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We almost never leave and return to the slip on the same day, which I suppose is what constitutes a day sail. Essentially, we consider a day sail to be one where we stay in the Bay and anchor overnight. May not even leave the boat.

A destination would be out to one of the islands or up/down the coast. With enough time, I prefer a destination as well. However, the nearest offshore spot for us is 3+ hours in ideal sailing conditions or motoring. 5 hrs is common. In order to get there in reasonable time, you need to be on your game, stay properly trimmed, chart an efficient course, etc. If we have to go out and back on the same weekend, it depends on our mood. Sometimes I just need to get offshore (ish) and go somewhere. Others, ghosting along in the Bay to a quiet cove, crack open a few beers and BBQ is just what the doc ordered.

But sleeping at anchor or mooring is almost always required.
 
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