The Caribbean offers some of the most beautiful vacation destinations in the world. Many people, however, have trouble deciding which of the Caribbean Islands to visit.
Although it may seem that every Caribbean island is equally desirable and perfect, the fact is there are significant differences among them.
I reached out to some of friends in the travel writing and blogging world and asked about their favorite Caribbean Islands. I hope these helpful tips make choosing your next Caribbean adventure an easier task.
About the Caribbean
The Caribbean islands are located in the region of the Caribbean Sea. The Caribbean Sea region is located southeast of the Gulf of Mexico and the North American mainland, east of Central America, north of South America and West of the Atlantic Ocean.
The Caribbean archipelago encompasses more than 7,000 individual islands in an approximately 1-million-square-mile region in the Caribbean Sea. The Caribbean sprawls across more than 1.06 million square miles and is primarily located between North America and South America.
They can be subdivided into a few different regions: the Lucayan Archipelago, the Greater Antilles, the Lesser Antilles and the ABC Islands. There are 13 sovereign states and 17 dependent territories in the Caribbean, and English, Spanish, French, Dutch and Antillean Creole are the predominant languages.
Interactive Caribbean Islands Map
27 Amazing Caribbean Destinations
Anguilla is a hidden paradise in the Caribbean not many know about. Most tourists spend their time on the nearby island St. Maarten and don’t realize Anguilla is only a 20-minute boat ride away.
Anguilla is a small island that has 33 beaches and you can almost always have one for yourself. We highly suggest renting a car so you can explore the entire island, cars are only $35 a day.
One of our favorite days was one spent on Sandy Island, which a quick ten-minute boat ride away. The island is just that, a Sandy Island.
The only thing on the island is a restaurant that serves the best Caribbean lobster and beach bar. We spent the entire day on the island soaking in the sun! Anguilla has become our new favorite Caribbean island. — Hannah Lukaszewicz from www.gettingstamped.com
To check current hotel rates for Anguilla, I suggest checking with Hotels.com or Booking.com.
365 beaches, one for every day of the year! That’s the sales pitch for Antigua, one of the quieter islands in the Caribbean.
I went for sailing week at the end of April, which marks the end of the Caribbean sailing season – and gives everyone a great excuse to party.
That said, this island is quieter than some of its neighbors – regarded as being a little bit more upmarket and a little bit less touristy. Visitors here come for the heritage (Apart from UNESCO listed Nelson’s Dockyard, the main British dockyard in the Caribbean in the 18th century, you can also visit disused sugar plantations and factories) and for the sailing.
And of course, for the beaches. I liked the diversity – the rich heritage and the laid-back lifestyle. And, I want to go and explore some more. — Fiona MacLean from www.london-unattached.com
Aruba, is a small Dutch Caribbean island located a few miles north of Venezuela in the southern Caribbean. It’s a small island; just 20 miles long and five miles wide.
The beautiful white sand beaches of Aruba are the main draw for many when choosing a Caribbean vacation. The beaches on Aruba’s south shore are pristine and picture perfect but don’t make the mistake of spending your entire Aruba vacation lounging on the beach and swimming in the crystal clear Caribbean Sea.
There is much more to experience when you visit Aruba. My favorite thing to do in Aruba was snorkel. I also loved exploring Aruba’s rocky, wild Northside with volcanic stones and big waves.
Aruba is thought of as expensive, but the reality is you can have a budget vacation in Aruba. That is my biggest tip: Aruba doesn’t have to be expensive. — Alexa Meisler & you can find more on Aruba here at 52.Perfectdays.com/Aruba
The beaches in Barbados are truly magnificent. You have your standard white sand/turquoise blue beaches on the West and South coasts of the island.
When you head to the East Coast Atlantic Ocean beaches, you will find two of my absolute favorites though. There is the world-famous Crane Beach with pinkish sand and towering cliffs.
If you head just a little farther north along the coast, you’ll find Bathsheba Beach. Despite it raining both times I have visited this beach, it is probably my second favorite beach in the world.
Here you’ll find picturesque mushroom head rocks, amazing waves full of world-class surfers, and rock pools. This beach has so much character and natural wonder but is often missed by tourists who don’t explore enough of the island.
