Re: how long does it take you leave?
Ok, I'm all dock, and freshwater, so my times are lower...
Arrival to motoring out of the dock is about 10 minutes, and I solo sail. So that means unbutton the boat, put tiller pilot on, secure drinks, tuff luff on my genoa, and strip the boot off my main, throwing the halyard on and dropping the main into the cabin (ready to raise).
Coming back to the dock, I try to put the tiller pilot on, and roll the genny, and mainsail before I get back to the dock (saves time)... if I do that, it's about 15 minutes by the time I am leaving. If I have to do those 2 things at the dock, add about 10 minutes to that number.
My record speed leaving dock was 5 minutes to get underway, and 5 minutes to secure and leave the marina (but the work was just done more on the water).
"Rum Line" an S2 7.9 - cheap, fast, trailerable, and paid for.