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Top Caribbean Trips & Tours

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Select one of the below 4 best Caribbean trips for 2024 and 2025. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring Long Island, Tobago Cays, Bridgetown, Nassau, and Gustavia. Our Caribbean trips for 2024 feature small ship cruises, cruises, snorkeling, beaches, and hiking, and start from $6,601 for trips of 12 to 14 days. Contact Adventure Life's Caribbean trip planning experts to start planning your next seamless trip.
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Stroll along the beautiful beaches of the Caribbean
$8,150
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The Essential of the Caribbean

Fort-de-France Roundtrip - 13 Day Itinerary aboard Le Champlain
  • Cruise in West Indies
  • Visit heritage sites
  • Discover British Virgin Islands
  • Private beach day in Mayreau
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
You begin your voyage in St. Kitts, a volcanic island known for its excellent sandy beaches and rich colonial history. Your cruise then docks in Anguilla before continuing west to the British Virgin Islands, which have gorgeous landscapes. Then, sail to Saint Barthelemy and the enchanted setting of …
Cruise Details
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Nassau Lighthouse
$23,390
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Island Odyssey: Bahamas to the Grenadines

Nassau - Bridgetown - 13 Day Itinerary aboard Scenic Eclipse
  • Explore beaches on Compass Cay
  • See swimming pigs on Exuma Island
  • Discover Long Island on foot
  • Enjoy the view from Gorda Point
Starts / Ends:
Nassau / Bridgetown
Activities:
Hiking, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Embark on this 13-day Island Odyssey: Bahamas to the Grenadines cruise from Nassau to Bridgetown aboard Scenic Eclipse. Sail to Compass Cay and explore its pristine beaches, snorkel in crystal-clear waters, or spot marine life from the marina. Discover the hidden gem of Great Exuma Island, with its …
Cruise Details
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Get stunning views of historic Cartagena
$6,601
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Tropical Charms of the Caribbean & Beyond

Cartagena - Nassau - 12 Day Itinerary aboard SH Diana
  • Discover Cartagena
  • Discover Santo Domingo
  • Explore Samaná
  • Discover Exumas
Starts / Ends:
Cartagena / Nassau
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Relaxed
On this 12-day Caribbean cruise aboard the SH Diana, explore enchanting destinations from Cartagena to Nassau. Begin in Cartagena's Old City with historic architecture and coastal beauty. In Santa Marta, delve into history, surrounded by the Sierra Nevada mountains and Tayrona National Park. …
Cruise Details
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Take a leisurely stroll through beautiful Bridgetown
$6,999
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Mystique of the Azores

Bridgetown - Lisbon - 14 Day Itinerary aboard World Voyager
  • Explore Azores Islands
  • Experience Ponta Delgada
  • Stroll Praia da Vitória
  • Hike Vigia da Queimada
Starts / Ends:
Bridgetown / Lisbon
Activities:
Archaeological Site Visits, Hiking, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Discover Europe's hidden gem – the Azores Islands on this 14-day Mystique of the Azores Cruise from Bridgetown to Lisbon aboard World Voyager. Explore rugged coastlines, volcanoes, crater lakes, and the UNESCO Global Geopark. Immerse in the pineapple cultivation culture in Ponta Delgada …
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