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Regattas & Cruising Rallies Category

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Les Voiles de Saint Barth Richard Mille

13-19th April 2025 - A multiclass Caribbean Regatta in St. Barth’s. Days of competitive sailing, the best hospitality, and a festive ambience! 

The Superyacht Challenge - Antigua

A superyacht regatta where the focus is on sailing & fun!

St. Barth’s Bucket

The St. Barth’s Bucket is an annual invitational race open to sailing yachts of 100'+. One of the most popular events on the Superyacht calendar.

Safe Harbor Race Weekend 2023

The annual Safe Harbor Race Weekend held in the second week of August, features the only superyacht racing in the US, amidst the bustling cobblestone streets and seaside charm of downtown Newport.

Antigua Sailing Week

As Antigua’s largest sailing event, the 56th Sailing week in 2024 promises to be exciting and well- reviewed.

Ibiza JoySail

A different and exciting sailing event between Mallorca and Ibiza.

Bequia Easter Regatta

Bequia’s Easter Regatta is famous for its unique blend of top-class yacht racing, thrilling local ‘double-ender’ boat racing, and the warm, small-island hospitality that is Bequia’s trademark.

Barbados Sailing Week

The island’s biggest annual Regatta week, including a Coastal Racing Series, before the Mount Gay Round Barbados Race.

Grenada Sailing Week

The popular Grenada Sailing Week regatta is scheduled to run again in 2024.

Ibiza Gold Cup

More than just a Regatta...three days of superb sailing & unmatched social events 'Ibiza style'. Next regatta dates are the 29th May - 1st June 2023.

Copa del Rey MAPFRE

A highlight of the year and one of the most prestigious of European regattas on the racing circuit.

St. Barth Cata Cup

November 2023- This is a ‘one design’ race in St. Barth's with two days of ‘xtreme’ fast sailing in two-person high tech catamarans.

St Barth’s Yacht Club

Sailing school, private lessons, rental of 7.5m keelboats, kayaks & paddle boards.

Antigua to Bermuda Race

A 935 nm Race organized by the Royal Bermuda Yacht Club in conjunction with Antigua Sailing week.

Peters & May Round Antigua Race

The Peters & May Round Antigua Race has been exciting and popular with many Antigua Sailing Week participants for many years.