Category Sailing

San Francisco · SAILING

The 14 Best Sailing Trips in San Francisco

14 reviewed

Good sailing trips fill up fast in San Francisco, and the best ones go first. Ranked below are the 14 best, with current prices and what sets each apart, so you can book before the calendar closes.

San Francisco Bay Sunset Catamaran Cruise

San Francisco Bay Sunset Catamaran Cruise - Pier 39 check-in and the sea lion start

1.San Francisco Bay Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 1,342 reviews · 1 hour 35 minutes (approx.) · from $88Our pick

Twilight catamaran on San Francisco Bay with Alcatraz, the Golden Gate, and skyline light-ups, plus one free drink onboard.

“My husband and I went on this sailboat excursion while visiting San Francisco because we always like to see cities from the water and it was such a perfect evening. It was very relaxing and chill. We went right under the Golden Gate Bridge and just really enjoyed the laid-back set up of the whole thing.”

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San Francisco Bay Sunset Cruise by Luxury Catamaran

San Francisco Bay Sunset Cruise by Luxury Catamaran - Pier 39 check-in: Gate J, the dock walk, and what to wear

San Francisco: Golden Gate Bridge Catamaran Cruise

San Francisco: Golden Gate Bridge Catamaran Cruise - Getting aboard Adventure Cat at Gate J (and finding the right spot)

1.5-Hour San Francisco Bay Sailing Tour

1.5-Hour San Francisco Bay Sailing Tour - The 90 minutes: how the sailing ride actually flows

5.1.5-Hour San Francisco Bay Sailing Tour

★★★★★★★★★★5.0 · 393 reviews · 1 hour 30 minutes (approx.) · from $99

Sail 90 minutes from Pier 39 on a classic double-masted boat. Alcatraz and Golden Gate views plus two drinks.

“My wife and I had a great time sailing the bay with the crew with San Francisco Sailing Company. I would recommend booking a sailing trip with these guys. We had a great time.”

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San Francisco: Bay Sailing Tour with Drinks

San Francisco: Bay Sailing Tour with Drinks - On the Privateer: what the 2-hour sail feels like

6.Bay Sailing Tour with Drinks

★★★★★★★★★★4.6 · 159 reviews · 2 hours · from $129

A relaxing 2-hour sail on a 28-passenger boat with 2 drinks included, passing Alcatraz and Angel Island and cruising close to the Golden Gate.

“Very wise captain who knows what he’s doing. I was a bit reluctant to get on a sailboat (thought I had booked a larger boat lol) but I had the best time. Would do again.”

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America’s Cup Day Sailing Adventure on San Francisco Bay

America's Cup Day Sailing Adventure on San Francisco Bay - Pier 39 start: quick setup, then straight into the action

7.America’s Cup Day Sailing Adventure on San Francisco Bay

★★★★★★★★★★5.0 · 101 reviews · from $99

Sail a high-speed America’s Cup–class yacht on San Francisco Bay, with hands-on control, Golden Gate Bridge time, and big views.

“As lifelong sailors, we enjoyed our time on this well-maintained and expertly crewed vessel. The opportunity to experience hands on participation is a memory we will share for a lifetime. Thank you”

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Private Sailing Tour of Bodega Bay

Private Sailing Tour of Bodega Bay - The Captain and the tone: fun plus real information

8.Private Sailing Tour of Bodega Bay

★★★★★★★★★★5.0 · 86 reviews · 3 hours (approx.) · from $122

Private 3-hour sailing from Bodega Bay for up to six people. Sail the outer bay and open ocean with Captain Rich.

“Simply a great memory. Yes, we saw some whales and while that was great, the sailing trip would have been memorable without it. Capt. Rich is one of a kind! He made the trip fun, educational and certainly the highlight of our time in Bodega Bay. At this point in my life, I live to do fun s**t with my adult kids and their spouses. This was SO MUCH FUN!! I got teary eyed and got to blame it on the ocean wind. I talked philosophy and life experiences with Capt. Rich. I came away grateful and richer for the time we all had. What a day. Just go.”

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2hr. INTERACTIVE Sailing Experience on San Francisco Bay

2hr. INTERACTIVE Sailing Experience on San Francisco Bay - Golden Gate Bridge: close pass, real angles, and hands-on sailing time

9.2hr. INTERACTIVE Sailing Experience on San Francisco Bay

★★★★★★★★★★5.0 · 85 reviews · 2 hours (approx.) · from $149

2-hour interactive sailing from Sausalito. Small group on a private yacht with hands-on helm time plus Golden Gate, Alcatraz, and skyline photos.

“Will was a great host and instructor. Knowledgeable, accommodating and good humor. He made every feel welcome and included. It was a cool a cool, memorable experience and then n a more hands on experience than you will get from the larger boat excursions. Would highly recommend if you want a more authentic experience”

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Golden Gate Bridge Sailing Tour

Golden Gate Bridge Sailing Tour - The Crew Dynamic: Questions Welcome, Music On Board

10.Golden Gate Bridge Sailing Tour

★★★★★★★★★★5.0 · 51 reviews · 2 hours (approx.) · from $129

A 2-hour sail from Pier 39 with two drinks, scenic views of the Golden Gate, Alcatraz, and Bay Bridge, plus jacket and koozie.

“The crew couldn't have been nicer. Lovely cruise past many sights including Alcatraz and a new perspective of the Golden Gate Bridge. Highly recommended.”

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2hr. SUNSET Sailing Experience on San Francisco Bay

2hr. SUNSET Sailing Experience on San Francisco Bay - Getting to the Boat: Sausalito’s Yellow Ferry Dock

SAN FRANCISCO: (2hr) Interactive Sailing Experience

SAN FRANCISCO: (2hr) Interactive Sailing Experience - Getting the Helm: what interactive sailing really means

12.SAN FRANCISCO: (2hr) Interactive Sailing Experience

★★★★★★★★★★4.7 · 22 reviews · 2 hours · from $149

Take the wheel on a small-group 2-hour San Francisco Bay sail past the Golden Gate, Alcatraz, and Sausalito floating homes.

“This was a great experience. Captain Will was very welcoming and communicative. We got to experience the Bay in a unique and thrilling way and learn a bit about sailing. If you want a hands-on and authentic sightseeing experience, this is the tour for you!”

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2-Hour Private Sailboat Charter in the San Francisco Bay

2-Hour Private Sailboat Charter in the San Francisco Bay - Golden Gate Bridge Under Sail: The Photo Moment Everyone Wants

SAN FRANCISCO: (2hr) SUNSET Sailing Experience on SF Bay

SAN FRANCISCO: (2hr) SUNSET Sailing Experience on SF Bay - The Yellow Ferry Dock start: small-group clarity, easy meeting point