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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

TP52

TP 52-Med Cup Update, Cartagena

Today was the first day of racing here in Cartagena, the 5th Audi MedCup event of 2008.

August 26, 2008/by Paul Cayard
Cayard Sailing Reports

Maserati & Cayard

Maserati recently caught up with Paul Cayard and his new Gran Turismo for a photo shoot in Sausalito.

August 1, 2008/by Paul Cayard
12 Meter

Hula Girl Update

At 0830 this morning we had 50 miles to go and we had just got finished dealing with the morning squalls. They were pretty mild this morning. We were hoping for a bit more really, to give us a chance to pass the Raindrop for first to finish. Raindrop is the only boat ahead of […]

July 25, 2008/by Paul Cayard
12 Meter

Hula Girl Update

26° 33′ 149° 36′ 540 miles to go Sail changes, squall dodging, gybing Continued 26° 20′ 150° 18′ 1130 HST Things could not being going better really. The crew are all very enthusiastically enjoying the ride. The owner is too! In fact, that is the mission. We are now solidly in the trades, 18 knots […]

July 24, 2008/by Paul Cayard
12 Meter

Hula Girl Update

26°N 149°W Ralfie and I just came off watch from the best night of sailing we have experienced yet. The clouds have finally cleared and the stars couldn’t be brighter. With a blazing half moon all of our headlights have remained down below. The breeze has been very shifty which has kept us on our […]

July 24, 2008/by Paul Cayard
12 Meter

Hula Girl Update

28°N, 144°W Life on board Hula Girl is at an all time high today. The crew awoke, some sailing, amid partly cloudy but beautiful blue skies this morning with the sun on the horizon. This was a great way to launch us into the second half of our journey. As the morning progressed we sailed […]

July 22, 2008/by Paul Cayard
12 Meter

Hula Girl Update

28° 16’N 150° 26’W It is going fast. The boat, the race, the dream. We are half way to Hawaii. The first two nights were cold, wet and high speed. Everyone was wet to the bone. Everything on the boat got soaked. We had a few minor fire drills. Mainsail down and Robbie up the […]

July 21, 2008/by Paul Cayard
12 Meter

HAT TRICK FOR CAYARD?

Almost a week into the 15th Pacific Cup, some of the earliest starters are preparing to hold their traditional halfway parties as they pass the 1035-miles-to-Hawaii mark. Following Sunday’s standings, Paul Cayard’s family performance on Hula Girl (San Francisco), moved them into first place overall. The crew sailed almost 300 miles in a single day, […]

July 21, 2008/by Paul Cayard
Uncategorized

Hula Girl Update

Things have been going very well on board Hula Girl and we are all in high spirits. Currently our position looks really good. From what I understand we are winning our Division (E) and have been gaining the entire time. We are the southernmost boat in the fleet and as of this morning’s roll call, […]

July 20, 2008/by Paul Cayard
Uncategorized

Hula Girl – 30° 38′ N 131° 24′ W

It’s been a rough first 48 hours. Compared to our 48 hour training, the weather has been cold and quite windy and we have yet to see much sea life. This morning our spinnaker halyard broke with four people on deck. Two more crew quickly rushed up to retrieve the kite out of the water. […]

July 19, 2008/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

  • SailGP reaches milestone in sixth season
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  • Using virtual reality for sailing education
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Popular
  • Project Pipeline AnnouncementFebruary 5, 2015 - 7:10 pm
  • St. Barths BucketMarch 29, 2026 - 10:12 am
  • AmericaOne-Challenger America’s Cup XXXJune 1, 1996 - 12:00 am
  • MaxisOctober 1, 1996 - 12:00 am
Recent
  • St. Barths BucketMarch 29, 2026 - 10:12 am
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  • Rolex Yachtsman of the YearMarch 29, 2026 - 9:31 am
  • 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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Copa del Rey

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