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Paul Cayard

About Paul Cayard

Paul Cayard is one of America’s most recognized and accomplished sailors.

Cayard, an eight time world champion, seven time America’s Cup competitor, has twice circumnavigated the world, becoming the first American to win the Whitbread Round the World Race in 1998, and placing second with the Disney syndicate Pirates of the Caribbean in the 2005-2006 edition of the Volvo Ocean Race. He is a two time Olympian (1984 and 2004) and one of the very few who have competed at the top level in these three diverse disciplines within the sport of sailing.

With hundreds of thousands of miles at sea over the past 40 years, Cayard’s sailing exploits from the America’s Cup to the Roaring 40’s and the icebergs of the Southern Ocean have given him a wealth of experience, proving his leadership skills sometimes in harrowing moments in the Southern ocean where lives were on the line.

Beyond his skill at the helm, Cayard is one of the sport’s pioneers in marketing and the management of sailing teams which includes working with Fortune 500 companies such as Disney, Ford, and United Technologies. Cayard is also a sought after public speaker, his ability to recount fascinating and life changing moments at sea has captivated audiences all over the world. Fluent in English, French and Italian, Cayard frequently speaks at conferences around the globe and commentates on sailing including during the 32nd America’s Cup in 2007 for RAI.

A Rolex Ambassador since 1999 Cayard also has endorsed various brands including Oakley and Zegna.

Cayard’s accolades include induction to the National Sailing Hall of Fame in 2011, Bay Area Sports Hall of Fame in 2020 and the America's Cup Hall of Fame in 2025.

Cayard was born in San Francisco and currently resides in La Jolla.

Entries by Paul Cayard

Cayard Sailing Reports

St. Barths Bucket

St. 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 […]

March 29, 2026/by Paul Cayard
Cayard Sailing Reports

Bacardi Cup 2026

Coconut 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 […]

March 29, 2026/by Paul Cayard
Cayard Sailing Reports

Rolex Yachtsman of the Year

Being 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, […]

March 29, 2026/by Paul Cayard
Cayard Sailing Reports

America’s Cup Hall of Fame

October 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 […]

December 20, 2025/by Paul Cayard
Cayard Sailing Reports

Star World Championship-2025

September 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 […]

December 20, 2025/by Paul Cayard
Cayard Sailing Reports

Time to Tack

It has always been my honor to give back to the sport that has given me so much. My purpose is to support the athletes of today and the next generations. In March of 2021, I accepted the position as head of the US Olympic Sailing Team, with the goal of getting Team USA back […]

February 25, 2023/by Paul Cayard
Cayard Sailing Reports

US Olympic Sailing

Paul Cayard to Lead U.S. Olympic Sailing Program

May 7, 2021/by Paul Cayard
Cayard Sailing Reports

Bacardi Cup

Coconut Grove The 93rd Bacardi Cup got underway today with 65 Stars, from 15 countries, racing under classic Biscayne Bay conditions of 12-15 knots from the Southeast. The wind was very steady with only small oscillations. I am sailing with Pedro Trouche, a very good young Brazilian sailor. Pedro and I got off to a […]

March 2, 2020/by Paul Cayard
Cayard Sailing Reports

SSL Finals

Nassau Very light winds made for a tough day. We didn’t get much right and ended up dropping from 5th to 9th in the quarter finals. In the final race, Percy/Ekstrom won by an inch in over Rohart/Ponsot. Melleby/Revkin 3rd and the qualification leaders, Mateusz/Bruno, who were seeded straight to the finals, finished 4th.  While […]

December 7, 2019/by Paul Cayard
Cayard Sailing Reports

SSL Finals-Day 4

Nassau Day 4 of the 2019 SSL Finals saw the qualifying series come to a close. Due to light winds, 2 races were run today making it a 10 race qualifying series. Phil and I ran the gauntlet and made it! There was nothing easy about it. Today saw very light and still shifty winds. […]

December 6, 2019/by Paul Cayard
Page 1 of 121123›»
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Cayard’s Updates

  • St. Barths BucketMarch 29, 2026 - 10:12 am
  • Bacardi Cup 2026March 29, 2026 - 9:49 am
  • Rolex Yachtsman of the YearMarch 29, 2026 - 9:31 am
  • America’s Cup Hall of FameDecember 20, 2025 - 5:20 pm
  • Star World Championship-2025December 20, 2025 - 5:10 pm
  • Time to TackFebruary 25, 2023 - 3:48 pm
  • US Olympic SailingMay 7, 2021 - 9:00 am
  • Bacardi CupMarch 2, 2020 - 7:56 pm

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Popular
  • Project Pipeline AnnouncementFebruary 5, 2015 - 7:10 pm
  • St. Barths BucketMarch 29, 2026 - 10:12 am
  • AmericaOne-Challenger America’s Cup XXXJune 1, 1996 - 12:00 am
  • MaxisOctober 1, 1996 - 12:00 am
Recent
  • St. Barths BucketMarch 29, 2026 - 10:12 am
  • Bacardi Cup 2026March 29, 2026 - 9:49 am
  • Rolex Yachtsman of the YearMarch 29, 2026 - 9:31 am
  • America’s Cup Hall of FameDecember 20, 2025 - 5:20 pm
Comments
  • LarryPaul Thanks for the tribute to Bob. LarryFebruary 6, 2015 - 1:18 am by Larry
  • MikeThank you for this! I didn't know Bob at all well, but...February 6, 2015 - 1:17 am by Mike
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