15 Trips And 10 Offers Available
Group 3 Created with Sketch. Island-hop from Martinique aboard a luxury expedition ship. Photo by: Margot Sib/Ponant
Pearls of the Caribbean CruiseNext Trip
8 Days Cruise Caribbean
Trips, Tours & Cruises

Why Choose a Caribbean Islands Trip

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9 Cruises
7 Land Tours
10 Offers

The Caribbean is truly a melting pot of religions, languages and cultures. Trips through this vibrant and significant region can be very meaningful. On our Caribbean trips, experience “the place on the way to everywhere” through idyllic bays, secluded beaches, historic ports and remote resorts.

Choose a Caribbean trip with AdventureSmith for sunny locales coupled with impressive accommodations. Sail the tradewinds from Barbados, experience over 360 islands of Guna Yala, access the best Caribbean beaches of Bocas del Toro and venture into the interior jungles of Belize and Guatemala where Maya ruins and the temples of Tikal are waiting.

Our longstanding relationships with reputable companies offering Caribbean adventures by land and sea translate into Caribbean trip savings. Our Adventure Specialists know the best Caribbean island trips, where to go in the Caribbean and how to explore the fabled region.

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8 - 9 Day Cruise
Pearls of the Caribbean Cruise

Explore enchanting islands including Tobago, Barbados, St. Lucia, Grenada and more, on this luxury Caribbean cruise aboard 184-guest Le Champlain. Enjoy a mix of Creole culture, UNESCO World Heritage sites, mineral baths, white-sand beaches, snorkeling and optional added-cost diving.

Special Offer
From $4650USD
Jan Feb Mar Apr
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8 Day Cruise
Panama & Colombia: Exploring the Caribbean Coast

Spend 8 days discovering natural and cultural treasures of Panama and Colombia's Caribbean aboard 100-guest National Geographic Quest. Hike through dense rainforests, explore inlets by kayak, snorkel in blue water and explore age-old traditions that remain part of everyday life.

Special Offer
From $5990USD
Oct Nov
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8 Day Land Tour
Belize Sacred Caves & Coast

The 8-day Belize Sacred Caves & Coast land-based tour is an inspiring exploration of Belize’s jungles, caves and Caribbean coastline. A luxurious jungle lodge, Maya mountain tour and Placencia beachside cabana ensure the all-encompassing best of Belize.

From $2490USD
Year Round

Caribbean trips with AdventureSmith Explorations pair tropical adventure with unique history and a variety of cultures. Ensure the best Caribbean islands trip featuring rainforest, waterfalls and beaches among the more than 700 uninhabited islets. Caribbean trips reveal stunning waterfalls, lush rain forest, dayglo underwater species, foods filled with tantalizing spices and ancient Mayan ruins ready to reveal secrets of the past.

Expertly guided Caribbean trips bring to life the region’s unique geography and physical makeup. Discover a cultural mosaic of French, Dutch, English and Spanish influence, as well as a regional history of Maya ruins, temples and culture. Discover your ideal Caribbean trip and book with confidence through AdventureSmith.

Caribbean Trips

An Adventure Specialist reviews her Costa Rica & Panama Canal cruise. Dolphins at sunrise, snorkeling at Granito de Oro, transiting the Canal... read her highlights.
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Caribbean Trips

Exploring Panama for the first time with my wife and young sons, age six and nine, we crafted a custom 8-day trip to Panama City, Bocas del Toro and Gamboa.
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Caribbean Trips

A review of the inaugural Costa Rica, Panama and Colombia Cruise aboard the 72-guest Variety Voyager written by AdventureSmith Explorations' founder.
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Book with the confidence that comes from experience.

100+ combined years of experience, 7 continents explored, decades of expedition cruising around the world & here to help you find & book your dream trip.

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