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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

Day 1

The forecast for today was 17-22 knots from 70-90 degrees and it was right on. We changed to our spare mast for today thinking that it would be bad to damage our #1 rig on the first day of an 8-day regatta. After a hour and a half postponement, we headed out. We are sailing […]

March 20, 2004/by Paul Cayard
Star Class

We got out early today to check a few jibs before anyone had left the dock. Then we tuned for an hour with Andy Lovell and Magnus Liljedahl. Felt pretty good about things and headed in. We measured our sails, did a few little things and I left the boat park around 1500. John Craig […]

March 19, 2004/by Paul Cayard
Star Class

Measurement for Trials

Just a short one tonight. I flew in last night. We go the safety equipment, boat and spars measured today and got out for a short sail around 1600. We were the only one to go out as most everyone has been sailing here all week. It was a very nice 12 knots from the […]

March 18, 2004/by Paul Cayard
Star Class

Bacardi Cup-Race 4

The forecast was for 17-22 from the NNW for today

March 10, 2004/by Paul Cayard
Star Class

Bacardi Cup-Race 3

The forecast for today was not good… A weak NW gradient giving way to a weak sea breeze. That happened and it was a tricky day. The wind finally filled in around 1300 from 130 at 7-8 knots. It looked promising. In this wind direction the left side is usually favored. We started near the […]

March 9, 2004/by Paul Cayard
Star Class

Bacardi Cup-Race 2

The Black Flag was back today and we got caught. We sailed up to the windward mark, not in particularly good shape and saw our bow number posted so we retired. The day was supposed to be w windy one from the NW. We put our heavy air main on for the trials to give […]

March 8, 2004/by Paul Cayard
Star Class

Bacardi Cup-Race 1

Today started off slowly. The forecast was for 5-10 knots from the SSW. Eventually the wind was supposed to go all the way to the WSW. There is a cold front expected tonight and WNW winds 10-15 for tomorrow. However, the gradient was weak today and it was very hot. For 2 hours, from 1200-1400, […]

March 7, 2004/by Paul Cayard
Star Class

March 6, 2004 Training Day on Biscayne Bay

Yesterday we had a day ashore, working on our masts, and getting items on our work list checked off. It was nice to be off the water for a day. I went to the gym late in the afternoon with our Sam and had a good high energy workout. Sam has changed our workout routine […]

March 6, 2004/by Paul Cayard
Star Class

March 4, 2004 Training Day on Biscayne Bay

Winds were 130 at 10-14 knots today. The water a bit smoother than yesterday. The day started out at 0645 with a run to the gym and then an hour and a half work out with our trainer Sammy. Shower and breakfast and down to the club by 0945. We went out with the

March 4, 2004/by Paul Cayard
Star Class

March 3, 2004 Training Day on Biscayne Bay

We had a better day today. Still blowing 14-18 form the ESE today. Today activities were; gym 0645, breakfast 0830, shower 0900, West Marine 0930, arrival at the club 0945, rig up and tuning, dock out 11:30. The water schedule was three races today. Freddy Loof of SWE dominated the first two races. Xavier Rohart […]

March 3, 2004/by Paul Cayard
Page 106 of 121«‹104105106107108›»
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Cayard’s Updates

  • 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
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  • Time to TackFebruary 25, 2023 - 3:48 pm
  • US Olympic SailingMay 7, 2021 - 9:00 am
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RSS Sailing Scuttlebutt

  • Why true wind angle matters offshore
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  • Sled wins TP52 World Championship title
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  • Race to Alaska is fully on
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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
  • Bacardi Cup 2026March 29, 2026 - 9:49 am
  • 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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