Under sail · SAN DIEGO SAILING TOURS
The coast of San Diego from the water: 6 sailing trips with their prices, how long each is out and what is served on deck.
Sail San Diego Bay for about two hours with no more than six people aboard. Captains such as Aaron, Patrick, Derek, Adam, and Maggie share the helm as you pass the USS Midway and Maritime Museum. Expect bean bags, blankets, a bathroom, sunset views, and room to bring your own food and drinks.
“Excellent sail with beautiful sunset views! Our Captain was great and informed us of everything we needed to know!”
Sail San Diego’s Catalina-style boat for about three hours with no more than six people aboard. Expect sunset views of the skyline, Point Loma, Coronado Island, the USS Midway, and the bridge, plus beer, soft drinks, snacks, blankets, binoculars, and Bluetooth music. Captains such as Dave, Greg, and Reese add local insight when asked.
“We had a great time on Captain Dave’s sunset sail, he was very knowledgeable about the landmarks around San Diego harbor and was more than willing to step in and snap a photo for our group. Definitely enjoyed the complimentary snacks and beverages as well!”
Spend three hours aboard a 40-foot sailboat with up to six passengers, cruising from Shelter Island past Point Loma, Coronado, naval ships, and possibly Seaport Village. Captains such as Dave, Greg, Bree, and Chris add local insight when asked. Beer, hard seltzers, soft drinks, snacks, blankets, and Bluetooth music are included.
“Beautiful!! Dave was an amazing captain and made the experience even better. So much to see and enjoy.”
Join Captain Phillip aboard Liberty, a hand-restored reproduction of a 1904 sailboat, for a two-and-a-half-hour San Diego Bay cruise. With no more than six passengers, you can help sail the boat, sip beer or white wine, spot sea lions and dolphins, and watch the skyline glow near sunset.
“The sunset sail with Captain Phillip is the highlight of our trip so far. Well worth every penny and highly recommend”
Spend about 2.5 hours sailing San Diego Bay with no more than six people aboard. Captains such as Ann, Colin, Billy, and DJ mix local stories with easy conversation, while you pass the USS Midway, Coronado Bridge, Seaport Village, and historic ships. Drinks are included, blankets are available, and sunset departures offer the finest light.
“Ann was a fantastic captain and host! She is skilled and a lot of fun! The boat was very comfortable and we had a great time.”
Meet your captain at Safe Harbor Sunroad on Harbor Island for a 2.5-hour sunset sail limited to six people. Captains Ryan, Matt, Kaya, and Ty are known for friendly hosting, local facts, and hands-on sailing. Expect skyline views, sea lions, seabirds, possible dolphins, complimentary drinks, blankets, and a quiet ride under sail when conditions allow.
“This is such a fun activity in San Diego! We did the sunset cruise for our birthdays on a girls trip and it was the perfect way to see all the sea sites without the pressure of walking thru all of them. Captain Ryan was the best and is so educational about sailing. He will tailor your trip to whatever you want. If you want to just sip and drink wine, he will do all of the work. Could not recommend this more!!”
Pick a boat, a coast or a time of day.
