Re: Do you wear a life jacket?
Almost all of the time.
All of the time if I'm solo, there are no other confident sailors onboard, or I'm chilly.
Less likely if it's really hot out and there is a lot of experienced crew.
I did a fair amount of kayaking before sailing and got into the habit there. I feel naked if I get into a kayak without a PFD on.
I also have a kayaking dry suit that I use as my foul weather gear. With that I can be comfortable in the water even if swimming for over an hour. I've tested it before at 45 minutes in 42 degree lake water.
My sailing PFD is an inflatable, but I use a standard one when on the dinghy or a kayak.
1986 Pearson 28-2 "Elena"