The 8 best places to visit in the Caribbean

Antonia Windsor

Nov 24, 2023 • 7 min read

caribbean islands travel guide

Not all Caribbean islands are the same. Here's how to find the right one for you © Roberto Moiola / Sysaworld / Getty Images

The ultimate tropical getaway, the Caribbean conjures images of palm-fringed beaches, rum-fueled dancing and lush jungle excursions. Pick any of the 700-odd islands that form an arc between Florida and Venezuela  and you’ll get all these things and more.

Rich in African culture brought to the region by the trade of enslaved people, the islands are also steeped variously in British, Spanish, French and Dutch heritage, making the Caribbean one of the most culturally diverse places on the planet and lending each island its own idiosyncrasies. 

Whether you’re looking for a party city or a family-friendly destination, we’ll help you decide where to go. Here are the eight best places to visit in the Caribbean.

Best for beaches

Boasting a beach for each day of the year, low-lying Antigua in the Leeward Islands delivers a multitude of postcard-perfect beaches, with coral reefs just a flipper-kick from shore. Depending on where you are, the hue shifts from brilliant white through rose gold to cotton candy pink. 

Choose between a beach lined with lively bars blaring out soca tunes, or a near-deserted strip of sand where it’ll be just you and the odd pelican diving for fish.

If you want to join picnicking locals, head to Jolly Beach on the west coast; for solitude, try Half Moon Bay in the southeast, and for tree-shaded golden sands, head to Pigeon Beach on the edge of Falmouth Harbor. 

The World Heritage Twin Pitons are framed by sunlit flowers in the early morning. Focus on flowers, with Pitons fading into background.

2. The Pitons, St Lucia

Best for hiking

These iconic twin peaks are St Lucia ’s most photographed attraction, which isn't surprising, as they tower more than half a mile above sea level and can be viewed from as far north as the capital Castries.

Gros Piton, the largest of the peaks, is the one to scale (Petit Piton has near-vertical slabs and climbing is restricted). Start at sunrise and you’ll be at the top before the heat of the midday sun. January, February and March are great months to visit because the soil will be dry. 

Wake to an up-close view of these verdant volcanic plugs by staying at Ladera Resort , which offers rooms that are completely open to the rainforest.

Planning tip: Book a guide from Gros Piton Tour Guides Association  and you’ll not only make it to the summit without losing the path, but you'll also learn the history of Fond Gens Libre, a settlement that played an important role in the 1748 slave rebellion (and the hike's starting point), and find out about the flora and fauna of the rainforest you pass through. 

Old sign of the Lafayette restaurant and bar in the Old Havana district

3. Habana Vieja, Cuba

Best old town

The most populated and most visited city in Cuba and one of the best cities in the Caribbean, beguiling Havana is associated with Hemingway and Cadillacs, music-filled theaters and grand rum bars.

The Havana you’re looking for is the old town, known in Spanish as Habana Vieja , where you can wander narrow streets, admire the architecture of restored Spanish buildings, stop to listen to a street-side salsa or son band and dip in and out of the various museums, churches and palaces that make up this Unesco World Heritage Site. 

The city hums in the day, but at night it’s all-singing, all-dancing. To soak up the vibe head to Plaza Vieja , pull up a chair on the terrace of one of the many bars and cafes and be entertained by roving bands.

Then head to the 200-year-old bar El Floridita , where Ernest Hemingway famously knocked back daiquiris after a day at the typewriter. 

4. Bonaire Marine Park

Best for snorkeling

Bonaire is the B in the Dutch ABC islands and lies to the east of Aruba and Curaçao, just off the coast of Venezuela in the southern Caribbean. Something of a trailblazer, the island turned its entire coastline – and that of neighboring Klein Bonaire – into a 6400-acre marine park in the late 1970s.

The island has about 90 dive and snorkel sites where you can explore the protected underwater world , mostly situated among the sheltered coral reefs off the west coast. This is a good place to visit in July, because it is south of the hurricane belt. 

Planning tip: Divers and snorkelers must pay the marine park nature fee, which is $25 for non-scuba visitors and $45 for scuba divers, and is valid for a year. You can purchase it directly from the National Parks Foundation .

5. The Grenadines

Best for sailing

An archipelago stretching 60 miles from St Vincent in the south to Grenada in the north, the Grenadines  feel remote and largely untouched by tourism.

With the challenge of occasional strong Atlantic winds and the reward of calm waters on deserted beaches (minus the odd rum shack), this is some of the best sailing in the world for the competent sailor. Passages between the islands only take an hour or two, so you’ll get plenty of downtime too.

Planning tip: This is a good place to visit in July, August, September or October, because it’s south of the hurricane belt. Start your charter in St Vincent and finish in Grenada for an easier sail. Easterly trade winds make it harder to sail north up the chain. 

6. Inagua, The Bahamas

Best for wildlife lovers

The southernmost island group in the Bahamas is made up of two islands. Despite its name, Great Inagua only has a population of about 1200 people, but its flamingo population exceeds 80,000 birds, flocking around aptly named Lake Rosa. And Little Inagua is the largest uninhabited island in the Caribbean, becoming a national park in 2002.

These remote islands are a haven for ecotourism, and visitors come to see the flamingos, parrots, pelicans and 140 other native and migratory birds that can be spotted here.

Planning tip: Travel by mail boat from Nassau , which is 320 miles northwest, or fly into Great Inagua airport. To visit Little Inagua, a nesting ground for endangered sea turtles, you’ll need to ask a fisherman to take you by boat. The best time to see the turtles hatching is between August and September. 

Tourist learning to windsurf at a busy Punta Cana beach

7. Punta Cana, Dominican Republic

Best for families

The glut of family-friendly hotels that hug the “coconut coast” on the east of the Dominican Republic make this a fun-filled place to go if you’re looking for an easy family holiday in the Caribbean.

The child-free may want to actively avoid the area, but if it’s an all-inclusive hotel with a waterslide you’re after, then you’ll find no shortage among the popular brands jostling for attention. 

Whether you want five-star luxury, such as that found at Bahia Principe Fantasia Punta Cana , which has a fairytale palace astride the swimming pool, or the recognizable cartoon characters found at the Nickelodeon resort , you’ll find a hotel to please the whole family. 

8. San Juan, Puerto Rico

Best for partying

Wherever you are on the island of Puerto Rico you’re never more than a couple of hours by car from San Juan , the island’s capital. This means there’s no excuse not to spend at least one night of your holiday partying Puerto Rico style.

A night out in San Juan is a raucous affair, generally centered around the old town, which has the highest concentration of bars and clubs. 

You’ll find piña coladas served until the early hours, but not in La Factoria , which is taking the island’s mixology to the next level (and often features on lists of best bars). Here you can try signature cocktails such as the lavender mule, made with ginger tea, lavender cordial and Ketel One vodka.

For a street-party vibe, head to La Placita de Santurce , which by day is the location of the fruit and veg market and by night filled with the sounds of salsa.

This is one of the best places to visit in the Caribbean in December or early January because the Christmas period (from December 15 to January 6) is even more of a party than usual. 

This article was first published May 14, 2019 and updated Nov 24, 2023.

Explore related stories

caribbean islands travel guide

Tips & Advice

Jun 4, 2024 • 13 min read

Lonely Planet staffers share some of their favorite US destinations.