In addition to beautiful beaches, Barbados is known as a foodie island! It is the perfect getaway! You can even find last-minute beach deals to Barbados and many other Caribbean islands with a bit of research! There is also a great Sandals Resort in Barbados. — Catherine Benoit from www.gingeronthegonyc.com
Bocas del Toro, Panama
Bocas del Toro is one of the most visited places in Panama. Considered to be the perfect Caribbean getaway, it actually takes a bit of effort to find a beach to relax and enjoy.
While most backpackers crowd Bocas Town, located on the main island, I think that Isla Bastimentos is a better option, for it is here that there are the best beaches such as Red Frog Beach.
There are no cars on Bastimentos, which means that the island is incredibly quiet. The beaches are stunning: clear waters, fine white sand, palm trees, and the odd kiosk to enjoy a sunset drink. It couldn’t get any better. — Claudia Tavani from www.myadventuresacrosstheworld.com
Caye Caulker, Belize
With laid-back locals, amazing food and drinks, brilliant sunshine and a unique island atmosphere – the motto of Caye Caulker is ‘go slow’ and everything on the island reflects this – the Belize island is a perfect destination for your tropical Caribbean vacation.
There are no cars on the island, meaning that you literally do have to ‘go slow’ everywhere; but you’ll find it is easily walkable. A whole day can be spent at ‘the split’, a popular sunbathing spot where the tunes are constant and beers and cocktails served on tap.
If you’re craving some adventure, the uninhabited part of the island offers various walking trails and the snorkeling and diving off the cost is some of the world’s finest. — Claire Martin from clairesfootsteps.com
Cozumel, Mexico is an extremely popular destination for cruise ships. Visitors flow off the boats into the stores and bars on the island on a daily basis.
But there’s a lot more to Cozumel than another discount jewelry store. The island sits at the northern end of the second longest barrier reef in the world.
This island is a paradise for scuba divers and snorkelers. Cozumel has some of the best scuba diving we’ve ever experienced anywhere in the world. Beneath the water’s surface, there’s a whole world to explore. Cozumel is nothing less than paradise. — Lance and Laura from www.traveladdicts.net
Rightfully known as “the Nature Island,” this little-known ecotourism gem in the eastern Antilles is has made Ethical Traveler’s Best Ethical Travel Destinations list for several years in a row thanks in large part to their clean energy and conservation initiatives.
For stunning natural beauty, the Caribbean island is virtually unparalleled. The mountainous Morne Trois Pitons National Park, a UNESCO World Heritage Site, boasts imposing volcanoes, impressive waterfalls, and a boiling lake. It’s also part of the massive Waitukubuli National Trail system, which spans the entire island.
Dominica is the last island in the Caribbean with a substantial population of the indigenous Kalinago people (a.k.a. Carib Indians).
The Kalinago Barana Autê is owned by the tribe, and offers an excellent introduction to their history and colorful cultural traditions, including dancing and basket-weaving.
Some of the island’s greatest treasures lie offshore, in the gorgeous Caribbean waters.
Snorkeling or Scuba diving Champagne Reef– named for the warm bubbles provided by thermal vents in the ocean floor– is an otherworldly experience. And the dolphin- and whale-watching off the coast is truly exceptional. –Bret Love & Mary Gabbett from Green Global Travel
Exuma Islands in the Bahamas
Grand Cayman is the perfect getaway, especially if you’re trying to get away from cold winter weather. With clear water, warm temperatures, powdery coral sands and no major safety concerns, Grand Cayman has everything for a relaxing stay.
My favorite thing about this island is definitely Seven Mile Beach. It may not be the most secluded beach but at around six miles long (not seven as the name suggests) visitors have no problem finding a spot for themselves.
Stay the whole day and you’ll even catch a spectacular Caribbean sunset. Always an added bonus, Grand Cayman has a variety of accommodations and eateries at varying price points so you can splurge or vacation frugally. — Matilda from thetravelsisters.com
Grand Turk, Turks and Caicos
The Turks & Caicos islands are an unspoiled tropical haven that many haven’t even heard about. Think pristine white sand beaches virtually untouched by humans, world-class scuba diving, crystal clear water, horseback riding in the sea and more. The Turks & Caicos are known for their diving and Grand Turk, the main island, has a 7000-foot drop off that is easily accessible for diving. Diving not your thing? Not to worry! The islands offer fishing, clear bottom kayaking, the opportunity to visit a conch farm, caves and more! The best part? The remote islands aren’t overrun with tourists so it will feel like you have the entire place to yourself! — Victoria J. Yore from www.followmeaway.com
When I decided to visit Guadeloupe, I expected the standard Caribbean checklist. Breezy, palm-tree lined beaches, coral reefs swarming with life that ignored me as I floated lazily on the water, paths through Garden of Eden greenery, perhaps some gentle reggae or calypso music in the background.
