Sailing San Francisco Bay for over 25 Years

San Francisco Yacht charters on a custom yacht with an experienced captain. The captains at Captain Kirk San Francisco Sailing have many years of experience and an accumulation of over 200,000 ocean miles.


Let us show you the beauty and thrill of a San Francisco Sailing Charter.  ‘Flying Tiger,’ ‘Osprey,’ and ‘Bay Wolf’ are three

professionally- maintained yachts that sail very well in all conditions. 


We do pickups in San Francisco, Sausalito or Oakland with easy access to the Golden Gate Bridge, Alcatraz Island, Angel Island and the San Francisco waterfront.  Each trip can be as exciting, relaxing or romantic as you want. You can actively participate in sailing the boat or simply enjoy the ride.


3 Convenient Locations

  • San Francisco - Pier 40 or Pier 39
  • Oakland – Jack London Square
  • Sausalito

There are many reasons to choose us for your San Francisco Sailing Charter.

  • Three Excellent Yachts

    50-foot Santa Cruz, 50-foot Gulf Star and 36-foot Soverel - Two beautiful, custom racer-cruisers and one blue-water cruiser providing speed, comfort and safety on the bay or crossing oceans. more info

  • Experienced Captains

    30 years experience, including sailing across the Pacific Ocean. more info

  • Excellent Prices

    Very fair prices for a private yacht and captain on the San Francisco Bay. more info

Latest News

Teambuilding sails – We are having great fun with many teambuilding sails – Please contact us to arrange a date for your team to get some “hands-on” sailing.

Osprey has a new location at Oakland’s Jack London Square! Join us for a relaxing sail along the Oakland Estuary and eat at one of the local restaurants after your charter.


Sailing San Francisco on a Bay Wolf, our Santa Cruz 50 as seen on Eye on the Bay Click here to see video.
Captain Kirk featured on the NBC Today Show "Best of California Coast" July 31, 2009 Click here to see the short video.


Captain Kirk donates 10% of all revenues to several non-profit organizations. The organizations supported are listed on the “Resources” page. Click here to learn more.

Bay Area Sailing Services:

  • Corporate Team Building Charters
  • Client Entertainment
  • Ash Scattering under the Golden Gate Bridge
  • Sunset Cruises (See the city lights and the Golden Gate Bridge at sunset)
  • Special Events (engagements, weddings, birthdays)
  • Sailing Lessons (beginner, intermediate or advanced)
  • Offshore Cruising Experience
  • Sailing Gift Certificates

Winter Sailing

  • YES we sail year round!
  • We are having a lot of really great winter trips. We have a lot of sun this time of year in the SF Bay.
  • Our “No Risk” guarantee allows you to reschedule or get a refund in case of bad weather.
  • We have gift certificates available for Christmas or any other holiday you may celebrate. These may be used year-round.
  • Give the gift of a beautiful experience that they will remember the rest of their lives!
©Captain Kirk's San Francisco Sailing, LLC 2015 San Francisco Sailing Charters
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