Top California Sailing Tours - page 3

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.

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.

Experience Alcatraz from the water while uncovering the stories that made “The Rock” one of America’s most infamous prisons. Rather than simply viewing the island from afar, hear firsthand accounts from former guards and inmates through a smartphone audio guide as you cruise around Alcatraz. Along the way, enjoy views of San Francisco Bay landmarks, including the Golden Gate Bridge, with skip-the-line boarding for a seamless experience.

Boats that usually take groups out on the San Francisco Bay can be super crowded and it can even be hard to see the views. This San Francisco Bay Private Sailboat Cruise takes just you and your group out on the water, so you never have to worry about missing out on seeing something. See popular spots like Alcatraz Island and the Golden Gate Bridge or customize your time on the bay.

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.

Take a journey around San Francisco's top sights in a retro way with this small-group tour by vintage Volkswagen bus, decorated with long eyelashes so you can't miss your tour vehicle. You'll pass by neighborhoods like Chinatown, Union Square, Pacific Heights, North Beach, Haight-Ashbury, the Marina, and Hayes Valley, plus see the Palace of Fine Arts, Golden Gate Bridge, Golden Gate Park, Civic Center, and more.

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.

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.

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.

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your hair, the sun on your skin, and the pure exhilaration of sailing. Explore hidden gems, soak in panoramic skyline views, and hear incredible stories from our expert guides. Whether you’re seeking excitement, relaxation, or unforgettable memories, this journey delivers it all. Don’t miss your chance to experience the magic of the ocean—book your adventure today!

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.

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.

Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the stunning coastal waters of Northern California. Under the guidance of a skilled crew, learn essential sailing techniques from line handling to navigation, while participating in daily watch rotations. This voyage not only enriches your sailing skills but also connects you with marine wildlife, as you embrace your role as a community scientist exploring oceanography. Whether anchored in serene bays or stargazing under clear skies, this experience is perfect for ocean lovers eager to deepen their sailing knowledge and appreciation for marine sciences.

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be warm and inviting, featuring handcrafted yellow cushions on the top deck to comfortably seat groups as big as 12, and as small as 2. Our tours now accommodate up to 12 passengers, perfect for bringing children, grandparents, parents, and close friends together. This private 2.5 hour sunset sail is our most popular option! With its beautiful golden hour, we all get to watch San Diego’s sky turn on its charm. We will sail between downtown and Coronado. With its steady wind we will sail calmly across the bay while watching the sun setting and the buildings of Downtown reflect its beautiful fiery colors. The bay will most likely have clear gentle water, allowing us to go with our motor and with little leaning.

We are a small charter company we offer a personal experience that is flexible to our guests needs. Sailing Is our specialty, we always try to sail, shut down the engine and sail by wind power. When sailing is slow, and our patients runs thin we will use our engine to make the time you spend with us a pleasurable experience.

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.

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

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be involved as much or as little as you want

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monkey, is a 35 foot yacht. On board you will have a designated captain , at your service, making sure you have a safe and memorable sail. You will have 2 options for your sail. Head to Coronado Bridge: In this option, we will sail along the US Midway, see landmarks like the Kissing statue, the Rady Shell, seaport village, view Coronado island and we will go under the Coronado bridge. Go see the Seals: This option is best in the morning when the winds are calmer. Here we will be sailing for around an hour there, circle the seals a few times, and head back. In some rare scenarios, you might view a dolphin or two.

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.

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.

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.

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.

See the sights of Hollywood on this tour by open-top Mercedes minibus or Ford Van with a canopy, which allows you to enjoy unobstructed views as you go. Traveling with an on-board guide, you'll pass by attractions such as the Dolby Theatre, Hollywood Sign, Rodeo Drive, and movie studios. Plus, get a look at some of the mansions where past and present stars have lived.