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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

Cayard Sailing Reports

Bitter End Yacht Club, Virgin Gorda, British Virgin Islands

Today was the first “real” day of racing here at the Pro Am. The skippers were assigned boats and amateur crews at this morning’s briefing in The Pub. The racing format is three boat racing. Three boats start and only the winner scores a point. There are two types of boats being used, the Caribbean […]

November 3, 2009/by Paul Cayard
Cayard Sailing Reports

Bitter End Yacht Club, Virgin Gorda, British Virgin Islands

Today was the Defiance Day race here in the epicenter of yacht racing. We started at 10:00 with the first race consisting of a 7 mile leeward course and a second race of a 7 mile windward leg. We did not have Gatorade or anything like that onboard. We had water but people were using […]

November 2, 2009/by Paul Cayard
Cayard Sailing Reports

Bitter End Yacht Club, Virgin Gorda, British Virgin Islands

I am down here at the world’s best regatta. Why is it the world’s best? Great sailing conditions, independent race management, fair rules, friendly environment, great shore side facilities, top level competitors. The BEYC has welcomed me and my family here 10 times in the past 18 years. My daughter Allie joined me this time. […]

November 1, 2009/by Paul Cayard
Cayard Sailing Reports

Rolex Champion of Champions

We had three races today in 6-10 knots of wind from the North West in 45F temperatures. Our highlight was winning race #2 by a healthy margin. Nailed the pin end and played the left. In the other two, we had a 13 and a 7. We finished 8th overall. Fairly happy with that. We […]

October 17, 2009/by Paul Cayard
Cayard Sailing Reports

Rolex Champion of Champions

6 Races were held today on Lake Carlyle. The temperature was a bit cooler than yesterday, about 45 F. The breeze was a bit stronger at 8-12 knots. Still it was very shifty and puffy and there was plenty of ups and downs. It is like playing that game you play with your kids… Shoots […]

October 16, 2009/by Paul Cayard
Cayard Sailing Reports

Rolex Champion of Champions

I am here in the heart of America sailing in the Rolex US Sailing’s Champions of Champions regatta. This is an annual regatta bringing together 20 nation and world champions from the USA. Each year they rotate the venue and the type of boat used. This year the boat is the Lightning. I had never […]

October 15, 2009/by Paul Cayard
Cayard Sailing Reports

Paul Cayard – The Mystery Guest

(October 12, 2009) The US SAILING Championship of Champions event is that rare collection of one-design class champions, coming together for equal parts camaraderie and competition. Racing begins this Thursday on Lake Carlyle in St Louis, MO, with all the prize winning skippers competing in equally matched Lightnings to even the playing field. Competing in […]

October 12, 2009/by Paul Cayard
TP52

TP 52 World Championship

Artemis finishes on the podium in third. It was a complicated 24 hours. After no race yesterday, we came ashore to find out that Matador had been reinstated in a race that took place last Wednesday! That made for a change in their score of 7 points. Needless to say, this was not the most […]

October 11, 2009/by Paul Cayard
TP52

TP 52 World Championship

No race today. Well actually, we raced in very wacky conditions with 150 degree wind shifts and velocity changes of 10 knots (from 2-12 knots). The race was eventually abandonned about half way through. We had been 8th and we had been first. Quantum was really the team that should have won. Anyway, it comes […]

October 10, 2009/by Paul Cayard
TP52

TP 52 World Championship

A tough day on Artemis today. We had just one race in very light conditions. We had a bad start really never recovered from that and finished 8th. Bribon won the race and now leads the Championship with Quantum second and we are third. While there were moments when we were threatening to make a […]

October 9, 2009/by Paul Cayard
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Cayard’s Updates

  • St. Barths BucketMarch 29, 2026 - 10:12 am
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RSS Sailing Scuttlebutt

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  • Project Pipeline AnnouncementFebruary 5, 2015 - 7:10 pm
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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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