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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

Another great day today. No gym so we got some extra sleep. We left the apartment at 1000 and got down to the boats at 1015. We took our mast down and reset everything to correct for the stretch. We also did a tip deflection of this new rig to compare with all the other […]

July 24, 2004/by Paul Cayard
Star Class

Athens Training

Another great day today. No gym so we got some extra sleep. We left the apartment at 1000 and got down to the boats at 1015. We took our mast down and reset everything to correct for the stretch. We also did a tip deflection of this new rig to compare with all the other […]

July 24, 2004/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, 2004/by Paul Cayard
Star Class

Athens Training

Big day today. Hit the gym for two hours..chest and back today. Breakfast and down to the boats by 12:00. We took the masts down to check the rigging because with all new rigs the rigging stretches after the first few sessions. Checked everything and reset everything on both masts. Then we went out at […]

July 22, 2004/by Paul Cayard
Star Class

Athens Training

Big day today. Hit the gym for two hours..chest and back today. Breakfast and down to the boats by 12:00. We took the masts down to check the rigging because with all new rigs the rigging stretches after the first few sessions. Checked everything and reset everything on both masts. Then we went out at […]

July 22, 2004/by Paul Cayard
Star Class

Athens Training

One month to the first race of the Olympics for the Star Class. Took the day off the gym and got down to the boat a bit earlier. Mark and Andy had to go to the airport to get some of our sails which have been impounded by customs for 6 days. We had to […]

July 21, 2004/by Paul Cayard
Star Class

Athens Training

One month to the first race of the Olympics for the Star Class. Took the day off the gym and got down to the boat a bit earlier. Mark and Andy had to go to the airport to get some of our sails which have been impounded by customs for 6 days. We had to […]

July 21, 2004/by Paul Cayard
Star Class

Athens Training

No sailing for the red, white and blue today. There was a fairly strong Meltemi(25-30 knots) blowing at 12:00 when we got down to the boat so we turned it into a work day. Reynolds went to the sail loft and did a few things, Phil, Austin and Andy worked on little projects on our […]

July 20, 2004/by Paul Cayard
Star Class

Athens Training

No sailing for the red, white and blue today. There was a fairly strong Meltemi(25-30 knots) blowing at 12:00 when we got down to the boat so we turned it into a work day. Reynolds went to the sail loft and did a few things, Phil, Austin and Andy worked on little projects on our […]

July 20, 2004/by Paul Cayard
Star Class

Athens Training

Another very good day. Big workout in the gym this morning. Big work out in the kitchen after that. We got down to the boat around 12:00 did a few chores and headed out around 13:00. The Meltemi is still blowing nicely. We had a good session last night reviewing video of the downwind sailing […]

July 19, 2004/by Paul Cayard
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Cayard’s Updates

  • St. Barths BucketMarch 29, 2026 - 10:12 am
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  • America’s Cup Hall of FameDecember 20, 2025 - 5:20 pm
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RSS Sailing Scuttlebutt

  • Why true wind angle matters offshore
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  • 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
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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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Copa del Rey

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