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Tortola Small Ship Cruises

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Take a cruise to the largest and most populated island of the British Virgin Islands, located to the East of Jost Van Dyke and to the West of Virgin Gorda, Tortola Island well known for its rum and beautiful beaches. This island has a population of nearly 24,000 inhabitants, with the official language being English and uses US Dollar as its currency. Take a walk on the white sand, snorkel, scuba dive, or swim in the crystal clear water of Smuggler's Cove or Long Bay Beach. Tortola also has a bunch of bays which are where travels tend to gather, for example consider visiting the Cane Garden Bay, Trellis Bay, or Marina Cay. Consider cruising the Caribbean on a small ship cruise in order to be able to access smaller reefs, ports, and beaches. Contact our travel experts to start planning your ideal trip to Tortola today!

Top 8 Tortola Small Ship Cruises for 2026-2027

Relax on the white sandy beaches of the Caribbean

Treasure Islands

8 Days from $2,010
Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.
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The crystal blue water of Jost van Dyke

Antigua to Antigua

8 Days from $2,060
8-day itinerary from St John's Antigua aboard Star Clipper calling at St Barts, BVI islands including Norman Island, Virgin Gorda, Jost van Dyke, Anguilla and St Kitts. Route includes historic harbors, small towns, beaches and sailing passages across the Caribbean.
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Explore beautiful Jost van Dyke

Antigua Roundtrip

8 Days from $2,010
Set sail on an 8-day round-trip cruise from St. John’s, Antigua, aboard the Star Clipper, exploring St. Barts, the British Virgin Islands, and Anguilla. Highlights include duty-free shopping, scenic hikes, and beautiful beaches before concluding in Antigua.
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Relax on the beaches of St. Maarten

Antigua Roundtrip

8 Days from $2,010
Experience an 8-day round-trip cruise from St. John's, Antigua, aboard the Star Clipper, visiting destinations like St. Barts, the British Virgin Islands, and St. Maarten. Enjoy duty-free shopping, stunning beaches, and historic sites before concluding your journey in Antigua.
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Umbrellas and sunbeds lined up along the White Bay Beach of Jost Van Dyke, British Virgin Islands

Treasure Islands

8 Days from $2,010
Embark on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Visit Anguilla's beaches, explore the British Virgin Islands, hike Jost Van Dyke, and enjoy shopping in St. Barts while uncovering historical sites and natural beauty.
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Sunset over Philipsburg

Treasure Islands

8 Days from $2,010
Join an 8-day Caribbean cruise on the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore stunning beaches, historic sites, and vibrant islands like Anguilla, Tortola, Virgin Gorda, and St. Barts.
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Tropical waterfall and turquoise pool in lush forest of Dominica

Treasure Islands

8 Days from $2,010
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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Visit beautiful Norman Island

Treasure Islands

8 Days from $2,010
Embark on an 8-day roundtrip Caribbean cruise from Philipsburg, St. Maarten, aboard the Star Flyer, visiting beautiful locations like Anguilla, Tortola, and Virgin Gorda. Enjoy duty-free shopping in St. Barts and explore the colonial history of St. Kitts before returning to St. Maarten.
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Top 1Tortola Small Ship Cruise Deals for 2026-2027

Trip Name From Days Summary
Treasure Islands $2,010 8 Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.
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