Endless Caribbean - 2024 Caribbean Events Calendar

2024 Caribbean Events Calendar

Happy New Year and all the best for 2024! This is the year for travel to the Caribbean. It is the best time to live intentionally, take risks, check off items on your travel bucket list, and enjoy all that life has to offer.

To plan your travel effectively, you should know where you want to go, when you want to go and what you want to do. The 2024 Caribbean Event Calendar can help you to plan your Caribbean vacation. It breaks down events by date/ month and lists top events for destinations in the region.

2024 Caribbean Events Calendar

For some ideas about when you should travel, keep reading to see some of the best events that are happening in 2024.

January 2024 Events

01 Jan: Montserrat: Annual Festival Parade
01 Jan: Dominican Republic: Guloya Festival, San Pedro de Macoris
01 Jan: Jamaica: Sandz Caribbean Music Festival
01 Jan – 02 Jan: St. Kitts & Nevis: Sugar Mas 52 Festival
13 Jan – 16 Jan: Puerto Rico: Fiestas de da Calle San Sebastián
14 Jan – 15 Jan: Antigua & Barbuda: Oyster World Rally
14 Jan – 15 Jan: St. Thomas, USVI: Martin Luther King Regatta
14 Jan – 18 Jan: Jamaica: Gov’t Mule’s Island Exodus 14
15 Jan – 21 Jan: St. Bart’s: St. Barts Music Festival
16 Jan – 21 Jan: Barbados Independent Film Festival
19 Jan – 21 Jan: Jamaica: Rebel Salute
20 Jan: British Virgin Islands: Painkiller Cup
20 Jan: Antigua & Barbuda: Sandy Island Race
20 Jan – 21 Jan: St. Maarten: Multiclass Dinghy Regatta
20 Jan – 22 Jan: Dominican Republic: Caribbean Midwinter Laser Regatta
21 Jan: Barbados: Mount Gay Round Barbados Race
21 Jan – 27 Jan: Martinique: Martinique Cata Raid
21 Jan – 29 Jan: Cuba: Havana Jazz Festival
24 Jan – 28 Jan: Bequia: Bequia Music Fest
24 Jan – 07 Feb: Mustique: Mustique Blues Festival
27 Jan – 03 Feb: British Virgin Islands: Manhattan Caribbean Week
28 Jan – 02 Feb: Grenada: Grenada Sailing Week.

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February 2024 Events

01 Feb – 02 Feb: Bequia: Bequia International Theater Festival
01 Feb – 04 Feb: St. Maaretn, St. Martin, St. Barth: Caribbean Multihull Challenge
04 Feb: Dominican Republic: Carnaval Dominicano
05 Feb – 08 Feb: Bequia: Bequia International Theater Festival
07 Feb – 13 Feb: Trinidad: Carnival Week
09 Feb – 11 Feb: Antigua & Barbuda: Jolly Harbour Valentine’s Regatta
09 Feb – 13 Feb: Martinique: Semaine Nautique Internationale de Schoelcher
11 Feb – 18 Feb: Barbados: Holetown Festival
12 Feb: Dominica: Mas Domnik
12 Feb – 14 Feb: Carriacou: Carriacou Carnival “Kayak Mas.”
13 Feb – 19 Feb: Jamaica: Dancehall Week
13 Feb – 24 Feb: Antigua & Barbuda: RORC Nelson’s Cup Series
14 Feb: St. Croix: Valentine’s Day Jump-Up
16 Feb: Antigua 7 Barbuda: Antigua 360 RTI Race, Antigua Yacht Club.
17 Feb: St. Maarten: Dinghy Championship Hoedemaker Series Day 1
17 Feb – 18 Feb: British Virgin Islands: Sweethearts of the Caribbean & Classic Regatta
18 Feb – 23 Feb: Dominican Republic, ProCigar Festival
19 Feb – 23 Feb: Antigua & Barbuda: RORC Caribbean 600 race
23 Feb – 25 Feb: St. Vincent & the Grenadines: Union Island Conch Festival
25 Feb: St. Maarten: Keelboat Season Championship, Heineken Regatta Warmup
29 Feb – 03 Mar: St. Maarten: St. Maarten Heineken Regatta.

