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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

Media Report

New Years Resolutions

The holidays are a great time of year to be with family and friends but when you have the Olympic qualifications on your agenda, it is kind of nice when the holidays are over and you can get back to it. While it was all very nice and enjoyable, I don

January 1, 2004/by Paul Cayard
Star Class

Day 2

We had one race today on Biscayne Bay in 10 knots of wind from the North West. After two general recalls we had a Black Flag start meaning if any boat was over the line in the last minute before the start they were disqualified. You guessed it. That was us and about 8 other […]

December 7, 2003/by Paul Cayard
Star Class

Day 1

We had a good work out today on Biscayne Bay. It was the first day of the Commodores Cup, a three-race regatta, held every year here, in Miami, in December. Normally there would be 18-20 boats at this event but because everyone in the US is gearing up for the Olympic Trials in March and […]

December 6, 2003/by Paul Cayard
Star Class

Report

This weekend opened the Star season in Miami. We had approximately 40 boats for what is normally a lo-key weekend regatta due to the build up for the US Olympic Trials which will be held here in March. We were fortunate with the conditions with winds of 10-15 knots both days from the East. This […]

November 16, 2003/by Paul Cayard
Star Class

Day 4

It ended well. Today, we were greeted with more typical San Francisco Bay conditions. Windy, cold, foggy and big current. Both races today were decided by a big move on the first run. In the first race of the day, Howie Shiebler and his crew Will Stout hung it out into the middle of the […]

October 20, 2003/by Paul Cayard
Star Class

Day 3

Back in front! We had a great day with a 4, 1 and are now back in the lead of the Star North American Championship. Two more races will be sailed tomorrow on the San Francisco City Front course. The wind was late in arriving again today but we got race number 3 off around […]

October 19, 2003/by Paul Cayard
Star Class

Day 2

Tough day for sailing on San Francisco Bay. The wind did not cooperate for until abou 1400 today and then is was on the light side. However, this coupled with a realively weak current made for the most “open course” racing that you can have on SF Bay. Normally, racing on San Francisco Bay, expecially […]

October 18, 2003/by Paul Cayard
Star Class

Day 1

We started out the Star North American Championship with a bang…a gun acutally. We won the first race which was held on the Berkeley Circle Race course in 12-16 knots of wind. 40 Stars were on the line for the only race of the day which got under way about 14:45. We will race six […]

October 17, 2003/by Paul Cayard
Media Report

ISAF Worlds

The best way to classify the ISAF World Championships is to say that it is a festival of sailing. 11 regattas going on at the same venue at the same time, 2000 sailors, 6 racecourses, it is a great display of our sport. For the purpose of exposing the sport through media, this is a […]

October 1, 2003/by Paul Cayard
Star Class

Final Report

The medal ceremony, last night, was special. It is the music, the pace and formality medals to the presenter on a silver platter, the way they announce the names and their countries, and the raising of the flags and finally the applause

September 21, 2003/by Paul Cayard
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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

RSS Sailing Scuttlebutt

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  • The race to safeguard navigation
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  • Line honors for Newport Bermuda Race
  • Spain win at SailGP Halifax
  • Sled wins TP52 World Championship title
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Popular
  • Project Pipeline AnnouncementFebruary 5, 2015 - 7:10 pm
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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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Copa del Rey

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