Sailing Trips in California

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.

See San Diego on a small-group 2.5-hour cruise aboard a classic 32-foot (10-meter) sailboat. Munch on light snacks, accompanied by craft beer or wine, while taking in landmarks like the Maritime Museum and USS Midway, in addition to wildlife and the bustling San Diego Harbor.

Come aboard the Privateer for a breathtaking 2-hour 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.

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.

Watch the sun set over San Diego during an all-inclusive small-group cruise aboard a classic sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and USS Midway, and look for sea lions, dolphins, and other wildlife around San Diego Harbor on the 2.5-hour cruise.

Take a relaxing 1.5-hour 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.

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.

Cruise around San Diego bay aboard an authentic 1992 America's Cup racing yacht and travel at twice the speed of the average sailboat. The Stars and Stripes USA-11 is one of the fastest and best known America's Cup racing yachts. It was designed and built to be raced in San Diego, and has been restored to pristine condition. Take a turn at the helm and join in grinding the winches to raise and trim the sails.

Watch the evening lights come on around the San Francisco Bay on Sundays during a 2-hour sunset sail from downtown Sausalito. Cruise aboard a handsome schooner that passes landmarks such as the Alcatraz Island, Crissy Field, Fort Mason, Fisherman's Wharf, Coit Tower, Angel Island, the Golden Gate Bridge, and the Bay Bridge.

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.

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.

Cruise the bay and find yourself beneath the Golden Gate Bridge on a 2.5-hour Sunday morning eco sailing tour from Sausalito. Take in fantastic views of San Francisco and Alcatraz while gliding through the bay, and look for native marine life like porpoises and seals with the help of an onboard naturalist.