Sail San Diego in Style, aboard classically restored vintage Sailing Yachts with San Diego Sailing Tours. All of our Sailing Charters have a Licensed Captain to sail the boat and an onboard steward there to serve your every need. Want to Learn How to Sail? No problem, we are happy to offer Sailing Lessons so that you can participate in as much, or as little of the sailing as you’d like to. If you’d rather relax, then that’s fine too, that is why we have an onboard steward on every tour. Sit back, relax, and take in San Diego’s Beautiful City Skyline!