I am a long time sailor of small boats so when I get a chance to go out on a classic big boat I jump. This boat was involved in the '92 America's cup. It's a racing machine and yet the ride on the water was smooth as glass.San Diego weather is perfect for sailing most days, 10 to 15knts of wind, sunshine. If you go in the summer, you can bring a wind breaker but you won't need it. Definitely bring a hat with a chin strap as it's easy to lose it if you aren't paying attention.
They "let" you crank the winches, which most people get tired of after one or two times, but if you want you can winch all day long. As there are three stations each with two positions so 6 people could if they wanted to crank away for every tack, although in general 2 is enough people power to adjust the sails. Everyone gets a chance at driving, they watch the time carefully so everyone gets a nice long turn. The skipper is right there alongside you, so no experience driving is necessary.
All in all, one of the best things to do in San Diego. I for sure will go out again!
And yes, get there early for the video and lecture on the history of the America's cup.
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