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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 communities. Why book your Caribbean cruise vacation with AdventureSmith?
More Exploration
Enjoy an active cruise with snorkeling, diving, swimming, paddling, hiking & more.
Tropical Wilderness
On your small Caribbean cruise, explore lush jungle, idyllic bays & private islands.
Large Selection
Choose from a wide variety of itineraries, locales & small cruise ships in the Caribbean under 200 guests.
Added Value
We focus on premier experiences at the best value & discounts when available. Never pay more with us.
Find Your Small 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 or upscale Le Ponant. Revel in French-inspired opulence aboard modern expedition ship Le Champlain. Enjoy the luxury-meets-active feel of Le Ponant motorsailer. Or opt for the luxury of an exclusive Caribbean catamaran charter aboard a private Belize charter yacht or any of our small ships. Our experts are ready to help you find the best luxury Caribbean cruise based on your timeline and interests.
Year-Round Cruises to the Caribbean in 2025 & 2026
Our Caribbean sailing vacations are offered year-round. Some itineraries focus 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. Search by month, or ask our experts to help narrow down the options, from Barbados to the Belize Barrier Reef.