Caribbean Events Calendar 2026

AUGUST

1 – 31 Seas & Scenes: Love the Caribbean Photo Contest 2026 – ENTER NOW! Share Your Caribbean Story and Win!
2-9 Tour de Martinique des Yoles Rondes. tourdesyolesofficiel.com
3 Sandy Ground Festival, Anguilla. anguillasummerfestival.com
5-12 Grenada Carnival “SpiceMas.” socaislands.com/grenada-carnival-2026
6-8 San Pedro Classic Fly Fishing Tournament, Belize. sanpedroclassicflyfishingtournament.com
7-9 Baccha Music Festival, Martinique
11 World Steelpan Day
14-17 Voces del Jazz y del Caribe Festival, Cartagena de Indias, Colombia. vocesdeljazz.com
15 Feast of the Assumption – Public Holiday
28  Sturgeon Moon (full moon)
22-31 Carifesta, Barbados. Carifesta.net
30 La Rose Flower Festival, St. Lucia. cdfstlucia.org
31 Independence Day – Public Holiday in Trinidad & Tobago

1 – 31 Seas & Scenes: Love the Caribbean Photo Contest 2026 – ENTER NOW! Share Your Caribbean Story and Win!

Enter the Seas & Scenes: Love the Caribbean Photo Contest 2026 for 12 chances to win from a prize pool worth more than $3,000 USD.

SEPTEMBER
6 Flag Day – public holiday in Bonaire
7 Labor Day – public holiday in Puerto Rico & USVI
12 Caribbean Wellness Day
16 National Heroes Day – public holiday, St. Kitts & Nevis
19 Independence Day – public holiday, St. Kitts & Nevis
20-21 Back to School Regatta & ILCA Masters Championship, BVI
22 Autumnal Equinox
24 Republic Day – public holiday, Trinidad & Tobago
26 Harvest Moon (full moon)

TBA
Banana Festival, Martinique. azmartinique.com/fr/evenements/fete-de-la-banane
Barbados National Dinghy Championships, Barbados. sailbarbados.com/
Corozal Bay Sailing Club Regatta, Belize
Haiti Cup Fishing Boat Regatta, Cap-Haïtien, Haiti. haitisailingcup.com
National Championship Regatta, Belize
SigniaGlobe National Dinghy Championships, Barbados. sailbarbados.com
St. Lucia Bill Fish Tournament, Rodney Bay Marina, St. Lucia. slgfa.profishingtournaments.com
St. Lucia Dive Fest. stlucia.org/en/events/dive-fest/
Varadero Gourmet Festival, Havana, Cuba. grupocubasol.com/events
Crucian Coconut Festival, St. Croix. CrucianCoconutFestival.net

OCTOBER
5 Public holiday in St. Lucia (Thanksgiving Day)
9-12 Barbados Jazz Excursion
12 Columbus and Indigenous Peoples Day in Puerto Rico & USVI (Indigenous Peoples Day); and in the Bahamas (National Heroes Day)
14-18 Barbados Independent Film Festival. barbadosfilmfest.org
16-24 Martinique Cata Raid (January in previous years). martiniquecataraid.com
17 Soons Dinghy Regatta, St. Maarten. smyc.com/dinghy-season-championship/
17 La Marguerite Flower Festival, St. Lucia. cdfstlucia.org/what-we-do/events-and-festivals/national-flower-festivals/
18 Tobago Blue Food Festival, Tobago. tobagoguide.org/annual-events/blue-food-festival/
18-24 Martinique Cata Raid. https://martiniquecataraid.com
19-23 BVI Restaurant Week, Tortola, BVI. bvifoodfete.com
23-25 World Creole Music Festival, Dominica. dominicafestivals.com/wcmf-home/
24 Jounen Kwéyòl (Creole Day) – Culmination of Creole Heritage Month, Dominica
25 Public holiday in Grenada (Thanksgiving Day)
25-27 Tobago Carnival, Tobago
25 Jounen Kwéyòl (Creole Day) – Culmination of Creole Heritage Month, St. Lucia
26  Hunter’s Moon (full moon)
27 Public holiday in St. Vincent & the Grenadines (Independence Day)
28-6 Nov Havana Ballet Festival, Havana, Cuba. authenticubatours.com/cuba-festival-tours/cuba-ballet-festival.htm
31 Foxy’s Annual Cat Fight, Jost Van Dyke, BVI. foxysbar.com/event/cat-fight-regatta-masquerade-ball

