San Diego Sailing Tours

Captain DJ was the best - Captain DJ made our day so memorable. He was very friendly and attentive. The other guests didn’t show up so my friend and I had the sailboat to ourselves.

Such a fun cruise. The captain was so sweet, bathroom was clean, drinks were available. It was overall an amazing time. 10/10 would book again. Thank you so much for... read more a great sail

Relaxing excursion! - This was such a fun, relaxing way to end our vacation! Captain DJ was great! Super friendly and a great guide! We would definitely recommend friends and family to take... read more this excursion.

A wonderful experience! - We had a wonderful time exploring the San Diego area by water. Captain Sabastian was so great! Very friendly and knowledgeable. Best thing we’ve done in San Diego!

Fabulous - The best part of our experience was our lovely Captain DJ. He was knowledgeable, chill, confident and a great host.
The experience was exactly what I had hoped for.

We had an excellent sunset cruise out with Captain DJ. He was a very skilled captain with years of knowledge of the boat and area. He is constantly working, whether... read more he is adjusting the sails or talking with his patrons. He pointed out landmarks, took us by seals sunning on the live bait dock, we saw dolphins and a wonderful sunset. Do yourself a favor and book this trip

An awesome experience of nature and the ingenuity of man. - What a wonderful experience! The yacht was in excellent shape, very clean and well maintained. I love the intimacy of our small group and everyone quickly became friends. Captain DJ... read more was a masterful sailor who made me feel safe and comfortable while also thrilling us with some top notch tacking and speed. It is truly lifetime must to experience the spray and scenery at the bow and I loved every minute up there. It was so fun to see the sea lions and all the different types of birds in their habitat! A unique way to see San Diego's harbor and coastal views.

Book it - So worth it. A highlight of my solo trip! An intimate evening filled with sailing stories, dolphins, and plenty of white wine... what more would you need? The captain (DJ)... read more made the evening extra special by being himself and acting like an old friend. At some point, rest easy on the bean bag chair on the bow - it's the best seat in the house!

Amazing! - Great experience sailing the bay. Captain DJ has some amazing skill on the water. Absolutely recommend this sailing experience to anyone visiting San Diego.

Perfect Sailing Experience - Captain DJ was an excellent host and guide. The perfect sailing excursion for a more intimate San Diego sailing experience.

Relaxing way to see San Diego - Great time on this Sunset Cruise. Our Captain (DJ) was a great host, and really took care of us. It was an overcast evening when we went though, so we... read more were glad we brought warm clothes!

August sunset cruise - Our captain, DJ, was really nice and knowledgeable about San Diego. It was fascinating to learn about his sailing background, as well as about the naval bases in Point... read more Loma and North Island.