Here are 5 things to do in Antigua and Barbuda:

March 2024 Events

01 Mar – 03 Mar: Barbados: ACT (Arts, Culture, Technology) Festival
03 Mar: Dominican Republic: Carnaval Dominicano Grand Finale
05 Mar – 10 Mar: Cuba: Drum Fest – Fiesta del Tambor, Havana, Cuba.
07 Mar: Puerto Rico: Taste of Rum International Rum Festival.
07 Mar – 09 Mar: St. John, USVI: Virgin Islands Jam Fest
09 Mar: Dominican Republic: Isle of Light Music Festival
09 Mar – 18 Mar: Montserrat: St. Patrick’s Festival
11 Mar – 17 Mar: Antigua & Barbuda: Superyacht Challenge
11 Mar – 18 Mar: St. Maarten: SXM Electronic Music Festival
16 Mar: British Virgin Islands: Taste of Virgin Gorda
16 Mar: St. Maarten: Dinghy Championship Hoedemaker Series Day 2
21 Mar – 24 Mar: St. Barth: St. Barth’s Bucket Regatta
22 Mar – 24 Mar: Anguilla: Moonsplash Festival, Anguilla
23 Mar: Martinique: Crab Festival
23 Mar – 24 Mar: Antigua & Barbuda: Antigua Laser Open
24 Mar – 01 Apr: St. Vincent & the Grenadines: Easterval on Union Island
28 Mar: St. John, USVI: Round the Rocks Race
28 Mar – 31 Mar: Bequia: Bequia Easter Regatta
29 Mar – 31 Mar: St. Thomas, USVI: St. Thomas International Regatta.
29 Mar – 31 Mar: Anguilla: Festival del Mar
29 Mar – 01 Apr: Barbados: Oistins Fish Festival
29 Mar – 08 Apr: Cuba: Afro-Cuban Dance Festival

Visiting St. John, USVI for the Round the Rocks race? Try this Try this snorkel, sail and breakfast tour.

April 2024 Events

 01 Apr – 07 Apr: British Virgin Islands: BVI Spring Regatta and Sailing Festival.
02 Apr: Tortola, British Virgin Islands: Round Tortola race for the Nanny Cay Cup.
06 Apr: Belize: Panama Posse Belize Yacht Fest, Placencia Yacht Club, Belize.
12 Apr – 14 Apr: St. Croix, USVI: St. Croix International Regatta
13 Apr: St. Maarten: Dinghy Championship Hope Ross Series Day 1
14 Apr – 20 Apr: St. Barth: Les Voiles de St Barth
15 Apr – 21 Apr: British Virgin Islands: British Virgin Islands Food and Wine Festival
18 Apr: St. Maarten: St. Maarten Carnival
17 Apr – 22 Apr: Antigua & Barbuda: Antigua Classic Yacht Regatta
18 Apr – 22 Apr: Tobago: Tobago Jazz Experience
20 Apr: British Virgin Islands: Governor’s Cup Race
20 Apr -21 Apr: Puerto Rico: Coffee & Chocolate Expo
23 Apr – 30 Apr: St. Thomas, USVI: St. Thomas Carnival
26 Apr -27 Apr: Aruba: Aruba Food Truck Festival
27 Apr: Antigua & Barbuda: Peters and May Round Antigua Race
27 Apr: Grand Cayman: Capella Music Festival
27 Apr – 03 May: Antigua & Barbuda: Antigua Sailing Week
30 Apr -10 May: Cayman Islands: Cayman Islands Carnival
30 Apr -12 May: St. Lucia: St. Lucia Jazz and Arts Festival

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May 2024 Events

01 May – 27 May: U.S. Virgin Islands: U.S. Virgin Islands Caribbean Music Festival.
01 – 31 May: Martinique: Mai de Saint-Pierre, Martinique
04 May: St. Maarten: Dinghy Championship Hope Ross Series Day 2
03 May – 08 May: Cuba: Romerias de Mayo
05 May: Dominica: Jazz’n’Creole
07 May: Antigua & Barbuda/ Bermuda: Antigua to Bermuda Race
08 May – 13 May: Aruba: Hi-Winds Amateur World Challenge
09 May – 10 May: Tortola, British Virgin Islands: BVI Spring Charter Yacht Show
10 May – 12 May: Virgin Islands: Virgin Islands Boating Expo (VIBE)
11 May: St. Maarten: Start of ARC Europe rally from St. Maarten
14 May: Belize: Belize Cashew Festival & Agriculture Show, Crooked Tree Village
16 May – 19 May: Antigua 7 Barbuda: Antigua and Barbuda Sport Fishing Tournament.
16 May – 19 May: Barbados: Barbados Celtic Festival
17 May – 19 May: St. Thomas, USVI: STYC Invitational Regatta
17 May – 21 May: Grenada: Grenada Chocolate Festival
23 May: Bermuda: ARC Europe rally leaves Bermuda
23 May – 26 May: Anguilla: Anguilla Culinary Experience
23 May – 27 May: Aruba: Aruba Soul Beach Music Festival
23 May – 28 May: Dominican Republic: FesTopia Punta Cana
24 May – 01 Jun: Cuba: International Theater Festival for Children and Young People
28 May: U.S. Virgin Islands: Beach-to-Beach Power Swim
30 May – 02 Jun: Martinique: Martinique Boat Show

For the ultimate spring getaway, plan a trip around the Aruba Soul Beach Music Festival. Get the best rates for hotels here.

