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- TrinidadJohn Holland Captures Skipper of the Year Award September 1, 2008
- ArubaThe First International Sailing Race in Aruba September 1, 2008
- ArubaHi Winds – Feeling the Vibe in Aruba September 1, 2008
- AntiguaRoyal Ocean Racing Club and AYC Launch New Offshore Race in the Caribbean September 1, 2008
- GrenadaThe Spice Race Comes to Grenada in December August 1, 2008
- BarbadosCongratulations! You’re Going to the Olympics! August 1, 2008
- Grand Bahama, BahamasLessons from Sailing’s Knight of the Olympic Order August 1, 2008
- Jost Van Dyke BVI34th Foxy’s Wooden Boat Regatta Results August 1, 2008
- Tortola BVIWendy Re-Born – Restoration of a Wooden Boat August 1, 2008
- St. Maarten / St. Martin7th North Sails Regatta Results August 1, 2008
- Saint Barthélemy (St. Barth)The Great St. Barths Heist: A True Tale of Adventure, Smuggling, and Escapes August 1, 2008
- St. Thomas, USVIJr Sailor Profile: St. Thomas’ Ian Barrows August 1, 2008
- AnguillaThe 2008 Anguilla Regatta – Competitive and Laid Back July 1, 2008
- St. Maarten / St. Martin4th Captain Oliver’s Regatta July 1, 2008
- CuraçaoA Lucky Coincidence during Sami Sail July 1, 2008
- AntiguaThe Evolution of Sail Making: From Traditional Craft to Modern Science July 1, 2008
- Grand Bahama, BahamasDeveloping Youth Sailing in the Bahamas July 1, 2008
- Southeast USCruising Tales: Thirty-Nine Years Ago This Month July 1, 2008
- AnguillaCruising Tales: Better NOT Take This Advice from Anguilla! June 1, 2008
- British Virgin Islands16th Annual Scotiabank Caribbean Intl Optimist Regatta set for June 19 – 22 June 1, 2008