Caribbean World Yachting — Caribbean Sailing & Yachting Calendar 2026

January 2026

  1. Barbados Sailing Week

    Dates: January 15 – 21, 2026

    Location: Barbados

    World‑class regatta with coastal races and the iconic Mount Gay Round Barbados Race. 

  2. Grenada Sailing Week

    Dates: January 25 – 30, 2026

    Location: Grenada & Carriacou

    Competitive racing around Grenada with social events ashore. 

January / February 2026

  1. Caribbean Multihull Challenge

    Dates: January 29 – February 1, 2026

    Location: Sint Maarten / St. Martin

    Premier multihull regatta kicking off the 2026 season. 

February 2026

  1. RORC Caribbean 600

    Start Date: February 23 – 27, 2026

    Location: Antigua

    Legendary 600‑mile offshore race around 11 Caribbean islands. 

March 2026

  1. St. Maarten Heineken Regatta

    Dates: March 5 – 8, 2026

    Location: Sint Maarten

    Four days of competitive racing and vibrant shore festivities. 

  2. Superyacht Challenge Antigua (optional high‑profile event)

    Dates: March 6 – 10, 2026

    Location: Antigua

    Invitational superyacht racing with social events. 

  3. St. Barth’s Bucket Regatta

    Dates: March 13 – 16, 2026

    Location: St. Barthélemy

    Prestigious large yacht regatta. 

  4. BVI Spring Regatta & Sailing Festival

    Dates: March 23 – 29, 2026

    Location: British Virgin Islands

    A week of racing and festivities in the spectacular BVI waters. 

  5. St. Thomas International Regatta (STIR)

    Dates: Late March / Early April 2026 (approx)

    Location: U.S. Virgin Islands

    Competitive multisession racing with island atmosphere. 

April 2026

  1. Antigua Racing Cup (race series ahead of ASW)

    Dates: April 9 – 12, 2026

    Location: Antigua

    High‑intensity coastal races for serious competitors. 

  2. Antigua Sailing Week

    Dates: April 22 – 26, 2026

    Location: Antigua

    One of the Caribbean’s classic sailing festivals with competitive racing and lively shoreside events. 

May 2026

  1. St. Barth’s Bucket Regatta (Repeat / Social Sailing) (typical window—not always formal)

    Dates: Early May 2026 (if scheduled)

    Location: St. Barthélemy

  2. Martinique Yole Festival (traditional wooden boat race & culture)

    Dates: May 12 – 16, 2026 (tentative)

    Location: Martinique

June – August 2026

Offseason: Minimal major regattas due to summer weather patterns in the Caribbean, though cruising rallies and local races may occur.

September 2026

  1. Klein Curaçao Race (dates TBD)

    Location: Curaçao

October 2026

  1. Aruba Regatta

    Dates: October 18 – 20, 2026 (approx)

    Location: Aruba

November 2026

  1. Golden Rock Regatta

    Dates: November 6 – 10, 2026 (approx)

    Location: St. Eustatius & Nearby Islands

  2. Curaçao Regatta (community event)

    Dates: November 2026 (TBD)

    Location: Curaçao

December 2026

  1. Antigua Charter Yacht Show

    Dates: December 4 – 9, 2026 (approx)

    Location: Antigua

    Premier industry showcase of luxury charter yachts.

Navigation & Resources

For official event details, notices of race, and registration info, always check the organizers’ websites as schedules can adjust annually.