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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

Rolex Maxi Worlds – Day 5

No wind. No race. Unfortunate situation. So the results don’t change. Moneypenny third, Numbers first and Rosebud second in the Mini Maxi Class. Next stop for this fleet is St. Tropez at the end of September. For me, I will be back in the TP 52 with El Desafio on September 15 for the last […]

September 6, 2008/by Paul Cayard
Star Class

Rolex Maxi Worlds – Day 4

A short note tonight as a lot is going on. A good day for Moneypenny with a second place. Numbers is pretty much untouchable and Rosebud was over the start line early and had to return. Tomorrow will be the fight for second between Rosebud and us, in the 18 boat Mini Maxi class. One […]

September 5, 2008/by Paul Cayard
Star Class

Rolex Maxi Worlds – Day 3

The wind was in today and the Mini Maxi fleet which contains Moneypenny, Numbers and Rosebud, raced two windward leeward courses. There are 18 boats in the Mini Maxi class in total and with the wind reaching 22 knots, we were flying downwind. The other fleets did another coastal race. The sad news of the […]

September 4, 2008/by Paul Cayard
Star Class

Rolex Maxi Worlds – Day 2

Race day 2 got underway at 1300 after a 1.5 hour delay with seven knot Easterly wind.

September 3, 2008/by Paul Cayard
Star Class

Rolex Maxi Worlds – Day 1

A beautiful day in Sardinia is very hard to beat. 15 knots of wind from the West made the first race day of this historic event picture perfect. I am sailing as tactician on Jim Swartz’s new STP 65 Moneypenny. The day’s single race was a 40 mile “Coastal Race” starting from Porto Cervo, sailing […]

September 2, 2008/by Paul Cayard
America's Cup

Maxi Yacht Rolex Cup – THE WHO’S WHO AND WHAT’S WHAT OF THE MAXI RACING SCENE

September 1, 2008 The 19th Maxi Yacht Rolex Cup organized by the Yacht Club Costa Smeralda gets underway tomorrow with an entry list of 40 yachts representing a broad spectrum of maxi scene. Once again the canting keeled, carbon-fibre, super-maxi Alfa Romeo will brush shoulders with the polished brass and bright work of Ranger and […]

September 2, 2008/by Paul Cayard
TP52

TP 52-Med Cup Update, Cartagena

After a one hour delay onshore, the

August 30, 2008/by Paul Cayard
TP52

TP 52-Med Cup Update, Cartagena

Three races were completed today in Cartagena. That is a lot of laps. I can’t remember it all. I know we had three very good starts. The first race was tricky with the two winds, the 040 and the 090 fighting right in the middle of the race track. The wind speed was 14-16 knots […]

August 29, 2008/by Paul Cayard
TP52

TP 52-Med Cup Update, Cartagena

Not a great day for us on El Desafio today. It started out with someone forgetting one of the important sails for the coastal race, ashore… the A3 gennaker. That made things tricky for us on the reaches. The wind conditions were similar to yesterday but with a little less strength. So 16-19 from 045-090. […]

August 28, 2008/by Paul Cayard
TP52

TP 52-Med Cup Update, Cartagena

We onboard El Desafio won the day today with a 3, 1. Mutua Madrilena had a 2, 2 for equal points and now leads the Series. El Desafio moves up to third place, just two points out of first. Same wind, sky and waves as Tuesday. The race committee still had some trouble anchoring in […]

August 27, 2008/by Paul Cayard
Page 59 of 121«‹5758596061›»
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Cayard’s Updates

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RSS Sailing Scuttlebutt

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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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