TBA
Antigua & Barbuda Yachting & Marine Association Industry Showcase. abyma.ag
Autentico Aruba Culinary Festival. aruba.com/autentico
Belikin Blue Water Classic Fishing Tournament, Belize. fishingbelize.org/tournament
Bonaire Regatta, Bonaire. infobonaire.com/annual-events/bonaires-annual-sailing-regatta
Caribbean Habanos Days, Curaçao. habanos.com/en/tag/habanos-day/
Carnival del Limón, Costa Rica. bodyandsoulinternational.com/activities/3623-limon-carnival-2026
Carriacou Corn Festival, Grenada. puregrenada.com/product/carriacou-corn-festival
Havana Theater Festival, Havana, Cuba. cubagrouptour.com/information/events-in-cuba
International Choir Festival, Santiago de Cuba. app.advcollective.com/travel-guides/Santiago-de-Cuba/voices-across-borders-international-choral-festival-santiago-cuba
Jamaica Food and Drink Festival, Jamaica. jafoodanddrink.com
Parang Festival, Trinidad
The Moorings Interline Regatta, BVI. moorings.com/regattas-and-events/interline-regatta
Tobago International Cycling Classic, Tobago
Trinidad and Tobago Film Folklore Festival. ttfilmfestival.com
BVI Virgin’s Cup and Willy T Race. caribbean-multihulls.com/event/bvi-virgins-cup-and-willy-t-race

NOVEMBER
1 Independence Day – Public holiday in Antigua & Barbuda (includes Independence Food Fair)
1 All Saints Day – Public holiday in several countries and territories
1 (approximate) Salty Dawg Fall Rally to the Caribbean starts from RI and VA. saltydawgsailing.org/rallies
1 La Route Du Rhum – Destination Guadeloupe starts from France. routedurhum.com/en
3 Independence Day – Public holiday in Dominica
4-8 Barbados Open Water Festival, Barbados. barbadosopenwaterfestival.com/
4-8 St. Barths Gourmet Festival. saintbarthgourmetfestival.com/en/
5-8 Barbados Food and Rum Festival, Barbados. barbados.org/events/barbados-food-wine-rum.htm
6-8 Afro Fest Punta Cana, Dominican Republic. puntacana.afronation.com/
6-15 Pirates Week, Grand Cayman. visitcaymanislands.com/en-us/events/pirates-week-grand-cayman
7-14 ISCA Sunfish World Championships, Christiansted, St. Croix. sunfishclass.org/calendar/event/21072503
8 ARC+ (Las Palmas to Grenada). worldcruising.com/events/arc-plus/arc-plus-2026
8 Coral Reef Swim Race, St. Croix. swimrace.com
10-13 BVI Charter Yacht Show, Tortola. crewedyachtsbvi.com/fall-charter-show
11 Veterans Day – Public holiday in US territories
11-22 Festival de la Gastronomie, St. Martin. festival-st-martin.com
14-17 USVI Charter Yacht Show, St. Thomas. usviyachtshow.org
18-22 St. Barth Cata Cup. stbarthcatacup.com
22 ARC rally departs from Canary Islands.
23 Keelboat Season Championship, Race Day One, St. Maarten. smyc.com
24  Beaver Moon (full supermoon). timeanddate.com
26 Thanksgiving Day – Public holiday in Puerto Rico & USVI (Fourth Thursday in November)
27 Jump-Up, St. Croix. visitusvi.com/events/jump-up/
27-28 Mango Bowl Regatta, St. Lucia. stlucia.org/en/events/mango-bowl-regatta
27-30 Budget Marine Sint Maarten Optimist Championship. smyc.com
28-30 Anegada Lobster Festival, Anegada, BVI. caribbeanevents.com/event/anegada-lobster-festival-2026
30 Independence Day – Public holiday in Barbados

TBA
Alliouagana Literary Festival, Montserrat. Litfest.ms
Antigua & Barbuda Art Week.
visitantiguabarbuda.com/events_festivals/antigua-barbuda-art-week
Antigua & Barbuda Yachting & Marine Association Industry Showcase. Abyma.ag
Barbados Pork Festival, Barbados. airadelphi.com/event/barbados-pork-festival/
Caribbean Rum Awards St. Barth. caribbeanrumawards.com
Habana Clasica Music Festival, Cuba. cubancigargroup.com/events-and-tours/habana-clasica-music-festival-a-festival-of-eternal-music
Imagine Weekend, Barbados. visitbarbados.org/imagine-weekend
Itz’ana Wahoo Classic Fishing Tournament, Belize. fishingbelize.org/tournament
Jamaica Cup Tennis Tournament, Montego Bay
Jolly Harbour Yacht Club Annual Regatta, Antigua. jhycantigua.com/annual-regatta
Raid des Alizés – Women’s Adventure Race, Martinique. raiddesalizes.com
Republic Bank St. Lucia Billfish Tournament, Rodney Bay Marina. slgfa.profishingtournaments.com/tournament.php?id=25

