Welcome to Cayard Sailing! This is a place where, for over 25 years, I have chronicled my sailing competitions and adventures. I have been blessed with a very exciting and fulfilling career on the water. I share some of that here on this site.
I am still actively racing in boats ranging from 20′ to 200′. I am President of the International Star Class where I started racing in 1977. My passion is to “pay it forward”. I am a Director at America One Racing where we are supporting America’s future sailing champions.
I have made many speeches and facilitated team building for corporations and various groups over the years. You can find more information about that in the Events section.
An archive of all past reports and a photo gallery can be found here as well.
Sail Fast!
Paul
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 spot light on a lifetime […]
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 […]