Top California Sailing Tours

You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht to yourselves, just your group and the Captain. Enjoy a stunning 1 hr private romantic night cruise and sea life discovery aboard our 42 ft Bertram-Trojan Motor Yacht. Bring your own food and drinks aboard. Consider booking multiple blocks for a longer trip.

Head out onto the San Francisco Bay for an approximately 2-hour sail, where you watch a beautiful sunset with the Golden Gate Bridge in the background. This is an intimate group with a maximum of six, so you have plenty of space to spread out and enjoy the views. Sip on bottled water while you sail. The tour is offered in English and Spanish to accommodate more guests.

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or sit back and enjoy breathtaking views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military vessels and your local Captain shares his knowledge of sailing and San Diego. We invite you to celebrate a special occasion with your partner, family or group and capture the moments in breathtaking photos. No sailing experience is needed for this family-friendly outing, but participation is welcome. We love sharing our knowledge and experience. Choose a public or private tour option when you book. Snacks and bottled water included. Feel free to bring your own easy to handle alcoholic/non-alcoholic beverages and snacks. Free cancellation, 100% refund up to 24 hours before your reservation.

Avoid crowds and traffic in San Diego and have a peaceful adventure on the water with this small-group sailing tour. Keeping the group size small ensures a more personalized experience, without the noise and crowds of large group sightseeing boats. Along the way, pass by lots of great photo opportunities—including the Star of India, Coronado Bridge, and views of the city’s skyline.

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.

Experience San Diego Bay the way it was meant to be seen, from the water on a private yacht. A dedicated captain handles the navigation so your group can sit back, relax, and enjoy the sights and sounds of the bay, from the USS Midway to Seaport Village and harbor seal hideouts. With room for up to six passengers, it's a great value for families, special occasions, and small groups.

Look for whales as they migrate through the waters of the Pacific Ocean off of California on this whale-watching cruise from Monterey. Your naturalist guide shares commentary about the whales and their habitat as you search for gray whales (most common), humpback and blue whales, and other marine life such as dolphins and sea lions during your cruise.

Set sail on the San Diego Harbor without spending a fortune on this dreamy small-group sailing tour. Climb aboard a replica 1904 yacht that's unlike any other in San Diego, and enjoy several hours of cruising the bay and harbor, from Seaport Village past the USS Midway Museum and other shoreline attractions. No sailing experience is required, as a captain handles the navigation so you can enjoy the voyage.

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly and knowledgeable captains. Whether you’re seeking a laid-back day cruising the coast, curious about hidden gems around the marina, or just want to unwind in style, we’ve got you covered. Ryder Bayo and our trusted local crew will guide you through a safe, smooth, and scenic tour informal, comfortable, yet undeniably luxe. Ask anything, explore everything, and enjoy the California sun aboard your floating getaway. Your day in Marina del Rey starts here, book now and let the harbor become your haven.

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. As an added bonus, enjoy two included beverages, from wine to soft drinks.

See what lives in the Pacific waters surrounding Catalina Island without getting wet on a 45-minute underwater cruise. As you sit comfortably in a climate-controlled cabin on board a large boat, you'll glide below the surface to look for marine life in its natural habitat through your own porthole. Along the way, listen to live commentary from a guide.

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. Whether you choose an afternoon sail or stay for sunset, the experience is calm, unhurried, and genuinely personal — less like a tour, more like being invited onto a private yacht. Take in the San Diego skyline, Coronado Bridge, and USS Midway from the water — no narration script, no rushing, just the bay at its best. Afternoon sail — open skies, warm sun, and the city in full view. Sunset sail — watch the sky change over the water as the city lights come on. Ideal for couples and travelers who want an authentic, uncrowded San Diego sailing experience. All sails are 2.5 hours. Included: craft beer, California white wine, soft drinks, and packaged snacks. Paid marina parking available. Gratuity for the captain is appreciated and not included.