Diving in Zanzibar's teal waters

May 28, 2024 • 9 min read

Banff National Park: Bow Valley Parkway Johnston Canyon

Apr 19, 2024 • 10 min read

caribbean islands travel guide

Apr 18, 2024 • 10 min read

caribbean islands travel guide

Apr 17, 2024 • 8 min read

Where to go in June 2024 Sicily

Apr 15, 2024 • 10 min read

caribbean islands travel guide

Apr 14, 2024 • 6 min read

1940064329

Apr 8, 2024 • 7 min read

caribbean islands travel guide

Apr 8, 2024 • 6 min read

caribbean islands travel guide

Apr 6, 2024 • 7 min read

  • Search Please fill out this field.
  • Manage Your Subscription
  • Give a Gift Subscription
  • Newsletters
  • Sweepstakes
  • World's Best

The 25 Best Islands in the Caribbean, Bermuda, and the Bahamas in 2022

The best islands in the Caribbean, Bermuda, and the Bahamas run the gamut from off-the-grid hideaways to ultra-luxe retreats, according to Travel + Leisure readers.

caribbean islands travel guide

Note: If you’re looking for our most recent recommendations, check out the 2023 list of our favorite islands in the Caribbean, Bermuda, and the Bahamas .

The Caribbean, Bermuda, and the Bahamas are a delightful mélange of islands — sunny stalwarts with shimmering blue waters, palm-fringed shores, and ultra-luxe resorts. But for all their common denominators, there's plenty that makes each island stand out, too. Some are rustic and rugged, bereft of any modern meddling, while others are well-developed oases with lots of shops, restaurants, and hotels to choose from. And Travel + Leisure 's list of the region's best islands this year is proof of its vast and varied offerings.

Every year for our World's Best Awards survey, T+L asks readers to weigh in on travel experiences around the globe — to share their opinions on the top cities, islands, cruise ships, spas, airlines, and more. Readers rated islands according to their activities and sights, natural attractions and beaches, food, friendliness, and overall value.

The British Virgin Islands dominate this year's rankings, with Jost Van Dyke (No. 9), Virgin Gorda (No. 16), and Tortola (No. 23) all making appearances. The Bahamas, too, are well-represented — the Exumas (No. 4) earned marks from one reader for the "prettiest water and beaches you will ever see," while Eleuthera (No. 24) was touted as "enchanting, pristine, and beautiful"

Several readers also raved about the beaches and turquoise waters on Anguilla (No. 3), with one calling it "paradise found." Another said, "Anguilla is my favorite spot on this earth. Nothing compares. The beaches, the people, the food, the enjoyment…total bliss."

Meanwhile, Grenada (No. 6) got a nod for its "incredibly kind people," and runner-up St. Vincent and the Grenadines (No. 2) received praise for "fantastic water excursions."

At No. 5, St. Lucia — home to the majestic Pitons, beautiful beaches, and plenty of chocolate and rum — was described as "a great spot for active travelers on a romantic escape." Another T+L reader said, "St. Lucia is an untouched gem in many ways, a very beautiful island with a delightful culture and many activities to enjoy."

But the No. 1 spot, according to this year's World's Best Awards survey, belongs to Dominica, concisely described by one reader as "stunning." Read more about Dominica, and get the full list of best islands in the Caribbean, Bermuda, and the Bahamas below.

1. Dominica

Nicknamed the Nature Island, Dominica is not defined by the combo of pristine white sand and shiny resorts that's often synonymous with the Caribbean. Instead, the anything-but-average island lures eco-travelers with a jumble of rain forests, volcanoes, hot springs, thunderous waterfalls, and black-sand beaches. It has an undiscovered quality that can be rare not only in the region, but the world over. It's a dream for hikers, snorkelers, and all kinds of adventurers, but the island also offers pockets of over-the-top luxury, including this year's best resort hotel in the Caribbean — Secret Bay, tucked within the rain forest with tree-house-style villas, jaw-dropping nature views, and private plunge pools.

Score: 91.00

2. St. Vincent and the Grenadines

Score: 89.79

3. Anguilla

Score: 89.43

4. Exumas, Bahamas

Score: 88.07

5. St. Lucia

Score: 87.86

Score: 87.71

7. Turks and Caicos

Score: 87.64

8. St. Bart's

Score: 87.60

9. Jost Van Dyke, British Virgin Islands

Score: 87.31

10. St. John, U.S. Virgin Islands

WBA Hall of Fame honoree. Score: 86.41

Score: 86.25

12. Harbour Island, Bahamas

Score: 86.11

Score: 85.93

14. Vieques, Puerto Rico

Score: 85.83

Score: 85.63

16. Virgin Gorda, British Virgin Islands

WBA Hall of Fame honoree. Score: 85.46

17. Bermuda

Score: 85.45

18. Bonaire

Score: 85.39

19. Jamaica

Score: 85.05

20. Cayman Islands

Score: 83.84

21. Antigua

Score: 83.78

22. Barbados

Score: 83.71

23. Tortola, British Virgin Islands

Score: 82.92

24. Eleuthera, Bahamas

Score: 82.91

25. St. Maarten/St. Martin

Score: 82.66

Related Articles

Jessie on a Journey | Solo Female Travel Blog

Caribbean Travel Guide

Looking for an in-depth Caribbean travel guide ?

Then you’re in the right place!

The islands of the Caribbean are high on any traveler’s list for their gorgeous beaches, rich culture, and laid-back vibes. This region is truly the perfect place for a relaxing vacation for those who want to get away from it all.

Of course, the Caribbean is much more than its beaches. In fact, there’s a Caribbean destination for every kind of traveler out there.

Pin for Caribbean travel guide

Whether you’re an action-oriented traveler looking to hike the world — such as by exploring the hiking trails in St. Thomas — or want to explore as many cultures as you can, you’ll find something exciting in the Caribbean.

On this page, you’ll find complete travel guides for several Caribbean destinations, including Antigua , The Bahamas , the Cayman Islands , Puerto Rico , and more.

We’ve compiled some of the best things to do in each location as well as tips on hotels, activities, and food.

Plus, we’ve answered some of your most burning questions about budgets, safety, planning, and other travel considerations for the region.

Keep reading for some serious travel inspiration and to dive into resources that will help you with planning a trip to the Caribbean islands.

Note that this travel guide to the Caribbean contains affiliate links to trusted partners!

Caribbean travel guide

Caribbean Map

Use this Caribbean travel map to begin planning your trip!

Caribbean map

Click here for an interactive version of the above map.

Antigua Travel Guides

Antigua is home to some of the best places to travel in the Caribbean , a few of which are highlighted here.

antigua travel guide - beach at sunset

12 Antigua Adventures For An Unforgettable Caribbean Trip

Caribbean travel adventures hiking in Antigua

Hiking In Antigua: Take In Breathtaking England Harbour Views From The Pillars Of Hercules Trail

The best beach in the Caribbean may be in Antigua

Antigua Solo Travel: How To Have An Amazing Luxury Wellness Getaway For One

Bahamas Travel Guides

Traveling to the Caribbean ? Don’t miss these incredible Bahamas travel experiences!

Exumas Bahamas travel guide

Stingray Feeding, Conch Penis & Pig Roasts At Chat ‘N’ Chill Beach In The Exumas

Bahamas Caribbean travel swimming with sharks

Swimming With Nurse Sharks In Compass Cay, Exumas, Bahamas

Swimming with pigs in the Bahamas is the best Caribbean tour

Swimming With Pigs At Big Major Spot Cay In The Exuma Cays, Bahamas

Caribbean Sea travel

Is The Exuma Archipelago The Quirky Sister Of The Galapagos?

Bahamas breakfast foods

16 Best Bahamas Breakfast Foods You Must Try

Cayman Islands Travel Guides

No Caribbean tourism experience would be complete without visiting the Cayman Islands. Here’s why.

Cayman Islands Caribbean travel guide diving

Beyond Grand Cayman: Discovering Cayman Brac In The Caribbean

eating lionfish in the Cayman Islands when visiting the Caribbean

Delicious Lionfish: Responsible Eatings In The Cayman Islands

Things To Do In The Dominican Republic

Visit the Caribbean — specificially the Domincan Republic — for an amazing vacation. Here’s how.

