| JANUARY |
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- Barbados Jazz Festival
- Bequia Music Festival
- Mustique Blues Festival
- Annual Spice Island Billfish Tournament
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- Grenada Sailing Festival
- Bermuda International Race Weekend
- Bermuda Festival of Performing Arts
- St Croix International Marathon
- Winter Reggae in Paradise Festival
- Barbados Music Awards
- Barbados Horticultural Society's Annual Show
- Cricket at Antigua Recreation Ground
- New Year's Junkanoo (Bay Street, Nassau)
- New Year Sailing Regatta (Bahamas)
- Birding on Andros Island (Bahamas)
- Accompong Maroon Festival (Jamaica)
- Annual National Exhibitions (Jamaica)
- Caribbean Convocation (Jamaica)
- Chukka Cove Polo Tournament (Jamaica)
- Wind surfing competitions throughout the Caribbean
- Rhythm and blues festival on St. Croix
- Air Jamaica Jazz & Blues Festival
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| FEBRUARY |
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- Carnival in Martinique
- Cayman Arts Festival
- Trinidad and Tobago Carnival
- Carriacou Carnival (Grenada)
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- Black History Month - International
- Mardi Croix Parade
- St Croix Yacht Club International Regatta
- San Pedro Carnival
- Dominic Republic Carnival
- Dominic Independence day (27th Feb)
- Bob Marley Birthday - International
- Jamaica International Marathon
- Miami to Montego Bay Pineapple Cup Yacht Race
- Stowe Polo Club Polo Tournament (Jamaica)
- University of the West Indies Carnival (Jamaica)
- Red Stripe Cup Cricket Competition
- Annual Port Antonio International Light Tackle Fishing Tournament.
- The Jamaican Music Industry - OAMI Awards
- Presidents Day in the U.S. Virgin Islands (third week of the month)
- Aruba Caribbean Carnival
- Barbados Holetown Festival
- St. Lucia Independence day
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| MARCH |
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- Miss Universe Jamaica Beauty Pageant.
- Spring Break, Negril and Montego Bay.
- Port Antonio International Spring Fishing Tournament. (Jamaica)
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- Montego Bay Song Festival (Jamaica).
- Negril West End Reggae Festival (Jamaica).
- Yachting competition on St. Thomas.
- Moonsplash Music Festival Anguilla.
- Grenada Round-the-Island Easter Regatta.
- Leatherback Turtles in Trinidad.
- Carino Nevis Olympic Triathlon.
- Bequia Easter Regatta (St Vincent and the Grenadines).
- International Game Fishing Tournament (Trinidad & Tobago).
- St. John Blues Festival.
- International Rolex Regatta (St Thomas Yacht Club).
- Bacardi® Rum Billfish Tournament (Bahamas).
- Oistins Fish Festival (Barbados).
- Baron Bliss Day (Belize).
- La Ruta Maya Challenge (Belize).
- Santo Domingo Music Festival (Dominica Republic).
- Caribbean Veggie Fest (Jamaica).
- Jamaica Carnival.
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| APRIL |
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- Jamaica Kite Festival.
- Easter Sunrise Concert (Jamaica).
- Montego Bay Easter Tennis and Sports Spectacular (Jamaica).
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- Easter Craft Fair, (Jamaica).
- Montego Bay Yacht Club Easter Regatta (Jamaica).
- National Dance Theater Company (NDTC) Easter Sunrise Concert. (Jamaica)
- Port Antonio Spring Marlin Tournament (Jamaica).
- St. Elizabeth Horticultural Society's Annual Show (Jamaica).
- Annual Red Stripe International Tournament and Horse Show (Jamaica).
- Stanford Antigua Sailing Week.
- Opera season on Barbados.
- Kite flying events throughout the Caribbean to mark Easter.
- St Thomas Carnival (Jamaica)
- St Martin/St. Maarten Carnival.
- Tobago Jazz Festival.
- Batabano Carnival/ Cayfest (Cayman Islands).
- Barbados Oistins Fish Festival.
- Bermuda International Film Festival.
- Turks and Caicos Kite Flying Competition.
- Taste of St Croix Food Festival.
- Golden Hook Challenge - Fishing tournament (St Croix).
- Treasure Beach Offroad Triathlon (Jamaica)
- Bahamas Central Abaco Billfish Championship.
- Holi, Holika Dahan, or the festival of colour (Trinidad & Tobago).
- Wild Quest Dolphin Encounters. (Bimini)
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| MAY |
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- Holy Week (St. Lucia).
- Island Roots Heritage Festival (New Plymouth).
- St Lucia Jazz Festival.
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- St Croix Ironman Triathlon.
- Santo Domingo International Book Fair.
- Labour Day Motor Race (Jamaica).
- Treasure Beach Off-Road Triathlon (Jamaica)
- Jamaica Horticultural Society Show.
- The Negril Carnival (Jamaica).
- South Coast Fishing Tournament (Jamaica).
- Manchester Horticultural Society Show (Jamaica).
