| 3-5 | Veuve Cliquot Womens Laser Regatta - ST. THOMAS, USVI |
| 5 | Latitude 18 Halyard Challenge - BVI |
| 5 | Round Grenada - Grenada |
| 12 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 17-19 | St. Lucia Regatta - St. Lucia |
| 17-20 | Round the Island - Antigua (AYC) |
| 19 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 25-26 | Tour de la Martinique - Martinique |
| 25-26 | Cancer Benefit Regatta - Trinidad |
| 26 | The Governor's Cup - BVI |
| 27-Feb.2 | ABN-AMRO Regatta - Curacao |
| 31-Feb.4 | La Source Grenada Sailing Festival - Grenada |
| Jan.31-Feb.4 | Grenada Sailing Festival - Grenada |
| 2 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 7-9 | Sweethearts of the Caribbean & Classic Yacht Regatta - BVI |
| 8-9 | Valentines Regatta - Antigua (JHYC) |
| 9 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 15 | Moet & Chandon - BVI |
| 15-17 | St. Croix International Regatta (CORT) - ST. CROIX, USVI |
| 16 | Lady Helmsman - Antigua |
| 23 | Club Winter Dinghy / Mixed Keel Series (Last Day) - BVI |
| 28-Mar.5 | Sailing Week Schoelcher - Martinique |
| Feb.28-Mar.5 | Sailing Week Schoelcher - Martinique |
| 7-9 | St. Maarten Heineken Regatta - St. Maarten |
| 7-10 | Dark and Stormy Neptunes Treasure Regatta - BVI |
| 14-16 | Puerto Rico International Regatta (CORT) - PUERTO RICO |
| 15-16 | A L'Ouest Regatta - Guadeloupe |
| 28-30 | St. Thomas International Rolex Regatta (CORT) - ST. THOMAS, USVI |
| 31-Apr.6 | BVI Spring Regatta & Sailing Festival - BVI |
| Mar.31-Apr.6 | BVI Spring Regatta & Sailing Festival - BVI |
| ? | Bequia Easter Regatta - Bequia |
| 17-22 | Antigua Classic Regatta - Antigua |
| 19 | The Moet & Chandon Regatta - BVI |
| 19-21 | Martinique Caribbean Trophies - Martinique |
| 21 | KATS Trophy Team Racing - ST. JOHN, USVI |
| 24-25/30 | Mega Yacht Regatta - Antigua/Guadeloupe |
| 25-27 | VICL Charter Yacht Show - ST. THOMAS, USVI |
| 27 | Dinghy Racing (warm up for the BVI Champs) - BVI |
| 27-May 3 | Antigua Sailing Week - Antigua |
| 10-11 | RBVI Dinghy Championships - BVI |
| 11-16 | Angostura Tobago Sail Week - Tobago |
| 16-18 | Caribbean Offshore Race - St. Maarten |
| 23-26 | Foxy's Wooden Boat Race - BVI |
| 30 | Women's Laser Regatta - St. Maarten |
| 30-June 2 | Mount Gay Regatta - Barbados |
| 31 | The Virgin Queen Pizza Pursuit Race - BVI |
| 31-June 1 | Open Laser Championships - St. Maarten |
| 31-June 1 | Open Laser Championships - St. Maarten |
| 5 | Summer Club Dinghy / Mixed Keel Series - BVI |
| 9-10 | Guavaberry Offshore Regatta - St. Maarten |
| 12 | Summer Club Dinghy / Mixed Keel Series - BVI |
| 13-16 | ScotiaBank Optimist - ST. THOMAS, USVI |
| 21-23 | S.America & Caribbean Sunfish Championship - Martinique |
| 19 | Summer Club Dinghy / Mixed Keel Series - BVI |
| 23 | Multihull Regatta - St. Maarten/St. Kitts/Nevis |
| 28-30 | Antigua-Barbuda Cruise - Antigua |
| 4-5 | Firecracker Regatta and Chili Cook Off - BVI |
| 10 | Summer Club Dinghy / Mixed Keel Series - BVI |
| 17 | Summer Club Dinghy / Mixed Keel Series - BVI |
| 19 | The Anegada Pursuit Race - BVI |
| 24 | Summer Club Dinghy / Mixed Keel Series - BVI |
| 28 | La Source Yacht Race - Grenada |
| 8-13 | USVI Open Atlantic Blue Marlin Tournament - ST. THOMAS, USVI |
| 14-17 | CSA Dinghy Championships - Martinique |
| 20-21 | Green Island - Antigua |
| 20-21 | Anegada Race - BVI |
| 2-7 | 50th Annual Club Nautico de San Juan International Bill Fish Tournament - PUERTO RICO |
| 28 | The Pete Sheals Memorial Trophy (Match Racing) - BVI |
| 5 | The Pete Sheals Memorial Trophy (Match Racing) - BVI |
| ? | Banana's Cup - Martinique |
| 11-12 | Jolly Harbour Regatta - Antigua |
| 12-13 | Discover the Caribbean Series - PUERTO RICO |
| 17 | Ladies Laser Open Championship - Antigua |
| 18 | The William Thornton's Virgin Cup - BVI |
| 18-19 | Discover the Caribbean Series - PUERTO RICO |
| 18-19 | Caribbean Team Championships - Antigua |
| 25 | Bristol Boatworks Cruising Series- BVI |
| 26 | Autumn Club Dinghy / Mixed Keel Series - BVI |
| 31-Nov.2 | Foxy's Cat Fight (Multihulls Only) - BVI |
| Oct.31-Nov.2 | Foxy's Cat Fight (Multihulls Only) - BVI |
| 1-2 | Queen's Cup / Independence Day - Antigua |
| 2 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 2-4 | Bitter End Pro-Am - BVI |
| 8 | Bristol Boatworks Cruising Series- BVI |
| 9-12 | VICL Charter Yacht Show - ST. THOMAS, USVI |
| 15 | BVI Schools' Regatta - BVI |
| 15-16 | Tuskel Cup - Guadeloupe |
| 23 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 29 | The Pussers Round Tortola Race - BVI |
| 30 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 1 | End of Hurricane Season - Grenada |
| 7 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 13 | Commodore's Race & Club Prizegiving - BVI |
| 19 | Hightide Series - Antigua |
| 21 | Club Winter Dinghy / Mixed Keel Series - BVI |
| 31 | St. Barths Bucket - St. Barthelemy |
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U.S. Virgin Islands Information Guide - http://www.usvi-info.com