Exploring attractions in the Dominican Republic when visiting the Caribbean

How To Spend One Awesome Day In Santo Domingo, Dominican Republic

Punta Cana, Caribbean travel guide

Exploring Punta Cana Outdoors Beyond The Beach Resorts

Adventure travel guide to the Caribbean, including SUP in Punta Cana

Exploring Sustainable Adventure In The Resort Destination Of Punta Cana

Sunrise in the Dominican Republic when visiting the Caribbean

How To Have An Epic Dominican Republic Road Trip

Dominican Republic hiking

Dominican Republic Hiking: 12 Amazing Trails Not To Miss

Punta Cana itinerary

3, 5 & 7 Days In Punta Cana Itinerary (Best Things To Do!)

Things To Do In Guadeloupe

If you’re planning a vacation to the Caribbean islands you’ll want to put Guadeloupe on your itinerary.

Caribbean beach resort in Guadeloupe

Driving Around Guadeloupe: Travel Guide + Itinerary

Things To Do In Mexico

Enjoy the Mexican Caribbean with these helpful guides:

7 day Cancun itinerary

3, 4 & 7 Day Cancun Itinerary (Best Things To Do In Cancun!)

woman posing in a bikini on a white sand beach in Isla Holbox, Mexico

6 Best Beaches In Holbox, Mexico (Stunning!)

woman sitting in the turquoise waters of the Gulf of Mexico around Isla Holbox, Mexico

23 Best Things To Do In Holbox Island, Mexico (Sample Itinerary Included!)

woman at a Playa Holbox beach club leaning on a palm tree

15 Best Beach Clubs In Holbox Island, Mexico

woman walking along the sandbar at Mosquito Point on Isla Holbox, Mexico

Is Holbox Worth Visiting? What You Need To Know Before Booking

woman walking along Punta Mosquito in Holbox, Mexico

Best Time To Visit Holbox Island, Mexico

Things To Do In Puerto Rico

Want to travel in the Caribbean ? Puerto Rico has so much to offer, like…

Best beach in the Caribbean in Puerto Rico

This Is What Happens When You Travel Puerto Rico Solo (Itinerary Included!)

Caribbean food guide featuring ceviche

Farm-To-Table Dining On The Water At The W Retreat & Spa Vieques Island

Drinking mojitos in the Caribbean in Puerto Rico

Top Booze Experiences In Puerto Rico

woman hiking Charco Prieto Waterfall in Puerto Rico

Charco Prieto Waterfall: Hiking To Puerto Rico’s Secret Waterfall

Things To Do In St. Lucia

Looking for Caribbean travel tips ? Here’s one: Don’t miss visiting St. Lucia and having the following incredible experiences.

Riding ATV's during St. Lucia Caribbean travel

Adventurous Couple’s Guide To Marisule, Castries & Rodney Bay, St. Lucia

st lucia beaches

6 Secret Beaches To Visit In St. Lucia

St. Lucia Guide featuring moutainous landscape

Adventurous Couple’s Guide To Soufriere, St. Lucia

Drinking hot chocolate when visiting St. Lucia in the Caribbean

Cocoa Experiences At Saint Lucia’s Hotel Chocolat

Caribbean solo travel at BodyHoliday Resort in St Lucia

An Amazing Solo St. Lucia Wellness Retreat At BodyHoliday Resort

Caribbean travel resorts

3 Romantic Hotels In St. Lucia That Aren’t Sandals

Luxury hotel available via all-inclusive vacation packages in the Caribbean

An Unforgettable Romantic Getaway For One At St. Lucia’s Jade Mountain Resort

Things To Do In St. Thomas

If you’re looking for fun things to do in the Caribbean in St. Thomas, don’t miss:

Beautiful Caribbean views in St. Thomas

Hiking In St. Thomas: 5 Amazing Trails Not To Miss

Trinidad & Tobago Travel Guides

Trinidad and Tobago is home to some top Caribbean points of interest , and these guides can help you explore them.

Flying hummingbird spotted by a Caribbean bird guide

Trinidad And Tobago’s Best Outdoor Experiences

Tobago offers some of the best beaches in the Caribbean

Learning To Stand Up Paddleboard In Tobago

Taking in water views is one of the top things to do in the Caribbean

Taking The Scenic Route: Driving Up North Coast Road In Trinidad

Yellow building while exploring Caribbean tourism

Are You A Trinidad Or Tobago Traveler?

Carnival Festival on a Trinidad and Tobago Caribbean vacation

6 Signs You’ve Survived A Trip To Trinidad And Tobago

Bird watching while enjoying Caribbean travel

12 Things You Didn’t Know About Trinidad And Tobago

Caribbean Travel Tips

Make your Caribbean vacation even more memorable with the help of the following travel guides!

best Caribbean islands for solo travel

13 Best Caribbean Islands For Solo Travel (+ Tips!)

Caribbean resort travel featuring Jade Resort with a view of The Pitons

3 Best Luxury Caribbean Wellness Retreats

solo female traveler in a yellow sundress walking along the beach

20 Best Beach Destinations For Solo Female Travelers (Caribbean & Beyond!)

Caribbean Tours

Book an experience with a Caribbean tour guide and get to know the culture through a local.

  • Majestic Gros Piton Hike (Cap Estate, St. Lucia)
  • Sailing and Snorkeling Day Tour to Les Saintes (Saint Charles, Guadeloupe)
  • Trinidad Rainforest Hike to Waterfall (Port of Spain, Trinidad)
  • Argyle Waterfall with Adventure Farm (Crown Point, Tobago)
  • Nicole’s Table – Cooking with Rum (Saint John, Antigua and Barbuda)
  • Rum, Reggae & Rhythms Tour (With Cable Beach Visit!) (Nassau, Bahamas)

Caribbean Hotels

Click here to browse hotels in the Caribbean!

Prefer self-contained stays? 

Click here to check out unique local rentals!

You can also use this map to search for local stays:

Don’t eat meat? Check out these top vegan resorts in the Caribbean !

Caribbean Travel Insurance

It doesn’t matter if you’re traveling solo or with a group on a Caribbean tour. When visiting the Caribbean — or any other country in the world — make sure to get travel insurance to protect your health and safety.

In my opinion, the best travel medical insurance for travelers is SafetyWing as they’ve got a large network and offer both short-term and long-term coverage — including coverage if you’re traveling for months as well as limited coverage in your home country).

Additionally, SafetyWing is budget-friendly and offers $250,000 worth of coverage with just one low overall deductible of $250.

With coverage, you’ll have peace of mind as you embark on your Caribbean itinerary.

Click my referral link here to price out travel insurance for your trip in just a few clicks .

Renting A Car In The Caribbean

Renting a car in the Caribbean?

Use Discover Cars to quickly compare your car rental options.

caribbean islands travel guide

Caribbean Travel Guide FAQ

Below, find answers to frequently asked questions about traveling to the Caribbean

Q: What are the Caribbean travel destinations?

There are 29 different island nations and destinations you can visit in the Caribbean. These include:

  • Aruba (one of the best Caribbean islands for solo travel !)
  • Antigua and Barbuda
  • The Bahamas
  • British Virgin Islands (including Tortola, Virgin Gorda, Anegada and Jost Van Dyke)
  • Cayman Islands
  • Cuba (note: U.S. citizens can only travel to Cuba with an organized and licensed tour group)
  • Dominican Republic
  • Puerto Rico
  • Saint Barthelemy (aka St. Barts)
  • Saint Kitts and Nevis
  • Saint Lucia
  • Saint Martin/Sint Maarten
  • Saint Vincent and the Grenadines
  • Sint Eustatius
  • Trinidad and Tobago
  • Turks and Caicos
  • U.S. Virgin Islands (including St. Croix, St. John, and St. Thomas)

There are also parts of Latin America that are considered to be within the Caribbean — for instance, here is an epic itinerary for Cancun if you’d like to visit the Mexican Caribbean!

