Home Alone, Too
One thing I'll note about my post below, about sailing the SF Bay. It is indeed technical sailing; there is the risk of collision above all, with other boats or land, but the adage: if you can sail SF Bay you can sail anywhere is simply not true. Sea swell is usually easy to manage, but the thing I do not want to ever have to do is ride out a storm at sea. Boats, even relatively small sail boats, can do that, and experts vary on which of the handful of methods of riding out a gale or storm is best...but it is the waves, not the wind, that can flip a keelboat over. Specifically, breaking waves, steep waves that the boat loses control of going down (or up) the face...any boat can capsize in bad enough wave activity. The bigger ones are just safer because of size (paraphrasing Nigel Calder in his monumental book). The thing about ocean sailing is that, unless one is in a storm or some bad swell, the waves and swell are generally easy to manage (though seasickness is an issue for...