Unforgettable sailing adventures on the San Diego coast with expert captains.
Sail San Diego offers exceptional sailing trips along the San Diego coastline, providing a memorable and stress-free experience. With a perfect 5-star rating, customers praise the simple booking process, friendly and accommodating staff, and knowledgeable captains like Dave, Rich, Frank, and Stu. Trips include music, snacks, drinks, and scenic insights, making it ideal for private sails, sunset cruises, and group outings. Located at 2720 Shelter Island Dr, it's a top choice for visitors and locals seeking a fun, professional sailing adventure.
2720 Shelter Island Dr, San Diego, CA 92106, USA
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Exclusive sailing trips during sunset for couples or small groups, offering romantic views and personalized service.
Guided sailing adventures along San Diego's coastline with commentary on local landmarks and wildlife.
Fun and social sails for larger parties, complete with snacks, drinks, and music for a memorable experience.
Tailored sailing trips for special occasions, corporate events, or family outings with flexible scheduling.
Easy and accommodating sails for first-timers, led by experienced captains to ensure comfort and enjoyment.
Overall rating
Peter Phillips
Another amazing day sailing with Sail San Diego - This time on Miale, their Gulfstar 50. While the wind was modest the time we had was "All Kinds of FUN!!!" Captain Frank and 1st Mate Cloe took care of our every need. We will be back again soon. Thank you Sail San Diego!!!
Jaskirat Gebi
Took a sail with my husband with them last week. It was such a great experience. They’re so accommodating and called me ahead to give me all the heads up info. The group was only 6 people plus the captain. Captain was so well versed and experienced. It was such an easy sail and we had such a good time. Couldn’t recommend them enough.
Jake Lichman
I definitely recommend this to anyone visiting San Diego. The sailing experience was wonderful and the sights were absolutely amazing. We set out with Captain Rich who was very kind, stress-free and made the experience for our group one to remember. He had a great selection of music and provided some snacks and drinks for the ride.
Jared
Booked a private sunset sail with Sail San Diego and didn’t know at all what to expect as it was a first time experience. Everyone was awesome and really made the extra effort to make our evening great. Easy to book online, emails to verify and remind of the upcoming reservation. I called to inquire about parking and they were super friendly and informative about the area. When we arrived, we were greeted by very friendly staff who made us feel very welcome and comfortable and gave easy directions to the pier. Captain Stu was great and clearly a professional who made our sail very fun and memorable. The whole process from start to finish was an awesome and I would highly recommend this company. From reception to dock staff to Captain Stu, everyone made our trip a great experience. Thank you all.
David A
This is one of the BEST sailing trips you can take. The reservation procedure is extremely simple. The office staff is cordial, accommodating, and understanding. There was another couple and Captain Dave in the Sail Boat. Captain Dave had a great selection of music to listen to while on the trip. If you had a bit of hunger, it was just a step away in the cabin; filled with goodies and a variety of drinks for your taking. Captain Dave described the many places around the coast. We want to go back and spend a bit more time. We highly recommend Sail of San Diego.
