The images usually conjured of the Caribbean are palm trees, sweeping sandy beaches, steel pan music and locally made rum on tap. While these are all undeniably true, we’d also encourage you to look further. Our specialists can help you explore each island’s charm and appeal, from suggesting a climb to a British naval fortress on Saint Kitts to recommending Michelin-starred restaurants on Barbados or a private island in Saint Vincent and the Grenadines.
The best way to get a real sense of the region’s diversity is by visiting several islands on your Caribbean vacation. You can island-hop between our hand-picked selection, spending time in a cocoa estate on Saint Lucia before lazing on a deserted cove on Bequia or yachting through the waters of the British Virgin Islands.
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who's been there
Start planning your tailor-made trip by contacting one of our Caribbean specialists
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617-223-4521617-223-4189
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Where you can travel with us in the Caribbean
Our specialists can help you plan your trip, individually focusing on your tastes and interests, to the destinations below.
Trip ideas in the Caribbean
These itineraries will give you a starting point for what your trip could entail. They cover routes that we've found work particularly well and feature some of our favorite places to stay. Treat them just as inspiration, as each trip is created uniquely for you and there are many more options available.
Our expert guides to exploring the Caribbean
Capturing our specialists’ extensive travel experience in the Caribbean, these guides share inspiration, recommendations and our honest advice for how to enjoy the best of what the region can offer in the most authentic ways. From the wealth of options we describe, you can narrow down the choices and start to shape your own trip.
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Boutique hotels of the Caribbean ![Saint Lucia]()
Boutique hotels of the Caribbean
Boutique hotels of the Caribbean
You can opt for an intimate experience in the Caribbean by staying at boutique properties. Caribbean specialist Annabel picks out some of the best hotels, from a cocoa plantation in Saint Lucia to a spot on Nevis that was beloved by Britain’s Admiral Nelson.
Read this guide -
Touring in the Caribbean: trips to get you out of the resorts ![St George's, Grenada]()
Touring in the Caribbean: trips to get you out of the resorts
Touring in the Caribbean: trips to get you out of the resorts
Known for beach vacations, the Caribbean is often overlooked as a multi-stop destination for wider exploring. Caribbean specialist Annabel picks out her top three trip ideas to give you an idea of what’s possible, if you want to get beyond your resort.
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