Q: How many islands are in the Caribbean?

The Caribbean region contains 700 islands organized into 28 different island nations. Not all of these islands are inhabited or accessible but that still leaves a lot to explore in this beautiful area!

Q: How do you travel between Caribbean islands?

One of the best ways to travel between Caribbean islands is by ferry or boat. Several companies offer ferries between Caribbean islands, particularly those that are closest in distance to each other. For example, there are several weekly ferries between Puerto Rico and the Dominican Republic as well as daily service between the US Virgin Islands and the British Virgin Islands.

If you’re planning on spending a few days in each destination and want to plan your own itinerary, ferries are the way to go. Another great way to island-hop is via cruise ship. Though you won’t have much control over your itinerary, cruises are a great way to visit several Caribbean islands in a short amount of time, particularly those not easily accessible by ferry.

Direct flights between Caribbean islands can be hard to come by but are available. You’ll have the most luck finding flights for a Western Caribbean island-hopping adventure between islands like St. Martin and Guadeloupe.

Q: What is the best month to go to the Caribbean?

Winter and early spring are considered the best times to go to the Caribbean. The dry season makes for beautiful warm weather without the humidity and threat of hurricanes that the summer season brings.

Winter is also peak tourist season in most Caribbean destinations, so places tend to be more crowded and prices can be higher.

If you’re looking for the best prices — and the quietest beaches — you may want to hold off until May once Spring Break season and the Easter holidays have passed.

Q: What are the most dangerous Caribbean islands?

Though beautiful and culturally rich, Jamaica has a reputation for being one of the most dangerous Caribbean islands. The country has a high homicide rate compared to the global average and crime is common in certain areas. As such, a trip to Jamaica may require a higher level of vigilance than other destinations.

The Dominican Republic and Trinidad and Tobago have similar reputations for crime. Most state departments recommend exercising increased caution in these countries.

Q: Which Caribbean islands are the cheapest to visit?

While the Caribbean is known for its lavish beach resorts, you can find some great deals when traveling to certain islands. Your money will go farthest at up-and-coming destinations in the Southern Caribbean like Martinique, Curacao, Trinidad, and Tobago, and Grenada. Here, you can enjoy free beach access, delicious street food, and reduced hotel rates as well as each island’s unique cultural offerings.

Puerto Rico is also a less expensive option in the Caribbean for American travelers, as many low-cost American airlines offer regular flights to the island.

Also note that when planning a Punta Cana itinerary you can find great deals on all-inclusive vacations, especially if you travel outside of peak season.

Q: What is the cheapest month to go to the Caribbean?

The least expensive months to travel to the Caribbean are June through November, during the heart of hurricane season. Though while you’ll find some great deals on hotels and flights during this time, you’ll need to contend with the humidity and the risk of severe storms.

The best way to avoid any bad weather during this time is to visit islands outside of the hurricane belt such as the ABC islands of Aruba, Bonaire, and Curacao.

Q: What are some top Caribbean points of interest?

The top points of interest for any Caribbean island are usually its beautiful beaches! You’ll find some of the most gorgeous beaches throughout the Caribbean, with soft white sand and clear waters perfect for snorkeling and swimming. Relaxing on the beach is the number one activity in the Caribbean for a reason.

Beyond the beach, many Caribbean islands have other natural wonders to explore, like towering volcanoes and lush rainforests. You’ll find some great hiking throughout the region, so make sure to get out and explore!

Oh, and you can’t miss the incredible luxurious Caribbean wellness retreats across and islands!

Q: What is the rainy season in the Caribbean?

The rainy season in the Caribbean takes place through summer and fall, from June 1st to November 30th.

Q: What are the West Indies islands?

The West Indies islands are comprised of three major groups of islands: the Greater Antilles (Cuba, Jamaica, Haiti, Dominican Republic, and Puerto Rico); the Lesser Antilles (the Virgin Islands, Anguilla, Saint Kitts and Nevis, Antigua and Barbuda, Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Saint Vincent and the Grenadines, Barbados, and Grenada); and the North American and South American continental shelves (The Bahamas and Turks and Caicos to the North, Trinidad and Tobago, Aruba, Bonaire, and Curacao to the South).

trip to the Caribbean

What would you add to this Caribbean travel guide?

caribbean islands travel guide

Divergent Travelers

Ultimate CARIBBEAN ISLANDS Travel Guide

The concept of the Caribbean Islands seems relatively simple at first. It’s a geographic area that defines the islands within the Caribbean Sea and would be considered part of North America .

But actually, it’s much more than this, because the Caribbean is a part of the world that is not just defined by geography, but by the deep-rooted politics, languages, and cultures of the 28 different nations that encompass over 7000 islands.

And that’s before you even begin to look at the broader definition of the Caribbean, which can include any of the Central and South American nations which have long coastlines that line the Caribbean Sea.

It’s a complex beast, and the complexity is vividly displayed across the multitude of different countries that can be included under Caribbean Islands travel, some of which are technically in the Atlantic!

The Caribbean Islands themselves are generally grouped into distinct regions.

The Lucayan Archipelago is found in the north-west, bordering the Atlantic, and comprises the Bahamas and Turks and Caicos.

The Greater Antilles is where you will find the Caribbean’s largest islands, including Cuba, Hispaniola, Puerto Rico, Jamaica and the Cayman Islands.

The Lesser Antilles comprises the easternmost islands of the Caribbean, which in turn is split into three more groupings, which are the Leeward Islands, Windward Islands and the Lesser Antilles.

Luckily, cruise ships had the sense to place all these different groupings into more sensible geographical groupings, and the Caribbean can be easier defined for travel purposes in terms of the Western, Eastern, Northern, and Southern Caribbean areas, as well as their historic designations.

Destinations

Caribbean travel: quick tips, don’t visit the caribbean without:.

UNIVERSAL TRAVEL ADAPTER

caribbean islands travel guide

GET A GUIDEBOOK

caribbean islands travel guide

REUSABLE WATER BOTTLE

caribbean islands travel guide

CARIBBEAN ISLANDS BUCKET LIST

Parasailing in barbados.

Getting a birds-eye view of the Caribbean is an experience you will not forget! From that height you can see deep into the ocean, spotting turtles, sharks, and large fish. You also get a unique view of the coastline making this a must-do in Barbados. 

CHASE WATERFALLS IN DOMINICA

Dominica is an island of nature and one of our favorites in the Caribbean! The lush interior features some of the largest waterfalls of all the islands and hiking to them is a true adventure of discovery that you cannot miss. 

EXPLORE HAVANA, CUBA

Havana is a real-life time capsule and not something you can see every day. Steeped in history, culture, and architecture, this is one of the most unique places in the Caribbean. Beyond Havana, you’ll find places like Trinidad and Vinales that will offer you wonder and intrigue.

MORE THINGS TO TRY IN THE CARIBBEAN

There is no shortage of great things to do in the Caribbean during your visit and the biggest problem you’ll face is fitting them all into your itinerary.

Each city has it’s own offering and unique things to check out during a visit, so be sure to look at our city guides once you decide where you’re itinerary will take you.

GO ZIP LINING IN ROATAN:   Soaring above the lush jungles of Honduras is a definite highlight of any Caribbean itinerary. The course in Roatan is built with several segments, meaning this adventure lasts much longer than any single zip line. You’ll get to be above the tree canopy with incredible views of the ocean.

SLOW DOWN IN CAYE CAULKER:  It’s all about island time when you visit  Caye Caulker, Belize . There are some yummy local restaurants, white sand beaches and some fantastic snorkeling to be had here. It is also a great place to access the Hol Chan Marine Park from.

