Evan H.
9/5/2025
Fun Cat Sailing Adventures is hands down one of the best ways to experience San Diego from the water! Captain Ryan makes every outing feel special -- from provisioning the boat with beer, wine,...
Fun Cat Sailing Adventures
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955 Harbor Island Dr
San Diego, CA 92101
Daily sailing adventures aboard 2 beautiful ocean going large sailing catamarans. Help sail, or just relax on an afternoon sailing adventure, or sunset sail. Our Captains are experienced and friendly, but our catamarans are really the stars of the show. My 1st catamaran "Tigress" is spacious, stable and comfortable for larger parties. My 2nd catamaran "Wind Drum" is the Ferrari of the sailing charters. Very fast, exciting and also comfortable. You can charter one of our catamarans privately, or join in, and pay per person. Small groups insure that our tours are fun and informal. After you come aboard, you will feel like a friend going for a sail with friends. We are very non commercial/touristy, and there are no phone #s or signs on our boats. We focus on quality, not quantity. We are of course Coast Guard licensed Captains with over 28 years experience taking San Diego guests out on the ocean. Catamarans are more fun.
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Reviews
5.0110 reviews
Rick H.
8/5/2024
I had no idea what to expect when my friend invited me and my wife to go on a cruise around the harbor. It was a picture perfect San Diego clear sky afternoon when we were met at the dock by Ryan...
Lynne T.
7/27/2025
Captain Ryan is the best! It was a windy day and we got experience an awesome sailing experience while other captains took their clients around the bay with little motor instead of using sails!...
Jason W.
6/27/2025
Exceptional experience. Beautiful sail out through the harbor and nearly out into open ocean. A mix of sail and motor. Sea lions, dolphins, epic Navy ships and submarines. Captain Matt was...
Cinthia C.
7/7/2025
We have a wonderful time this weekend, we watched a beautiful sunset , enjoyed some cold wine , we even got to see beautiful dolphins , captain was very attentive, waited for all the group to...
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