January 2026 begins with a sense of momentum across the Caribbean. This issue of Caribbean Compass brings together the seamanship that keeps us safe, the stories that remind us why we sail here, and a look ahead at a full year of events, rallies, and island celebrations. From winter north swells and lessons learned at sea, to the 40-year legacy of the ARC, multihull racing excitement, and our annual Caribbean calendar, these pages reflect both experience and optimism. You’ll also find Barbados in the spotlight, Caribbean memories that feel like old friends, inspiring environmental work in St. Croix, and fresh ideas for exploring the islands—by boat and beyond.
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Island Spotlight: Barbados – From rugged Atlantic shores to calm Caribbean anchorages, and historic rum distillers, Barbados offers a unique cruising experience rich in culture, history, and natural beauty. A must-know island for sailors exploring the eastern Caribbean.
Caribbean Reminiscences: Freedom’s Child (Part Two) – Part two of a journey into classic Caribbean racing and cruising aboard Freedom’s Child. Personal stories, unforgettable moments, and a bygone era brought back to life. Read part one
North Swells: Sure Sign of Winter in the Caribbean – When north swells arrive, winter has officially reached the Caribbean. Learn what causes them, how to read the signs, and how to plan passages and anchorages more safely.
“Yellow Flagging It” Is Ill-Advised – Tempted to skip formal clearance and fly the yellow flag a little too long? Here’s why cutting corners can lead to fines, delays, and bigger headaches than it’s worth
Sailing the Caribbean with Horizon Yacht Charters – BVI & St. Vincent & the Grenadines. Explore two of the Caribbean’s most iconic cruising grounds with Horizon Yacht Charters, from the easy elegance of the BVI to the wild beauty of SVG. Adventure, flexibility, and unforgettable sailing.
Rudder Loss Resonates – More than a gear failure, this story reflects on resilience, seamanship, and the emotional ties sailors form with their boats. A powerful reminder of why preparation—and community—matter offshore.
40 Years of the ARC – Ocean Sailing Rallies through the Decades. From humble beginnings to a global phenomenon, explore how the ARC has shaped ocean sailing for four decades. A look at the rallies, the sailors, and the legacy
Dominica Yachting Festival to Hold 2026 Annual Race to Mero – Mark your calendars—Dominica’s signature race to Mero returns in 2026. Expect spirited competition, dramatic scenery, and classic Caribbean hospitality.
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Caribbean Multihull Challenge VIII begins January 28! Big-boat racing heats up with the debut Honneurs de Ligne trophy —four days to crown the fastest multihull on the water.
Rally updates include Friar’s Bay, Simpson Bay nights, and a Great Bay Jamboree at the newly renovated Seaview Beach Hotel—music, food, drinks, and the happiest regatta in the Caribbean!
Join tens of thousands of readers who never miss an update on Caribbean sailing, travel, and island living!
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Thank you to our December Sponsors
Art Fabrik GrenadaB+G Marine Services Tortola
Blue Lagoon Hotel & Marina
Budget Marine
BVI Yacht Sales Tortola
Camper & Nicholsons Grenada
Clarkes Court Boatyard & Marina
Club De Pesca Marina Colombia
Crown Bay Marina St. Thomas
Dolphin Water Taxi BVI
Doyle’s Guides
Horizon Yacht Charters
Hydrovane International Marine
Island Water World
Jolly Harbour Marina & Boatyard
Mac’s Pizzeria SVG
Marina Santa Marta Colombia
McIntyre Bros Grenada
Mid Atlantic Yacht Services Azores
Neil Pryde Sails Grenada
North Yacht Shop Grenada
Norvos Insurance
Offshore Passage Opportunities
Paradise Beach Club Grenada
Parts & Power Tortola
Power Boats Trinidad
St. Croix Marine Center
SVG Air
Turbulence Sails Grenada
Virgin Gorda Yacht Harbour Virgin Gorda
Cape Air
