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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

Uncategorized

Rolex Big Boat Series

With one week until the start of the 2009 Rolex Big Boat Series, St. Francis Yacht Club (StFYC) Race Office is busy coordinating the many logistical details that accompany running one of the world’s most-loved regattas. Racing this year is scheduled for September 10-13, and includes racing in seven one-design classes – 1D35, Beneteau 36.7, […]

September 2, 2009/by Paul Cayard
Uncategorized

Paul non stacca mai!

Paul, Paul e ancora Paul: Cayard non stacca mai, la sua è fame di vela, in tutte le sue forme. Come giudicare uno che ha vinto (quasi) tutto nella carriera velica, ha trionfato al giro del mondo, nel giro della Coppa America, nella grande altura, ha fortemente voluto e raggiunto le Olimpiadi in Star, e […]

August 31, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Here are some photos of us when we were the ‘rabbit’ during yesterday’s start. Final race today. Looking for another good one to move up into the top 5. More photos can be seen here

August 29, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Wow! That was a blast! I know I will wake up tomorrow sad. No need to slip into the trapeze harness. Bummer. We had a great last day…up at the front all day, finished 6th but just 6 seconds from 4th. SF turned it back on for the final day so everyone will be left […]

August 29, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Mike Martin and Jeff Nelson took one big step toward winning the 505 Worlds by winning todays 8th race. Mike Holt and Carl Schmidt, who were leading going into today, finished 8th. Winds were 8-13 knots and the race course was pretty even. After a long delay, today’s sole race got underway at 1445. The […]

August 28, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Sorry there was no report yesterday but it was a Lay Day and therefore no racing. Howie and I put in four hours working on the boat. About half the competitors were down working on their crafts either rebuilding them so they could continue on, or restocking their spare parts armory. The word around the […]

August 27, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Two races were held today on the Berkeley Circle in moderate conditions. The first race was an 8-12 knot affair while the wind built to 20 at the end of the second race. The first race was delayed about an hour and a half as the wind was from the east this morning and we […]

August 27, 2009/by Paul Cayard
TP52

TP52 – Audi MedCup – Portimao – Final

Sorry I did not get to this sooner. Just a bit going on right now. Anyway, the boys had a tough day on Sunday in Portugal and we ended up second overall to Team New Zealand. That’s an improvement over Cagliari where we were third. Our trend is headed in the right direction! Next one […]

August 25, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Before we got going today, Howie and I had to deal with something from yesterday. It was a complicated issue that has to do with Gate Starts. I will try to explain. If you are out of patience for today better close this email now. To try to make it simple, we were first disqualified […]

August 25, 2009/by Paul Cayard
Uncategorized

SAP 505 World Championship

Day two of the 505 worlds, day one for me. One race today in about 20-22 knots of wind. We got 6th and are in third overall. Mike Martin and Jeff Nelson won the race and are definitely the boat to beat in the breeze. We were deep at the first mark, probably 30th, and […]

August 24, 2009/by Paul Cayard
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Cayard’s Updates

  • St. Barths BucketMarch 29, 2026 - 10:12 am
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  • America’s Cup Hall of FameDecember 20, 2025 - 5:20 pm
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RSS Sailing Scuttlebutt

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Popular
  • Project Pipeline AnnouncementFebruary 5, 2015 - 7:10 pm
  • St. Barths BucketMarch 29, 2026 - 10:12 am
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Recent
  • St. Barths BucketMarch 29, 2026 - 10:12 am
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  • America’s Cup Hall of FameDecember 20, 2025 - 5:20 pm
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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