SEE THE STINGRAYS IN GRAND CAYMAN:  Stingray City is steeped in history, as this sandbar has always been a place where fisherman clean their catch. As a result, many stingrays gather in this area and you have the opportunity to snorkel and swim with them. If you do this, though, be respectful and do not touch them.

GO DEEP SEA FISHING:  While it’s possible to go deep-sea fishing on any number of Caribbean Islands, we have gone in Cozumel. We recommend booking a half-day charter with a group of friends. The crew will take care of all the hard work and you get to enjoy the run of reeling in the catch.

VISIT BRIMSTONE HILL FORTRESS IN ST KITTS:  Lesser known than the massive forts in Puerto Rico is this fortress located in St Kitts. Brimstone is strategically placed in the center of the island at the highest point, giving spectacular views of the island. Much of the fort is intact, including large rows on cannons that point out over the sea.

HIKE IN EL YUNQUE RAINFOREST:  El Yunque is the only tropical rainforest that is part of the USA, and it covers a large portion of the eastern side of Puerto Rico. This park is full of fantastic hiking trails, drives, scenic overlooks and waterfalls to enjoy during a visit.

SAIL THE VIRGIN ISLANDS:  This is one of the top activities to do in the Caribbean, and the Virgin Islands, both the US and British, offer prime clusters of islands for sailing trips. You’ll visit the larger port towns and stop in the popular bays. However, you’ll also find yourself enjoying sandbars with only the people on your boat. This experience offers a great balance for experiencing the islands.

BEACH HOP IN ANTIGUA:  Antigua touts itself as having as many beaches as there are days in the year, so you should have no problems spending your days hopping from one glorious beach to the other. Just make sure you leave time to visit Shirley Heights and learn about the history of the island too.

TOUR MASSIVE FORTS IN PUERTO RICO:  Puerto Rico offers up some of the most impressive and massive forts in the Caribbean. Acting as a strategic stronghold, the Spanish fortified the entire coastline of what today stands as the capital city of San Juan. It is possible to tour and visit the first today, learning the colonization history that goes along with them.

SLIDE DOWN DUNN RIVER FALLS IN JAMAICA:  This has to be the singular most famous natural attraction in the Caribbean. Dun River Falls breaks free from the jungle in central Jamaica, leaving a prime opportunity to use it as a waterslide into the pool below. It’s the perfect place to cool off when you’re in the tropics. Just note, it’s popular and you won’t be alone.

CARIBBEAN FESTIVALS

The Caribbean is always a lively and colorful place, and each country and each island has its own unique festivals and celebrations throughout the year.

In February it’s  Carnivale  season across the Caribbean Islands, as many countries hold celebrations and let loose just before Lent begins. Great Carnivals to attend are in Puerto Rico and Cuba.

Christmas and New Year  are always a great time to be in the Caribbean, while across the region you can find different festivals every month.

In November, you can experience the  Pirate Festival  in the Cayman Islands, in June Barbados holds their lively  Crop Over Festival , while in May, Grenada hosts a loud and lively  Drum Festival  that attracts musicians from across the Caribbean.

PLAN THE ULTIMATE CARIBBEAN ISLANDS ITINERARY!

Popular regions in the caribbean islands, western caribbean.

The Western Caribbean is one of the most popular itineraries when it comes to Caribbean Island travel. This area includes all of the Caribbean islands that lie in the western part of the sea, so that means  Cuba , Jamaica, and the  Caymans . The western portion though, also includes the Caribbean coast of Mexico, in particular, destinations such as  Cancun  and the  Mayan Riviera . It also includes the Honduran island of  Roatan , and potentially  coastal Belize  too.

SOUTHERN CARIBBEAN

The Southern Caribbean is made up of the islands of Aruba, Curacao, and Bonaire, which are all found just off the coast of South America. Travel in this region can also take into account trips that count southeastern Caribbean Islands travel in the itinerary too, so places such as Trinidad and Tobago, and Grenada

EASTERN CARIBBEAN

The Eastern Caribbean is anything east of Cuba, beginning with Hispanola, which is an island divided between the nations of Haiti and the Dominican Republic. This is where you’ll find many of the most iconic destinations in the Caribbean Islands, including classic places such as  Barbados , Trinidad and Tobago,  Antigua , the  US Virgin Islands , and many more. You can find a range of languages, cultures, and heritage, and each island is very different from its neighbors.

COASTAL CARIBBEAN

This area comprises the mainland coastal areas that are often included in many Caribbean travel itineraries both by land and sea. This area spans Mexico, Belize, Honduras, Nicaragua, Costa Rica, Panama, Colombia, Venezuela, and their satellite islands that pepper the Caribbean Sea.

NORTHERN CARIBBEAN

The Northern Caribbean is really the Greater Antilles, which includes all the large islands such as  Cuba  and  Puerto Rico  (which also fall into itineraries covering eastern and western routes). It can also count the islands further to the north, which are technically in the Atlantic, such as the Bahamas and the  Florida Keys . There’s a fair amount of overlap when it comes to Caribbean Islands travel planning but don’t let this deter you, especially if you’re cruising. You really cannot go wrong with any of the islands.

CARIBBEAN TRAVEL BUDGET

Setting a budget for travel to the Caribbean is highly dependent on your travel style. It is possible to visit just about anywhere in the Caribbean Islands on any budget and still have a great trip. That said, you can make your trip as basic or as luxurious as you desire.

To help you set your budget, we’ve included some base range price estimations for travel within the islands. Of course, keep in mind that prices can fluctuate based on seasons, availability and festivals.

ACCOMMODATION:  Varies by type and rating. Generally, you can expect  a local guesthouse to be around $100 USD per night,  mid-range hotels  from $200 USD per night and  luxury hotels  to be from $300 USD per night.

ATTRACTIONS : Costs vary. Snorkel and mask rental is approximately $10 USD per day. ATV island tour, from $75 USD. Kayak tour, from $50 USD. Many natural attractions are free though.

TRANSPORTATION:  The most popular method of travel around the Caribbean Islands is by bus or rental car. The  local bus  $3 USD.  Car rental  varies by length of time and generally average around $25 USD per day for a compact. Taking the  interisland ferries  will vary depending on route, but tend to be around $80 USD (Antigua to Barbuda).

FOOD:  Food will vary widely depending on your tastes and what restaurants you choose to visit on your trip. Generally, though, you can expect to find  street food or local restaurants  for around $5 to $15 USD per meal, take a meal in a  resort or hotel restaurant  for $30 USD per person and pay around $3 USD for a  beer .

150 USD PER DAY

Staying in cheap hotels in the offseason, eating local food, or cooking own food and transport to a few attractions.

250 USD PER DAY

Staying in nicer hotels. Eating restaurant meals. Enjoying a few tours, attractions, and activities each day of your trip.

400 USD + PER DAY

Staying in resorts with beach views, in peak season. Enjoying lots of activities and eating out or staying all-inclusive.

WHERE TO STAY IN THE CARIBBEAN ISLANDS

Below you will find some of the places we have stayed during our travels in the Caribbean. These are individual properties that we enjoyed and would recommend to other travelers.

HOW TO GET AROUND IN THE CARIBBEAN

There are a few ways to get around the Caribbean Islands during a visit, including cruises, ferries and flights. Despite most of the islands being small, there is a surprising number of ways to island hop. That said, it won’t be cheap and may require connections on other islands. Plan ahead and be flexible.

CRUISES:  The classic way to fulfill your Caribbean Islands travel plans, is to join a cruise. In fact, if you are looking to see lots of different islands in a short space of time, then this is the best option, even if you aren’t a fan of cruise ships. There are countless itineraries you can join, with some taking in just the Western Caribbean or the Eastern Caribbean, and longer, extended cruises taking in the all the islands imaginable.

