expedition

Bahamas Blast | Antigua → Key West

5 Feb – 21 Feb 2026 | $3,790 BOOK NOW 5 Feb – 21 Feb 2026 | $3,790 BOOK NOW NEW TRIP! Step aboard SV Sea Dragon for a lively offshore passage from Antigua to The Perry Hotel & Marina Key West, trading palm-fringed anchorages for big-mile sailing and a […]

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Caribbean Cruise | Grenada → Antigua

23 Jan – 31 Jan 2026 | $2,290 BOOK NOW 23 Jan – 31 Jan 2026 | $2,290 BOOK NOW NEW TRIP! Join us aboard expedition yacht SV Sea Dragon for a classic Caribbean passage that blends open-water sailing with warm trade winds, turquoise anchorages, and a string of island […]

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Green to Greener | St. Lucia > Grenada

10 Jan – 17 Jan 2026 | $4,990 BOOK NOW 10 Jan – 17 Jan 2026 | $4,990 BOOK NOW Only 7 spots left! From one green island to another green island, with a bit of blue in between. Setting sail from St. Lucia to Grenada is a breathtaking journey […]

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New Year Under the Sun | St. Lucia, Caribbean

30 December 2025 – 6 January 2026 | $3,990 BOOK NOW 30 December 2025 – 6 January 2026 | $3990 BOOK NOW Only 6 spots left! Come sail the Caribbean and celebrate the start of 2026 with us and Sea Dragon! Sailing around the island of St. Lucia for New […]

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England’s South Coast Westward Sail | UK

6 September – 12 September 2025 | $990 BOOK NOW BOOK NOW Join us aboard expedition yacht SV Sea Dragon for a high-quality 6-day sailing journey from the historic maritime city of Portsmouth to the picturesque coastal town of Falmouth. This mile-building passage along England’s South Coast is tailor-made for […]

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Sailing South | Iceland – UK

Aug 18 – Sept 8 | $5950 Sailing Iceland to the UK provides a mixture of coastal and offshore sailing, the best of both worlds! We’ll take some time to anchorage hop the Southwest coast of Iceland, before visiting the Vestmannaeyjar Islands to the South. Whales, dolphins, seabirds, volcanic activity […]

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colorful houses on icelandic coastline

Reykjavik Run | Greenland – Iceland

Jul 14 – Aug 4 | $5950 This Iceland sailing trip begins in Greenland and is a combination of bluewater and coastal sailing, and above all, full of adventure! Firstly, we’ll start the trip in Ilulissat, where the number of sled dogs rivals the number of people. In addition, you’ll see […]

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newfoundland hiking views

Finding France | Bermuda – St. Pierre – Newfoundland

May 26 – Jun 16 | $5950 The first leg of our North Atlantic sailing itinerary! This trip has blue water sailing, as well as coastal navigation. We’ll sail north from Bermuda over the Grand Banks to arrive in St. Pierre, one of two French islands 15NM off the south coast […]

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