Organize your next corporate, group, or team-building event.

Private Corporate Entertaining | Team Building Regattas

If you’re looking for something out of the ordinary you’ll find it at Sail San Diego!

Corporate & large group sails are our favorite type of charters that we offer. We guarantee that this will be a first-class experience and a memorable time for all. We really want your guests to have the best day on the water! Our goal is to work closely with you, so we can put you at ease and make your job easier. We provide everything to enjoy and stay comfortable while under sail.

We pride ourselves in our fleet of large, modern-day sailing yachts that we share with our guests. They are the largest and roomiest sailing yachts for private and intimate charters in San Diego. Each yacht is beautifully appointed, maintained and meticulously cleaned before each sailing cruise!

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 hundreds of company events.

Team Building Regatta

Sail San Diego’s corporate yacht racing program builds leadership, teamwork and communication skills that translate directly into the workplace.

Aboard a fleet of magnificent, identical Catalina 40-foot yachts, your Company’s teams' race in San Diego’s fabulous Bay under the guidance of a licensed captain.

Racing Itinerary - 3 HRS

Intro | 15 Min

Boarding and briefing as well as an intro and overview of the course layout. Our Crew shares its extensive sailing and racing background with enthusiasm and fun!

Race | 2 HRS

Each team member rotates through the crew positions of helmsman, mainsail trimmer, jib sail trimmers, and tactician. Team culture evolves and performance improves as the crew learns to better communicate and coordinate efforts. Crew members come to know much about themselves, and how their actions affect others on the team.

Leisure | 45 Min

Regardless of the outcome, everyone has a great time. After the race is over, the last 45 minutes are dedicated to a relaxing leisurely sail. This wonderful, high-impact event will be talked about at your company for years to come!

Corporate Entertaining

We also host private smaller groups for executive entertaining and/ or meetings.

days sails | sunset sails | rumrunner sails | whale watching

Contact Us About Your Next Corporate, Group or Team Event

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Or Call Us: (619) 297-7426

Why Choose Sail San Diego?

Our captains have a combined 80 plus years in the chartering business. Our captains are all U.S Coast Guard- Licensed and provide exceptional customer service! Our hand-selected crew has worked for the best charter companies across the globe and are the most entertaining captains on the San Diego Bay.

Rated #1 on TripAdvisor

Established in 1988, Sail San Diego has been sailing guests for more than 30 years. By customer review, we are listed as #1 on TripAdvisor out of 175 boat tours & water sports in San Diego.

Safety & Comfort

We provide everything our clients may need while underway, including all required USCG safety equipment and life jackets.

Everything Included

Our charters are all-inclusive. We provide: beer, water bottles, non-alcoholic refreshments, and an assortment of light snacks to enjoy while under sail.


Got Questions or a Special Request?

Visit or Call Us

Intrepid Landing Marina
2646 Shelter Island Drive, San Diego Ca 92106

Telephone: (619) 297-7426


We love what we do and it translates through all the technology. So do something "Retro" and give us a call. We'd love to hear from you!

If you get voicemail, there is no automated voice responses gauntlet to get through! The people who answer the phones are involved on the docks as well, so leave a short message and we will get right back to you!

Send Us a Message

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All shown prices have NO EXTRA TAXES OR FEES

We do gently remind our guests to think of their Captain with Gratuity. They work hard to give you the best experience and the best sail every day.

Thank you very much for booking with Sail San Diego. Here are a couple of things to make your experience more memorable:

  • Please plan to arrive 30 minutes before the start of your sail.
  • Dress appropriately to the weather, and remember it is often a little chillier out on the open water than on land.
  • We always recommend wearing soft (non-black soles) shoes.
  • Arrive at 2720 Shelter Island Drive, San Diego Ca 92106.

Terms and Cancellation Policy

  • If you need to cancel or reschedule your sail within 3 days of your trip, you can do so on the website, inside of 3 days please call 1-619-297-7426.
  • Our boats will sail in light rain as well as other “safe weather”.
  • Reservations may be canceled for a full refund only if canceled within 3 days of your reservation.
  • For Private and Bareboat Charters, Sail San Diego will enforce a cleaning fee if necessary.

2720 Shelter Island Drive, San Diego, CA 92106 | Call +1 619-297-7426 | Email:

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