BUS:  Most islands will have public buses available, although you’ll find that generally, they are just used by locals. It’s a great experience though, and although the public buses can be crowded, you can get around for a fraction of the cost of a taxi or of car hire. 

CAR RENTAL:  On the islands themselves, you might want to consider renting a car to get around. Most islands – aside from the larger islands in the north, such as Cuba – can be driven around in a day, and you’ll be able to stop off and explore as and when you like. Check out  Discover Rental Cars  for great deals.

FLIGHTS:  Many of the islands are connected to one another by light aircraft, or in the case of bigger islands, by more traditional air carriers too. Many routes will see aircraft stopping off at different airports across the Caribbean, and in general, you can find routes from most islands. The main carriers in the region are LIAT and Caribbean Airlines. From further afield, many islands are also connected to South America ,  Central America , North America, and Europe . There are plenty of direct flights to larger islands, but others may require changes, and may not have regular international schedules.

FERRIES:  While it would seem that island hopping should be an easy way to travel around the Caribbean, in fact, it’s quite a challenge, and it wouldn’t be possible to visit every single island out there just using boats or ferries. Several islands are connected by Caribbean ferries – such as Antigua and Barbuda, and many of the islands in the Bahamas – but many more are not. If you have time and endless amounts of patience, then you can try and catch mail boats and cargo ships across the Caribbean, or you can try and hitch rides on yachts, but you will need an adventurous spirit and no fixed plans for this to work.

TOP CARIBBEAN TOURS

West indies explorer cruise.

11 Days from San Juan, Puerto Rico Visits: Puerto Rico, BVI, St Kitts, St Lucia, Barbados, Antigua, Dominica & USVI

ICONIC SOUTHERN CARIBBEAN CRUISE

13 Days from Miami, Florida Visits: Florida, Aruba, Curacao, St Lucia, St Kitts, US Virgin Islands & Puerto Rico

THREE ISLAND CARIBBEAN TOUR

10 Days from Worthing, Barbados Visits: Barbados, Grenada & St Lucia

WHEN TO VISIT THE CARIBBEAN ISLANDS

Being spread across the equator, the Caribbean region experiences warm weather all through the year, with consistent temperatures ranging from 25 to 30 degrees celsius.

Alongside the warm weather, rain can generally be easy to predict in the Caribbean, with most of it falling between June and November, and the worst occurring in Hurricane Season.

Hurricane Season  runs in the Caribbean from June to November, coinciding with the wet season, however, the worst only hits the islands between August and October, and these are the months to avoid.

Head south though, between August and October and you can still safely visit islands like Trinidad and Tobago, which generally avoid any hurricanes.

The  busiest time for Caribbean Islands  travel is always from December to May, when the weather is warm, but not overbearingly hot and the weather is dry. There’s almost no chance of rain, and so it’s the perfect time to visit.

In particular, December and January are always exceptionally busy, as tourists flock to the Caribbean to escape the cold weather in the Northern Hemisphere, and especially so during the Christmas holidays when families have time off from work.

PACK LIKE A PRO ON YOUR NEXT CARIBBEAN TRIP!

Safety in the caribbean islands.

Safety can vary from island to island. If you are staying in touristy areas or resorts, then you’ll be quite safe from harm, but you will want to keep an eye on your personal belongings, as opportunistic theft can be a problem.

In some of the cities on particular islands, you may want to stay clear of certain districts and be careful at night, while some destinations – such as Haiti – just have downright terrible reputations all around.

With travel to more than 100 countries on all 7 continents, we have plenty of advice to ensure your trip goes smoothly! Be sure to check out:  25 Essential Safety Tips for Travel

CARIBBEAN ISLANDS TRAVEL: BOOKING RESOURCES

Caribbean travel guide: related articles.

Looking for more info? Check out all the articles we’ve written on travel to Caribbean and start planning your dream trip.

Can Americans Travel to Cuba? A Decoded Guide

15 best places to visit in the caribbean, what to do in st thomas us virgin islands (attractions, beaches, food & itinerary planning), the ultimate puerto rico 5 & 7 day travel itinerary, trinidad cuba itinerary (day trips, tours, & more), 6 epic things to do in roseau dominica (during a cruise stop), what to do in puerto rico (28 activities, attractions & places you cannot miss), 25 bucket list things to do in cuba, what to do in cozumel: unique attractions and adventure guide, 8 top things to do in grand cayman, top 9 things to do in st kitts, top 6 things to do in st lucia, 8 top things to do & see in antigua, what to do in barbados: 9 unique & fun ideas, ultimate cuba itinerary for 7 days, 10 days & 2 weeks, 33 interesting facts about cuba you probably didn’t know, best hikes in cuba- 5 beautiful hikes and trails you shouldn’t miss, travel by viazul bus (how to book bus tickets in cuba), havana tours by classic car: intimate exploration in cuba, cuba horseback riding and tobacco farms in viñales, the guide to surfing in jamaica, 29 cuba photos reveal vibrant diversity, 7 essential cuba travel tips (do not visit without reading), drone laws in cuba (regulations for flying drones in cuba).

Divergent Travelers- Adventure Travel Blog

NeverStopTraveling

A Guide to Caribbean Islands

Last Updated on October 13, 2023

people walking along a beach in a Guide to Caribbean islands

Writer Marcia Raffel Levin has been visiting, enjoying, and writing about the Caribbean for years. It’s a fantastic place, she tells us, with gin-clear, brilliant-turquoise water and enough cultures and price-points to satisfy almost any traveler. She shares some of her favorite Caribbean islands.

Estimated reading time: 16 minutes

By Marcia Raffel Levin

This guide to Caribbean islands brings you to that part of the world variously described by travel writers as having “gin clear, brilliant turquoise or amazing sapphire blue waters,” and “white sand or powdered sugar beaches” is far more than the hyperbole it may sound.

carnival dancer - guide to Caribbean islands

It’s important to realize the Caribbean is a roughly 2,000 square-mile area spanning some of the most beautiful beaches – and hotels and resorts – in the world. Average year-round temperatures range between the 70s and the 90s. It’s an ideal vacation destination for travelers from around the globe. And while many islands may seem like small destinations, only a couple few rate among the smallest countries in the world .

And even without the purple prose, those clear waters and beautiful beaches are also evident throughout the region.

Good Transportation Options

Most airlines fly into the major islands. And a large number of international cruise lines also sail into many of the islands, as well. Short commuter flights from big islands to hundreds of smaller islands make travel in the area quite easy. And you surely won’t find any shortage of luxury hotels .

The islands were colonized by Brits, French, Dutch, and Spanish after Christopher Columbus, that early frequent traveler, discovered the region in the late 15 th century. Columbus first landed at what is now San Salvador in the Bahamas. From there he put Spain’s stamp on many islands before the influx of other Europeans. In Long Bay on San Salvador island, there is a underwater monument  attesting to the spot where Columbus dropped anchor.

colorful dancers - guide to Caribbean islands

Today these islands are popular with boating enthusiasts, cruise lines and vacationers from all over the world. They seek sun and fun, with many wanting to also shop ‘til they drop. Furthermore, its beaches, luscious golf courses, great food and more continue to make the Caribbean one of the world’s most idyllic getaways .

Actually, for American fans of cruising, the Caribbean is often the first area outside the US they explore. I will never forget my first trip to the Bahamas – although in the Atlantic, not the Caribbean – and loving it and learning a different culture. I have spent many years since then contributing to Caribbean and cruising guidebooks and researching colonial history and island customs. Here then, are some of my favorites, many the playgrounds and getaways for the world’s rich and famous.

boats on as beach - guide to Caribbean islands

One of the prettiest islands in the region, Anguilla is also a British overseas territory. The island is also home to a couple of top-rated, world-famous hotels, the Malliouhana and Cap Juluca, while dozens more offer a similar degree of high-octane hospitality. Its beaches are the main attraction, and you’ll find fine dining options across the island. Anguilla attracts the glitterati from across the globe.