I got all of that. The smaller beaches were my favorite, curved and mostly empty, the rocks at each end perfect for snorkeling. I love the sounds and smells of these beaches: the waves lapping or roaring rhythmically, the palm trees shushing in the breeze. I walked paths through classic jungle scenery, including one up a slightly active volcano.
But the pleasant surprise for me was just how French Guadeloupe is, especially in terms of food. I bought croissants and baguettes that were absolutely the equal of the perfect bread that the French take for granted. Yet, at market stalls, I could buy tropical fruits – pineapple and mango, for example – far fresher, juicier and more flavorful than any I’ve ever been able to find at home. Restaurants, meanwhile, show influences from both: Caribbean kick combined with French elegance. So this is what makes Guadeloupe special: it’s the Caribbean dream, plus amazing food.
— Rachel Heller from www.rachelsruminations.com
If you head for the Caribbean islands, you probably don’t want to miss Martinique, a French territory that completes the “blue gold” of France.
Martinique has dreamy beaches surrounded by blue-turquoise, clean waters. Some of the best beaches you should have on your radar are:
- Anse Noire – with pitch black volcanic sands, this beach provides one of the best spots for snorkeling and see the fish
- Anse Dufour – separated by only a staircase by Anse Noire, Anse Dufour is one of the most beautiful golden sands beaches, providing a turtle spotting snorkeling area
- Les Salines Beach (photo) – this white sand beach is one of the most popular among tourists since it’s very accessible by car (in Sainte-Anne village)
- For more freedom, when you land in Martinique, rent a car at the airport, because public transportation network is not well developed.
- Martinique has also some of the most beautiful hiking trails and hosts popular ultra-trails around Pelée Mountain.
- If you are a scuba diver, Martinique offers amazing exploration sites of corals, fish and shipwrecks.
– Ana Lupu from www.travelsofplushy.com
Looking for the perfect getaway? We may have found it on the charming island of Roatán in Honduras. One of the Bay islands located on the Caribbean side of Honduras, Roatán is the place for a perfect tropical vacation. There are plenty of island activities to keep you going, and whether you want to spend your day lazing in the shade of a coconut tree sipping on a cocktail, or whether you prefer snorkeling and diving off the world’s second largest barrier reef, Roatán offers some perfect spots from which to do so.
The island is still relatively undeveloped and although its best beach, West Bay is lined with some resorts, its white sands and crystal-clear waters tend to be rather empty, thus inducing some romantic vibes. If on the other hand, you are looking for nightlife, West End is home to several great beach bars alongside plenty of restaurants dishing up good portions of island-style food. The only drawback to visiting Roatán is that you’re going to have a hard time leaving the island! — Michelle Zammit of www.cheekypassports.com
I went to Puerto Rico looking for waves, tropical beaches and island vibes and it did not disappoint one bit. I had not really done much reading and did not know what to expect and when I first arrived I was a little perturbed by my surroundings. I suppose I should have known that being a U.S. province that it would have had a strong US influence. That only lasted a short time though and as soon as you are clear of San Juan its mostly palm trees, beaches, sun, waves and mountains.
Even San Juan had its charms though and if you’re looking for a tropical destination that feels a little closer to home San Juan would be perfect. Otherwise, my advice would be to rent a car and make your way west of San Juan towards Aguadilla and Arecibo. There is also a whole host of amazing waterfalls and mountains to explore if you decide you want to get away from the beach for a day or two. I have always tried to split my time between ocean and mountains and Puerto Rico makes them so easy. — Dane from holidayfromwhere.com
San Blas Islands
St. Croix may be the least visited of the three U.S. Virgin Islands, but it is the ideal Caribbean getaway thanks to white sand beaches, numerous activities, and local charm. While I thoroughly enjoyed lounging oceanfront with a cocktail, I also had a wonderful time hiking to secluded tidal pools and learning about the island’s rich history in the town of Christiansted.
