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Top San Francisco Sailing Trips

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San Francisco Bay Sailing Cruise

Admire San Francisco and its surrounding sights from the water on a San Francisco Bay sailing cruise. On board a catamaran, you’ll sail past the iconic Golden Gate Bridge, legendary Alcatraz Island and the hamlet of Sausalito. Take advantage of great photo ops while you soak up the sea breeze during this 90-minute tour.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$45.00
From  
$45.00
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2-Hour Sunset Sail on the San Francisco Bay

Come aboard the Privateer for a beautiful sailing journey along the San Francisco Bay where you can enjoy sightseeing at the most beautiful time of day—sunset. Coast along as you spot out Alcatraz, the Sausalito shoreline, and the Golden Gate bridge, all with a drink of choice in your hand.  
  • Duration: 2 hours
  • Duration: 2 hours
From  
$65.00
From  
$65.00
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America's Cup Sailing Adventure on San Francisco Bay: Day Sail

Tread in the footsteps of world-champion sailors on this 2.5-hour America’s Cup Day Sail on San Francisco Bay. You’ll board a high-speed International America’s Cup class yacht and take a turn on the official race course from the 2013 competition. With a skilled sailor in charge, you’ll take your turn as crew working the sail trim controls and even have a chance to skipper the boat. After departing from San Francisco’s famous Pier 39 you’ll take to the Bay and cruise beneath the magnificent Golden Gay Bridge. There’s no better way to see the Bay than this sailing trip with USA 76.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$150.00
From  
$150.00
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1.5-hour San Francisco Bay Sailing Tour

Take a relaxing afternoon sailing cruise aboard a traditional sailboat on the San Francisco Bay. Cruise past landmarks such as Alcatraz Island, Angel Island, the Sausalito waterfront, and Golden Gate Bridge, and see the San Francisco skyline on your way back to Pier 39. Includes two drinks, and personalized attention from the crew and captain.
  • Duration: 1 hour 30 minutes
  • Duration: 1 hour 30 minutes
From  
$49.00
From  
$49.00
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Alcatraz Tour and San Francisco Bay Sailing Cruise Combo

Alcatraz admission tickets often sell out, which can make it hard to explore the prison at the time you’d like to go. Book this Alcatraz and San Francisco Bay sailing package to secure your visit to Alcatraz, and take a leisurely sail across the bay, too. You’ll also get access to the prison's award-winning audio tour that’s available in eight languages.
  • Duration: 3 to 5 hours
  • Duration: 3 to 5 hours
From  
$96.00
From  
$96.00
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Golden Gate Bridge Sailing Tour

Go sailing on the San Francisco Bay on a spectacular 2-hour sailboat cruise from Pier 39 at Fisherman's Wharf. Head to the Golden Gate Bridge for sweeping views of the Marin Headlands, Tiburon and Sausalito, then glide across the bay, passing Angel Island, Alcatraz Island, The Presidio, Crissy Field, Ghirardelli Square and the Bay Bridge. You can enjoy two complimentary glasses of sparkling wine, beer or soda, and ask your captain and crew any questions you may have along the way.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$65.00
From  
$65.00
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America's Cup Sailing Adventure on San Francisco Bay: Race Day

Climb aboard USA 76, an International America’s Cup Class racing yacht and join the crew to race against 40 other yachts in a regatta on the San Francisco Bay. Participate with active crew roles: try pinning the sail trim, take a turn at the helm, or just sit back and enjoy the ride. Learn the history of the ship and have a safety interdiction from your US Coast Guard Licensed crew.
  • Duration: 150 to 300 minutes
  • Free Cancellation
  • Duration: 150 to 300 minutes
  • Free Cancellation
From  
$180.00
From  
$180.00
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America's Cup Sailing Adventure on San Francisco Bay: Express Sail

