Top Ranked TripAdvisor Boat Tours in San Diego. Sail San Diego Bay on America's Cup Stars & Stripes.

Our Location: 1551 Shelter Island Drive San Diego, CA 92106 Call Us (619) 255-4705

Stars and Stripes Sailing Charter Information

Be part of an interactive and exciting sailing adventure aboard one of the fastest and most famous sailboats in the world. Sail San Diego Bay on an authentic America’s Cup racing yacht. Our San Diego sailing adventure brings you into the action as you grind the winches and take the helm. If you’d rather hang on and enjoy the ride, that’s perfectly fine, too. Located at the Kona Kai Resort & Marina on Shelter Island San Diego, Stars & Stripes USA-11 is a completely refurbished yacht that competed in the 1992 America’s Cup event held in San Diego. We offer public, private, and corporate team building charters.

Public Charters

  • 3-hour sail
  • Early afternoon departure
  • Weekend and many weekday charters
  • Adults – $125
  • Children (5 to 18 years) – $75
  • Children must be accompanied by an adult
  • 20% discount for active military

Private Charters

  • Choose your day and a time
  • Up to 24 guests
  • To reserve, call (619)-255-4705 or fill out our form

What to Bring

The air is always a little cooler on San Diego Bay. We recommend dressing in layers. Our San Diego Stars & Stripes vessel contains plenty of dry storage for bags or backpacks. If you need something a little warmer or to protect your face from sunburn, we have caps, jackets and T-shirts for sale in our office. Soft sole shoes are recommended. We provide complimentary water, soft drinks, and light snacks, such as peanuts and/or pretzels. You’re welcome to bring your own camera, but we also take photos and videos of your San Diego Bay sailing tour. These photos and videos are available for viewing in our office after the sail while you enjoy complimentary refreshments. After they’ve been viewed, the pictures will be posted on Google Photos. At no extra cost, we will email you the link.

What to Bring on Winter, Spring, and Fall Sails:

  • Sunglasses
  • Sunscreen
  • A warm jacket or preferably a sweater and windbreaker
  • Long pants
  • Warm socks
  • Rubber-soled deck shoes or sneakers

What to Bring on Summer Sails:

  • Sunglasses
  • Sunscreen
  • A light sweater or windbreaker
  • Rubber-soled deck shoes or sneakers

What to Expect

You do not have to be a billionaire or an elite, professional sailor to experience the thrill of sailing on San Diego Bay on an authentic America’s Cup Class racing yacht! Take the helm of Stars & Stripes USA-11 and live the dream for yourself. Feel the power of 4,000 square feet of modern Carbon Fiber 3DL sails on one of the fastest monohull sailboats in the world. You’ll be amazed at how responsive this carbon fiber racing machine can be. With more than 80% of her weight at the bottom of the keel, she slices through the water like a knife. No sailing experience is necessary to take part in this unique and exciting sailing adventure.

Once we leave the dock, we go into high gear because there is a lot to do! Stars & Stripes USA-11 raced to be the defender in the 1992 America’s Cup with a crew of 16. We will only have 6 or so crew members, so your help is greatly appreciated. It takes 6 able bodies grinding the winches to raise the mainsail, plus a few more to trim the sails each time we tack or gybe. Everyone also gets a turn at the helm to steer the boat. However, if you are inclined to just sit back and enjoy the ride, that’s fine too.

Have No Fear of Seasickness

Do not be concerned about seasickness as we primarily sail on the smooth waters of San Diego Bay. We have done several hundred sailing charters and sailing tours with thousands of passengers, and we have never had anyone get seasick. But if you would like to take something before the trip for peace of mind, we recommend that you do so a couple of hours before the sail.