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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

Big Boat Series

Rolex Big Boat Series

San Francisco This year marks the 50th anniversary of the Rolex Big Boat Series. Day 1 served up pretty familiar conditions. Moderate winds from the southwest for the first race then 18-22 knots for the second race of the day. There are 10 fleets spread out over three race courses. Sail boats racing from a […]

September 11, 2014/by Paul Cayard
Copa del Rey

Copa del Rey – Day 6

Palma de Mallorca The short story is that we finished 2nd in today’s race, and third for the regatta. The longer story is that the wind filled in so late that only one race was possible. When it filled it was the windiest of the week, at 18 knots. On Robertissima, we had a great […]

August 9, 2014/by Paul Cayard
Copa del Rey

Copa del Rey – Day 4

Palma de Mallorca Hot and cold today for Robertissima. Except it’s always hot here in Palma! Two races were conducted on the Bay of Palma today in 10 knots of wind from the southwest. In the first race we executed our plan to start at the left end of the line only to find the […]

August 7, 2014/by Paul Cayard
Copa del Rey

Copa del Rey – Day 3

Palma de Majorca Todays race was the “coastal” race. This meant sailing a few laps around the bay of Palma. The conditions continued the same as all week, sunny, hot and 10 knots of wind from the south-southwest. We did not have a great start and were last at the first mark of the course. […]

August 6, 2014/by Paul Cayard
Copa del Rey

Copa del Rey-Day 2

Tuesday, August 05, 2014 Palma de Majorca Great day for Robertissima today! We won both races. It doesn’t get much better than that.After yesterday’s disappointing performance, we came out focused and determined.The wind was lighter and the race course trickier today. In the first race the left side paid and in the second race the […]

August 6, 2014/by Paul Cayard
Cayard Sailing Reports

Copa del Rey – Day 1

Palma de Majorca Today was the first day of the, 33rd annual, Copa del Rey, one of the Mediterranean’s largest regatta’s. I am sailing onboard Robertissima as tactician. Robertissima is a 72′ Vrolijk design IRC yacht. There are four others similar to us in our class. The Copa del Rey has 11 races on its […]

August 4, 2014/by Paul Cayard
Star Class

Bacardi Cup- Day 6

Coconut Grove No racing again today. Too little wind. We started race 5 at 10:30 and raced the first lap in a very light, fickle wind and then the committee abandoned the race at the leeward gate. Torben Greal had a big lead. There were 3 attempts at the restart once the sea breeze filled […]

March 8, 2014/by Paul Cayard
Star Class

Bacardi Cup-Day 5

Coconut Grove No race, too much wind today. We actually got all the way out to the start and were in the starting sequence when the race was abandoned. Good call as there would have been a lot of broken masts in the fleet. Two races are scheduled for tomorrow with the first one starting […]

March 7, 2014/by Paul Cayard
Star Class

Bacardi Cup Day 4

Coconut Grove A front was expected across the south Florida area sometime this afternoon with large thunder storms containing lightening and hail. The forecast called for 14-17 knots of breeze from the south prior to the front. After a brief postponement to evaluate the situation, the Coral Reef Race Committee got the Stars out on […]

March 6, 2014/by Paul Cayard
Star Class

Bacardi Cup Day 3

Coconut Grove Tough day on the race course for Rodney and I, definitely our worst race of the season. We were too conservative on the starting line and we did not seem to have enough speed to dig our way out of the traffic. The wind was 7 knots from 145 for the entire race. […]

March 5, 2014/by Paul Cayard
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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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