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Explore beautiful Jost van Dyke

British Virgin Islands Sailboat Cruises

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Experience the enchanting British Virgin Islands with our two diverse small ship sailing tours for 2025. Join us on a sailing adventure through these tropical paradises, from the famous Baths of Virgin Gorda to the charming lifestyle of Soper's Hole. Walk the streets of historic Basseterre and relax on the luxurious beaches of St. Barts. Set sail on the Treasure Islands cruise and the Warm Trade Wind voyage for a chance to drift and relax in the Caribbean's warm waters, enjoying breathtaking sunsets and the French vibes of Îles des Saintes. These tours offer a relaxed way to explore the beauty of the Caribbean, whether you're snorkeling, admiring the views, or simply soaking in the laid-back lifestyle. Don't miss this opportunity to discover the hidden treasures of the British Virgin Islands aboard these small ship sailing adventures. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • British Virgin Islands
Explore the famous rock formations of the baths
from $6,995
No SS
EXPLORE

Across a sea of idyllic Islands

Philipsburg, St. Maarten Round - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore chic St. Barths
  • Relax at Great Bay
  • Visit Virgin Gorda
  • Cruise Sir Francis Channel
Starts / Ends
Philipsburg / Philipsburg
Activities
Small Ship Sailing, Snorkeling, Stand Up Paddle Boarding
Activity Level
Variable
Set sail on an unforgettable 8-day Caribbean cruise aboard the Sea Cloud Spirit. Experience the charm of St. Maarten, Antigua, St. Barths, and the Virgin Islands as you explore paradise by sea. Discover rich culture, pristine beaches, and lively island towns filled with color and charm.
Cruise Details
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Tropical waterfall and turquoise pool in lush forest of Dominica
from $1,970
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Treasure Islands

St. Maarten Roundtrip - 8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous locations, the Caribbean. Visit St. Maarten, Anguilla, Jost Van Dyke, St. Kitts, and St. Barts on this 8-day small ship trip!
Cruise Details
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Gustavia Harbor in St. Barths
from $1,970
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Antigua to Antigua

Roundtrip St John - 8 Day Itinerary aboard Star Clipper
  • Explore St. John's dockyards
  • Sail Sir Francis Drake Channel
  • Stroll Norman Island's beach
  • Tour Basseterre's old plantations
Starts / Ends
St. John's / St. John's
Activities
Local Market Visits, Village Visits
Activity Level
Variable
Embark on an 8-day cruise in the Caribbean aboard the Star Clipper, starting and ending in Antigua. Discover the beaches and boutiques of St. Barts, explore Norman Island, and enjoy the charm of Jost van Dyke, while swimming at Virgin Gorda and experiencing St. Kitts’ history and nature.
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The crystal blue water of Jost van Dyke
from $3,090
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Jamaica to Antigua

12 Day Itinerary aboard Star Clipper
  • Swim in Montego Bay's waters
  • Explore Santo Domingo
  • Visit the Treasure Island
  • Hike Virgin Gorda trails
Starts / Ends
Port Antonio / St. John's
Activities
Spa Relaxation
Activity Level
Variable
Explore a paradise of vibrant coral reefs, powder-soft sand, and warm island hospitality on this 12-day cruise from Jamaica to Antigua aboard Star Clipper. Experience crystal-clear water, bright skies, and gentle breezes. Relish in the beauty of untouched beaches and become enchanted by seductive scents and rhythms.
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