The Best Sailboat Rentals Near Oceanside

Let's go and Sail in San Diego!

The communication was great, very flexible with the times and the ride was very enjoyable, the boat is spacious and clean. Highly recommended, will book again.

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!

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

This was a wonderful experience and Captain Glenn, kept us safe and comfortable. The boat is in excellent shape.

60’ Premier Private Sailing Yacht in San Diego

I’ve used many companies in the past and this one BY FAR exceeds all of them. Great and easy communication beforehand, perfect boat layout with a lot of space to sit and hang. Jim and the crew were amazing and very engaging. I would definitely do it again!

Let's go and Sail in San Diego!

Gabe was the absolute best! Easily the best boat ride we’ve ever had! He was so fun & accommodating & made this boat ride our favorite part of our San Diego trip! Cannot recommend him enough! Thank you Gabe!!!

60’ Premier Private Sailing Yacht in San Diego

Everything was spectacular! Rented for a combo bachelor bachelorette party and everyone had a great time. Amazing value, boat speakers and the general space was terrific. Great time and would absolutely highly recommend. Jim even knocked us down a price tier out of the kindness of his heart.