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Caribbean - Articles & Travel Stories

Travel made your way ™
Explore 57 Caribbean travel stories from Adventure Life, featuring expert insights, destination highlights, and firsthand experiences from ancient and culturally rich sites. Whether you’re planning your next adventure in 2025 or 2026, these stories offer inspiration for exploring ruins, archaeological wonders, and hidden historical gems across the globe. Learn from the journeys of fellow travelers and discover meaningful ways to connect with the past through thoughtful travel. Let these Caribbean stories guide your path into history.
1-24 of 57 Results
Snorkel the warm Caribbean waters on your small ship cruise

Discover the Top 10 Places to Visit in the Caribbean

Discover the top 10 places to visit in the Caribbean
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Wander white sand beaches on your Caribbean cruise

WindJammer Cruises in the Caribbean

Experience the Caribbean in the most authentic way possible, under the majestically masted sails of a true windjammer. In addition to the megayacht tours of the Caribbean we offer, Adventure Life has hand-selected the best luxurious clippers in the Caribbean that offer classic windjammer cruises.
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Snorkel and dive in the clear waters of the Caribbean

Caribbean Island Guide

The Caribbean is so much more than sun, sand & surf. Various islands allow travelers to sample regional flavor & local adventures. The close proximity to the U.S. makes the Caribbean a perfect destination for a getaway. Get acquainted with some highlights of specific islands to plan a trip that is perfectly suited for you!
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Relax on the beaches of St. Maarten

Best Time to Visit the Caribbean

Find the best time for Caribbean cruises on a small ship or sailboat. Determine the best month for a Caribbean cruise depending on your preferences for budget, activities, and weather.
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Pelican Beach Resort - South Water Caye, Belize

Family Trip to Belize

We hadn't traveled for over three years, and with our oldest about to turn 5 we knew it was time to get both of their passports stamped! We decided to bring them to Belize, one of our favorite destinations, where we could swim, snorkel, fish, kayak and relax as a family.
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Peaceful seclusion in the Caribbean

Best Time to Visit the Lesser Antilles?

Get information about the dry versus wet season weather averages in Trinidad, Tobago, and Barbados.
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Enjoy the beautiful blue Caribbean

The Best Time to Visit the Greater Antilles

The Greater Antilles are a group of islands in the Caribbean, most prominently consisting of Cuba, Puerto Rico, Hispaniola, and Jamaica. The Greater Antilles are warm year-round and always welcoming to tourists- except for June through September as this is the hurricane season when, generally, these islands should be avoided.
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Experience the Caribbean aboard your small ship vessel

Our Favorite Caribbean Cruise Ports for Small Ships

Cherish the sun-kissed sand and idyllic beachscapes of the Caribbean from the intimate atmosphere of a small ship cruise as you visit our favorite Caribbean cruise ports. Fort-De-France, Martinique Delight in the magnificent bay and postcard-perfect coastline at Fort-de-France on Martinique, where many of our Caribbean cruises start or …
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Enjoy remote ports of call on your Diamant sailing cruise

Our Favorite Caribbean Cruise Ports for Small Ships

Cherish the sun-kissed sand and idyllic beachscapes of the Caribbean from the intimate atmosphere of a small ship cruise as you visit our favorite Caribbean cruise ports.
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Enjoy the tranquil beaches of Tortola

Windward Islands Weather

The Windward Islands have warm, comfortable temperatures throughout the year - except during hurricane season, depending on what island you're staying on.
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Vintage car in Jose Marti Square, Cienfuegos, Cuba

Cuba FAQs

Planning a trip to Cuba? Now what? From the best time to visit to entry requirements, this FAQ gives travelers more of an idea of what to expect on a trip to Cuba. We have answered some of the most common traveler questions in hopes of helping you feel better prepared for the adventure.
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Sunset over the Liberty Clipper

Honeymoon Sailing in the Bahamas

After getting married in Montana in the summer, we treated ourselves to a honeymoon in January. We spent a week sailing on the Liberty Clipper around North Eleuthera and a few extra days relaxing on Governor's Harbour's pink sand beaches. It was the perfect getaway in the middle of Montana's winter.
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10 Adventures in Belize at the Hamanasi Dive & Adventure Resort

The eco-lodge in Belize offers incredible dive and snorkel experiences, nature and cave hikes, and learning about the Mayan culture.
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Explore charming Charlotte Amalie

Leeward Islands Politics

The Leeward Islands, a geographical grouping with an essentially shared history, have developed over time into six separate nations. They have a common interest in tourism, and in economic and cultural advancement for their ethnically diverse but essentially harmonious populations.
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Pacific Explorer

Virgin Islands Politics

A trip to the U.S. Virgin Islands has very tricky and confusing politics surrounding it. For example, The U.S. Virgin Islands are an unincorporated U.S. territory which means they have a say in Congress, but only in committees. It's both important and enlightening to understand the politics around the U.S. Islands, especially if you're from the U.S.
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Explore Cuba's waters on your small ship cruise aboard the Panorama II

Trinidad, Tobago, and Barbados Wildlife

The Trinidad, Tobago, and Barbados wildlife is all similar, but unique from many other places on Earth. This includes the mongoose, multiple species of tortoises and turtles, and many kinds of bats, frogs, toads, and of course, many species of fish.
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British Virgin Islands Wildlife

Wildlife in this locale consists primarily of reptiles, birds, and other small animals. The population includes various lizards, such as iguanas and geckos, as well as tortoise and a variety of tree frogs. Birds of the BVI include hummingbirds, doves, and falcons, along with numerous sea birds such as brown pelicans, flamingos, sea gulls, and …
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Port Elizabeth, Bequia

Windward Islands Geography

The Windward Islands in the Lesser Antilles of the Caribbean Islands forms the easternmost boundary of the Caribbean Sea. The Windward Islands are unique because they usually have mountainous or volcanic origins.
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The Pitons in St Lucia

The Cultural Side of a Virgin Islands Cruise

The Virgin Islands have a diverse mix of cultures, religions, and ethnicities. Read this article to learn all about these unique identities.
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Modern History of Barbados & Trinidad

Barbados was visited by both the Spanish and Portuguese, but claimed as a colony by Britain in 1625. Trinidad, as well as Tobago and other smaller islands, became part of the Spanish empire. Large numbers of English settlers arrived in Barbados in the 17th century to farm tobacco and cotton. The introduction of sugar cultivation from the middle of …
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British Virgin Islands Modern History

The 1800s brought about great changes in the British Virgin Islands, with the abolition of slavery in 1834 being a pivotal event. Although the local economy suffered a temporary blow, it recovered in a relatively short amount of time. To this day, the abolition is still a widely celebrated event, with festivals held in its honor each August. 1872 …
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Blowing where the wind takes us on the Liberty Clipper

Caribbean Cruises

Small ships provide a fun and unique way to explore the islands of the Caribbean. Water activities can be conveniently planned from the vessel, and time spent on board always provides beautiful scenery as well as good company.
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Hike along the picturesque Magens Bay

Windward Islands Politics

The different islands in the Windward Island chain all have unique and diverse politics. For example Martinique citizens are French and represent themselves in the French senate while Dominica uses a parliamentary democracy with a head of state and prime minister.
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Wander white sand beaches on your Caribbean cruise

Trinidad, Tobago, and Barbados Politics

The politics of Trinidad, Tobago, and Barbados are very interesting. After 1966 Barbados got independence from the British. As a result Barbados has a British Parliament type democracy.
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1-24 of 57 Results

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Relax on the beaches of the Caribbean

Leeward Islands
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Explore beautiful Jost van Dyke

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Life in an underwater world

Hamanasi Adventure
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