Join the crew for an interactive and exciting sailing adventure aboard the fastest and most famous sailboat in San Diego. 

Each guest will be given the opportunity to take the helm, grind the winches, or just hang on and enjoy the scenery

The total cost for a private 3 hour sail is $1,500 for up to 15 guests.

Each additional guest is $100 up to a maximum of 24.

Perfect for Birthday’s, Company Events, or Private Sail with Friends.

Choose Your Dates Below |  3 hour sail is $1,500 for up to 15 guests.

*Each additional guest is $100 up to a maximum of 24. *
We Offer 2 World Class Racing Yachts for Private Charters, Racing Events, Corporate Outings & Team-Building Activities.

Details & Itinerary

The Stars & Stripes is also available to be chartered for private parties! In addition to helping the crew work the sails, each and every guest of your party will also be given the opportunity to get behind the helm and steer the boat! A private charter is great for corporate outings or other special events. A three hour private charter starts at $1,500 and includes light snacks, water, and photos. (*Each additional guest is $100 up to a maximum of 24.)  Our sailing charters and boat tours are unlike any other in San Diego.

  • Be sure to check in at our office 15 minutes prior to the sail.
  •  Or you could contact us by phone 15 prior to check in, and meet us at the dock next to the boat.
  • Our boat leaves the dock promptly at the time listed on your reservation.
  • If you are running late, please give us a courtesy call BEFORE your scheduled boarding time.
  • If you do not, the boat may leave without you.
What You Should Bring

Dressing in layers is a good idea as San Diego’s temperature can vary by time of day. It’s typically somewhat breezy in afternoon, with plenty of sunshine. Make sure to bring a sweatshirt and/or jacket, sunscreen, sunglasses and hats, along with comfortable, light soled non-slip shoes (no high heels or black bottom shoes of any type, please!). Barefoot onboard is better than flipflops.

What will I see on our cruise?

We always see Sea Lions, Pelicans and Gulls, and Dolphins are quite frequent playing in the bay. The Military is always active and we also cruise under the USS Nimitz Aircraft Carrier. There is also a brief but in depth history of sailboats, sailing competitions, and some famous local sailors, prior to the sail!

Frequently Asked

About America’s Cup Sailing Charters

Cruise around San Diego bay aboard an authentic 1992 America’s Cup racing yacht and travel at twice the speed of the average sailboat. The Stars and Stripes USA-11 is one of the fastest and best known America’s Cup racing yachts. It was designed and built to be raced in San Diego, and has been restored to pristine condition. This is more than just a boat ride.

What’s Included?

We provide complimentary water, soft drinks, and light snacks (peanuts and/or pretzels). You’re welcome to bring your own camera, but we take photos and videos for viewing after the sail in our office, while enjoying complimentary refreshments in our gift shop.


This is the best thing to do for sailing in San Diego. Did a private charter one summer and it was nowhere near as good as this was. The hosts are wonderful and tell you a lot about the America’s Cup, along with taking pictures aboard and they are included. It was a great day!!! (view review here)


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Book Your Private Sailboat Charter Today!