The Pirates of the Caribbean team celebrated their second place arrival into Rio de Janiero in style at an elegant cocktail reception hosted by Ermenegildo Zegna on 21 March. Pirate cocktails and celebrity guests were the talk of the evening as the crew of The Black Pearl enjoyed stepping out in their Z Zegna suits […]
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
Z ZEGNA & Paul Cayard’s Pirates of the Caribbean in Rio
A grand event during the stop-over in the Volvo Ocean Race Rio de Janeiro, 21st March 2006 The Pirates arrived in Rio in 2nd place at the end of 4th leg of the Volvo Ocean Race, and Zegna is here to greet them. The accomplishments of Skipper Paul Cayard and his crew board The Black […]
I am onboard UA 843 en route from SFO to Rio.
Position: 35 North 85 W, Course and Speed: 180, 540 knots I have had a good week at home in San Francisco and am ready to get back into the Volvo Ocean Race. My week was a mix of work and rest, the perfect mix for me. The unexpected chore (forgotten might be more appropriate […]
Cayard inspires future Olympians at St Francis Yacht Club Dinner & Auction
Paul Cayard made a special stop at the St Francis Yacht Club for the annual Olympian Support Committee Dinner & Auction, during his brief visit home between Legs 4 and 5 of the Volvo Ocean Race. Paul updated the full house on the Pirate team’s adventures thus far aboard The Black Pearl. On display in […]
The Black Pearl’s in Pretty Good Shape
I’m writing this week’s report from the Pirate’s base in Marina da Gloria, Rio de Janeiro. Following on from our strong finish into Rio, the team is upbeat and determined to continue our move up the leader board. The crew have now taken a few days off, either to go and visit the sights and […]
From onboard The Black Pearl
Seahorse March 2006 Position: 47,48.88S , 50,11.62W Speed: 21 knots, Course: 56 deg. My third rounding of Cape Horn was the best. We got to within two miles of the Cape and having been there before, it was all about enjoying the moment this time. There was one other person onboard who had been there […]
The Pirates claim 2nd place after tough battle to the finish of Leg 4
PRESS RELEASE It was a tough battle to the finish but the Pirates stayed strong, and finished in second place, just 30 minutes ahead of AMN ARMO TWO after the longest, toughest leg of the race. The Pirates of the Caribbean finished Leg 4 at 07.06 UTC, moving the team into third position overall in […]
We are Happy to be in Brasil
Position: 23,19.8S , 43,16.50W Speed: 15 knots, Course: 8 deg. What an incredible afternoon and night. I have never been in so much rain. It has been one squall after another with huge down pours. Of course this reeked havoc on the wind. It was a 15 hour work out-changing sails one after another. We […]
Cayard, un pirata con i baffi – Intervista Esclusiva a Paul Cayard
Magro, elegante con la sua maglietta bianca da Pirate of the Caribbean, in grandisma, porta i 47 anni come i baffi, sempre neri come il carbone e i capelli. Come un ragazzino insomma, anche dopo 6.100 miglia in pieno oceano e oltre venti giorni della seconda durissima tappa dellavolvo Ocean Race, la Città del Capo […]
Slow Progress to the Finish
Position: 26,7.36S , 44,19.28W Speed: 7 knots, Course: 333 deg. It has been very slow going for the past 24 hours. Added to that there seems to be no pattern to the weather. There is no trend. The wind is blowing basically directly from Rio so we are making very slow progress to the finish. […]
Cayard’s Updates
- 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
- Star World Championship-2025December 20, 2025 - 5:10 pm
- Time to TackFebruary 25, 2023 - 3:48 pm
- US Olympic SailingMay 7, 2021 - 9:00 am
Bacardi CupMarch 2, 2020 - 7:56 pm
Sailing Scuttlebutt
- Court denies US SailGP Team claim
- Lessons from a false alarm at sea
- Global disruption impacts Bermuda Race
- SailGP takes step closer to goal
- Meet the best baller in sailing
- America is in the America’s Cup
- American Magic aids America’s Cup team
- Carol Ewing joins US Sailing Board
- America’s Cup Partnership has its man
- US Coast Guard to the rescue
