historic sicily tours

Tours of Sicily that span millennia of history, art & culture: from the classic world of ancient Greece to the theatrics of the Baroque era; Roman mosaics to the shining examples of those from Arab and Norman times; from the esteemed ancient Greek ceramics to 19 th  Century Sicilian versions; masterpieces by Caravaggio and Antonello da Messina and then to those which immortalised Sicily by local artists of the 20 th Century. 

Our Tours of Sicily journey through Unesco World Heritage sites and bring us before the finest works of some of the greatest artistic masters of all time. Framed by fantastic Sicilian food, breathtaking views from the coast to mountain peaks and the hospitality of the Sicilian people, our tours present the opportunity to enjoy the experience together with a small group of people who love art and culture just like you.

Our group sizes are always intimate so you will never feel like just another number on an overcrowded tour. Our mission is to ensure you have the most enriching experience imaginable.   

Eolo & Serena

• Tour with Sicilian Australian Artist Eolo Paul Bottaro
• Intimate group: 7 people + guides
• Active tour: average walking 3 hours a day
• 7 - 17 September 2025 
• 24 September - 4 October 2025 ( full )
• 15 -25 October 2025
• For bespoke tours, please email us at   [email protected]

TOUR LEADERS

Eolo Paul Bottaro

Sicilian australian artist.

I am an Australian artist of Italian-Sicilian descent. My parents left Sicily in the late '60s and even though I was born and grew up in Australia, Sicily has always been strongly present both in my life and my artistic production, which has been inspired by the Italian Masters of the Renaissance. In the last 10 years I have travelled back and forth from Italy and Sicily in particular, where I have established a studio and a home. Through the years, I have travelled Sicily deeply and extensively nevertheless, this powerful island still surprises me with its endless amount of art, culture, history and beauty.

Serena Firera

Sicilian travel designer.

I was born in Sicily and I have lived on the island most of my life. After a master’s degree in psychology at the University of Rome, I worked in publishing and the private education sector as a specialist in educational psychology. Meanwhile, whenever I could, I was travelling the world. Travel, art and different cultures have always been my passion. I lived in Australia for over a year in my early 30s and when I returned to Sicily, I realized I could not work behind a desk anymore. So, at the age of 34 I quit my job and decided I was going to share my love for Sicily with the rest of the World. 

Day 1  - Arrival to Sicily

You will be picked up at Catania airport and transfered into your hotel right in the hart of Catania.

A traditional dinner will welcome you to Sicily

[Overnight in Catania]

Day 2  - Catania

In the morning we will explore Catania, a city that preserves many great examples of baroque architecture, for this reason it was inserted into the UNESCO World Heritage list. The Catania’s baroque particularity is found in the use of the black lava stone, sourced from Etna, Europe‘s largest active volcano. Catania also hosts several ancient hidden treasures, such as the ruins of the Roman amphitheatre, known as the black Colosseum.

In the afternoon we will head towards the picturesque town of Taormina for a guided tour of the Ancient Theatre and a stroll through the narrow streets with breathtaking views.

Day 3 - Caravaggio's last paintings and Riace's Bronzes

In the morning we visit the Interdisciplinary Regional Museum of Messina, the biggest museum in Southern Italy, which is the custodian of many works by famous artists such as Caravaggio, Antonello da Messina, and Domenico Gagini.  In the afternoon we will take a boat accross to Reggio Calabria to visit the stunning Riace's bronzes.

Day 4 - Syracuse

On Day 3 we visit Ortigia, a small island just off the coast of the city of Syracuse, where it is possible to see everything from Medieval-Norman buildings and Baroque masterpieces, to Greek, Roman and Jewish ruins. We will have the opportunity to see the amazing painting “The Burial of Saint Lucia” by Caravaggio, which hangs in the Duomo di Santa Lucia al Sepolcro. [Overnight in Ragusa Ibla]

Day 5 - Modica

On day 5 we visit the picturesque baroque town of Modica, UNESCO World Heritage site. In 1693 a catastrophic earthquake desecrated many towns in the south-east of Sicily, including Modica. In the years following the earthquake, the towns were rebuilt in a style which is today recognised as 'Sicilian Baroque'. What makes Sicilian Baroque unique is the theatrical, dramatic features which are meant to intrigue the viewer and give the sense of being on the stage of a theatre. Modica has become well-known due to the popularity of the TV series “Inspector Montalbano”, based on Andrea Camilleri’s novels.

