Re: what type of windless winch for a 27 foot boat?
I have a Powerwinch 31 free-fall horizontal windlass on my 25 footer. With the properly sized wiring (PO used 14 GA wire, I switched to 6 GA) it's awesome. It tugs my boat along like it's in gear at idle.
The free-fall feature is great for quickly getting the anchor deployed without leaving the helm. Other windlasses I'm aware of don't have the feature at all, or require someone to go forward and manually disengage the clutch on the gypsy.