The Best Sailboat Rentals in Oakland

Luxury Tripp 43 Sailboat Charter in San Francisco Bay

Dan was amazing! I couldn’t have asked for a better experience for my birthday. He gave us lots of options on routes to take and was very knowledgeable. I felt very safe on board with him and would recommend him to anyone!

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

Amazing experience with Jan & Allen, they are amazing hosts and had great gift ready for us and our pet 🐶 she loved the trip as well. One of the best trips, will be returning back for sure 😊

35.5' Hunter-Legend Cruising Monohull

Here’s a more understated version: Mary was easy to communicate with and everything went smoothly. The fleet was in good condition, and we had a great experience overall. We’d be happy to charter with her again!

30ft Catalina Sailboat Charter in Alameda CA

Great experience! Got caught with fog sadly but had a great conversation and views of as much of the bay as possible. Really nice boat too, thanks!

Schock 35' Cruiser Sailboat in San Francisco Bay

This was an amazing experience for me and my family. Dan was a great host as a captain, and made the boat ride extremely fun! This is definitely something I will be returning to do in the future. Thank you so much for everything Dan.

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!