Although there is an international airport on the island, many travelers land in St. Martin and take the ferry across.

Antigua and Barbuda

men playing checkers - guide to Caribbean islands

High on the list of popular sun getaways among Brits, Antigua (that’s “tee” with a hard “g”) has a long maritime history.

Although most Antiguans are of African heritage, there are obviously strong British touches. Today Antigua is popular for the islands’ 365 beaches – one for each day of the year. The two islands gained independence from Britain in 1981.

Without a doubt the most famous hotels on the island are Curtain Bluff, Jumby Bay, and the time-honored St. James Club. But both Antigua and Barbuda offer hotels and resorts at all price points.

Nelson’s Dockyard in English Harbour on Antigua is one of the most important sites on the island. Named after Lord Horatio Nelson, it was a base during Caribbean wars with Spain, France, and the Netherlands. Rebuilt as a shopping and restaurant area, it is the only Georgian Dockyard in the world. Clarence House was built in the Dockyard in 1786. The late British Prime Minister Winston Churchill napped in one of the bedrooms while several Royals have also visited.

And for cricket buffs, Antigua is also home to world-class cricket player Sir Viv Richards.

Aruba is a Dutch-flavored island just under 20 miles long and 6 miles wide. But packs a mighty punch with many cultural attractions as well as fine hotels, shopping venues, and casino gambling. It boasts some beautiful beaches, and, somewhat unique in the Caribbean, mountains.

couple walking on a Caribbean beach

On the other hand, although tourism is the biggest game on the island, there is a history of a gold trade in the early1800s. Remnants of the earliest settlers – the Arawak Indians – are seen in cave writings at Arikok National Park . Oil also has a place of prominence on the island stemming from the early 20 th century, where the main street – now home to some magnificent resorts and hotels – is LG Smith Blvd., named for one of the oil company’s early managers.

Aruba is also a favorite port on Caribbean sailings and “bon bini,” meaning “welcome,” is heartfelt across the island.

Papiamento, the language Arubans often use among themselves, is a mélange of African, French, Portuguese, Spanish, Dutch and English. It is also spoken on the Dutch islands of Bonaire and Curacao as well as the Dutch side of St. Martin.

Ironically, although technically not in the Caribbean, but in the Atlantic, the Bahamas traditionally show up on the dance cards of most Caribbean cruise lines. Although some 700 islands make up the chain, only about 30 have people living on them.

a sea turtle in the Caribbean

One of the most popular is New Providence, home to Nassau, the nation’s capital. The island is also a two-part destination: Nassau and Paradise Island .

Like many Caribbean islands settled by Europeans, it’s also a country with a lot of history. On the Nassau side, you’ll find the 1780 Pompey House, which documents some of the African experience in the region. Not far away is the British Colonial, an iconic oceanfront hotel built on the site when the notorious pirate Blackbeard lived.

Fort Fincastle and Fort Montagu are also worth a visit, as is the Queen’s Staircase. The latter  features the iconic 66 stone stairs, carved by slaves for Queen Victoria, commemorating each year of her reign.

Above all, Paradise Island’s outstanding Atlantis Resort offers varied hotel accommodations, a Vegas-style casino, and many eateries. The beach is excellent. Originally known as Hog Island, it was a getaway for the international jet set long before jets were a reality.

First and foremost, Barbados is a feast for the eyes and easily one of the prettiest islands in the West Indies. It’s a very British island, described by one London newspaper as “England with rhythm.”

beach on a Caribbean island

Yet when the Portuguese, the early settlers, arrived in the 1600s and saw lush tropical trees. They thought resembled bearded men and then named the island for the Portuguese word for bearded men: Barbados. Not really a “pretty” word.

This island offers something for every budget and interest. Barbados’ west coast is where you  find the high-profile traveler and most posh hotels including the iconic Sandy Lane. The rocky north coast features nature at its most dramatic with impressive seas. Surfers head to the east coast, and the south coast is where hotels prices are more competitive. The Barbados Hilton, a lovely oceanfront hotel, offers an attractive example of island architecture.

Don’t miss Nidhe Israel Synagogue, one of the oldest in the Western Hemisphere. Founded by Portuguese settlers in 1654 after escaping Brazilian persecution, it’s now a museum.

Bajan restaurants feature many fine fish dishes, and the island is also home to the Mount Gay rum distillery, and numerous rum shops dot the island.

British Virgin Islands

a beach in the Caribbean

This British overseas territory consists of four main islands: Tortola, Jost Van Dyke, Virgin Gorda and Anegada. All are popular with tourists from the UK and the US. Tortola is the capital and the largest of the BVI.

Boating is king here and many boats from the U.S. and the other islands drop anchor throughout these beautiful waters. The Baths on Virgin Gorda – a collection of large, ancient boulders with odd grottos – have become a key Caribbean attraction. The island’s exclusive Bitter End Yacht Club has a;so attracted well-heeled tourists for generations. Those without their own yachts can ferry in from Tortola’s Road Town or other nearby islands. Less than 300 people live on Jost Van Dyke; Anegada is the only volcanic island in the BVI.

The natural beauty of these islands is incredible.

woman standing by a boat in the Caribbean

Cayman Islands

A British Overseas Territory, the Caymans are popular for diving and deep-sea fishing, and off-shore banking.

It’s made up of three islands: Grand Cayman, Cayman Brac, and Little Cayman. Beach Resorts on Grand Cayman are lovely, and there are many from which to choose. Cayman Brac is ideal for deep-sea fishing and Little Cayman ideal for nature lovers and photography.

man in a red suit in the Caribbean

Havana , the capital of Cuba, is a solitary target for many travelers to the island since travel about the island can be difficult due to the aging tourism and transportation infrastructure.

Spend a few days in Havana visiting the old haunts of Hemingway and riding in 1950-era American cars. But also, if possible, wander further afield.

Santiago de Cuba, the capital of Cuba’s southeastern province (called “The Oriente” by Cubans), is a beautiful place to visit, as is Baracoa on the eastern end of the island. Both are interesting places where you’ll find welcoming people. Just be prepared not always to find the luxury accommodations that exist elsewhere in the Caribbean.

brightly colored houses in the Caribbean

This Dutch island is a personal favorite. It is also the favorite of many other travelers, which is why it is included in this guide to Caribbean islands.

The Queen Emma floating bridge in Willemstad, the capital of Curacao , is probably one of the most photographed bridges in the world. And the island’s pastel homes and lovely beaches attract tourists from Europe and the States. The capital has been named a UNESCO World Heritage Site.

Scuba divers love Blue Bay on the western side of the island since there they can access a vertical coral wall. There is an Indonesian touch to the island, and you’ll find outstanding Indonesian food – as you do in the Netherlands – in many eateries. Hotels and resorts at many price points dot the island.

And certainly don’t miss three impressive forts: Waterfort, Fort Amsterdam and Fort Beekenburg dating back to the 17 th and 18 th centuries.

Curacao is often teamed with Aruba and the small dive island, Bonaire, as the “ABC Islands.”

A Caribbean bartender

Dominican Republic

The Dominican Republic makes up two-thirds of the island of Hispanol a it shares with Haiti.

The DR is big with the honeymoon set and is a hot destination these days. It is also home to many all-inclusive resorts, making the island a good value for wonderful beaches. It’s also a new Caribbean destination for many who have grown tired of the same old, same old.

