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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

89th Bacardi Cup

photo by Cory Silken Coconut Grove Two races were held today on Biscayne Bay for the Star fleet. The conditions were perfect for the Stars, Southeast winds starting at 16 knots in the first race of the day and dropping to 10 knots by the end of the second race. Diego Negri and his crew, […]

March 12, 2016/by Paul Cayard
Cayard Sailing Reports

89th Bacardi Cup

Photo by Cory Silken from Tuesday’s race. Cayard/Fatih in bow 41 in 18 knots of wind. Coconut Grove The wind was blowing hard all night and early this morning.  The Race Committee put up the postponement flag at 0900 and at 11:00 called it for the day.  This is a good call for the fleet on the […]

March 10, 2016/by Paul Cayard
Cayard Sailing Reports

89th Bacardi Cup

A portion of the 60+ boats still tightly packed at the first mark after 20 minutes of racing.  Photo Cory Silken Coconut Grove Today was a perfect Miami day for sailing.  The wind was in the mid teens, the waves were good for surfing the boats downwind and the Star Class was out in force […]

March 10, 2016/by Paul Cayard
Cayard Sailing Reports

Bacardi Cup

Coconut Grove Today was Day 2 of the 88th Bacardi Cup and all the forecasts were predicting big breeze-20 knots.  It didn’t materialize.  That’s why they call it a forecast and not a factcast. We had a much shorter day on the water which was appreciated by all. I was in bed at 8:15 last night! […]

March 8, 2016/by Paul Cayard
Cayard Sailing Reports

Bacardi Cup

Coconut Grove Today was the first day of the 88th Bacardi Cup.  The Bacardi Cup started in Havana Cuba and was moved to Miami in the late 50’s. 70 Star teams from 14 countries are entered for the event. The wind was in from the east at 15-17 knots and all the teams were ready for […]

March 8, 2016/by Paul Cayard
Cayard Sailing Reports

Walker Cup Final

Coconut Grove Two races were held today in a postcard perfect Miami.  10-15 knots from the North and clear blue skies. The Walker Cup is in honor of Harry Walker, who served the star class as secretary for many years.  The 43 competitors were competing to win the Walker Cup but also as a tune up […]

March 6, 2016/by Paul Cayard
Cayard Sailing Reports

Walker Cup

Coconut Grove Three races were held today on Biscayne Bay for the Star fleet.  The Winter Series fleet has swollen to 40+ boats in anticipation of next weeks Bacardi Cup. The wind was generally steady in direction and strength with 10-14 knots from East Northeast.  This made for a shifty day as the wind was coming over […]

March 5, 2016/by Paul Cayard
Star Class

Schoonmaker Cup Final

Photo by Marco Oquendo Coconut Grove Two races were held today today in 8-10 knots from the east-southeast. We had our ups and downs but basically Danny sailed very fast downwind and we made huge gains on the final runs of both races to finish 9 and 7.  That was enough to move us up to 7th […]

February 21, 2016/by Paul Cayard
Cayard Sailing Reports, Star Class

Schoonmaker Cup

Coxonut Grove Danny and I are back in the Grove for more Star Racing. This time the Schoonmaker Cup with 20 other teams. For this event,  I am crewing for Danny. It has been fun to share the Star with him this past year and I hope he enjoys Star sailing for as many years […]

February 21, 2016/by Paul Cayard
Cayard Sailing Reports, Star Class

Zag Masters

Coconut Grove Two races were held today in 8-10 knots from the east on Biscayne Bay. This weekend is the “Masters” regatta in the Star Class. Obviously,  the name is indicative of a certain amount of life experience required to race in the “Masters”.  The Masters has become the Zag Masters in honor of Frank Zagarino, […]

February 7, 2016/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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Popular
  • 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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