Top California Sailing Tours

Live the Mediterranean dream in Southern California on a sailing adventure in the Santa Monica Bay. We are a boutique luxury sailing charter with gourmet cuisine and a love of the sea. We take our guests on a safe, fun and memorable sailing past the mountains of Malibu, the famous Santa Monica pier and Venice Beach boardwalk. Let us share the joy of sailing with you!

Enjoy a different perspective and admire San Francisco and its surrounding sights from the water on a San Francisco Bay sailing cruise. Onboard a catamaran, 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 scenic tour.

An interactive adventure, this tour is time-efficient and takes you on a sailing adventure on the San Francisco Bay. Hop aboard a private yacht with a USCG licensed captain. Sail beneath the Golden Gate Bridge, cruise along the San Francisco waterfront, and marvel at Alcatraz and Angel Islands up close. Take the helm for a hands-on sailing experience and capture scenic views, encounter local wildlife, and create memories.

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 in panoramic views of the San Francisco skyline and Alcatraz Island, and sail beneath the Golden Gate Bridge, on a relaxing San Francisco Bay cruise. Sit indoors or savor cool bay breezes from an outdoor deck and experience San Francisco in a new way. This ticket allows you to skip the line and go straight to the gate. Access an audio guide via your smartphone or other device.

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.

Set sail at one of the best times of day—sunset—during this San Diego Bay cruise. Board a comfortable sailing yacht and cruise along San Diego's coastline, taking in views of the scenic waterfront, military vessels, and historical landmarks. Catch sight of marine life and enjoy spectacular photo ops. Gorgeous sunset views and comfortable bean bag seating makes this tour a great choice for travelers celebrating a special occasion.

Take an unforgettable boat ride in Monterey Bay to spot local marine wildlife, from humpback whales to Great white sharks to dolphins. This whale-watching adventure takes you to one of the best spots in the state to spot some of these majestic creatures. Sail over Monterey Bay Canyon, which is a nutrient-rich area known for attracting all kinds of underwater wildlife.

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.

Looking for the perfect way to wind down after a busy day in Monterey? Skip the crowds on land and set sail into the sunset on this relaxing evening cruise. Enjoy a drink as you travel across the bay, and soak up unparalleled ocean views. There's even the chance to spot marine life such as sea lions, otters, dolphins, and whales. With great music and a laidback captain at the helm, it’s the perfect way to end your day on a high note.

Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage after your captain hoists the sails and catches the wind to make for a peaceful and exciting cruise on the bay. On the way out of the harbor, look out for sea lions, sea otters, and harbor seals. Once you pass the breakwater, the sailing fun begins and you can relax with a beverage while your captain takes care of you. Be sure to be on the look out for whales and dolphins while you sail! Our spacious and comfortable catamaran is the perfect vehicle for exploring the bay and searching for wildlife! You have a chance to see sea otter, sea lions, harbor seals, dolphins and whales!

Set sail on the San Francisco Bay aboard the historic brigantine Matthew Turner, the largest sailboat in the area. Experience the beauty of the bay as you glide past iconic landmarks like the Golden Gate Bridge, Alcatraz, and Angel Island. Keep an eye out for playful seals and porpoises, while sea birds soar overhead. Enjoy the tranquil ambiance as the sun sets behind Sausalito's hills, casting a golden hue across the water. Whether you choose to assist the crew with raising the sails or simply relax, this sailing adventure offers a unique glimpse into maritime history on a spacious and stable vessel. - Sail on the largest resident sailboat in San Francisco Bay - Witness stunning views of the Golden Gate Bridge, Alcatraz, and more - Spot local wildlife, including seals and porpoises - Comfortable seating available both on deck and inside the chart house

Book this small group tour to get out on the San Diego Bay on a comfortable Catamaran at sunset. Your captain will make sure you are comfy with a glass of white wine, beer, and soft drinks onboard. Just relax as you sail along with your small group, checking out the San Diego skyline while looking out for friendly sea lions and sometimes dolphins.

Relax in the sun aboard a catamaran in San Diego Bay on this small group sailing excursion. Your captain will welcome you aboard with beer, wine, and soft drinks. You can relax, sunbathe, look at the sea life, and help sail if you like. You’ll also be keeping costs down with this small group tour.

Sail Tahoe Blue is the premier sailing charter in South Lake Tahoe. We offer a unique sailing adventure and include complementary local beer and wine, as well as non-alcoholic beverages on all of our daily cruises. Unlike other tour boats which take 50+ passengers, our sailing yacht, "Blue", limits our capacity to 18 passengers. If you care to enjoy the beauty of propulsion by Mother Nature without the sound and smell of an engine, come sail with us!

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.

A boat ride in San Diego Bay offers the perfect vantage point from which to view the city’s Skyline. This luxury sailing adventure on a 40-foot yacht lets visitors take in the sights in comfort and privacy, the perfect activity for those seeking an extra special addition to their San Diego trip.

San Diego looks spectacular from the water and with this sailing tour, you can sit back, relax, and enjoy having a crew to take the lead. During your sailing trip, you can enjoy onboard perks, such as alcoholic and soft drinks as you enjoy the panoramic views of San Diego Bay.

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.

Come aboard the Privateer, your sailboat for the evening, for a a scenic small-group 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 choice in your hand.

Enjoy a sailing adventure on a Catalina-style sailboat with just six people aboard for a comfortable, small-group experience (or, find five friends and fill up the whole boat). Sail in San Diego Harbor, and look out for top city attractions, from Coronado to the USS Midway. Sit back and relax, and enjoy the views, all while enjoying complimentary beer, hard seltzer, non-alcoholic beverages, and snacks.

Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a customizable sailing adventure tailored to your pace and interests, guided by a friendly, USCG licensed captain. Ideal for families or small groups, this intimate experience allows you to connect with the ocean while creating lasting memories. Sailing trips are designed for up to 6 guests, making it a perfect option for anyone looking to escape the crowded tours. - Private sailing charters for up to 6 guests - Tailored experiences with a local captain - Perfect for families seeking a memorable adventure - Depart from Oceanside Harbor, flexible duration available

With this San Diego boat trip, you don’t have to worry about encountering crowds as the group size is kept small to ensure a more personalized experience. During the tour, soak up the views of San Diego Bay, while enjoying onboard perks—such as complimentary snacks, soft drinks, and alcoholic drinks. As well as great views, the experience is the perfect way to relax on the water and see the city from a different perspective.