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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

Star Class

Athens Training

A great day today. Leg and shoulders today in the gym, breakfast and down to the boats by 12:00. Off the dock at 12:45 as we had no work to do before sailing! That is a first. The work list is getting smaller. We tested downwind for about 45 minutes, then upwind for the same […]

July 23, 2005/by Paul Cayard
Star Class

Athens Training

Got up today and went and bought a new stove/oven. The second knob in as many nights broke off our stove last night and I had it with that thing. They have the equivalent of Home Depot here so I got a new stove for $250. Charged the owner of the apartment. Phil went for […]

July 15, 2005/by Paul Cayard
Media Report

Pasquale-Il Grande

On May 31, 2005 the sailing world lost a great competitor and supporter…Pasquale Landolfi, leader of the famous Brava, passed away in his home in Rome at the age of 76. Pasquale raced internationally and worked passionately in the upper levels of ISAF and the ORC since his first Brava in 1981. The Italian sailing […]

July 1, 2005/by Paul Cayard
Media Report

Innovation in the sport

When we think of innovation in sailing we think of the winged keel Australia II used to win the America

March 1, 2005/by Paul Cayard
Media Report

Orange Bowl

For those of us who worry about the future of US Olympic sailing, I happened across a great find during the week between Christmas and New Years. There is an event in Miami called the Orange Bowl and it is not the football game. It is a regatta for youth sailors under 18 and there […]

January 1, 2005/by Paul Cayard
Media Report

The Best of 2004

It is the end of the season. I am sitting here in my house in California realizing how lucky I am that the sun is shinning and it is about 65 degrees. It has been a year in which I sailed a lot of days but did not get the results I was looking for […]

December 1, 2004/by Paul Cayard
Media Report

Post Olympic’s

The Olympics in Athens was a fantastic experience. A once in a life time experience

October 1, 2004/by Paul Cayard
Media Report

Preview of the 2004 Olympic’s

The Olympics will be over by the time you read this article, and that will be the big news. I am in Athens right now training for the month of July. I am treating this as my only chance to go to the games and I am really hoping to get a medal out of […]

September 1, 2004/by Paul Cayard
Star Class

Olympic Games ~ Final Report

I am not going to spend time here analyzing what I could have done better. I do that every night in bed. I would just like to make a few observations and thank a few people. First, Phil and I are truly blessed to have had the opportunity to race in the Olympics and represent […]

August 31, 2004/by Paul Cayard
Star Class

Olympic Games Race Day

A long tough day for us. Serious character testing stuff. Not much good to report. We got tangled up with the Spanish and the Irish as the start and got off the line behind. Then we worked the left, mostly because the right looked sickly light. The left looked good for about 5 minutes, then […]

August 28, 2004/by Paul Cayard
Page 97 of 121«‹9596979899›»
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Cayard’s Updates

  • St. Barths BucketMarch 29, 2026 - 10:12 am
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  • 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
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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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