7 Cruises And 2 Offers Available
Trips, Tours & Cruises

Why Choose a Caribbean Small Ship Cruise

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7 Cruises
2 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.

Selecting a Caribbean cruise vacation 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.

Caribbean Small Ship Cruises

Connect with an Adventure Specialist

AdventureSmith’s Caribbean sailing vacations feature colorful flora and fauna, unique history, global cuisine and multicultural locals. Find your own paradise on Caribbean tall ship sailing cruises, Caribbean catamaran charters and more. 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 small cruise lines in the Caribbean.

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.

A Caribbean cruise vacation reveals 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. Find your quintessential Caribbean sailing vacation with the solid guidance of the small ship experts at AdventureSmith Explorations.

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Caribbean Small Ship Cruises
with AdventureSmith

Small cruise lines in the Caribbean offer up-close, off-ship exploration of vibrant barrier reef, peaceful beaches, wildlife-filled jungles, mythical ruins and welcoming indigenous communities.
Why book your Caribbean cruise vacation with AdventureSmith? 

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Enjoy a Caribbean cruise with snorkeling, diving, swimming, paddling, hiking & more.

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On your Caribbean cruise vacation, explore lush jungle, idyllic bays & private islands. 

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Choose from a wide variety of itineraries, locales & small cruise ships in the Caribbean.

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Our Caribbean cruise vacation deals offer discounts for cruises to the Caribbean in 2024.

Luxury Caribbean cruise ship with blue & white exterior sits offshore of a private island white-sand beach.

Find Your Luxury Caribbean Cruise

Our luxury Caribbean cruise options offer top-notch guides and five-star onboard service. Consider one of our Caribbean tall ship sailing cruises aboard the historic Sea Cloud. Revel in French-inspired opulence aboard modern expedition ship Le Dumont D’Urville. Enjoy the luxury-meets-active feel of Le Ponant on her romantic cruises by small ship. Or opt for the luxury of an exclusive Caribbean catamaran charter aboard your private Belize charter yacht. Our experts are ready to help you find the best luxury Caribbean cruise based on your timeline and interests.

Make Memories On A Caribbean Catamaran Charter

Caribbean sailing vacations with family or friends are a popular way to experience the region’s dependable tradewinds. Honeymooners, families and small groups can experience the Caribbean in an exclusive way featuring your own agenda, via our popular Caribbean catamaran charter option: Belize Catamaran Charter Cruise. If Barbados, Colombia, or Costa Rica and Panama are calling, then view all of our Caribbean cruise vacation options; any of our small cruise ships in the Caribbean are available for charter cruises.

2 women sit at water's edge on a sandy beach at sunset with their private Caribbean catamaran charter yacht in the distance.

“On your Caribbean cruise vacation, explore lush jungle, idyllic bays & private islands.”


Caribbean Small Ship Cruises

Temperature & Rainfall

Month Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
Avg. High (F) 80 81 83 84 85 87 86 87 88 86 82 81
Avg. Low (F) 72 73 74 76 78 79 79 79 78 77 74 73
Avg. Water Temp (F) 80 80 81 82 84 85 84 85 85 84 83 81
Avg. Rainfall (Inches) 3.5 2.3 1.8 1.4 2.9 4.6 5.2 4.7 5.3 6.1 5.4 4.4

Year-Round Cruises To The Caribbean In 2024

Our Caribbean sailing vacations are offered year-round, with some itineraries focusing on the North American winter, when the weather is ideal and there are dependable tradewinds. Conversely, the North American summer months offer the best diving during a luxury Caribbean cruise or Caribbean catamaran charter. Note that the climate data referenced above is for Placencia, Belize, with even warmer temps encountered farther south on small cruise ships in the Caribbean.

When Should You Plan Your Caribbean Cruise Vacation?

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.
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Caribbean Small Ship Cruises

Learn what life is like on board an exclusive sailing yacht in Belize and how it differs from a motor yacht or small cruise ship.
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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.
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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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