The Best Sailboat Rentals in Oakland

Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

We had such a beautiful experience on this sail! The boat was spectacular and so smooth. The team was supportive and friendly. It was magical being out on the water and we felt so taken care of between the route, the catering, and the different features of the boat, in general. The crew even pivoted to allow us to sail into McCovey Cove to hear a surprise concert being held at the ball park that night. Highly recommend for any larger group or special event!

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

Amazing trip around the bay with Captain Jan for my daughters birthday. I was very happy with the communication pre trip which allowed me to plan properly for what we should bring and how to get to the boat, bringing me peace of mind. I also appreciated how captain Jan was flexible during the trip, including allowing us to swim in a nice cove by Angel Island. we also were lucky enough to see whales, pelicans, sea lions and porpoises. Cherry on top Jan and his partner gifted my daughters with a very cute handmade gift (I won't spill the surprise). overall great afternoon on captain Jan's boat. highly recommend for a party of 6 or less.

Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

I booked the boat as a birthday party and surprise vow renewal for my husband. Allie and Joyce were super responsive and helpful. The crew was kind and accommodating. Great experience!

30ft Catalina Sailboat Charter in Alameda CA

My friends & I had a great trip with Brad for 6! We didn’t expect him to let us actually sail with him, but it was super informative. He was very knowledgeable about the boat and navigating other boats. Everything was clean! We were able to bring our own food & drinks too! We would definitely recommend it to others in the future!!

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

Jan worked with us to make this trip, exceptional. The boat is fantastic. He and his crew are fantastic. I would highly recommend booking with him. I’m a sailor and my girlfriend and I did most of the driving. Also, his boat is equipped with great electronics, which add to the experience.

30ft Catalina Sailboat Charter in Alameda CA

Booking and sailing with Brad was wonderful! He was super quick to respond with booking questions and the sail was great! Brad was a seasoned captain and a fun hang. We had some experience sailing and he let us do a lot of the sailing, but he also caught on quick to where he needed to jump in. We had such a good time!