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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

US Olympic Trials – Final

The US Olympic Trials finally went my way. My crew Phil Trinter and I had one of those weeks where everything seems to go your way. We like to think we earned it through our preparation. He is how we went about it. A year ago we won the Pre-Trials in Miami and won the […]

May 1, 2004/by Paul Cayard
Star Class

Race Day 5

We finally got race 3 in today. We got out there at 10:00 for an 11:00 start. The wind was light and so we did not get started until about 15:00. We had a nice breeze at the start; 15 knots from 130 but that quickly dissipated. We did not have a great start but […]

April 30, 2004/by Paul Cayard
Star Class

Day 6

It is getting ugly. No race today. Not even a start, not even a warning signal. NO WIND. Further, there has been controversy over the Dutch Team that won yesterdays race. First they were OCS.so out of the race. Then they protested and got back in. Then Bromby (BER) protested them, and the committee, as […]

April 30, 2004/by Paul Cayard
Star Class

Day 4

Well, it didn’t get any better today. After a 2-hour delay waiting for the wind to settle down, we got under way around 16:00 in 6 knots of wind from 230. We had a very good start in the right hand side of the line and about three minutes into the race we tacked and […]

April 29, 2004/by Paul Cayard
Star Class

Day 5 Races

We finally got race 3 in today. We got out there at 10:00 for an 11:00 start. The wind was light and so we did not get started until about 15:00. We had a nice breeze at the start; 15 knots from 130 but that quickly dissipated. We did not have a great start but […]

April 29, 2004/by Paul Cayard
Star Class

Day 3

Well, no race today. If I were to go into the details and tell you everything, I would have to compress the file in order to be able to get it to you. The bottom line is that there was a big bruha over the weigh in procedure yesterday and the committee lost the day […]

April 28, 2004/by Paul Cayard
Star Class

Day 4

Well, it didn’t get any better today. After a 2-hour delay waiting for the wind to settle down, we got under way around 16:00 in 6 knots of wind from 230. We had a very good start in the right hand side of the line and about three minutes into the race we tacked and […]

April 28, 2004/by Paul Cayard
Star Class

Day 3

Well, no race today. If I were to go into the details and tell you everything, I would have to compress the file in order to be able to get it to you. The bottom line is that there was a big bruha over the weigh in procedure yesterday and the committee lost the day […]

April 27, 2004/by Paul Cayard
Star Class

Day 2

Well, it didn’t get any better today. After a 2-hour delay waiting for the wind to settle down, we got under way around 16:00 in 6 knots of wind from 230. We had a very good start in the right hand side of the line and about three minutes into the race we tacked and […]

April 26, 2004/by Paul Cayard
Star Class

Race Day 2

Well the first good thing is that today didn’t cost $5K. The next decent thing is that we finished 8th in a race that was not straightforward. The wind was from the northeast again today (that is from the land) and so it was very shifty and puffy. Leaving the harbor we had a gust […]

April 26, 2004/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

  • Why true wind angle matters offshore
  • Line honors for Newport Bermuda Race
  • Spain win at SailGP Halifax
  • Sled wins TP52 World Championship title
  • SailGP reaches milestone in sixth season
  • Taking first steps toward America’s Cup
  • Race to Alaska is fully on
  • Leadership in Women’s Sailing Award
  • Funding issue changes Bermuda plan
  • SailGP: Five things to watch in Halifax
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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Copa del Rey

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