St. Croix is also known for its aquatic activities such as snorkeling around Buck Island, scuba diving in Cane Bay, and nighttime bioluminescent kayaking tours on the Salt River. One of the most surprising things about St. Croix was the absolutely delicious cuisine, which incorporated local produce and fresh seafood. The island has abundant authenticity because there are few tourist traps and only a handful of large resorts. Instead, on St. Croix, you’ll find friendly locals, unspoiled views, and Caribbean life at its best. — Rachel Sharrow from horizonsandhops.com
St. John in the USVI
To us, a perfect getaway is one that offers lots of choices to how I spend my time. St. Lucia is the Caribbean island that we found to have a seemingly endless list of things to do. Besides all the typical things you come to expect in the Caribbean such as white sand beaches, turquoise water, and palm trees, St. Lucia offers an amazing diversity of culture, activities, dining, and thrill-seeking adventures.
Speaking of peaking your interest, St. Lucia also affords you the opportunity to experience a volcanically heated mud bath. Yes, St. Lucia has a volcano. Daily tours allow you to play in a volcanic mud spring bath, which you wash off by bathing in the very waterfall used in the movie Superman 2! That is about as unique as it gets. Visit St. Lucia for a tropical paradise you will fall in love with. — Frank Parrott of RoarLoud
On the island of St Kitts, rum punch flows as freely as the tides, the Caribbean sea meets the Atlantic Ocean and people greet you with a warm, laid-back welcome. This is the authentic Caribbean. You’ll not find luxury shopping malls here but you will find fabulous seafood, stunning beaches and a lush green rainforest waiting to be explored. St Kitts is the only place on earth where the rainforest is actually expanding.
Visit Brimstone Fort, a UNESCO World Heritage Site, snorkel in the translucent aquamarine waters, zip-line through the forest or laze on the beach as the sun goes down, rum punch in hand. — Kathryn Burrington from www.travelwithkat.com
Turks and Caicos
With its crystal blue waters and white sand beaches, Turks and Caicos is a tropical paradise. Home to one of the world’s largest coral reef ecosystems, this Caribbean island is the ideal place to snorkel and SCUBA dive. But Turks and Caicos have so much more to offer than just beaches and water-based activities. Luxury hotels line the oceanfront, providing a superb escape from reality for those wishing to relax and bask in the sun. From bird watching to dune buggy safaris and evening cruises to watch glow worms light up the water, Turks and Caicos have something for every type of adventurer. — Heather C. Hudak from www.wanderlustwayfarer.com
Utila, Honduras is the perfect Caribbean Island to combine laid-back island life with one of my favorite things in the world: scuba diving! Not only home to some of the cheapest diving certifications in the Western Hemisphere,
this tiny island has a small-town feel and is chock full of beautiful Caribbean beaches.
There are very few cars on the island, so rent a bike when you arrive, find a dive shop, and then start exploring the beaches–there’s enough beauty on the island to entertain you for weeks on end. We met at least five different people on Utila who came for a week and still haven’t left years later–the pull of the island’s Caribbean charm is just that strong. — Kate Storm from www.ourescapeclause.com
Visiting the Caribbean on a Budget
There are a lot of discount websites, but I have found the lowest prices (up to 70% off retail prices to the Caribbean) with CheapCaribbean.com. They offer great discounts on airfare, cruises, hotels and packages. When starting your research for a Caribbean vacation, start with the Cheap Caribbean website, so you can gauge a real deal and what kind of savings you can find.
The Best Sites to Book Cheap Accommodation in the Caribbean
The best site for booking accommodation in the Caribbean and to find the best deals can vary across different booking sites and across the different islands. That is why I love HotelsCombined.
For the best hotel prices I love HotelsCombined. They guarantee to find you the best hotel price by searching through Booking.com, Expedia, Hotels.com, Agoda, Venere, LateRooms and more. If you find a cheaper rate after you’ve booked with a site listed on HotelsCombined, they’ll refund you the difference. I love this! It’s like Kayak for hotel rooms.
