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Race Aboard a Swan 65 in the Caribbean
be part of the team

Regatta Sailing

Experience the excitement of racing aboard our classic Swan 65, Ilios, in Caribbean sailing regattas. Whether you are an experienced sailor or trying regatta sailing for the first time, being part of the crew during a race is an unforgettable adventure. Feel the power and elegance of this legendary yacht as we sail competitively alongside other prestigious boats. Whether you book individual berths or charter the entire yacht, you can join some of the season’s most exhilarating sailing events, including the Heineken Regatta, SVG Sailing Week, and Antigua Sailing Week.

Grenada Sailing Week 
27 January - 10 February 2027

Probably the most diverse regatta in the Caribbean, with a round the island race and several short courses. Perfect for serious fun sailing.

Price: 2000 euro p.p.

What’s included:

  • Sailing trip from Martinique to Grenada and back

  • Accommodation on board

  • Practice sailing to become a team and get ready for racing

  • All races at Grenada Sailing Week

Some sailing experience is required for this regatta, although you do not need to be an experienced regatta sailor to join.

 

This is a great opportunity to grow your sailing skills, enjoy competitive racing, and soak up the lively atmosphere of Grenada Sailing Week.

Reserve your place now for this unforgettable sailing adventure in Grenada!

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St. Maarten Heineken Regatta
2-7 March 2027

Be part of the action at the famous Heineken Regatta 2027!

Whether you’re an experienced sailor or new to racing, this is your chance to compete in one of the Caribbean’s most exciting sailing events.

Price:

1500€ p.p. (ex. accomodation)

2000€ p.p. (incl. accomodation on board)

What’s Included:

  • 2 days of practice sailing to get race-ready and become a real sailing team

  • 4 days of racing at the Heineken Regatta

  • Lunch and drinks during sailing​​ 

Contact us to secure your place on the starting line, don't wait too long.

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ASW: Antigua Sailing Week
20-25 April 2027

Join us for an unforgettable adventure at Antigua Sailing Week!

After 2 days of preparation and training on board, we will set off to race from bay to bay along Antigua’s stunning coastline, spending the nights on the yacht and discovering new corners of the island as we go.

Price: 2000 euro p.p.

What’s Included:

  • Accommodation on board

  • 2 days of practice sailing to get race-ready and become a team

  • 4 days of racing 

  • Vegetarian breakfast & lunch

In 2026 Ilios came 2nd in Class, so we have something to defend:

Experience point-to-point courses, tacking duels, and timed challenges, all set against picturesque beaches and bays. In the evenings, enjoy Caribbean cuisine, lively music, and the festive atmosphere that makes Antigua Sailing Week so special.

This adventure is perfect for sailors with some offshore experience who are ready to be part of a close-knit, enthusiastic crew. Race, explore, and experience Antigua from the water!

​Only 7 spots are available for this regatta, so don’t miss out!

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RORC 600
19-28 February 2027

This is a demanding race, with sailing day and night across the open sea. It is perfect for experienced offshore sailors seeking a true challenge!

Before the race, we will spend 3 days on board training the crew, making sure everyone is ready for the adventure ahead. The 17th edition of the RORC Caribbean 600 will start on Monday 22 February 2027, with both the start and finish in Antigua. This classic non-stop 600-nautical-mile race takes us around 11 beautiful Caribbean islands and attracts over 600 sailors from across the globe. The first warning signal will sound at Fort Charlotte, kicking off a fierce and exciting challenge for a highly competitive fleet of IRC Offshore boats, Class40s, and Multihulls.

Because of the demanding nature of the race, all crew members must have previous offshore sailing experience. The RORC Caribbean 600 can only be booked as a full team.

 

Please contact us now for more information about costs and participation.​

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Antigua Classic Yacht Regatta
13-19 April 2027

Travel back in time during the Antigua Classic Yacht Regatta!

This regatta is organised by and for lovers of classic sailing yacht. With the Historical Nelson's Dockyard as backdrop, around 50 classic yachts gather in English Harbour to bringing this monumental marina to life.

Price:  1500 euro p.p. (excl. accommodation)

           2000 euro p.p. (incl. accommodation)

What’s Included:​​

  • 2 days of practice sailing to get race-ready and become a team

  • 4 days of racing 

  • Vegetarian lunch on board

In 2026 Ilios came 1st in Class, so we have a title to defend:

Expect varied race courses, close competition, and a unique atmosphere both on and off the water. Back in Nelson’s Dockyard, enjoy a vibrant program of events including gig racing, gutter races, shanty choirs, and more.

 

This adventure is perfect for sailors with some offshore experience who are ready to be part of a close-knit, enthusiastic crew. Race, explore, and experience Antigua’s sailing heritage from the water!

​This is one of our most popular regatta's, so don't wait too long and secure your place on board right now!

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White Paint
Other Regatta's

Looking for some racing, but you don't see your favourite regatta on this page? Just send us a message, we are always open to new challenges!

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HR2027
GSW 2027
ACYR2027
ASW2027
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