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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

Ocean Race

New York City

It was a long night Monday night but we finally sailed under the Verrazano Bridge and into New York Harbor at 0600 Tuesday morning to finish in second place for leg 6. This is yet another solid performance for the crew of the Black Pearl and moves Pirates of the Caribbean up the rankings to […]

May 10, 2006/by Paul Cayard
Ocean Race

13 Miles from Ambrose Light

Position: 40,13.87N , 73,51.14W Speed: 7 knots, Course: 8 deg. We are 13 miles from Ambrose light and then there is another 24 miles from there to North Cove Harbor in Manhattan. The wind has lightened to 7 knots and will probably drop more. After a very tough couple of days, the end looks like […]

May 9, 2006/by Paul Cayard
Ocean Race

Pirates Take 2nd Place!!

Paul Cayard, from San Francisco, USA, steered his black and red boat, The Black Pearl, over the finish line in the Hudson River to claim the second place for his Pirates of the Caribbean team in leg six of the Volvo Ocean Race in New York today. Finishing at 06:47:11 (local time, 10:47:11 GMT) this […]

May 9, 2006/by Paul Cayard
Ocean Race

Back At It

Position: 37,29.87N , 75,28.52W Speed: 12 knots, Course: 5 deg. We are back at it, racing up to New York. This will be the second stop in the USA for the Volvo Ocean Race. There were thousands of spectator craft out on the Bay once again to send us off. Great turn out Maryland! We […]

May 8, 2006/by Paul Cayard
Ocean Race

The Boatyard Bar & Grill

Owners Dick and Susan Franyo rolled out the red carpet on 5 May at the sailors’ favourite watering hole in Annapolis. More than 200 fans and Pirate followers stopped by to meet the Pirates of the Caribbean team who were on hand to sign thousands of autographs and judge the Boatyard’s art contest for children. […]

May 5, 2006/by Paul Cayard
Media Report

Cayard addresses Annapolis Yacht Club Members

AYC Hosts The Black Pearl During VOR Annapolis Stopover As the official host club of The Black Pearl during its Annapolis stopover, AYC and its members had a unique opportunity to enjoy the Volvo Ocean Race. With a mutual interest in promoting junior sailing, Paul Cayard and the Annapolis Yacht Club Foundation teamed up to […]

May 4, 2006/by Paul Cayard
Media Report

Pescanova Hosts Their Largest Children’s Pirates Event in Baltimore

Pescanova hosted their largest ever children’s Pirates event today in Baltimore, USA with more than 2,000 local children enjoying an interactive stage show in the heart of the city, attended by Mayor Martin O’Malley and of course the Pirates of the Caribbean crew! The crew is about to set off on leg 6 of the […]

May 2, 2006/by Paul Cayard
Media Report

Pescanova hosts spectacular Pirates event – 2,000 local children involved

1 May 2006 – Pescanova hosted their largest ever children

May 1, 2006/by Paul Cayard
Ocean Race

Baltimore In Port Race

It was another solid performance by the Pirates of the Caribbean today with a third place in the Baltimore import race. The result also moved the Pirates up to third place overall moving past ABN Amro Two. The breeze was 9 knots at the start and dropped to 6 knots on the third downwind leg […]

April 29, 2006/by Paul Cayard
Ocean Race

Pirates of the Caribbean Appearance at West Marine

This afternoon Paul Cayard, Skipper of The Pirates of the Caribbean made an appearance at West Marine in Annapolis. On the eve of the Annapolis NOOD Regatta, interested sailors came from all over to learn more about Cayard’s experiences and adventures aboard The Black Pearl in the Volvo Ocean Race 2005-2006. More than 200 people […]

April 27, 2006/by Paul Cayard
Page 81 of 121«‹7980818283›»
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Cayard’s Updates

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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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