5
10 Ratings
Visit experience’s booking site to check availability and book.
10 Ratings
Visit experience’s booking site to check availability and book.
December 2025 • Group-Trip Party
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.
December 2025 • Other Party
Relaxing ~3 hour excursion in the bay. Intimate setting with only six passengers total plus the capitain. Nice selection of snacks and beverages, and you can bring your own snacks and beverages to supplement what they have / ensure you have something you will like.
December 2025 • Other Party
We had a great time for a great price. The boat was large, with snacks, drinks, and two bathrooms. Our captain was friendly and knowledgeable. I highly recommend this company and plan to sail with them again in the future.
December 2025 • Group-Trip Party
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.
December 2025 • Group-Trip Party
We booked a three hour tour with sail San Diego and it was amazing. We went to the edge of the bay and to downtown. The views were amazing and captain Reese made the whole trip very enjoyable. We will definitely sail again with this crew!
December 2025 • Other Party
We celebrated our 28th wedding anniversary on Aug 2nd with Sail San Diego on their sunset sailboat cruise. Our captain was knowledgeable and showed us the beauty of the ocean and San Diego. The only bummer was my husband lost his ball cap when we were sitting on the beanbag at the front of the boat. It’s one we got on an Air Force base while with our son. Other than that, it was the perfect way to celebrate our anniversary.
December 2025 • Other Party
We had a wonderful time on our private sail with Captain Frank. We were even lucky enough to see some dolphins. Highly recommend.
December 2025 • Other Party
Cannot rave enough about our experience with Sail San Diego! January greeted us with a huge smile and was extremely helpful and Captain Rhys was awesome! The sail boat was immaculately kept and the snacks were on point. 100% recommended!!! 🙌 …
December 2025 • Other Party
We had an absolutely amazing experience with Sail San Diego! Captain Dave was hands down the best—super friendly, professional, and incredibly knowledgeable. He used to work on a sightseeing tourist boat, so he gave us tons of great info about the San Diego coastline, landmarks, and local history while we sailed. The boat was clean, comfortable, and the whole experience was smooth and relaxing. Highly recommend this to anyone looking for a fun, memorable time on the water!
December 2025 • Other Party
We had a blast on the morning sail with awesome Captain Greg last weekend. He is a wealth of knowledge about the San Diego area, an amazing captain and also funny! We saw lots of cool things and learned so much. Highlights included seeing the Navy dolphin and sea lion training center and also seeing the trees where Dr Seuss got his inspiration for the fun trees in his books!!! Thanks for a great trip Captain Greg!!