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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

Transpac Update

Tom Akin had a lot to say about sailing Flash, a TP 52, to Hawaii. His initial comments were, “I found out what is its like to be in a TP52 for seven days. You sit in water, you eat in water, and you sleep in water. It’s wet. The beast is not as luxurious […]

July 13, 2009/by Paul Cayard
Star Class

Transpac Update – 240 miles to go!

It was a tough 24 hours for Flash and a great 24 hours for Samba. The sailing has been great. Lots of high speed sailing….24 knots of boat speed. These TP52s with the bowsprits and deeper keels are great boats to sail. Everyone on Flash is driving the boat and experiencing the exhilaration. At one […]

July 12, 2009/by Paul Cayard
Star Class

Transpac Update – Aiming at the barn

About 680 miles to go. Well we got to our gybe point just about an hour ago. So far the wind is holding in the low 60’s (this means 60 degrees as in ENE, not 60 knots) and that gives us a great heading right at Hilo. A lot will happen between here and Diamond […]

July 10, 2009/by Paul Cayard
STP-65

Transpac Update

Pretty excited today to find ourselves in first place overall! Lady luck must be smiling on the good ship Flash. We are not doing anything very exceptional, just sailing steady down the middle, with one eye on the router and one eye on the competition. Some of our competitors are doing the slalom, cutting from […]

July 9, 2009/by Paul Cayard
Transpac

Transpac Update

It has been fairly mild sailing out here about 600 miles off the coast of California for the past 24 hours. There is still a high Marine Layer cover in the sky which is probably a good thing because 8 days of total sunshine would be draining. The winds have been in the 12-18 knot […]

July 8, 2009/by Paul Cayard
Transpac

Transpac Update

0330 PDT – The July 5th start of the Transpac Race was a good one. We had about 12 knots at the start and the wind held on a long starboard tack toward the West end of Catalina Island. We made a few short tacks to get around the West end about 2.5 hours after […]

July 7, 2009/by Paul Cayard
Transpac

Eve of the Start of Transpac09

It is the eve of the start for us on Flash, the Farr designed TP52 which has been modified with a deeper keel, bowsprit and square top main. The Trans Pac is a 2250 mile race from LA to Honolulu which is run every odd numbered year. There are three starts in this years race […]

July 4, 2009/by Paul Cayard
Uncategorized

Star District Championship

The longest day of the year, Father’s Day, and a win at the Star District Championship. That was June 21 for me. Now I am driving up Highway 5 to San Francisco with my son Danny. Last Thursday, Danny, Allie and I departed San Francisco onboard the TP 52 Flash (formerly Atalanti) and raced to […]

June 22, 2009/by Paul Cayard
Uncategorized

Challenged America Gala

San Diego, CA I was honored to be the guest speaker at Friday night’s first annual Challenged America Gala dinner sponsored by West Marine. Honored because the mountains I have climbed in sailing are molehillls in comparison to what these disabled sailors do! President and co-founder of Challenged America Urban Miyares is a Vietnam Vet […]

June 14, 2009/by Paul Cayard
Uncategorized

Keynote Speaker at West Marine/ Challenged America Regatta

Paul Cayard will be the keynote speaker at the first West Marine/ Challenged America Regatta, June 12-13, 2009 in San Diego to support sailors with disabilities in the San Diego-based Challenged America program. Cayard will be speaking on Friday, June 12 at the event’s dinner and auction, following the fun race of San Diego commodores […]

June 10, 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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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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