14 Trips And 9 Offers Available

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.

Trips, Tours & Cruises

Why Choose a Caribbean Islands Trip

View All Caribbean Trips
8 Cruises
7 Land Tours
9 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.

Add to Wishlist
9 Day Land Tour
Best of Panama

The 9-day Best of Panama land tour explores the Panama Canal and its natural and historic legacy. Zipline through cloud forest environments rich in flora and fauna, discover Chiriqui National Marine Park and experience thriving indigenous cultures.

From $3495USD
Sep Oct Dec
Add to Wishlist
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
Add to Wishlist
8 Day Cruise
Unveiled Wonders: Costa Rica & Panama Canal

This 8-day Costa Rica and Panama small ship cruise aboard the 66-guest Safari Voyager explores national parks, wildlife refuges and deserted beaches. Kayak, paddleboard, snorkel and skiff on this active itinerary.

Special Offer
From $4895USD
Apr May

Caribbean Trips

Travel with AdventureSmith's Jennifer to Panama's Pearl Islands, Darien Jungle, Gamboa Rainforest and through the Panama Canal aboard the 24-guest Discovery catamaran.
Read More

Caribbean Trips

Adventure Specialist Aaron Gaines reviews his cruise through the Panama Canal and to the Pearl Islands and Darien aboard the 24-guest Discovery.
Read More

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.
Read More

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.
Read More

Caribbean Trips

A review of the inaugural Costa Rica, Panama and Colombia Cruise aboard the 72-guest Variety Voyager written by AdventureSmith Explorations' founder.
Read More
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.

Group 4 Created with Sketch.
Share Us.
test message
View Wishlist