are committed to sustainable practices, ensuring the land thrives for future generations. So, it’s not surprising that their farm stays offer a chance to unplug, reconnect with nature, and experience the simple pleasures of rural life.

Instead of large cookie-cutter hotels, many wineries offer rustic Tuscan farm-like accommodations. These small agriturismos can serve as a base for visiting some of the more than 40 wineries in the region or excursions to interesting towns and small villages nearby.

San Miniato, perched on three small hills, is best known for its white truffles, celebrated at a National White Truffle Festival held each November. Pontedera is the birthplace of the iconic Vespa motor scooter and the locale of its historic Piaggio factory and museum. The colorful art city of Peccioli was named the most beautiful village ( borgo) in Italy in 2024.

A few more of the many places worthy of visits include the architecturally stunning landscape of Teatro del Silenzio in Lajatico, the hometown of tenor Andrea Bocelli; the Roman Theater and Baths in Volterra; and the sandy beaches of Marina di Pisa.

10 Terre di Pisa Wineries That Host Guests

Vineyards of Merlot, Cabernet, and Sangiovese on the Pisan hills of Peccioli produce red, white, and ... [+] rosé wines.

Rural accommodations like those in the province of Pisa are generally restored rather than remodeled to preserve their Tuscan history and ambiance.

Coupled with direct sales from their wine shops, farm stays help provide a reliable income stream when nature compromises crops and creates unique opportunities for guests.

Here is a sampling of some Terre di Pisa wineries that host guests. In addition to finding a sense of place on-site, wine tourists typically visit other wineries and interesting towns nearby.

Badia di Morrona

The 600-acre Badia di Morrona estate, located amidst sloping hills between Terricciola and Casciana Terme, is one of the oldest wineries in Tuscany. It offers tours, tastings of its wines and EVO olive oil (with light lunch), and visits to its historic Benedictine abbey, the summer residence of the Bishops of Volterra in the late 15th century.

Each of six fully-equipped restored farmhouses, divided into villas and apartments, has swimming pools and is surrounded by greenery.

Castelvecchio Socita’Agricola

Located in the town of Terricciola in the Pisan hills, the family-run Castelvecchio Societa’Agricola has 10 hectares of vineyards managed by women. The winery offers cellar visits and tastings paired with local cold cuts, cheeses, bruschetta, and other seasonal products, as well as lunch or dinner of local Tuscan cuisine.

Visitors can arrange stays in either a restored barn or a portion of the original farmhouse restored by the family that offers views of the hills.

Fattoria Varramista

The heart of the 400-acre Fattoria di Varramista in Montopoli is an ancient villa (purchased by the Piaggio-Agnelli family in 1953) once the residence of Enrico Piaggio, famous for the Vespa brand. Varramista offers tours of the villa, the Italian garden, the cellars and vineyards, and tastings of the estate’s wine and EVO olive oil accompanied by Tuscan products.

Three farmhouses on the estate have private pools surrounded by olive groves; another is in the park near the manor. Guests at these residences can also hire mountain bikes, participate in cooking classes, and hire private chefs and/or drivers.

Villa Cosmiana

Sited on a gentle hill in Peccioli, this 17th-century, neoclassical Villa Cosmiana became part of the Antinori family estate in 1783. Abandoned in 1933, its new owners recently meticulously restored it to preserve its rich historical and artistic legacy. An English park with Italianate gardens surrounds the villa, along with 15 vineyards on 11 hectares. Wine tastings begin with a tour of the villa and its winemaking facilities before a light lunch.

The estate has three suites in the villa and four in the Fattoria (farm) that can be booked with a tasting dinner or discovery day.

Villa Saletta

Although wine production on this 1,760-acre working estate can be traced back to 980 AD, Villa Saletta is a modern, boutique winery. Located in a medieval village with ancient farmhouses in Palaia, the family owners lovingly restored a property that had fallen into ruin. Visitors can enjoy wine tastings, visits to the winery and cantina, or a guided tour of the magnificent borgo.

Three villas have been renovated using traditional techniques, materials from the region, and modern luxury. The largest can accommodate up to 14 guests.

Pieve de’ Pitti

Located in the hills of Terricola, Pieve de’ Pitti is named after the Florentine Pitti family, which owned the estate until the end of the 17th century. The winery offers tours of the cellar and vineyards, wine tasting, and creative cooking courses.