I also suggest looking into Airbnb. You can rent a bungalow with a pool in Guadeloupe for $44 per night or a 3-bedroom villa in the Dominican Republic for $170 a night. If you’re interested in Airbnb and have never used it before, you can use this link to save $40 on your first Airbnb booking.
Intrepid offers a 7-day Bahamas Sailing Adventure where you’ll experience abundant marine life, crystal clear turquoise waters, uninhabited cays and one of the best sailing destinations in the world. The protected and shallow waters of the Bahamas make this the perfect trip for first time or novice sailors.
Or you could Sail the Caribbean seas on a British Virgin Islands 8-day sailing adventure with Intrepid. This is a one-week high sea adventure that will have you snorkeling, hiking and settling into the slow-paced Caribbean way of life.
G Adventures offers a 22-day Caribbean Mayan adventure with sunny beaches and lush jungles as well as the highlands of Chiapas where you will journey through Belize, Guatemala and southern Mexico.
Caribbean Packing List
Make sure you have all of your travel documents in order and secure in a safe but accessible place. This includes a valid passport, driver’s license, airline tickets and/or boarding passes. A pocketbook or outside pocket of your carry-on bag is ideal since you’ll need easy access at the airport and upon arrival at the hotel. Also, be sure to pack copies of prescriptions for medications, which should be carried in their original containers. Make sure you know if the island you are traveling to requires a passport (most do). If you don’t already have a passport and need it quick, RushMyPassport.com is a great resource.
You can find just about anything you may need on most of the Caribbean Islands, but you’ll pay a premium, especially for beach items like sunscreen. Here’s a checklist of things to bring for a Caribbean vacation:
Sunscreen – The Caribbean is a tropical climate where the sun’s UV rays have a more direct angle to the Earth’s surface. That is why you need to be vigilant in your sun protection. UV protective clothing, hats and sunglasses, and seeking shade whenever possible, are all important things to focus on. But the most important thing for your skin exposed to the Caribbean sun is a quality sunscreen! I recommend a minimum of SPF 30 and water resistance is essential as you’ll most likely be in and out of the gorgeous Caribbean Sea. I love Neutrogena SPF 70 because it isn’t greasy, water resistant and is only $11 on Amazon. If you are traveling with kids, I prefer the Neutrogena Wet Skin Kids Sunscreen Spray Spf 70+, and it’s only$10 on Amazon.
Aloe Vera – I like to bring some Aloe Vera Gel to soothe the inevitable sunburn I get despite all of the sunscreen slathering! I somehow seem to miss one spot, like my ears.
Water Shoes are handy for rocky beaches. If you are more adventurous and enjoy hiking, you may want to look into something like a Reef sandal. This Teva Sandal can be worn around town and in the water.
Mask & Snorkel – If you plan to snorkel, bring your own: this is an item you don’t want to rent. Renting a snorkel set day after day can be expensive. If you love to snorkel it makes sense to bring a mask & snorkel set. You won’t find water this clear and beautiful in many other parts of the world and you’ll want to take advantage of snorkeling in the crystal clear Caribbean Sea. This ProDive Dry Top Snorkel Set is a great set you can pick up on Amazon for only $29 and you’ll get your money’s worth after a day or two.
How To Find a Cheap Flights to the Caribbean
For the Caribbean, I found searching with Google Flights and Trip Advisor as two of the best places to search for the best real prices. Also, here is a tip: always search in an incognito window when searching for airfare. If not, and you search multiple times, chances are they will raise the flight prices!
Note: The Bahamas and Turks and Caicos Islands, considered as the Lucayan Archipelago do not border the Caribbean Sea. They are technically part of the West Indies but not the Caribbean.
What is your favorite of the Caribbean Islands? Let us know in the comments below!
Alexa Meisler is the editorial director of 52 Perfect Days. Born in Paris, France she has since lived in Chicago, San Francisco, Los Angeles and Portland, Oregon. She currently resides in San Diego with her husband and son where they enjoy exploring California and Mexico.
Travel has always been a part of her life; traveling to such places as Morocco, Tangiers and Spain as a young child as well as taking many road trips to Mexico with her grandparents as a young girl. Since then, she has traveled abroad to locations such as Russia, Taiwan and throughout Europe.
Prior to working at 52 Perfect Days she was a freelance travel writer; focusing on family and women’s adventure experiences.