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Calendar
Upcoming Events
1 March 2026 - 31 March 2026
March 2026
- All Day
*St. Maarten Heineken Regatta* – Mar 5–8
Top-tier racing and vibrant entertainment.
*St. Barth’s Bucket Regatta* – Mar 13–16
Prestigious large yacht regatta with exclusive social
events.
*BVI Spring Regatta & Sailing Festival* – Mar 23–29
Week-long sailing festival in the British Virgin Islands.
*International Music & Jazz Festivals* – Jamaica, Cuba,
Dominican Republic
Concerts featuring local and global talent. more...
1 April 2026 - 30 April 2026
April 2026
*Antigua Sailing Week* – Apr 22–26
Iconic regatta with intense racing and lively shoreside
activities.
*Easter Celebrations* – Across the Caribbean
Processions, religious observances, and chocolate-themed
family events.
*Dominican Republic Carnival* – Apr 6–12
Colorful parades and cultural showcases in Santo Domingo. more...
1 May 2026 - 31 May 2026
May 2026
*Martinique Yole Festival* – May 12–16
Traditional wooden boat races with vibrant cultural
festivities.
*Labor Day & Workers’ Festivals* – May 1
Island parades and local celebrations throughout the region.
*St. Barth’s Art & Music Week* – Mid-May
Exclusive exhibitions and soirées for collectors and
tourists. more...
1 June 2026 - 31 August 2026
June–August 2026
*Offseason / Summer Festivals* – June–August
Smaller local regattas, eco-festivals, cultural workshops,
and music events.
*Caribbean Rum & Food Festivals* – Select islands
Tasting events highlighting local cuisine and spirits. more...
1 September 2026 - 30 September 2026
September 2026
*Klein Curaçao Race* – Exact dates TBD
Offshore sailing challenge from Curaçao to Klein Curaçao.
*Oktoberfest Caribbean* – Various islands
Beer, music, and cultural events celebrating local and
European fusion.
*Heritage & Independence Day Celebrations* – Select
islands
Cultural events showcasing history, dance, and local pride. more...
