The Best Sailboat Rentals in San Diego

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.

Let's go and Sail in San Diego!

Gabe was an amazing captain! Kind, funny and felt like part of the group. My husband got to drive the boat and he was very knowledgeable in teaching him every little thing. We had so much fun! We will definitely be back soon! Thank you so much!

Let's go and Sail in San Diego!

The absolute best experience ever! Gabriel made the whole experience amazing and gave us a great deal too! He was the best captain to rent from! Highly recommend!

Let's go and Sail in San Diego!

Had an incredible time on the water! The boat experience was absolutely awesome, and Gabe was fantastic to work with—professional, friendly, and made everything so easy. I’d definitely use his services again. Highly recommend!

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!

Let's go and Sail in San Diego!

Gabriel was an awesome captain! He reached out once it was closer to the trip and kept constant communication. The boat was clean and spacious! My friends loved the opportunity to steer the boat. We got great pictures too and had a chance to jump in the ocean. Gabriel was super fun and matched the group’s vibe perfectly! Never a dull moment :)