DECEMBER

3-8 Antigua Charter Yacht Show. antiguacharteryachtmeeting.com
5-6 Crucian Coconut Festival, St. Croix. cruciancoconutfestival.net
6 Cayman Islands Marathon. caymanislandsmarathon.com
6 Reggae Marathon, Negril, Jamaica. reggaemarathon.com
10-13 Course de L’Alliance, St. Maarten, St. Barts & Anguilla. Smyc.com
12 Parade of Lanterns, Castries, St. Lucia
12-2 Jan Sugar Mas 55 Festival, St. Kitts & Nevis. carnivalvibez.com/sugar-mas-st-kitts-carnival/
13 National Day – Public Holiday in St. Lucia (Festival of Lights and Renewal)
13-21 Budget Marine Jol Byerly Hightide Series. antiguayachtclub.com/jolbyerleyhightideseries
15 Kingdom Day — legal holiday in Bonaire
16-24 Nine Mornings Festival, St. Vincent. gov.vc/index.php/nine-mornings
16-24 Parrandas de Remedios, Remedios, Cuba. cubagrouptour.com/information/events-in-cuba/parrandas-remedios
19 Golden Hind Chandlery Commodore’s Race, BVI. royalbviyc.org
19-20 Carriacou Parang Festival, Grenada. puregrenada.com/product/carriacou-parang-festival
20-1 Jan Montserrat Carnival. visitmontserrat.com/festivals-events
21 Winter solstice
24 Cold Moon (full moon)
24 Grand Market Night, Jamaica
24 Commodore’s Challenge, St. Thomas, USVI. stthomasyachtclub.org/sailing/regattas/commodores-cup
25 Christmas Day — Public holiday in many places
26 Boxing Day — Public holiday in many places
26 Maskanoo, Turks & Caicos. turksandcaicostourism.com
26–Jan 4 Crucian Christmas Carnival, St. Croix, USVI
28 Sunset Soca Wine Festival, St. Croix. sunsetwinefest.com
31 Nelson’s Pursuit Race, Antigua. antiguayachtclub.com
31 Festival Day, Montserrat. holidayscalendar.com/event/festival-day-in-montserrat
31 New Year’s Eve / Old Year’s Night – Fireworks in many places; public holiday in Cuba (Year End Celebration)

TBA
ARC prize giving – IGY Rodney Bay Marina, St. Lucia
ARC+ prize giving – Port Louis Marina, Grenada
Bachata Festival and Dance, Dominican Republic
Gustav Wilmerding Memorial Race, BVI
Jammin’ J-22 International Regatta, Montego Bay, Jamaica. j22.org/j22events
Lechon Festival, St. Croix. visitusvi.com/experience/save-the-date-for-usvis-top-events
Lights of Trinidad. visittrinidad.tt
Run Barbados Marathon. visitbarbados.org/runbarbados-marathon-weekend
Winter Pride Fest, San Juan, Puerto Rico. gaytravel4u.com/event/winter-pride-fest-puerto-rico

CARIBBEAN YACHT & SAILING CLUBS
AYC: Antigua Yacht Club, www.antiguayachtclub.com
BCC: Barbados Cruising Club, www.barbadoscruisingclub.org
BNSS: Bahamas National Sailing School, www.bahsailingschool.org
BRISA: Borinquen Island Sailing Association (Puerto Rico), www.facebook.com/BrisaSailing
BSC: Bequia Sailing Club, www.bequiaregatta.com
BYC: Barbados Yacht Club, www.barbadosyachtclub.com
CNIH: Club Náutico Intl. Hemingway (Cuba), yachtclub@cnih.mh.tur.cu
CNN: Club Nautique Le Neptune (Martinique), www.facebook.com/clubnautiqueneptune
CNM: Club Nautique du Marin (Martinique), www.clubnautiquedumarin.com
CNS: Cercle Nautique de Schoelcher (Martinique), www.cnschoelcher.net
CNSJ: Club Náutico de San Juan (Puerto Rico), clubnauticodesanjuan.com
CSA: Caribbean Sailing Association, caribbean-sailing.com
GYC: Grenada Yacht Club, www.grenadayachtclub.com
JHYC: Jolly Harbour Yacht Club (Antigua), www.jhycantigua.com
MBYC: Montego Bay Yacht Club (Jamaica). www.mobayyachtclub.com
PCYC: Petite Calivigny Yacht Club (Grenada), www.pcycgrenada.com
RBVIYC: Royal British Virgin Islands Yacht Club, www.royalbviyc.org
RJYC: Royal Jamaica Yacht Club. www.rjyc.org.jm
SLYC: St. Lucia Yacht Club, facebook.com/stluciayacht
SMYC: St. Maarten Yacht Club, www.smyc.com
STYC: St. Thomas Yacht Club, stthomasyachtclub.org
SYR: Société des Yoles Rondes (Martinique), www.yoles-rondes.com
TTSA: Trinidad & Tobago Sailing Assn, www.ttsailing.org
WCC: World Cruising Club, www.worldcruising.com
WEYC: West End Yacht Club (BVI), www.westendyachtclubbvi.com
YCM: Yacht Club de la Martinique, facebook.com/ycmq972

NOTES

All information was correct to the best of our knowledge in December 2025 — but plans change, so contact event organizers directly for confirmation. Please let us know if there are any changes as well! tad@caribbeancompass.com

A public holiday may be celebrated on the following Monday if a fixed holiday falls on a Saturday or Sunday.

If you organize a sailing or boating event not listed here that you’d like to have included in our
monthly calendars, please send information two months before the event date(s) to tad@caribbeancompass.com

Plans change, and TBA dates are firmed up, so see the updated monthly calendar in each new issue of Compass.