The Best Sailboat Rentals in California

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!

Beautiful Professionally Maintained Sailing Fleet, Catamarans and Sailboats

Captain Sebastian is the very best. You would have 100% fun on his boat. My family and I had a beautiful three-hour ride, and it was next to none. Captain Sebastian is the guy you want—very cool, calm, and collected.

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

We had the best day sailing with Captain Ed and Joan - part of Captain Pam’s crew! They kept us safe and worry free. We celebrated on Glory Days with a surprise engagement party, could not have been better experience! Captain Ed helped us maintain the surprise in the dock.

Incredible 36' Cruiser For Rent

Had an amazing experience with our boat driver! Super friendly, knowledgeable, and made the whole trip fun and enjoyable. Highly recommend for anyone looking for a smooth, safe, and relaxing ride!”

42 Sailing Monohull Tours in Sausalito

Our afternoon with Rick was simply spectacular. We were able to experience all of San Francisco's microclimates, and special spots... fog and fog horns from the Golden Gate, heeling over in the bay with great wind, stunning views of the city, other fun sailboat regattas, calm and warmth of the back side of Angel Island...all while having lovely lite apps, fun conversation and James Taylor tunes. :) Rick is a great captain; we all certainly felt safe and confident in his knowledge, skills and ability. And he keeps beautiful Gentle Storm in tip top shape. We will be back for more adventures, Rick!

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

I was in town visiting a girlfriend and we wanted to do something different. We booked a 3-hour sail with Matt, and we had an incredible experience. Matt was professional, friendly, and extremely knowledgeable about the area. He made sure we were comfortable throughout the entire trip and provided interesting insights about the coast and marine life. The boat itself was clean and well-maintained, with plenty of space to relax and enjoy the stunning views. We brought our own snacks and drinks which we enjoyed while watching the sunset. It was the Friday night we didn’t know we needed to decompress from the week and quality time to catch up. Overall, sailing with Matt was the perfect blend of excitement and relaxation, and I highly recommend it to anyone looking to explore the coast from a unique perspective!