Off the Beaten Path Caribbean Islands: Which one is right for you?

Off the Beaten Path Caribbean Islands: Which one is right for you?


It’s been a long, dark winter and summer isn’t quite here yet. You need sun – a warm sandy beach, a tropical pina colada, flip flops, coconuts and shady palm trees. Did we mention the sound of steel drums? A quick jaunt to the Caribbean is the answer but you want to avoid the tourist scene. No worries . . . we’re here to help you figure out which off the beaten path Caribbean island is right for you.

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Blue bay @ Providenciales

Our list of off the beaten path Caribbean islands is below and has been put together by Lids. Lids has sailed up and down the Caribbean working as a chef and deckhand on a 50 foot boat and worked as scuba instructor in the U.S. Virgin Islands and British Virgin Islands. Lids has also spent weeks bumming around the islands, kitesurfing and looking for wind.

AGUILLA

Why it’s off the beaten path Caribbean: Most folks head to nearby St. Martin, the big island with all the travel connections. You’ll need to jump on a ferry or quick flight to get to Anguilla.

It’s the right island for you if: You’re looking for a quiet and rustic island where mellow beaches are the highlight. If you’re into design, check out the Malliouhana hotel, our fave on the island.

CUBA

Why it’s off the beaten path Caribbean: Cuba has always been a tricky destination for American tourists. Relations have been warming up but have recently stalled under the current U.S. administration. As far as visitors from the rest of the world, the island is not on the usual tourist circuit.

It’s the right island for you if: You love culture. Cuban cigars, mojitos, vintage cars, jazz, colonial architecture and salsa dancing. And Havana just got its first five star hotel, the Gran Hotel Manzana Kempinski.

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Cuba’s amazing culture, vintage cars. ? by Alex Pusey

LITTLE CAYMAN, CAYMAN ISLANDS

Why it’s off the beaten path Caribbean: Most folks head to Grand Cayman which has lots of non-stop flights and cruise ships.

It’s the right island for you if: You love scuba diving and want a sleepy island filled with iguanas. We love the Little Cayman Beach Resort.

ST. BARTS

Why it’s off the beaten path Caribbean: The island isn’t the easiest to get to (need additional ferry or flight) and mostly popular with the French crowd.

It’s the right island for you if: You love French food and culture, style and glamour. Our fave place to crash? Fleur de Lune, a small B&B right on the island’s best beach, Saline.

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Shades of blue @ Anguilla

TURKS & CAICOS

Why it’s off the beaten path Caribbean: Everyone goes to the Bahamas. And the Caicos islands are practically deserted.

It’s the right island for you if: You like American culture, convenience and stunning beaches. It’s also a kitesurf mecca.

MUSTIQUE, GRENADINES

Why it’s off the beaten path Caribbean: Most people have never heard of the Grenadines. Period.

It’s the right island for you if: You’re into luxury and privacy. It’s one of the favorite holiday destinations of the royal couple, Kate and William.

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Trunk Bay @ St. John, U.S. Virgin Islands

ST. JOHN, U.S. VIRGIN ISLANDS 

Why it’s off the beaten path Caribbean: Most travelers visit nearby St. Thomas.

It’s the right island for you if: You love nature and national parks. Here, most of the island is preserved land.

JOST VAN DYKE, BRITISH VIRGIN ISLANDS 

Why it’s off the beaten path Caribbean: Virgin Gorda and Tortola are the larger, better known and often visited BVIs.

It’s the right island for you if: You want peace and quiet on the most perfect stretch of beach. Stay at the Sandcastle Hotel and drink the tasty Painkillers (rum cocktails).

So there. Pack your bags, throw in the sunnies and hop on the next flight. Just don’t forget the sunblock ??⛱

Want more Caribbean tips? Use the search box on the top right ➡

*Note that the Caribbean had a rough hurricane season. Some of the islands were hit and are in recovery mode. Phone or email any place you’re considering visiting to get the latest island/accommodation conditions.*

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