Category Sailing

San Francisco · SAILING

9 Standout Sailing Trips in San Francisco

9 options

San Francisco Bay Sunset Catamaran Cruise

San Francisco Bay Sunset Catamaran Cruise - Sailing past Alcatraz: the quiet stretch before the big moment

1.San Francisco Bay Sunset Catamaran Cruise

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

Twilight catamaran cruise from Pier 39 for views of Alcatraz, the Golden Gate, and city lights, plus one free drink.

“Was a much better experience than I was even expecting. The crew went above and beyond and were funny and entertaining.”

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San Francisco Bay Sunset Cruise by Luxury Catamaran

San Francisco Bay Sunset Cruise by Luxury Catamaran - Luxury catamaran setup: protected seats and open-air netting

San Francisco Bay Sailing Cruise

San Francisco Bay Sailing Cruise - Golden Gate Bridge from the water: the angle, the sound, the feeling

3.San Francisco Bay Sailing Cruise

★★★★★★★★★★5.0 · 629 reviews · 1 hour 30 minutes (approx.) · from $72

1.5-hour catamaran from Pier 39 for Alcatraz and Golden Gate Bridge views, with sheltered cabin and deck nets.

“Amazing crew! Funny, smart and knowledgeable! The views of the city were amazing, definitely coming back when the weather is warmer!”

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San Francisco: Golden Gate Bridge Catamaran Cruise

San Francisco: Golden Gate Bridge Catamaran Cruise - First look at the Bay: catamaran comfort and quick access to real views

1.5-Hour San Francisco Bay Sailing Tour

1.5-Hour San Francisco Bay Sailing Tour - What onboard feels like: space, drinks, and crew rhythm

5.1.5-Hour San Francisco Bay Sailing Tour

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

Sail San Francisco Bay from Pier 39 for 90 minutes, passing Alcatraz and Angel Island, with two drinks and big Golden Gate photo moments.

“trip was amazing!! captain michael and first mate were great! views were spectacular ! well worth the trip!!!”

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San Francisco: Bay Sailing Tour with Drinks

San Francisco: Bay Sailing Tour with Drinks - Entering the dock area at Pier 39, then stepping onto the Privateer

6.Bay Sailing Tour with Drinks

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

A 2-hour San Francisco Bay sail with beer, wine, and other drinks, passing Alcatraz, Angel Island, and up close to the Golden Gate Bridge.

“Great experience. Small group, sailed most of the way. Great captain and mate.”

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America’s Cup Day Sailing Adventure on San Francisco Bay

America's Cup Day Sailing Adventure on San Francisco Bay - Golden Gate Bridge sailing and the north side wind days

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

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

Hands-on America’s Cup style sailing on San Francisco Bay: steer and trim sails, glide under the Golden Gate Bridge, $99 for 2.5 hours.

“It was a great experience. The crew was very friendly, all participants could participate actively. Great Service, it was one of the best experiences we had in SanFran. I would recommend it to everybody who likes sailing.”

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2hr. INTERACTIVE Sailing Experience on San Francisco Bay

2hr. INTERACTIVE Sailing Experience on San Francisco Bay - Golden Gate Bridge photo time, up close and personal

8.2hr. INTERACTIVE Sailing Experience on San Francisco Bay

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

A small-group, 2-hour interactive sail from Sausalito through Golden Gate views, Alcatraz, and SF skyline, with snacks and great photo stops.

“I've always wanted to show my daughter what it feels like to sail... instead of motor boating and this tour perfectly captured that experience. Will is a great host as well.... we took turns steering the boat and working the lines. The boat glided thru the waters, and heeled a lot of times....it was exciting for everyone. SF is a great place to sail because there are so many things to look at. Towards the end, we sat at the front of the boat and Will took us along the sausalito downtown and coast... it was a great finish. The boat was clean and big.... and safe! Highly recommended.”

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Golden Gate Bridge Sailing Tour

Golden Gate Bridge Sailing Tour - The Two-Hour Sail Plan: What the Timing Feels Like

9.Golden Gate Bridge Sailing Tour

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

A 2-hour sail from Pier 39 with two drinks, a jacket, and big views of the Golden Gate, Alcatraz, Sausalito, and the Bay Bridge.

“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 - Where to meet: 1 Yellow Ferry Dock in Sausalito

10.2hr. SUNSET Sailing Experience on San Francisco Bay

★★★★★★★★★★5.0 · 24 reviews · 2 hours (approx.) · from $149

Sail into sunset on San Francisco Bay from Sausalito. Small-group, interactive sailing with drinks, snacks, and iconic bridge views.

“Best experience ever!!!! Will is such a great person to go sailing with, his jokes are hilarious and he gives you the inside scoop of Sausalito. We will definitely be back!”

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SAN FRANCISCO: (2hr) Interactive Sailing Experience

SAN FRANCISCO: (2hr) Interactive Sailing Experience - From Yellow Ferry Dock to the Golden Gate Bridge, tight angles guaranteed

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

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

Interactive 2-hour sail past Golden Gate, Alcatraz, and Angel Island. Take the helm on a small 36ft yacht.

“Captain Will was so much fun! He made sure that we were able to sail even with little wind, he found some! Highly recommend, it was our favorite thing we did our entire trip! We will be back!”

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