2026

New Year Under the Sun | St. Lucia, Caribbean

30 December 2025 – 6 January 2026 | $3990 Come sail the Caribbean and celebrate the start of 2026 with us and Sea Dragon! Sailing around the island of St. Lucia for New Year is an unforgettable adventure, blending tropical beauty with festive excitement. As New Year’s Eve approaches, the […]

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From Green to Greener | St. Lucia – Grenada

9 January – 19 January 2026 | $4990 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 through the heart of the Caribbean. The voyage begins in the calm waters of Rodney Bay, […]

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Rainforest to Reef | Grenada – Martinique

24 January – 4 February 2026 | $5990 Departing from the sheltered anchorages of southern Grenada, we’ll head north with the steady trade winds at our backs. The passage offers a mix of open-water sailing and island-hopping opportunities, with potential stops in the Grenadines. The Grenadines are a stunning chain […]

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RORC Caribbean 600 | Antigua

20 February – 28 February 2026 | $9790 The RORC Caribbean 600 is one of the most thrilling offshore sailing races in the world, attracting top sailors and high-performance yachts to the stunning waters of the Caribbean. Organized by the Royal Ocean Racing Club (RORC), the race starts and finishes […]

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Pearls of the Leewards | Antigua – BVI

3 March – 10 March 2026 | $3990 Join us as we sail from Antigua to the British Virgin Islands (BVI) via St. Kitts and Nevis and Anguilla. Departing from Antigua, we will head northwest toward St. Kitts, a passage of approximately 50 nautical miles, where we can anchor in […]

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Trade Winds and Turquoise Dreams | BVI – Dominican Republic

13 March – 23 March 2026 | $4990 Sailing from Tortola to Dominican Republic via Culebra offers a mix of island-hopping and offshore sailing, making for an exciting Caribbean passage. The journey begins with a short overnight anchorage to get a feel for Sea Dragon, before heading to Culebra on a 40nm […]

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Crossing Hemingway’s Path | Dominican Republic – Key West

27 March – 10 April 2026 | $5990 Sailing from Dominican Republic to Key West via Turks and Caicos is an exhilarating offshore passage, covering approximately approx. 750 nautical miles across the open Atlantic. We’ll firstly head north to Turks and Caicos to do some island hopping and exploring the incredible beaches. As we […]

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