Top California Sailing Tours

Set sail in San Diego on a private wildlife sailing adventure with hands-on participation encouraged, or relax and take in the scenery. Bring beer, wine, or snacks to enjoy on the water while aboard; soda pop is included, but please leave red wine at home.

We are a hands on sailing adventure we encourage our guests to participate. Guests who chose to relax and enjoy the scenery and vibe are welcome to do so, you may bring beer or wine or other snacks no red wine please.

Guarantee your seat aboard the Privateer, your sailboat, when you prebook a scenic cruise along the San Francisco Bay. As you set off on the water, you'll enjoy sightseeing at the most beautiful time of day—sunset. Coast along and look out for local landmarks like Alcatraz, the Sausalito shoreline, and the Golden Gate Bridge, all with two drinks of your choice in your hand.

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay. Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sailing experience. Your private charter delivers the most personal way to experience San Diego from the water — calm, unhurried, and entirely yours. Included: craft beer, California white wine, soft drinks, and packaged snacks. Sail past the San Diego skyline, Coronado Bridge, and USS Midway at your own pace. Ideal for celebrations, anniversaries, and groups who simply want the boat to themselves. All private charters are 2.5 hours. Paid marina parking available. Gratuity for the captain is appreciated and not included.

Drive down one of the most scenic roads in California on this full-day tour from San Francisco. Cruise along the coast-hugging Highway 1, passing Pebble Beach on the iconic 17-Mile Drive. Enjoy free time to explore Monterey, where you can stroll down Steinbeck’s Cannery Row or visit the Monterey Bay Aquarium (own expense). Then enjoy free time to explore Carmel-by-the-Sea before returning to San Francisco.

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco waterfront. This experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to take the helm and steer your course. It's all part of an unforgettable sailing experience you wont get anywhere else.. You will see and be able to photograph beautiful scenery and may also experience a close encounter with some of the local wildlife that calls the bay home. Sailing SF Bay Experiences are aimed at creating lifelong memories for you while showcasing the beauty and diversity of our area.

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting to groups of 24 or less for comfort and class. Price includes entire boat, captain and crew as well as a customary gratuity. You can stick with our standard route or tell us where you want to go. Its your boat and your party.

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experience caters to all ages and interests. Venture along the coastline, soak in the vibrant wildlife, and enjoy the serene ocean atmosphere. From spotting whales and dolphins to relaxing under the sun, this trip is customized for your group’s enjoyment. Perfect for families or friends seeking a unique aquatic adventure in California's picturesque coastal waters. - 2-hour trip - Capacity for up to 6 guests, ensuring an intimate experience. - Opportunities for wildlife viewing, including whales and sea otters. - All trips are led by a professional captain for a safe and enjoyable journey.

This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit. During the warm summer months, we'll anchor off of Coronado Island and you and your friends can dive into the bay for a swim. In late winter and spring, we can take to the Pacific Ocean and watch for whales, dolphins and seals off the coast of San Diego. Our Captain and crew are fun, experienced and knowledgeable. The yacht is flawless, comfortable and very well appointed. When we return to the dock, you won't want to leave.

See a different side to San Diego as you set sail around San Diego Bay and watch the sunset from the water. Admire the contrasting scenery as you glide from city skyscrapers and lively marinas to rugged sea cliffs and green parklands. Relax aboard the luxury French yacht and pass by sights such as the Coronado Bridge, Sunset Cliffs Natural Park, and Shelter Island.

Step into the 16th century when you board the San Salvador Spanish galleon for a 4-hour sailing. The ship is a replica of Juan Rodriguez Cabrillo's ship that arrived in San Diego on September 28, 1542. For those who love history, or simply want an unforgettable San Diego sailing, this is an unconventional adventure tailor made for you.

Help to steer and sail one of San Diego’s iconic tall ships, the Schooner Califonian, on this group tour. Not many people can say they’ve sailed a tall ship, but you will be able to make that claim. Besides the chance to help sail this ship, this tour also includes a self-guided tour of the Maritime Museum of San Diego to enrich your seafaring knowledge.

Sail the lovely waters off San Diego in style on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing sights like Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.

With beautiful beaches and bays, navy outposts with aircraft carriers and submarines, and abundant sea life, San Diego Bay is best explored on the water. This private charter sightseeing cruise takes groups of up to six travelers around the bay in catamarans, sailboats, or powered luxury yachts. Choose between morning and afternoon trips—or evening cruises that depart just before sunset.

Whether you want to enjoy a relaxing sightseeing cruise around the San Diego Bay or you want to learn how to pilot a yacht, this private sailing charter is a great way to spend half the day. Head out onto the Bay in a beautifully-restored racing yacht and customize how you want to spend your time. Enjoy otherwise-inaccessible Bay views of downtown San Diego and the city’s Naval Base.

Experience the beauty of the Pacific Ocean with a private yacht charter in San Pedro, CA. Enjoy a sunset sailing adventure on a Beneteau Oceanis (39ft) sailing yacht, perfect for couples or small groups looking for a memorable outing. This allow you to explore at your own pace while taking in stunning views and local wildlife. Ideal for special occasions or just a relaxing day on the water. - Private sailing yacht rental for a personalized experience - Spectacular sunset views and wildlife watching opportunities - Perfect for celebrations or intimate gatherings

Swap crowded ferries and sightseeing tours for a much more intimate alternative—a private boat trip exclusively for your personal group. Set off in the morning for a better chance of spotting wildlife, and benefit from having a captain to take care of the navigating and driving, so you can focus on the views.

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is a Listerskøyte. The top-sail ketch is notable for durability and safety. Archer’s shipyard designed and constructed the famed Fram, which participated in a number of expeditions to the North Pole and later supported Roald Amundsen’s historic first expedition to the South Pole. The Cloudia is rigged as a topsail ketch in the British or American style, which means there are 2 two-piece masts which allow her to carry more sail than a traditional Norwegian rig with shorter single masts. Cloudia’s main mast is 85 feet high including the top-jack. Many different woods were used to craft the ship, including Norwegian white oak, sapele hardwood, Douglas fir, Alaskan yellow cedar, and Ipe Brazilian hardwood. Come experience History!

Tour San Diego Bay by boat with this small-group sailing activity for up to six passengers. You'll sail past the downtown and alongside aircraft carriers and submarines with a professional captain to take the helm. You may even spot marine life such as sea lions and dolphins along the way. Opt for a daytime departure to get time in the sun or choose an evening departure for the best shot at sunset views.

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Your sunset sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sunset sailing boat charter and stretch out in the San Diego sunshine with a trusty skipper at the helm, A sunset sailing boat tour on San Diego Bay with Pacifica Sailing Charters is the perfect sailing experience for you and your guests. With over 20 years of boating on San Diego Bay and the waters surrounding the San Diego harbor, your sunset boat charters and sunset sailing boat tours are rated #1 on Google, Yelp, and TripAdvisor.

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might even pass under the Coronado Bridge! The bay will most likely have stronger winds, allowing us to open the sails and haul forward! And if you are up for it, you can take charge of the helm and lean the vessel with the help of our captain! We provide Family oriented sailing tour that places quality family time in its core mission. We aim to help families set aside time to prioritize time together, where they can talk, laugh, catch up with each other and create lasting memories.

Experience the fun of sailing the San Francisco Bay without the expense of renting a boat with this group cruise. Head out 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, and the Bay Bridge before returning to shore.