Private and Group Sails

Sail San Diego is a leader in organizing any itinerary ensuring a great time is had by all! Our Captains are the best in the business and have hosted hundred’s of events.

Join Sail San Diego as we take you and your guests on a fun, adventure day-sail or an awe-inspiring sunset sail!

Our trips are small and private with 2 to 6 guests and flexible daily departure times.  If you have a larger group (up to 12) we can rent you the boat.

If you don't feel comfortable taking the helm we have many of the best local captains for hire. Our yachts are roomy 40' Catalina sailing vessels.

The cockpits on these boats are the roomiest possible. The bow has the best seats in the house!

Did She say Yes a few years back?

This is a great way to celebrate the date. Anniversaries are always fun aboard a sailing vessel. Bring some friends to join in the fun.

"We love groups of 6 or more and will accommodate you through our bareboat program. Call for details"

Looking for a memorable way to Pop the Big Question? Sail San Diego has the perfect idea!

Private Sails $550 for up to 6 people

Tour Includes

  • 20 minutes from the Pacific Ocean
  • Free Parking Complimentary beer, wine, non-alcoholic drinks and snacks.
  • Jackets and blankets provided
  • 2 beautiful bathrooms on each boat
  • Ample room- NO standing or sitting on uncomfortable places
  • We'll customize your sail to meet your needs

Planning a Bachelorette Party?
Planning a party shouldn’t be a stressful occasion so sit back, relax and let us take care of the details!


Sail San Diego is located at one of the closest marinas to the Pacific Ocean so you have your choice of either sailing in the harbor or heading out to the Pacific Ocean to watch the sun as it melts into the sea. You may meet a host of wildlife along the way including: sea lions, seals, dolphins and whales.

Rated #1 in Trip Advisor

Sail San Diego has been sailing guests for more than 30 years & we are #1 on Trip Advisor by customer review out of 185 boat tours & water sports in San Diego.

Spacious Boats

We have 4 of the newest most beautiful, spacious, seaworthy boats in San Diego. Plenty of room to stretch out and be comfortable.

Everything is included

All beer, wine, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and have you pay for more! Free parking options available nearby!

Safety & Comfort

We provide everything you may need at sea. Hats, jackets, blankets, binoculars, sunscreen, sunglasses, snuggies and more.

Over 30 Years Experience

Our Captains are all U.S. Coast Guard-certified. Our hand-selected crew has worked for the best charter companies across the globe and will give you a great experience.

Best Captains

With more than 80 years combined experience sailing, our captains are some of the best & most entertaining. They also like to share the wheel!

2646 Shelter Island Drive, San Diego, CA 92106 | Call +1 619-297-7426 | Email:

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