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Sailing Fearless on San Francisco Bay





San Francisco Bay is one of the worlds greatest sailing destinations. Come experience the beauty, the challenge, and the thrill of sailing aboard one of our comfortable and safe vessels: Peregrine or Rhea. Every trip on the Bay is unique, and at the hands of Captain Stephan Sowash your journey will always be safe and unforgettable. Sailing Fearless offers spectacular photo opportunities seen only from the water. You may see porpoises, seals, pelicans and other wildlife on the bay.

This charter is for those seeking an authentic sailing experience.  Our sailboats are not tour boats, but rather, honest working yachts for your private enjoyment. Salt spray is likely.

Our crew is waiting to welcome you aboard.

“You get the amazing city of San Francisco, the SF Bay and its views, and a Captain that LOVES what he does and it shows.. Nothing can beat this experience.”a customer’s Yelp review.

Depending on weather conditions when we head out, our route may include:

  • Viewing magnificent sights including the Golden Gate and Bay Bridges, Angel and Alcatraz Islands, the waterfront of San Francisco and/or Sausalito
  • Trips outside the Golden Gate Bridge to see the Marin Headlands
  • Game-day trips to hang out in McCovey Cove during Giants baseball games

Perfect for:

  • Sunset, Lunch, Dinner & Wine Cruises
  • Celebrations! Birthdays, Bachelor/Bachelorette Parties, Anniversaries
  • Holiday Parties: Valentine’s Day, Mother’s Day, Father’s Day, New Year’s
  • Special Events: San Francisco 4th of July Fireworks, Fleet Week, Blue Angels Air Show
  • Team Building, Corporate Charters, and Employee Appreciation

Amenities– The cuisine offered aboard our yachts is fantastic. From lavish gourmet rollups to grilled salmon or rack of lamb, our galley will accommodate your needs. Snacks are included in the cost of the trip with special requests priced as quoted.
View Menu here.

Beverages: Two complimentary beverages are included in your journey. If you wish something specific, it can be provided at cost.

Entertainment: We have a music dock with a good repertoire in house and of course we can load your playlist as well.

                          Sailing San Francisco Bay with Sailing Fearless  Sailing San Francisco Bay with Sailing Fearless  Sailing San Francisco Bay with Sailing Fearless  Sailing San Francisco Bay with Sailing Fearless