Cruise ships began calling at Samana a year or so ago and now Punta Cana, at the eastern type of the island, is becoming a major DR destination, one of the reasons it’s included in this guide to Caribbean islands.

The capital, Santo Domingo, is also one of the oldest cities in the region.

horseback riding

Long been a favorite Caribbean destination for many, Jamaica warrants it inclusion in any guide to Caribbean islands. Negril, Ocho Rios, and Montego Bay are the major tourist towns, all with fine hotels and restaurants and terrific beaches. Kingston, the capital, on the other hand, is home to art galleries and museums. Be aware that there was some crime throughout the island nation in past years.

The all-inclusive concept has its roots on the island, and many, many resorts live by the all-inclusive concept. Sandals got its toehold here.

Red Stripe is the iconic local beer and no trip up to Dunn’s River Falls is complete without a cold bottle when the trek is over. The Falls are definitely a must-see. Add to that to-do list Rose Hall and a rafting trip and you have a good idea of this popular island.

And, of course, reggae music, mon . Jamaica is the heartland.

Puerto Rico

aerial view of a city

The United States took over the beautiful island after the Spanish-American war in 1891. With mountains, waterfalls, beaches and rich forests, the island has become a popular tourist destination. Puerto Rico is one of the two American islands included in this guide to Caribbean islands.

Agriculture has played an important role as well: sugar (and rum, its by-product), coffee and some tobacco. Impressive resorts and hotels, as well as golf courses, dot the island.

San Juan is the heart and capital of the island, and Old San Juan is a historical jewel. The city is also filled with remnants from the 16 th century and tiny streets with interesting shops. Spanish is the official language, but English is widely spoken.

Don’t miss the San Felipe del Morro Fortress with its thick walls and cannons facing the Atlantic Ocean. Or the Casa Blanca dating back to the 1520s. They are but two of the historic sites in Old San Juan.

family walking along a beach

This two-in-one island – half French, the other Dutch – is not-quite 40-square-miles in size but must be included in any guide to Caribbean islands. It’s  a beautiful mix of beaches, fine cuisine and myriad shopping venues on both sides. It is the smallest land mass to house two nations – and has done so for more than 300 years.

French St. Martin is home to the famed Orient Beach a long-time option for nudists, some outstanding hotels, and restaurants with award-winning chefs. Its capital is Marigot.

Phillipsburg is the Dutch capital , (and they spell it St. Maarten,) with gambling casinos, sprawling resorts, and also a lot of shopping options. The Dutch architecture or “gingerbread” houses in pastel shades offer excellent photo ops.

woman on a beach

Trinidad and Tobago

Home of the steel pan band, Trinidad and Tobago sit way down in the Caribbean near Venezuela. The two islands are impacted by Creole roots and a multi-national population with a healthy economy.

The Asa Wright Nature Center on Trinidad is amazing. Imagine dozens, and dozens of wildlife, flowers and plants,  hummingbirds and waterfalls, serene pools and a gorgeous view wherever one looks, and the Center becomes a slice of heaven and tranquility.

Turks and Caicos

boats off a beach

These islands, dubbed TCI, are located southeast of the Bahamas and, like the Bahamas, are also technically in the Atlantic Ocean.

Only about 30,000 people live in the Turks and Caicos, and tourism brings about 200,000 visitors annually. It must be included in any guide to Caribbean islands.

The island of Providenciales boasts one of the prettiest beaches in the region. It is home to The Grace Bay Club on world-renowned Grace Bay Beach. The beaches in these islands are uncrowded and attractive to fans of all water sports. Grand Turk is the capital of the islands.

You may also enjoy: A Perfect Barbados Holiday…Sun, Sand and Seafood / Cuba’s Santiago de Cuba – Jewel of The Oriente / A Very Short Tour in The Bahamas

United States Virgin Islands

condos

Completing our Guide to Caribbean Islands is is the US Virgin Islands. The USVI is comprised of three major islands: St. Thomas, St. Croix and St. John, unincorporated territories of the U.S.

Boating is big on these islands, and exquisite beaches and pure natural beauty abound around every bend in the road or cove in the sea. Most of the land on St. John makes up the Virgin Islands National Park and includes coral reefs.

Charlotte Amalie on St. Thomas is the capital of the USVI. It has a long history as a Caribbean shopping mecca, and you’ll often see tourists loaded with shopping bags heading to the beach at Magen’s Bay. See the stone seat where Sir Francis Drake viewed the islands high in the hills above the beach.

St. Croix with its Danish history includes the interesting Christiansted National Historic Site where local history is on display. Imagine a mix of Danish architecture on a Caribbean island – wonderful!

St. Thomas offers full-service beachfront hotels including the Ritz Carlton, Marriott Frenchman’s Reef, Emerald Beach Resort or Bunker Hill Hotel among many.

' src=

November 22, 2021 at 6:17 am

No mention of Grenada?

' src=

November 25, 2021 at 8:27 pm

Hi Sandra, Please note that several Caribbean islands aren’t mentioned. The islands that are mentioned are the author’s favorites. Jim

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

IMAGES

  1. Caribbean Travel Guide: Everything You Need To Know

    caribbean islands travel guide

  2. Best Caribbean Islands to Visit

    caribbean islands travel guide

  3. 20 Most Amazing Caribbean Islands

    caribbean islands travel guide

  4. 10 Best Caribbean Islands to Visit

    caribbean islands travel guide

  5. Quick and Easy Guide to the Best Caribbean Islands

    caribbean islands travel guide

  6. A Guide to Caribbean Travel Protocols and Sandals & Beaches Resort Re

    caribbean islands travel guide

VIDEO

  1. Top 10 Most Beautiful Islands to Visit in the Caribbean

  2. Discover 15 Stunning Caribbean Destinations

  3. 10 MOST VISITED CARIBBEAN ISLANDS-TRAVEL VIDEO

  4. 18 Most Beautiful Islands To Visit In The Caribbean

  5. The Caribbean Comedy Cruise Guide

  6. Top 10 Most Beautiful Islands to Visit in The Carribean

COMMENTS

  1. Caribbean

    Explore Caribbean holidays and discover the best time and places to visit.

  2. 8 top places to visit in the Caribbean

    The ultimate tropical getaway, the Caribbean conjures images of palm-fringed beaches, rum-fueled dancing and lush jungle excursions. Pick any of the 700-odd… An easy guide to finding paradise.

  3. The 25 Best Islands in the Caribbean, Bermuda, and the Bahamas

    The best islands in the Caribbean, Bermuda, and the Bahamas run the gamut from off-the-grid hideaways to ultra-luxe retreats, according to Travel + Leisure readers.

  4. Caribbean Travel Guide

    On this page, you’ll find complete travel guides for several Caribbean destinations, including Antigua, The Bahamas, the Cayman Islands, Puerto Rico, and more. We’ve compiled some of the best things to do in each location as well as tips on hotels, activities, and food.

  5. Ultimate Caribbean Islands Travel Guide (Travel Tips & Advice)

    Ultimate Caribbean Islands travel guide gives everything you need to plan your trip. Tips, best companies, when to go, what to expect & more.

  6. A Guide to Caribbean Islands

    This guide to Caribbean islands brings you to that part of the world variously described by travel writers as having “gin clear, brilliant turquoise or amazing sapphire blue waters,” and “white sand or powdered sugar beaches” is far more than the hyperbole it may sound.

  7. Caribbean Island Guide: How to Choose the Right Island For Your

    With over 25 different Caribbean Islands to choose from, how do you know which one is best for you? Use this Caribbean Island Guide to help you decide where to go based on your style, travel schedule, and budget.

  8. Caribbean Travel Guide

    Get information on Caribbean Travel Guide - Expert Picks for your Vacation hotels, restaurants, entertainment, shopping, sightseeing, and activities. Read the Fodor's reviews, or post your...