Blog Posts
The 20 latest Blog Posts
- Etchell World Championship-2026
- St. Barths Bucket
- Bacardi Cup 2026
- Rolex Yachtsman of the Year
- America’s Cup Hall of Fame
- Star World Championship-2025
- Time to Tack
- US Olympic Sailing
- Bacardi Cup
- SSL Finals
- SSL Finals-Day 4
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- Schoonmaker Cup
- Vintage Gold Cup 2019
- 2019 TransPac
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- Star World Championship
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- European Championship-SSL Breeze Grand Slam
- SSL Gold Cup
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Etchell World Championship-2026
Cayard Sailing ReportsSan Diego, May 13, 2026 My 66th year closed out strong with a win in the Etchells World Championship on Friday. Against 76 teams James Mayo, Ben Lamb and myself delivered a convincing win. The total points of our last 5 races was just 11. Due to an injury to Richard Clarke, I joined […]
St. Barths Bucket
Cayard Sailing ReportsSt. Barths Perseus 3 is the winner in the Grande Dames class of the 2026 St. Barths Bucket. The 60 meter Perini won 0n a tie breaker over Rosehearty, the winningest Perini of all time. In a wind shortened regatta, the two SuperYachts tied with a 1st and 2nd each but due to Perseus wining […]
Bacardi Cup 2026
Cayard Sailing ReportsCoconut Grove The best things in life are worth waiting for! My teammate Frida and I just won the Bacardi Cup! — the most important Star Class regatta outside of the World Championship. I have been chasing that traditional sip of Bacardi rum for 46 years, ever since I first raced in the Bacardi Cup […]
Rolex Yachtsman of the Year
Cayard Sailing ReportsBeing voted Rolex Yachtsman of the Year is an honor of the highest order! I am flattered and humbled to be included amongst the great American sailors who grace this award. 2025 has been a year of success and recognition for me. Winning the Star World Championship put a spotlight on a lifetime of work, […]
America’s Cup Hall of Fame
Cayard Sailing ReportsOctober 16, 2025 Being inducted into the America’s Cup Hall of Fame — alongside legends Jimmy Spithill and Susan Henn — in the iconic Model Room of the New York Yacht Club, and in front of an all-star audience of family, friends, and peers, was one of the great highlights of my life. The honor […]
Star World Championship-2025
Cayard Sailing ReportsSeptember 13, 2025 37 years later- back on top of the World! I won my first Star World Championship in 1988 at age 28. That victory launched my professional sailing career. I kept coming back to the Star while racing in the America’s Cup and Whitbread because it grounded me in the skills that are […]