June 2024 Events

01 Jun: St. Croix, U.S. Virgin Islands: Virgin Islands Salsa Festival
01 Jun – 02 Jun: Aruba: KLM Aruba Marathon
04 Jun – 30 Jun: Caribbean: ICC Men’s T20 Cricket World Cup (Cricket)
07 Jun – 09 Jun: Puerto Rico: Festival del Jíbaro Comerieño
08 Jun: St. Thomas, U.S. Virgin Islands: King of the Wing Festival
08 Jun: Belize: Mango Fest
10 Jun – 16 Jun: St. Thomas, U.S. Virgin Islands: International Optimist Regatta
15 Jun – 16 Jun: St. Maarten: 16 St. Maarten National Dinghy Championship.
21 Jun: French Caribbean: Fête de la Musique
27 Jun – 29 Jun: St. Kitts & Nevis: St. Kitts Music Festival
28 Jun – 29 Jun: Aruba: Aruba Summer Music Festival
28 Jun – 12 Jul: St. Vincent & the Grenadines: Vincy Mas
29 Jun: Tortola, British Virgin Islands: Taste of Tortola
29 Jun: Cayman Islands: CayMAS Carnival
29 Jun – 04 Jul: St. John, U.S. Virgin Islands: St. John Celebration
30 Jun – 06 Jul: Cuba: Fiesta del Fuego (Fire Festival)

July 2024 Events

08 Jul – 15 Jul: Cuba: 15 Mi Habana Baila Festival
09 Jul: St. Croix, U.S. Virgin Islands: Mango Melee and Tropical Fruit Festival
10 Jul – 17 Jul: St. Lucia: St. Lucia Carnival
14 Jul – 20 Jul: Jamaica: Reggae Sumfest
25 Jul – 06 Aug: Antigua & Barbuda: Antigua and Barbuda Carnival
27 Jul – 28 Jul: Jamaica: AnimeCom Fest 2024
30 Jul – 06 Aug: Anguilla: Anguilla Summer Festival
31 Jul – 06 Aug: Barbados: Crop Over Festival Last Lap

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August 2024 Events

01 Aug – 05 Aug: St. John, U.S. Virgin Islands: St. John Festival
01 Aug – 13 Aug: Grenada: Spice Mas
02 Aug – 06 Aug: Jamaica: Dream Weekend
05 Aug – 07 Aug: British Virgin Islands: Emancipation Festival
05 Aug – 08 Aug: Anguilla: Anguilla Summer Festival
06 Aug: Barbados: Grand Kadooment
06 Aug: St. Kitts & Nevis: Culturama Day
30 Aug: St. Lucia: La Rose Flower Festival

September

14 Sep – 21 Sep: St. Lucia: St. Lucia Dive Festival

Click here to book your stay for the St. Lucia Dive Festival.

October 2024 Events

17 Oct: St. Lucia: La Marguerite Flower Festival
17 Oct – 20 Oct: Barbados: Barbados Food and Rum Festival
21 Oct: British Virgin Islands: Willy T Virgin’s Cup Race
24 Oct: Grenada: Grenada Film Festival
25 Oct –27 Oct: Dominica: World Creole Music Festival
26 Oct – 02 Nov: Cuba: Havana Ballet Festival
28 Oct: British Virgin Islands: Foxy’s Cat Fight
31 Oct – 04 Nov: St. Barth: St. Barth Rum Festival

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November

01 Nov: Antigua & Barbuda: Antigua and Barbuda Independence Food Fair
13 Nov – 17 Nov: St. Barth: St. Barth Cata Cup
22 Nov – 24 Nov: Barbados: Imagine Weekend
23 Nov – 25 Nov: Antigua & Barbuda: Jolly Harbour Yacht Club Annual Regatta

Visiting St. Barth for the Cata Cup? Save more when you book your flights and accommodations on this platform.

December 2024 Events

01 Dec: Cayman Islands: Cayman Islands Marathon
11 Dec: Grenada: ARC+ Prize Giving
12 Dec: St. Lucia: Parade of Lanterns
16 – 24 Dec: St. Vincent & the Grenadines: Nine Mornings Festival
21 Dec: St. Lucia: ARC Prize Giving
26 Dec: Turks and Caicos Islands: Turks and Caicos
26 Dec – 04 Jan: St. Croix, U.S. Virgin Islands: Crucian Christmas Carnival
31 Dec: Antigua & Barbuda: Nelson’s Pursuit Race

Here are 5 things to do in St. Vincent and the Grenadines:

SourceCaribbean Compass: Caribbean Events Calendar

Image: Bahamas Ministry of Tourism

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