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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
Enjoy a Caribbean escape
from $3,980
EXPLORE

Save the Best for Last

Roundtrip St. Maarten - 8 Day Itinerary aboard Sea Cloud
  • Discover The Baths
  • Relax at Bitter End
  • Sail to Jost van Dyke
  • Experience St. Barths
  • Explore Nevis
Starts / Ends
Philipsburg / St. Martin
Activities
Small Ship Sailing
Activity Level
Variable
Sail aboard the Sea Cloud on a 10-day Caribbean adventure through the British Virgin Islands, St. Barths, Nevis, and St. Maarten. Explore Virgin Gorda’s iconic Baths, unwind at the Bitter End Yacht Club, and sail the Sir Francis Drake Channel to Jost van Dyke. Stroll St. Barths’ luxury shops, discover Nevis’ lush rainforests, and end in vibrant Philipsburg.
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Explore the famous rock formations of the baths
from $5,245
EXPLORE

A Colorful Caribbean Time-Out

San Juan Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Old San Juan's forts
  • Enjoy salsa music
  • Sail in the British Virgin Islands
  • Explore unique rock formations
Starts / Ends
San Juan / San Juan
Activity Level
Variable
Embark on an 8-day cruise aboard Sea Cloud Spirit sailing to explore Old San Juan's historic charm. Wander streets lined with colorful facades and salsa-filled cafes. Discover UNESCO-listed sites like La Fortaleza and Fort San Felipe del Morro, resonating with centuries of history and cultural vibrancy.
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Tropical waterfall and turquoise pool in lush forest
from $1,960
SS 25%
EXPLORE

Treasure Islands

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
Activities
Snorkeling
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!
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