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Caribbean Travel Deals

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Below we have selected the best deals on only the best small ships that cruise the Caribbean. It's common to see deals on Caribbean cruises, but most deals you'll run across are for huge cruise ships that carry thousands of passengers. On one of Adventure Life's hand-picked small ship cruises, you'll have exclusive access to smaller port towns, and coves and get to know the Caribbean and the Caribbean people intimately, in ways that are impossible on a huge cruise ship. See a sampling of small ship cruise deals below, and contact us with the dates you wish to travel, and our team of Caribbean cruise experts can help you find a deal on a boat that matches your budget, schedule and interests. Contact us for more details.
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    • Caribbean
Havana Plaza de la Catedral
Save $1000

Cuba Under Sail

17 Day Itinerary aboard Le Ponant (ZE)
  • Immerse yourself in Cuban culture
  • Travel with ease on Le Ponant
  • Visit UNESCO World Heritage Sites
  • Snorkel or dive healthy coral reefs
  • Stroll the streets of Havana
Activities: Archaeological Sites, Land & Sea, Sailing Schooner, Snorkeling, Urban Exploration, Village Visit, Wildlife Viewing
Activity Level: Relaxed
Gain a rare and valuable perspective into the daily lives of Cuba’s citizens on this 17-day tour.The 56-guest ship, Le Ponant, providesthe perfect way to see the sights and enjoy the exquisite coastal scenery. Tour the Arte Corte interactive museum and enjoy musical performances, including a …
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Snorkelling the warm waters
Save 5%

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud (LI)
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon.Join thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
Cruise Details
Havana Plaza de la Catedral
Save 5%

Cuba by Land and Sea: Cultural Heritage and Natural Wonders

11 Day Itinerary aboard Panorama II (LI)
  • Experience people-to-people visits
  • Explore marine habitats and reefs
  • Visit the Bay of Pigs
  • Enjoy lively music & superb cuisine
  • See Cuba's great cities
Activities: Land & Sea, Scuba Diving, Small Ship Cruise, Snorkeling, Urban Exploration, Wildlife Viewing
Activity Level: Relaxed
The world’s fascination with Cuba has lasted for many generations, and for good reason. Cuba is a cultural hub, with a mix of descendants of indigenous people, European immigrants, and slaves, and its music and art draw on these diverse influences. Cuba has also exerted an outsize influence …
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