With this San Diego harbor cruise, you can check off views of a selection of San Diego’s most important monuments, without encountering crowds or traffic. Simply enjoy a stress-free sail through the water in a large catamaran, and benefit from a full bar on board, so you can purchase drinks along the way.

Admire views of San Diego that many other visitors miss—and help keep your sightseeing personal—on this small-group sailing excursion that's timed for sunset. Travel aboard a Catalina–style sailboat, and soak up the peaceful ambiance, plus a photo-worthy perspective on the city skyline, Old Point Loma Lighthouse, Coronado Island, and other highlights. Along the way, enjoy beer, soft drinks, and snacks, plus blankets in case you get cold.

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.

Watch the sunset over San Diego and admire the city and ocean views during a small-group cruise on a classic 1904-styled sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and the USS Midway. Look out for sea lions, dolphins, and other wildlife around San Diego Harbor while relaxing and sipping on the provided wine, beer, or non-alcoholic drinks.

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.

We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and most comfortable sailboats in the Oceanside harbor. We cater to guests from many of the five star hotels in the area. We serve an upscale experience with Charcuterie and Champagne as an option. Ask about our three and four hour extended experiences. We set sail and begin looking for dolphins and whales. The bow of the boat has been fitted with a special dolphin seat so that you can actually sit over the top of the playful dolphins below. The memories gained abord the Song of David will last a lifetime. Please realize a gratuity of 20 - 30%.

Fall and winter typically provide lighter breezes on SF Bay. Great days on the Bay. 3 hour PRIVATE Charter with a unique experience aboard Carmelita, our beautiful and pristine Catalina 42 sailboat. We provide our clients with upscale beverages and have your interest, destination and comfort in mind, while touring San Francisco Bay. Captain Christian enjoys sharing his experiences of SF Bay and Sailing with his guests. The 3 hour charter departs the unique Brickyard Cove area of Pt. Richmond. We travel West through Raccoon Straits with Angel Island to our south and Tiburon to our north. We pass by Sausalito as we travel out under the Golden Gate Bride. Then a great downwind sail. We travel down the city front past Chrissy Field, The Marina Green to Pier 39. We then head North passing Alcatraz, the south side of Angel Island and return to Pt. Richmond. We can customize and create the on the water route or experience that is a perfect fit for your group of 6 or less.

Discover the natural and manmade beauty of 17-Mile Drive on an electric bike tour from Pacific Grove. The e-bike allows you to cover more ground without getting worn out. The tour is great for the whole family, with the option to ride tandem with children weighing up to 120 lbs (54 kgs). Along the way, learn about the area from your guide and make stops at impressive viewpoints.

Go on a whale-watching expedition in San Diego on a half-day cruise. Get the scoop from a guide who studies the migratory patterns of whales as you keep a lookout for the majestic marine mammals, as well as dolphins, turtles, and more. The yacht offers 360-degree views of the ocean and both indoor and outdoor viewing decks, for an all-round comfortable experience.

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.

Sail across San Francisco Bay at twilight to admire the skyline as it begins to light up for the night, and enjoy a perspective on the skyline that few other visitors get to see. With an experienced captain at the helm, you’ll glide past Alcatraz Island and cruise underneath the Golden Gate Bridge. As you go, you can also enjoy one complimentary beverage to accompany your sightseeing, or purchase additional drinks from the onboard bar.

Set sail on the tall ship Matthew Turner and soak in the stunning sunset views of San Francisco Bay, including iconic sights like the Golden Gate Bridge, Alcatraz, and Angel Island. This unique experience combines adventure with the opportunity to learn about nautical history aboard a beautifully crafted 132’ wooden brigantine. Enjoy the gentle sway of the ship and take in the rich maritime atmosphere. Perfect for families, friends, and anyone looking to enjoy a memorable evening on the water. - Sail on the historic Matthew Turner, launched in 2017 - Experience breathtaking views of San Francisco Bay's famous landmarks - Bring your own food and drinks (beer and wine allowed) - Ensure to arrive 15 minutes early for a prompt departure from Sausalito