- Johnny Bristol Celebrity Golf Classic (Jamaica).
- NCB/JLTA Circuit Open/Pro Tennis Tournament (Jamaica).
- Musicfest (British Virgin Islands).
- Culinary exhibits and competitions in Aruba.
- Barbados Celtic Festival.
- Barbados Gospel Festival.
- Aruba Soul Beach Music Festival.
- Dominican Soul Siesta.
- Cashew Festival (Belize).
- Calabash International Literary Festival (Jamaica).
- Grenada Drum Festival.
- Angostura Tobago Sailweek.
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| JUNE |
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- Ocho Rios Jazz Festival, (Jamaica).
- Portland Jerk Festival (Jamaica).
- The Ikebana International Jamaica Show.
- Caymanas and Constant Spring Golf Club Tournament (Jamaica).
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- All-Jamaica Junior and Open Tennis Championships.
- Junior Miss & Mr. Bodybuilding Competition (Jamaica).
- Goombay Festival in The Bahamas.
- Puerto Rico Heineken Jazzfest.
- Pineapple Festival (Bahamas)
- St Kitts/Nevis Music Festival.
- St. Vincent and the Grenadines Vincy Carnival.
- Caribbean Fashion Week.
- Scotiabank Caribbean International Optimist Regatta.
- Fishermen's Feast St Peter's Day (St. Lucia).
- San Pedro Lobsterfest.
- Dominica Dive Fest.
- Festival of Dominican Song Eduardo Brito
- Cayman International Sevens - Rugby games.
- Bahamas Treasure Cay Billfish Championship
- St John Carnival.
- Grand Turk Heineken Game Fishing Tournament.
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| JULY |
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- Reggae Sunfest (Jamaica).
- The Denbigh Agricultural Show (Jamaica).
- Hi Pro Family Polo Tournament & Junior Polo Tournament (Jamaica).
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- Manchester Golf Week (Jamaica).
- Season of Dance for National Theater Dance Company (NDTC) (Jamaica).
- All-Jamaica Tennis Open/All-Jamaica Junior Tennis Tournament.
- St Lucia Carnival
- Tobago Heritage Festival.
- The Lifestyle Music Festival (St. Crox).
- Cayman Brac Family Week.
- Dive Fest (Dominica).
- Trinidad & Tobago Emancipation Celebrations.
- Crop Over Festival (Barbados).
- Independence Day (10th) in the Bahamas.
- Merengue Festival in the Dominican Republic.
- Crop Over Festival of Barbados (end of the month).
- Kadooment Day, the biggest day of Carnival, in Barbados.
- Dominican Merengue Festival.
- St John, USVI Emancipation & American. Independence Day.
- Trinidad Great Fete Weekend.
- Antigua Carnival.
- Bequia Fisherman Day - Grenadines.
- Curacao Salsa Festival.
- Turks & Caicos Music Festival.
- Cayman Brac Family Week.
- Merengue Festival (Dominica).
- Turks and Caicos Music and Cultural Festival.
- Calabash Festival (Montserrat).
- Culturama (Nevis).
- Birthday of Haile Selassie.
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| AUGUST |
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- Jamaican Independence Day Festival.
- Breadfruit Festival, Bath- St Thomas (Jamaica).
- Junior Tennis Tournament (Jamaica).
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- Miss Jamaica World Beauty Pageant.
- Portland Jamboree (Jamaica).
- Royal Jamaican Yacht Club's Annual Independence Regatta.
- Great Bay Carnival (Jamaica).
- Tour des Yoles Rondes (Martinique).
- Carib Great Race - Yacht Club (Trinidad & Tobago).
- Leatherback Turtles in Trinidad.
- Notting Hill Carnival (England).
- Crop Over Festival of Barbados.
- Saint Laurent's Day, for the patron saint of cooks, in Guadeloupe.
- Grenada Carriacou Regatta.
- Cudjoe Head Celebration (Montserrat).
- Grenada Carnival.
- Billfish Tournament Puerto.
- Market Vendors Feast (St. Lucia).
- Tour des Yoles Rondes Martinique.
- Guadeloupe Festival of Women Cooks.
- Santa Rosa Festival (Trinidad & Tobago).
- Port Royal Music Fest (Jamaica).
- Barbados Sports Camp.
- US Virgin Islands Open/Atlantic Blue Marlin Tournament.
- International Costa Maya Festival (in San Pedro, Ambergris Caye, off the coast of Belize. Mexico, Guatemala, Honduras, El Salvador).
- Deer Dance Festival (Belize).
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| SEPTEMBER |
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- Jamaica Spice Food Festival.
- Falmouth Marlin Tournament (Jamaica).
- Miss Jamaica Grand Coronation Show.
- Montego Bay Yacht Club Marlin Tournament (Jamaica)
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- The Jamaica Horse Association Combined Show.
- S & P Golf Classic. (Jamaica).
- BFM International Film Festival.
- The Guy/Gal Reel Challenge at the Golden Hook Fishing Club (St Croix).
