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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

Bacardi Cup – Race 4

It is still sunny and 80 degrees. The wind blew a bit harder today 8-12 knots from the Southeast. There was a general recall and then a black flag start. When the black flag is up, if you go over the start line early you are disqualified. This has the effect of backing people off […]

March 11, 2009/by Paul Cayard
Star Class

Bacardi Cup – Race 3

Short story. We got 8th moved up to 4th overall. More Later.

March 10, 2009/by Paul Cayard
Star Class

Bacardi Cup – Race 3

The weather hasn’t changed…still perfect. 80 degrees, sunny, light winds. We finished 8th today and are now lying 4th overall. Peter Bromby and Magnus Liljedahl are leading with two second places in races 2 and 3 and average points for race 1 which gives them another 2nd in that race. Most people are very inconsistent […]

March 10, 2009/by Paul Cayard
Star Class

Bacardi Cup – Race 2

Another beautiful day on Biscayne Bay. Sunny and 80 degrees with a light Southeasterly breeze. Plenty of sunburns for everyone. We had a decent result finishing 10th. It was huge recovery after a not-so-flash start and a 30th place at the first mark. After one general recall, the race committee hoisted the black flag for […]

March 9, 2009/by Paul Cayard
Star Class

Bacardi Cup – Race 1

The first thing to say is that the weather down here is perfect: 8-12 knots of wind from the Southeast and 80 degrees. It doesn’t get better than this anywhere. Sailing here at the 82nd edition of the Bacardi Cup marks my return to the Star Class after a four year absence. I am fortunate […]

March 8, 2009/by Paul Cayard
Uncategorized

San Francisco

Two

February 23, 2009/by Paul Cayard
Uncategorized

World Yacht Racing Forum

Over the past two days, I attended the inaugural World Yacht Racing Forum in Monaco. The first thing of note was the representation of sailing that the event brought together. To name a few people and organizations; Goran Petterson – President of ISAF, Mark Turner President of Offshore Challenges (which runs the Barcelona World Race, […]

December 11, 2008/by Paul Cayard
Uncategorized

‘The Black Pearl – A Pirate Ship’

The perfect gift for the holiday season! Only 150 copies of 7000 left! This is the last chance to purchase a limited edition copy of Captain Cayard’s memoirs of the Pirates of the Caribbean team’s momentous race around the world. Imagine what it was like onboard ‘The Black Pearl’ for Captain Cayard and his Pirate […]

December 9, 2008/by Paul Cayard
America's Cup

CNEV Annual Regatta

The Alinghi sailing team raced SUI100, the 32nd America’s Cup winning boat, to five wins out of six this weekend in Valencia, winning the AC class trophy of the Trofeo Desafio Espanol, Club Nautico Espanol de Vela’s annual regatta. This three-day regatta heralds a return to racing for the AC Version 5.0s after a long […]

November 10, 2008/by Paul Cayard
Uncategorized

Scuttlebutt Offshore Championship

SEAMANSHIP 101 – The lower shroud exploded with a loud ‘bang’ on Paul Cayard’s IC 24 on the return race from The Baths during Monday’s Scuttlebutt Offshore Championship held at the Bitter End YC in the BVI. Cayard quickly tacked the boat and handed the helm to BEYC guest John Stephenson. Without wasting a motion, […]

November 4, 2008/by Paul Cayard
Page 56 of 121«‹5455565758›»
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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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  • Time to TackFebruary 25, 2023 - 3:48 pm
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RSS Sailing Scuttlebutt

  • SailGP reaches milestone in sixth season
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  • Race to Alaska is fully on
  • Leadership in Women’s Sailing Award
  • Funding issue changes Bermuda plan
  • SailGP: Five things to watch in Halifax
  • Curmudgeon’s Observation
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  • Using virtual reality for sailing education
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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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