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10-18 of 21 guides
St. Martin and neighbouring St. Barts combine short blue-water hops with postcard anchorages and cosmopolitan harbours.
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The Cayman Islands offer a compact yet compelling cruising ground of clear water, vibrant reefs and reliable trade winds.
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Bermuda rewards careful skippers with some of the clearest water, most sheltered sounds and most exacting pilotage in the Atlantic. Encircled by coral reef and laced with narrow channels, it is a destination where preparation and precision pay off.
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The Turks & Caicos Islands deliver a striking blend of ocean passages and shallow-bank cruising. Crystal-clear water overlays white sand and scattered coral heads, rewarding those who favour visual piloting and careful passage planning.
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Guadeloupe rewards thoughtful sailors with line-of-sight passages, varied island scenery and dependable trade winds.
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Sailing in the Bahamas: A Comprehensive Guide for Novice to Experienced Sailors For boats, weekly rates and a shortlist, see our Bahamas yacht charter page.
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For boats, weekly rates and a shortlist, see our Cuba yacht charter page.
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Planning a sailing trip to the Windward Islands? This guide will walk you through everything you need to know - from weather patterns to harbours, charter options, and local sailing etiquette - all presented in an easy-to-scan FAQ format.
Read MoreThe Leeward Islands offer some of the Caribbean's most idyllic sailing grounds. From tranquil turquoise bays to vibrant port towns, this region caters to sailors of all experience levels.
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