Experience the San Francisco Bay on a 2-hour sailing tour aboard a boat that competed in the America’s Cup, one of the world’s most prestigious sailing competitions. Depart from a convenient location on Pier 39 for this family-friendly sailboat tour, which offers sweeping views of Alcatraz, the Golden Gate Bridge, Sausalito, the city skyline, and more.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$100.00
From  
$100.00
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America's Cup Sailing Adventure on San Francisco Bay: Sunset Sail

Take the helm of an International America’s Cup Class yacht on a 2.5-hour sail that traces the official course of San Francisco’s 2013 America’s Cup race. Cast off from the city’s bustling waterfront, and work alongside the crew to trim sails and operate the hoist while you head towards the Golden Gate Bridge. Enjoy fresh Pacific breezes as you get underway, and capture unforgettable images of Alcatraz, the San Francisco skyline, the bridge and the soaring Marin Headlands from the deck of the USA 76.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$180.00
From  
$180.00
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NEW TO VIATOR

Alcatraz Sail and Napa Wine Tasting Tour From San Francisco

Your day will start by embarking from Pier 39 Fisherman's Wharf on a 90 minute scenic Alcatraz catamaran cruise on the San Francisco Bay. Filled with live audio narratives on board, you'll be able to experience Alcatraz conveniently while also checking out Coit Tower and The Ferry Building. After your sail cruise, your Chauffeur will pick your group up at Pier 39 to start your day of wine tasting. Feel free to have our staff help customize your list of wineries to visit!  On this day of wine touring and sunset bay tour, you can expect: • Exceptional service from our chauffeurs  • Luxury sedan & SUV transport and large catamaran sailboat transport (With complimentary bottle(s) of wine.• Low cost to free wine tasting(s) list. (This low cost and free list is provided to customer separately ONLY after booking.)  • For group sizes larger than 7 persons, please contact supplier for specific details and changes per group size.
  • Duration: 7 hours 30 minutes
  • Free Cancellation
  • Duration: 7 hours 30 minutes
  • Free Cancellation
From  
$119.99
From  
$119.99
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NEW TO VIATOR

Captain John Yelda

Imagine sailing underneath the Golden Gate Bridge while the sun is setting on the Pacific Ocean. Celebrate your special event under the romance of sailing.Have you ever wanted to go sailing on the San Francisco Bay but didn’t know anyone with a boat? Come sail with me, Captain John. Let me share my passion for sailing with you. I’m a U.S. certified sailing instructor and licensed by the U.S Coast Guard and fully insured. The boat, Temptation, was purchased in 2007 brand new. She is a modern, luxury 37 foot sailing yacht.I have lived here for almost 45 years and can be your tour guide on the water. Just sit back, relax and enjoy a great day with your friends and family. Sailing aboard my boat, Temptation, is a great economical way to spend a memorable day on the beautiful San Francisco Bay. It’s so much fun!I offer only private charters up to a maximum of six people. The pickup and drop off location is in San Francisco. There is free public parking available.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$380.00
From  
$380.00
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NEW TO VIATOR

Private Napa Sonoma Wine Tour & Alcatraz Sail from San Francisco

This wine tour will take you to the best wineries in Sonoma and Napa. Following up a great day of wine tasting in wine country, your get to go on a scenic Alcatraz catamaran cruise on the San Francisco Bay. Rest assured, these back to back fun filled days of wine tasting & catamaran Bay sightseeing is provided at an incredible value with unbeatable service for your group. Guests have the option of adding and customizing the list of wineries to visit as well. On this day of wine touring and sunset bay tour, you can expect: • Exceptional service from our chauffeurs  • Luxury sedan & SUV transport and large catamaran sailboat transport (With complimentary bottle(s) of wine & 2 beverages on Sail) • Low cost to free wine tasting(s) list. (This low cost and free list is provided to customer separately ONLY after booking.)  • For group sizes larger than 7 persons, please contact supplier for specific details and changes per group size.
  • Duration: 9 hours 30 minutes
  • Free Cancellation
  • Duration: 9 hours 30 minutes
  • Free Cancellation
From  
$129.99
From  
$129.99
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(888) 651-9785
(888) 651-9785