[Overnight in Ragusa Ibla]

Day 6 - Villa Romana and The Valley of the Temples

In the morning we visit Villa Romana del Casale, where excavations unearthed one of the richest, largest and most varied collections of Roman mosaics in the world, for which the site has been listed as a UNESCO World Heritage Site. The villa and its mosaics date back to the early 4th century AD. The mosaic and opus sectile floors cover some 3,500 square metres and are quite unique in their excellent state of preservation due to the landslide and floods that had covered the ruin. In the afternoon, we head towards Agrigento, after we have settled in at the hotel, we will take a night-time tour of The Valley of the Temples, one of the greatest examples of ancient Greek art and architecture in the World. The Valley includes remains of seven temples in Doric style and is another UNESCO World Heritage site.

[Overnight in Agrigento]

Day 7 - Polizzi Generosa

We leave Agrigento and head towards Polizzi Generosa, a lovely village set 917 metres above sea level in the Madonie Natural Park. We will be staying at The Sicilian House, a beautiful and historic noble home fully restored by a Sicilian-Australian family. In Polizzi Generosa’s Chiesa Madre, glimpsed through an ornate set of iron gates, there is a precious triptych with beautiful Flemish detail, attributed to the 15 th  century Flemish master Rogier van der Weyden, an absolute must-see when touring Sicily. The town also has a lovely Archaeological Museum, filled with Hellenistic burial treasures. This significant local museum also shows us something of Polizzi Generosa’s history of pottery and terracotta, which still continues to this day. Third generation ceramist Giovanni D'Angelo continues this tradition as a labour of love - we will visit his workshop just outside the village.  [Overnight in Polizzi Generosa]

Day 8 - Cefalù

The drive itself, through the Madonie Natural Park and towards the coastal town of Cefalù, will bring some spectacular panoramic views. The Madonie Mountains are known as the Alps of Sicily (they peak at almost 2,000 metres) and, being an unspoilt area with some of the greatest examples of biodiversity in the world, they are now protected. We will spend the day visiting Cefalù, with its Norman cathedral; a 12th-century fortress-like structure with elaborate Byzantine mosaics and soaring twin towers, included in the UNESCO World Heritage listing. Only a few steps from the cathedral is the Mandralisca Museum. This small, privately owned museum showcases a collection amassed by parliamentarian, archaeologist and natural-history buff, Baron Mandralisca (1809–64). The museum showcases Antonello da Messina's splendid Ritratto di un uomo ignoto (Portrait of an Unknown Man; 1465), considered one of the most distinctive portraits of the Italian Renaissance. Acquired by the Baron after he discovered it being used as a makeshift cupboard door in Lipari, da Messina's painting depicts a man with an enigmatic smirk, almost as captivating and thought provoking as the Mona Lisa. [Overnight in Polizzi Generosa]

Day 9 - Monreale

In the morning we visit the Cathedral of Monreale, one of the most delightful examples of Arab-Norman architecture. With its cycle of mosaics on golden ground and its extraordinary cloister, the cathedral can proudly claim a place in the highest ranks of Europe's art history. Since 2015 it has been part of the UNESCO World Heritage listing.

After a guided tour of the cathedral, we settle into our hotel in Palermo, a city rich in history, culture, art, music and food, founded in 734 BC by the Phoenicians. Through its history Palermo has been dominated for over a thousand years by Carthage, the Greeks and the Roman Republic and Empire. From 831 to 1072 the city was under Arab rule, after which there was the Norman domination. The Spanish and the French have also ruled Palermo in its more recent history, until it became part of Italy. All of these dominations are very evident in Palermo’s amazing architecture, art, culture, cuisine and people. [Overnight in Palermo]

Day 10 - Palermo

Our last day of the Grand Tour of Sicily will be fully dedicated to Palermo. We will visit: 

• Palazzo Abatellis, home to the Galleria Regionale della Sicilia. The museum's most famous work is the Virgin Annunciate by Antonello da Messina (15th century), considered a masterpiece of High Renaissance paintings. The museum also contains the amazing fresco “The Triumph of Death” created in the 15th Century by an unknown artist and considered a masterpiece of the time. 
• The Oratorio di San Lorenzo, where Giacomo Serpotta created a sumptuous stucco decoration. The oratory is particularly famous because of the masterpiece Nativity with St. Francis and St. Lawrence by Caravaggio. This prestigious painting was stolen on October 18, 1969 and has never been recovered. In 2015 a hi-tech replica of the altarpiece was placed inside the oratory.
• The unique Cappuccini Catacombs. These catacombs contain around 1,252 mummies which line the walls. The tombs were accessible to families of the dead so that on certain days they, both living and deceased family members, could join their hands in prayer. [Overnight in Palermo]

