Joe is right, and...
$440 is way too much to drop and raise a mast on a 27 foot boat. Most boat yards I've ever stayed at had a "free for our customers" hand cranked crane (jin pole). You can use an A frame, a nearby bridge, whatever. (I've seen stout trees and other boats used in times of emergency but don't recomment these methods). A mechanically inclined fellow with some practice and a jin pole can do it single handed. With wind, lack of experience, etc. I'd recommend 3 adults (1 on the jin pole, 1 on the mast, 1 to grab/tie/guide/whatever). We've always done it assembly line fashion, but maybe our yacht club is more "cooperative" than most. Each weekend in the Fall there is a list of boats done for the season and requesting haul out. Prepare -- while still at YOUR dock, remove the boom, secure all halyards, etc., remove any tape or safety wire, loosen lock nuts, etc. from turnbuckles and loosen the rig a *little* bit so that when the time comes you can hand loosen the stays and pull the pins. (You don't want to find out you've got something seized when your turn comes.) Process is the boats come to the pump out dock for their final pumping, move to the jin pole dock, drop the mast, move to the haulout well. While the travel lift carries your boat away, you help drop the mast on the boat behind you in the queue. Paying $220 for that is crazy.
