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2 hours 30 minutes
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Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride without the rolling and leaning that often causes seasickness on other boats. When you are welcomed aboard, you'll feel comfortable right away because we really do like people, and with such small groups, you've escaped the crowds. We always say it's great to be a tourist, but better to not feel like a tourist. With cushioned seating with back rests, our catamarans are comfortable for all ages of guests from young kids to seniors. A perfect way to spend a lazy day, unwinding and relaxing, no cares in the world.
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Come experience the "Catamaran Difference". We have over 37 years of experience taking guests sailing in San Diego, and you will feel welcome right away on our cats. 2.5 hours is a good time because we cover a larger area, and see more beautiful sights. During our sail we will explore the harbor, and sight see areas such as the downtown skyline, Coronado Bay Bridge, the Embarcadero, and Midway aircraft carrier. We always see sea lions, seabirds, and often dolphins. Since we only take small groups, you'll feel like you're just out sailing with friends. Since we truly love to sail, we turn off the motor as soon as possible so you can just experience the quiet of the wind in the sails. Our catamarans are very wide and spacious, and they are comfortable for all ages of guests. There are several seating areas on the boats to find your perfect spot. Of course there are convenient bathroom facilities aboard. If you would like to take the wheel, and feel the power in the sails, you are welcome. We may not be the cheapest option, but my guys are "World Class", and are paid well. You'll get a great vibe on the boat right away, and make some great memories.
Blankets
We provide beer, wine, soft drinks, and bottled water. We have domestic and Mexican beer, but you are welcome to bring your own special food and drinks. (No red wine please.)
Parking is not included. Plenty of pay parking is available.
Captain's gratuity. Cash or card at boat after sailing ok.
You are welcome to bring your own food and beverages if desired
219 reviews
Total reviews and rating from Viator & Tripadvisor
matthewv228,,Dec 11, 2025
- Review from Tripadvisor
Sailing with Captain Matt was an amazing experience! Fun, relaxed afternoon with friends and he provided some amazing views. I wouldn’t go with anyone but Captain Matt sailing the SD bay.
Kseniia O,,Dec 10, 2025
- Review from Tripadvisor
This was my first experience with catamaran, it seems pretty stable on the water and is great for relaxing sailing experience. Captain Ryan seems to be lknowledgeable and experienced. He made us feel comfortable, shared some stories and bits of knowledge about sailing and San Diego. I was impressed that he actually sailed most of the time, even though the wind was pretty low. The sunset was gorgeous, and we got some beautiful shots of San Diego skyline. We passed the USS Midway museum, sailed under Coronado bridge, got to see some navy ships and military cargo plane.



445hillaryz,,Dec 10, 2025
- Review from Tripadvisor
What started as a 3 hour tour became a fun bonding experience with Captain Matt at the helm. He kept the mood light and the music flowing. We were ushered around to the wonderful views around the harbor. He even made sure that we had time for a quick swim session. The extra special touch was being able to experience the sunset while on the water. This adventure is great for friends, family or even your co-workers! Enjoy the flowing conversations while sailing around the breathtaking views of the harbor!





dahannar,,Dec 10, 2025
- Review from Tripadvisor
Captain Matt was amazing and experienced our group of 8 enjoyed our time with him and would 1000% return and request him.


davenN6483KA,,Dec 10, 2025
- Review from Tripadvisor
Fantastic late afternoon sail in San Diego! Captain Matt provided a relaxing, friendly, and entertaining experience! Five stars! Highly recommend


benkO525XR,,Dec 10, 2025
- Review from Tripadvisor
TripAdvisor and Ryan made the booking easy for our larger party, Captain Matt was excellent and showed us a great time out on the harbor!

Z3408AQalexr,,Dec 10, 2025
- Review from Tripadvisor
Captain Matt was great and took us to a spot we could jump in the water. The views were great and the sunset views of the city skyline was awesome.
tdbecker0,,Dec 10, 2025
- Review from Tripadvisor
Great evening! Very relaxing! Captain Ryan was outstanding. Extremely experienced. Tour guide as well as captain. We will be back next year!
Courtney D,,Dec 10, 2025
- Review from Viator
Very peaceful sail, the experience was great in December. Captain Ryan took care of us and we saw a cruise ship leaving and that was a fun experience
Donna P,,Nov 30, 2025
- Review from Viator
It's very enjoyable. Smooth sailing by very competent Captain. Interesting facts shared by the captain about the area and sailing.
Operated by Fun Cat Sailing Catamaran Adventures