Pleasure Sail

The Pleasure Sail


Bring your people together like never before…

With the best that San Diego has to offer, Harbor Sailboats’ 40 years of experience will provide a fun and exciting afternoon of yachting on Southern California’s largest most beautiful bay.

A pleasure sail on the San Diego Bay is a great way to bring your people together and reward hard working employees with the experience of a lifetime.

Passengers can see what an aircraft carrier looks like up close; enjoy views of the Coronado Bridge and the downtown skyline. Kick back, relax and enjoy a guided tour or steer and trim the sails under the guidance of a licensed captain. Our captains are well versed on the history of San Diego and are happy to share a “sea tale” or two for your entertainment.

A few of our satisfied clients

IBM, Qualcomm, Texaco, Hewlett Packard, Pfizer, SDSU Alumni, Sun Trust, Goldman Sachs, Wells Fargo, JP Morgan Chase, Xerox, Harley Davidson, Nabisco, Nokia, Lucent, Met Life, Boeing, GMAC, Intuit, Kyocera, Frito-Lay, PepsiCo, Nextel, Amtrak, AT&T, Bank of America, Pac Bell, Hard Rock Cafe, Boston Scientific, Citibank, Honeywell, Intel, Microsoft, T-Mobile, Farm Credit Services, Sony Electronics, General Motors, Allstate, Texas Instruments…

Additional Options


Choose from a wide variety of catering options: snack baskets, delicious box lunches including deli style sandwiches, fresh fruits, pasta salads and desserts or a classic wine and cheese affair. Cooler options include: assorted iced sodas, bottled water and other beverages. Our menu features many catering options and is available upon request.

Regatta Wear

Official regatta logo t-shirts, golf shirts, and hats are available to remind the crew of their regatta experience.


A professional photographer and a chase boat can be arranged for high quality video and still images of the event.

Corporate Events Request Form

For complete information on Corporate Events please contact our office at 619-291-9568 or email