Dennis Conner is a living legend in the sport of sailboat racing.  He led his Team Stars & Stripes through nine America’s Cup campaigns.  The winner of more than 100 America’s Cup Trial races, Conner skippered his team to win the America’s Cup four times in 1974, 1980, 1987, and 1988. Four times he was selected as United States Yachtsman of the Year.

His other victories include two Star World Championships, two Etchells World Championships, two Congressional Cups and four Southern Ocean Racing Conference (SORC) wins. He has set numerous world record speeds, including the new transatlantic record in 1993, and new Newport Beach to Ensenada records in 1991 and 1994.  Conner also captained two Whitbread Round-the-World campaigns.

Dennis’ motivational presentation is among the best in the world.  Your team will marvel at his stories and his secrets of world class sailing.  For your own America’s Cup race, Dennis is available to skipper your crew aboard his former boat Stars & Stripes in San Diego bay.  Your post-regatta ceremony and awards will include autographed copies of one or all of Dennis’ books; Comeback, No Excuse to Lose, The Art of Winning, or Life’s Winning Tips.

Don’t miss this rare opportunity to sail with one of the most successful skippers in the world.  



 Peter Isler is a two-time winner of the America’s Cup as the navigator for Dennis Conner’s Stars & Stripes team.  He is a world renowned sailor, television personality (ESPN commentator), lecturer, and best-selling author (co-author of Sailing for Dummies).

A popular motivational speaker, Peter draws analogies from successful strategies and practices in sailboat races to success in business.  His humorous and entertaining presentations have been made to numerous Fortune 500 companies around the United States and around the world.  He was one of the founders of the American Sailing Association, and was Editor-at-Large for Sailing World Magazine.   Peter recently sailed in the J Boats Race during the 2017 America’s Cup race in Bermuda

Peter’s newest book, Little Blue Book of Sailing Secrets, makes an excellent gift following his presentation or as an award to your crews in your corporate regatta. Best of all, Peter is available to join your sailing retreat and sail aboard Stars & Stripes in San Diego Bay.  



 Paul Cayard is a seven time world champion and seven time America’s Cup competitor. He was the skipper of Il Moro in the 1992 America’s Cup.   He has twice circumnavigated the world and became the first American to win the Whitbread Round the World Race in 1998.  With hundreds of thousands of miles at sea over the past 40 years, Cayard has captivating stories from the America’s Cup to the Roaring 40’s and the icebergs of the Southern Ocean.   Fluent in English, French and Italian, Cayard frequently speaks at conferences around the world.   Hear his stories up close as he skippers Il Moro with your team in San Diego Bay.  Learn the secrets of world class teamwork in this world class sailing retreat.