San Diego Sailboat Charters...

aboard the famous Stars & Stripes sailboat

San Diego Sailboat Charters | (619) 255-4705

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.

$125 Per Adults

  • 3-hour sail
  • Early afternoon departure
  • Weekend & Weekdays
  • Adults – $125
  • Children – $75 (5-18yrs.)
  • 20% discount for active militarY

Call (619)-255-4705

  • Fastest & most famous sailboat
  • Everyone gets a turn at the helm
  • Corporate team building charters
  • Up to 17mph
  • Two of the fastest monohull sailboats in the world

Call (619)-255-4705

  • Divide Groups & Race
  • 3 Races up and down San Diego Bay
  • Photo & Video Documentation
  • Team members take the helm, make tactical decisions, and grind the winches
  • 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.

Top Ranked TripAdvisor Boat Tours in San Diego

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.


San Diego Sailing Charter
$125 per person – 3 Hour Tour

“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 . Ampodell

“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! SanDiegoMac12

“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

“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

Sail Stars & Stripes USA-11



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


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

Sailing Tour Reviews
San Diego Sailing Tours
Service Type
San Diego Sailing Tours
Provider Name
Sail Stars & Stripes USA-11,
1551 Shelter Island Drive,Shelter Island ,San Diego-92106,
Telephone No.(619) 255-4705
san diego bay
This was the best trip I have ever done anywhere, without a doubt, simple as that. It doesn't come any better than getting to spend 3 hours and helm and help sail an Ameica's Cup yacht if you are into sailing.The whole crew are really friendly, knowledgeable and helpful people.