America’s Cup Sailboat Charters on San Diego Bay


  • Authentic America’s Cup Racing Yachts

  • Stars & Stripes USA-11 and IL Moro Di Venezia ITA-16

  • Public 3 hour tours from $125 for adults

  • Ages 5 to 18 for $75

  • Private charters for as low as $1,500

  • No additional taxes or booking fees


We offer a thrilling San Diego boat charter for the general public, private parties, and corporate events. Our interactive excursions across San Diego Bay take place aboard the famous Stars & Stripes sailboat, an authentic America’s Cup racing yacht. Fully restored to pristine condition, the Stars & Stripes sailboat is one of the fastest and most famous sailing vessels in the world. You’ll feel like one of the crew as you help raise and trim the sails or take your turn at the helm to steer the boat. We sail on San Diego Bay at twice the speed of an average sailboat. If you’d rather sit back and relax, that’s fine, too. Learn more about our affordable rates, what to bring with you, and what to expect on our San Diego boat charter. Our office and Stars & Stripes USA-11 are located at the Kona Kai Resort & Marina on Shelter Island, San Diego Bay. Parking is plentiful and free, and there is no sailing experience necessary to join us on our charters.


  • Most Exciting Sailing Venue on San Diego Bay
  • 3-hour interactive sail
  • Weekend & Weekdays
  • Free photos and videos
  • Children must be with parent
  • NOT wheelchair accessible


  • Fastest & most famous sailboat
  • Team building or special occasions
  • Everyone gets a turn at the helm
  • Grind the winches to raise and  trim the sails
  • Relax and enjoy the scenery
  • Souvenir apparel available


  • Corporate Team Bulding Races
  • America’s Cup Yachts racing side by side up and down San Diego Bay
  • Take the helm, make tactical decisions, and grind the winches
  • Team apparel available
  • No sailing experience necessary

Most Exciting Sailing Tours in San Diego

Sailing San Diego Bay on Stars & Stripes USA-11 is an extraordinary experience because it is an interactive sail on a historic vessel. Stars & Stripes USA-11 is an authentic America’s Cup racing yacht that has been completely restored to immaculate condition.

Stars & Stripes Sailing San Diego Bay

Sail San Diego Bay on America’s Cup Stars & Stripes Sailboat, an authentic America’s Cup racing yacht.


Public and Private 3 hour sails aboard Stars & Stripes USA-11, the authentic 1992 America’s Cup racing yacht sailed by Dennis Conner.






“Fantastic Event for Clients!”

We rented the boat for a sailing event with clients/potential clients at a trade show. What a terrific event. Everyone got to participate as much as they wanted to. It was a lot of fun helping raise the sails and taking turns taking the wheel. The crew was engaging, the weather perfect and everyone kept talking about it the rest of our time in San Diego. Definitely a highlight and great way to build relationships doing a fun afternoon activity.

Don P

“Awesome day on San Diego Bay!”

What a phenomenal day on San Diego Bay with the America’s Cup Stars and Stripes today! Lynn and Bee and the crew are terrific hosts and historians of the America’s Cup.  It was a hands on experience with the most spectacular weather possible. We hit 12-15 knots for most of the sail and enjoyed meeting people from all over the US. Will highly recommend to all we know!


“Highlight of our trip to San Diego”

Enjoyed being part of the “crew” and experiencing the handling and speed of the boat. Of the many sail boats we have been on this was one of the best. Not only did we enjoy sailing but also the view of the city and harbor including Navy ships .


“A Wonderful Holiday Sail”

I took my brothers, niece and her boyfriend on the Stars and Stripes just before Christmas. Everyone thought it was just the best adventure. The history discussion of the America’s Cup before the sail was very interesting. The sail was well organized and fun; everyone got to be at the helm. The photos, which are included in the price, were excellent. What a great day!

Marty S

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Kona Kai Resort and Marina
1551 Shelter Island Drive
San Diego, CA 92106


Call Today (619) 255-4705 or complete the form below.

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