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Experience the stunning shades of blue as you sail through the Caribbean

Guadeloupe Small Ship Sailing

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Experience the Caribbean's enchanting beauty and tropical allure with Adventure Life's selection of 3 small ship sailing tours in Guadeloupe for 2026. Join us on a sailing journey through the Caribbean's Windward and Leeward Islands, from the vibrant beaches of Barbados to the lush landscapes of St. Lucia and the charming Îles des Saintes. Whether you're relaxing aboard a classic yacht, drifting on the warm trade winds, or exploring the Windward Islands during the holiday season, each moment offers a unique opportunity to immerse yourself in the wonders of this region. Engage in beach visits, snorkeling adventures, and coastal explorations, all while surrounded by the natural splendor that has captivated travelers for generations. With activities suitable for a relaxed pace, there's no better way to discover the Caribbean's hidden gems. Don't miss the chance to set sail and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Terre-de-Haut
Georgian Architecture, St. George's | Grenada
from $2,820
EXPLORE

Grenada to Antigua

St. George - St. John - 11 Day Itinerary aboard Star Clipper
  • Explore St. George’s harbor
  • Experience Charlotteville coast
  • Relax at Englishman’s Bay
  • Wander through Admiralty Bay
Starts / Ends
St. Georges / St. John's
Activities
Small Ship Sailing, Snorkeling, Village Visits, Local Market Visits
Activity Level
Variable
Take an 11-day cruise on the Star Clipper from St. George's, Grenada to St. John's, Antigua, exploring secluded bays and historic towns in Tobago and the Grenadines. Enjoy highlights like snorkeling in Tobago Cays and relaxing on beautiful beaches, while immersing yourself in vibrant local cultures.
Cruise Details
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Pink beach huts in the Caribbean
from $2,030
EXPLORE

Windward Islands

Roundtrip Barbados - 8 Day Itinerary aboard Royal Clipper
  • Explore beaches in Barbados
  • See lush island of St. Lucia
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.
Cruise Details
0
Dock going out into the crystal blue ocean
from $2,080
EXPLORE

Classic Yachtsman Caribbean

Antigua to Barbados - 8 Day Itinerary aboard Royal Clipper
  • Explore Antigua’s vibrant dockyards
  • Discover Les Saintes’ beaches
  • Relax on Martinique’s white sands
  • Stroll Grenada’s aromatic markets
Starts / Ends
St. John's / Bridgetown
Activities
Wildlife Viewing
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, starting in Antigua. Highlights include snorkeling in Les Saintes, Dominica’s lush rainforests, Grenada’s spice markets, and Barbados’ rich heritage.
Cruise Details
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