I would say tipping at Watch Hill and Sailors Haven is probably optional, it's pretty much a, "your on your own marina", as opposed to a real marina where you have a dockmaster and dockhands, who come out and help you. I tip the kids at watch hill when they help me with a reservation, getting the slip I want, etc. Usually the person who collects is not the person who I made my reservation thru. I like to take care of him for that one time when all the reservations are gone and there are slips left....if u know what I mean!