To Matts if you have some boat experience a boat 37 should not be a problem. I worked and operated large boats 95 to 125 foot fishing
draggers although 31 yrs ago and learned not to be afraid.
The main thing is you have to understand is a bigger boat can't be manhandled to and from the dock
or what ever . To get a 125 ft boat you use spring lines and engine
power etc. You have to think of what is going to happen to the boat before you make a move or another way of looking at it is know your boat and plan ahead.
I own the S/V Freespirit which is 39.7 long beam of 12.1 and very heavy and I single
hand it with no problem and I am partly disabled after having eight operations on my arms and shoulders and have two bad dics in my back.
My point you have to use your head
not your back . I set up my lines and fenders before I dock
and look at the other displacement
boats which way are the facing into the wind or current
, and come in that way .
Displacement boats (most sail boats are reacting to current
if it is strong and when you come into the current you have flow across your rudder
and therefore Control . If I have to come into the dock and its a strong cross current and heavy winds I don't come to the dock without help ( a man has to know his limitations and wait till slack tide and milder winds.
I refuse to not sail because no one wants to go but do it safe plan ahead and pickyour days . I keep my boat on a mooring
and that also helps abit . One more thing I love being along some of the best sailing can be done alone but you need to have you s--t together I don't wait till stuff breaks and don,t wait till hell lets loose to get a reef in.
There is no perfect boat but you have to know yours well I hope I made you fill better about it just grab it by the horns you will love it.
May fair winds fill your sails