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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
An old lighthouse on Curacao
Save $730

Transatlantic: Gran Canaria to Curaçao

18 Day Itinerary aboard Sea Cloud II
  • Enjoy a full sailing experience
  • Follow Columbus’s course
  • Sit back and relax on deck
  • Obeserve magnificent sunsets
Activities: Sailing Schooner, Small Ship Cruise
Activity Level: Relaxed
Crossing the Atlantic in a traditional tall ship is an experience that leaves a lasting impression. For 18 days your exact course is determined only by the elements. When the crew sets the sails at dizzying heights, and the wind is caught in the sailcloth and the ropes creak as they are stretched …
Cruise Details
The sun sets off the Canary Islands
Save $690

Transatlantic: Las Palmas to Bridgetown

17 Day Itinerary aboard Sea Cloud
  • Follow Columbus's course
  • Sail across the Atlantic Ocean
  • Enjoy an offshore sailing adventure
  • Observe incredible sunsets
Activities: Sailing Schooner, Small Ship Cruise
Activity Level: Relaxed
Follow the route Columbus took across the Atlantic as you set sail for new horizons on a voyage of discovery. Discover this 17-day pure sailing adventure where for two whole weeks, the expansive ocean is the home of Sea Cloud. Water currents and trade winds are all that propel the yacht forwards. …
Cruise Details
Promenade in Bridgetown, Barbados
Save $600

Caribbean: Round-trip Bridgetown

15 Day Itinerary aboard Sea Cloud
  • Visit Cabrits National Park
  • Enjoy the magical Argyle Waterfall
  • Discover Bequia's turtle sanctuary
  • Snorkel at Tobago Cays
Activities: Hiking, Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Experience the blue waters of the wonderful Caribbean on this 15-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Tobago Cays, Soufriere, Cabrits, and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. Fall …
Cruise Details
Havana Plaza de la Catedral
Save $500

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, 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 …
Cruise Details
Snorkelling the warm waters
Save $160-$300

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
Sunset over Cartagena
Save $300

Costa Rica & Panama Canal: Curaçao to Panama

8 Day Itinerary aboard Sea Cloud II
  • Visit the ABC islands
  • Enjoy incredible weather
  • Explore beautiful Cartagena
  • Discover Colon, Panama
Activities: Sailing Schooner, Small Ship Cruise
Activity Level: Relaxed
Sail from Curaçao to Cartagena, Colombia, and disembark in Panama City, experiencing Caribbean summer winds and the Latin-American zest for life. ExploreAruba, Bonaire and Curaçao – the ABC islands are considered the “Netherlands of the Caribbean”, and their Dutch …
Cruise Details
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