Guests can stay in one of the five rooms of the Villa (a single large farmhouse surrounded by vineyards) or in one of three self-catering apartments in the Il Poggetto country house. The property also hosts weddings and special occasion parties.

Tenuta di Ghizzano

Tenuta di Ghizzano is an organic and biodynamic farm of 280 hectares, 18 of which are vineyards. The winery is located in the town of Ghizzano, a small frazione of Peccioli with a population of just over 300 people. The estate has vineyards, olive trees, cereal crops, woods, and poplar groves and hosts a range of “experiences,” from tastings to tours to personalized visits.

The two-story Villa Ginevra, a contemporary farmhouse immersed in the countryside, is a beautifully appointed four-bedroom residence filled with art and antiques. It offers a balcony overlooking the scenic hills.

Le Palaie Farm is located on a 150-hectare estate in Peccioli surrounding a 17th-century manor house. In addition to olive groves, arable land has been set aside to preserve the fauna and insects that help repopulate the environment. The winery also hosts special events, including weddings, tastings, and cellar visits.

The recently renovated manor house has seven apartments of different sizes and accommodations in another four independent houses.

Fattoria di Fibbiano

Fattoria Fibbiano is located in Terricola between the hills of Pisa and Volterra. The Cantoni family purchased the farm in 1997. The house's foundation was built in 1707 and is surrounded by vineyards, some over 100 years old. The property is home to three generations of this family. In addition to tastings, tours of the vineyards, picnics, Vespa adventures, and cooking lessons, guests learn about the architectural features of the historic farm. During the harvest, guests can experience olive and grape picking.

Apartments are located in the same building where the family lives. A communal vaulted living room and beautiful pool with panoramic views bring people together for conversation.

Podere la Chiesa

Podere La Chiesa is an ultra-contemporary winery that might be mistaken for an art museum. Located in Terricciola, the winery is an architectural masterpiece surrounded by the Tuscan countryside. The one million-year-old soil is rich in limestone, sand, and clay. The winery offers guided tours and tastings. In September, guests can participate in the 50-year-old Grape and Wine Festival held in Terricciola.

The winery is close to the little town of Casanova, which has a small BnB and Michelin-starred restaurant.

Don’t Forget the Leaning Tower

The Leaning Tower of Pisa is located in Piazza dei Miracoli, along with the Cathedral and ... [+] Baptistery.

Visitors to Terre di Pisa will be treated to an unforgettable experience that blends rolling hills with exceptional wines and warm hospitality.

But a half-day dedicated to the iconic Leaning Tower and the Piazza dei Miracoli is a must for any visitor.

Getting There

Getting to Terre di Pisa is convenient. International and domestic travelers can arrive through Pisa International Airport (Galileo Galilei Airport, named after the famous scientist born in Pisa).

Visitors also can arrive at the Pisa Centrale station from Florence via high-speed train in about 45 minutes. Auto rentals are available both at the airport and train station.

For more information:

• Terre di Pisa Tourism
• Consorzio Vini Terre de Pisa
• The Pisan Hills Wine Route

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Forbes Community Guidelines

Our community is about connecting people through open and thoughtful conversations. We want our readers to share their views and exchange ideas and facts in a safe space.

In order to do so, please follow the posting rules in our site's  Terms of Service.   We've summarized some of those key rules below. Simply put, keep it civil.

Your post will be rejected if we notice that it seems to contain:

• False or intentionally out-of-context or misleading information
• Insults, profanity, incoherent, obscene or inflammatory language or threats of any kind
• Attacks on the identity of other commenters or the article's author
• Content that otherwise violates our site's  terms.

User accounts will be blocked if we notice or believe that users are engaged in:

• Continuous attempts to re-post comments that have been previously moderated/rejected
• Racist, sexist, homophobic or other discriminatory comments
• Attempts or tactics that put the site security at risk
• Actions that otherwise violate our site's  terms.

So, how can you be a power user?

• Stay on topic and share your insights
• Feel free to be clear and thoughtful to get your point across
• ‘Like’ or ‘Dislike’ to show your point of view.
• Protect your community.
• Use the report tool to alert us when someone breaks the rules.

Thanks for reading our community guidelines. Please read the full list of posting rules found in our site's  Terms of Service.