- Jolly Harbour Regatta on Antigua.
- Jost Van Dyke Festival, British Virgin Islands.
- Dance Festival (St Vincent & The Grenadines).
- Bahamas Culinary Classic.
- Tobago Fest.
- Bird Walks - Bird Watching (Bahamas).
- St George's Caye Day (Belize).
- Belize Independence Day.
- St Lucia International Billfishing Tournament.
- Falmouth Blue Marlin Tournament (Jamaica).
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| OCTOBER |
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- St. Vincent Independence Day.
- Taste of Barbados Food Festival
- Divali (Trinidad & Tobago).
- Annual Honk 'N Line Canoe Tournament (Jamaica).
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- Divali (Trinidad & Tobago).
- Annual Honk 'N Line Canoe Tournament (Jamaica).
- National Mento Yard Cultural Show (Jamaica).
- World Championship Dominoes (Jamaica).
- The Pirate's Race (Jamaica).
- Ocho Rios International Marlin Tournament. (Jamaica).
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| NOVEMBER |
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- Jamaican Open Golf Tournament and Pro-Am (Jamaica).
- Creole Week in the Dominican Republic.
- Harvest Moon Race of St. Croix.
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- National Warri Festival of Antigua.
- Falmouth Blue Marlin Tournament (Jamaica).
- Caribbean Music Expo (Jamaica).
- Marguerite Festival (St. Lucia)
- Columbus Annual Regatta (Jamaica).
- Bermuda Music Festival.
- Aruba Music Festival.
- Africa Jamfest Music Festival (Jamaica).
- Old Harbour Fish & Bammy Festival (Jamaica).
- St Lucia Creole Day.
- Trinidad Festival of Lights.
- Heritage (National Dress) Day (Antigua & Barbuda).
- Bermuda Culinary Arts Festival.
- Turks and Caicos International Film Festival.
- Port Antonio Blue Marlin Tournament.
- World Championship of Dominoes.
- Peter Tosh Birthday Celebration (Jamaica)
- Oktoberfest (Jamaican German Society, Kingston).
- The Marguerite Festival (St Lucia).
- Aruba Heineken Catamaran Regatta.
- Caribbean Heritage Fest (Jamaica).
- Fossil Open Polo Tournament (Jamaica)
- Annual International Show Jumping Extravaganza and Horse Trials. (Jamaica)
- Harmony Hall Pre-Christmas Crafts Fair (Jamaica).
- All Saints Day, throughout the Caribbean region.
- Thanksgiving Day in the U.S. Virgin Islands.
- Independence Day in Barbados
- Dominican Republic Jazz Festival.
- Caymans Pirates Week (Jamaica).
- Jamerican Film and Music Festival (Jamaica).
- Anguilla Tranquility Jazz Fest.
- Puerto Rican Music Festival.
- St Lucia Food/Rum Festival.
- Haile Selassie Anniversary Crowning - International
- Turks and Caicos Conch Festival.
- World Rugby Classic (Bermuda).
- Heineken Aruba Catamaran Regatta.
- Parang Season Festival (Trinidad & Tobago).
- Antigua Independence Day.
- Museum Day (Turks and Caicos).
- Garifuna Settlement Day (Belize).
- Wahoo Tournament (St Croix).
- St Croix Blue Bay Jazz Fest.
- Arts Alive November Arts Crafts and Music Festival (Jamaica).
- Pirates Week Festival (Cayman Islands).
- Dominica
Independence Day.
- Gimistory - International Storytelling Festival (Cayman Islands).
- Dominican Republic Jazz Festival.
- Dominican Republic International Film Festival.
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| DECEMBER |
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- Devon House Pre-Christmas Craft Fair. (Jamaica)
- Manchester Golf Club's December Party and Xmas HamperTournaments. (Jamaica)
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- Reggae Superjam (Jamaica).
- Jamaica Motoring Club/Esso Superoil International Stages Rally.
- JAM-AM Cup Yacht Race (Jamaica).
- Johnny Walker World Championship of Golf (Jamaica).
- Junkanoo (Bahamas).
- Hatillo Festival of the Innocents in Puerto Rico (28th).
- International Guitar Festival (Martinique).
- National Day St Lucia.
- World Golf - World Cup (Barbados).
- St. Kitts/Nevis Carnival.
- Havana Int'l Jazz Festival (Cuba).
- Nine Mornings Festival (St. Vincent & the Grenadines).
- Monterrey Christmas Festival.
- New Years Sailing Regatta (Bahamas).
- Authentically Bahamian Christmas Trade Show.
- St Croix Crucian Christmas Festival.
- Bahamas International Film Festival.
- Barbados International Film Festival.
- Cayman Islands Marathon
- St Kitts Carnival
- Kalalu Music Festival (St. Lucia).
- Reggae Marathon (Jamaica).
- Red Label Wine East Fest - Reggae Festival (Jamaica).
- Nine Mornings Festival (Jamaica)
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