Day 11 - Goodbye Sicily

Our Grand Tour of Sicily comes to an end. An immersive cultural experience which will have taken us to some of the most amazing art, architecture and archaeological sites in the world. With the backdrop of the beautiful Sicilian landscape, from seascapes to mountain peaks - the delicious food and the warmth of the Sicilian people framing our trip to perfection. You can leave the island either from the airports in Palermo or Catania, both have direct flights to all major Italian and European cities. Thank you for touring Sicily with us and see you for the next cultural adventure!

DEPARTURE DATES AND PRICES

7-17 september 2025.

5,990 EUR pp in double room 

(Supplement for single room 590 EUR)

15-25 October 2025

4,990 EUR pp in double room 

Price includes:

• 10 nights in 4* Sicilian accomodation
• Private vehicle with driver
• Entry to all sites and museums mentioned in the itinerary
• Professional guided visits to archeological sites and museums
• Daily breakfast
• Airport transfers

Price does not include:

• Lunches / Dinners
• Travel Insurance 

TERMS AND CONDITIONS

We require a 30% deposit to hold your place on tour and confirm your booking.

Final payment

We require final payment a minimum of 75 days before departure.

Cancellation by you

If you cancel more than 75 days before the tour commences we will credit your deposit for another tour departing within 12 months of the original tour.

If you cancel between 75 and 30 days before the tour commences we will refund 50% and credit 50% for another tour departing within 12 months of the original tour.

If you cancel less than 30 days before the tour commences we will credit 50% for another tour departing within 12 months of the original tour.

BOOKINGS AND ENQUIRIES

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FREQUENTLY ASKED QUESTIONS

What is the best way to explore Sicily?

There are many reasons that visiting Sicily as part of an organised tour is preferable to doing it by yourself. It’s not a matter of safety, Sicily is a very safe place with millions of tourists travelling across the island every year. Firstly, doing it this way guarantees seeing the best of the island in a limited amount of time: we have explored Sicily extensively over the last ten years and as a result this tour has been designed to present the best cultural experiences the island has to offer. Secondly, getting around by means of public transport is rather challenging due to the fact that services on the island leave a lot to be desired; meaning you could end up waiting hours before a bus or train arrives. Driving is not without its drawbacks either since many roads are not well-maintained and Sicilians have what can only be described as an unconventional style of driving! 

Can you explore Sicily without a car?

Yes, you can, but getting around by means of public transport is rather challenging due to the fact that services on the island leave a lot to be desired; meaning you could end up waiting hours before a bus or train arrives. 

How many days do you need to see Sicily?

It depends on how much you want to see.

Usually a minimum of 10/12 days is needed to see Sicily's most important attractions both on the Western and Eastern part of the Island.

What do you do in 5 days in Sicily?

If you have 5 days to visit Sicily, choose a specific area of the island to visit. Here are some ideas:

• Palermo, Monreale, Segesta and Cefalù
• Catania, Etna, Taormina and Syracuse
• Syracuse, Noto, Modica, Rabusa Ibla and Scicli
• Agrigento, The Valley of the Temples and Villa Romana del Casale

What to do with 3 days in Sicily?

If you have 3 days to visit Sicily, choose a specific area of the island to visit. Here are some ideas:

• Palermo and Monreale
• Catania and Etna
• Syracuse and Noto
• Modica, Rabusa Ibla and Scicli

What is the nicest part of Sicily to visit?

It depends on what you like. Sicily can offer ancient Greek and Roman archeological sites, Baroque architecture, spectacular nature both inland and by the coast. 

“To have seen Italy without having seen Sicily is not to have seen Italy at all, for Sicily is the clue to everything.”

Goethe, after visiting the island in 1787

People don't take trips... trips take people - John Steinbeck -

Uncovered Sicily is a talented team of local archaeologists, art historians, architects, science experts and food & wine specialists all rooted with a passion for Sicily. Our tour guides are ready to help you delve deep into Sicily through the Uncovered Sicily day tours and customized multi-day itineraries which, from archaeology to art and architecture, from nature to food and wine, will offer you a comprehensive view of our Sicilian land and culture. We provide private cultural services for small groups of travellers with a maximum of 10 people in order to allow a friendly approach between the traveller and the local experts.

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