Great sailboat rentals near San Diego, California.

Sailing Reviews in San Diego

1. AS

   Andrew

   San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event

   Our birthday celebration aboard the Jada was nothing short of exceptional. The yacht is stunning, the atmosphere was perfect, and the crew delivered a flawless experience - attentive, welcoming, and effortlessly on point throughout the entire day. Every moment felt seamless and elevated. It was one of those days you wish you could relive again and again. We’ll absolutely be back.

2. SM

   Suzanne

   Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

   We had an amazing time! Ryan was super helpful during booking and Captain Matt was great! Overall great experience, the boat was comfortable and very spacious for the 12 of us to move and socialize.

3. CG

   Christine

   Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

   Great boat, kind and knowledgeable captain….highly recommend booking with Ryan!

4. SL

   Sofiia

   Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

   It was an amazing Birthday celebration for my mom. We have spent 3 hours on the Tigress from 5:30-8:30, and it was magical. Beautiful views all around. Ryan, the owner, was super helpful and nice. He navigated our booking process and answered all of questions swiftly. Our captain Matt was also incredible. He gave us space but also communicated and joked when appropriate, and by the end felt like one of our own! The boat itself is well equipped, clean and very comfortable. The 8 of us were able to lounge and move around freely. There is a bathroom with running water and a fridge on board, which is convenient and a huge plus. Overall it was a great experience and I definitely recommend to choose them!

5. AF

   Ashley

   Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

   We loved our private sail with captain Matt! The boat was so comfortable and perfectly stocked with drinks and blankets. Matt made sure we saw the sea lions and all the points of interest along the coast. He answered all our questions and couldn't have been nicer. Booking the trip was so easy too! I messed up and booked our initial trip for the wrong date. I panicked and Ryan responded to my inquiry within minutes and saved the day. He was so accommodating and helpful. From the booking to the whole sailing experience I have not one complaint. These guys are truly the best.

6. 

   Gabby

   Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

   This was such an amazing experience! Highlight of our trip, for sure! The catamaran comfortably fit 10 of us and it was so relaxing! The captain was great and communicative! I would 100% book this again! The seating in the front was comfortable, with great views. The boat itself had cushioned seats too that were great. The table was nice for a little picnic and storage space for our stuff. There was definitely enough storage underneath as well as on the beds and in the kitchen. So grateful for this experience!