Caribbean Tours

13 Trips
2 Offers
Our Caribbean Island tours pair tropical adventure with unique history and a variety of cultures. Sail among more than 700 islets or stay in an eco-lodge; our specialists know how to bring this destination of dreams to life.
Trips, Tours & Cruises

Caribbean Island Hopping & Adventure Vacations

View All Caribbean Trips
7 Cruises
6 Land Tours
2 Offers

Small, guided groups ensure our Caribbean tours are off the beaten path, away from crowds and insular resorts. Experience “the place on the way to everywhere” through idyllic bays, secluded beaches, historic ports and remote resorts. Choose Caribbean Islands travel with AdventureSmith for sunny locales coupled with impressive accommodations. Sail the tradewinds from Barbados in a luxury yacht, experience some of the 360 islands of Guna Yala at an adventure lodge, access the beaches of Bocas del Toro or venture into the interior jungles of Belize. Our experts are standing by to match you with the best Caribbean island hopping packages by land and sea.

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Explore the Caribbean
with AdventureSmith

Think secluded beaches, local interactions, insightful guides and pristine environment… Why book your Caribbean Islands travel with AdventureSmith Explorations? 

Guided Activities

Our Caribbean adventure vacations include snorkeling, diving, paddling, fishing, biking, hiking, zip-lining & more.

Wilderness Focused

Explore lavish jungle, remote beaches & small communities on our Caribbean island hopping packages. 

One-on-One Service

Work with one experienced Adventure Specialist to find, book & prepare for your Caribbean tour.

Added Value

Our relationships with reputable companies translate into added value. Never pay more on our trips to the Caribbean.

Caribbean Island Hopping in Style

Whether you’re looking for a luxury family vacation or a couples trip, our small group tours and charter yacht make ideal escapes. Our Caribbean adventure vacations offer active, educational, cultural and engaging opportunities for travelers of all ages.

Transit the Panama Canal, meet indigenous communities of Panama’s Darien Jungle, walk though Mayan ruins or explore the world’s second largest reef—the Belize Barrier Reef. View all of our Caribbean vacations and then contact us to help you find and book Caribbean Islands travel.

Small wooden dinghy sits anchored in calm turquoise waters by a deserted beach backed by lush jungle on a sunny day during a luxury Caribbean vacation.

Planning Luxury Caribbean Vacations

Luxury Caribbean vacations mean different things to our travelers. We’re here to help you find that sweet spot. Craving the onboard experience of a 5-star hotel? Look to our Pearls of the Caribbean or The Caribbean Jewels Aboard Le Ponant. Want to sail with your own private group on a customized itinerary? Consider our Belize Catamaran Charter Cruise. Seeking a private beachside suite or deluxe treetop hideout? Experience both on our Belize Sacred Caves & Coast itinerary. Our Caribbean experts are ready to match you with the best luxury Caribbean vacations.

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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