Caribbean
7 Cruises And 7 Offers Available

Caribbean Small Ship Cruises

Connect with an Adventure Specialist

AdventureSmith’s small boat cruises in the Caribbean feature colorful flora and fauna, unique history, global cuisine and multicultural locals. Find your own paradise while sailing the Caribbean aboard a romantic tall ship. Explore mangroves by skiff, kayak and stand-up paddleboard, right from your expedition ship. Cruise among more than 700 islands, visiting secluded bays only accessible by Caribbean small ship cruises.

With expert guides and historians, learn why this geographical nexus point has long been desirable for trading and military advantage; and why this unique region attracted seafaring Amerindians and cannibalistic Caribs, famous explorers such as Columbus and Drake, and infamous pirates including Captain Morgan and Blackbeard.

Caribbean small ship cruises reveal the abundant sea life of hotspots like the Belize Barrier Reef—the largest reef system in the Northern Hemisphere—with inland explorations of Maya culture at Tikal National Park. Find your quintessential small boat cruise in the Caribbean with the solid guidance of the small ship experts at AdventureSmith Explorations.

Trips, tours & cruises

Why Choose a Caribbean Small Ship Cruise

View All Caribbean Cruises
7 Cruises
7 Offers

The Caribbean features uninhabited islets populated by hundreds of animal and bird species, crystal-clear waters rich with spectacular coral reefs and gorgeous vistas that unfold onto deserted shores. Aboard small cruise ships in the Caribbean, come face to face with rich biodiversity while swimming in tropical waters and learn about the enchanting ruins and history of the region.

Sailing the Caribbean with AdventureSmith safeguards your adventure as it’s backed by a fully insured, U.S.-based company. We also gain you access to remote, off-the-beaten path islands, away from tourist crowds. Relish the sense of seclusion only a small ship can bestow. The expert guides traveling alongside you are often from the region, ensuring each unspoiled stop is both special and fascinating.

Add to Wishlist
8 Day Land Tour
Panama Discovery Tour

Experience Panama's highlights on this 8-day Panama Discovery adventure. Join expert naturalist guides to traverse Panama Canal waters, hike in cloud forests searching for the elusive resplendent quetzal and explore the underwater world of the Caribbean Sea.

From $2650USD
Jan Nov Dec
Add to Wishlist
8 Day Cruise
Sailing the Caribbean Aboard Sea Cloud

Sail round-trip from Barbados aboard the historic 58-guest Sea Cloud. Visit the island paradise of Tobago and its idyllic Man-O-War Bay; Grenada, the island of spice; and the snorkelers' paradise in Tobago Cays.

Special Offer
From $8990USD
Feb Mar
Add to Wishlist
8 Day Cruise
Colombia & Panama—Coral, Jungles, Canal

The Colombia & Panama—Coral, Jungles, Canal cruise aboard 66-guest Safari Voyager explores hidden jungles, beaches and forgotten towns. Transit the Panama Canal, see the Darien Jungle and paddle.

From $4895USD
Oct

Caribbean Small Ship Cruises

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 Small Ship Cruises

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 Small Ship Cruises

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 Small Ship Cruises

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