Hi Justin,
The fenders are a good idea - and I already have them but somehow my neighbor just doesn't like the sound they make as the slide down the side of his liveaboard...
Trade slips with him

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I don't know if this would be an option or not without looking at everything, but.......I'd look and see if I could put a mount on one side of the bow that would stay there. Then drop a small electric trolling motor on it when going in and out. Have an outlet up there to plug it into. Control it with a remote or a cord back to the cockpit. They are small and light and wouldn't be heavy to carry back and forth to the bow. I don't know if the thrust would be good enough as I have no experience with them.
Otherwise Bill's option looks good if the cost is ok.
While in Florida we were in a restaurant that had a dock down below with a slip to pull into. We watched a $500,000 or more 3 story cruiser try and dock there for almost an hour. They came in and insisted on trying to tie to the windward side of the slip when they could of just let the wind push them against the other side.
There was a poor guy up front with a line and a couple times they got close enough before the wind blew the bow away for him to loop the line over a piling, but he couldn't hold the boat.
Finally at 2:30 a waitress ran down to the dock and yelled at them that they were closing and reopening at 5 pm. The guy on the boat yelled back that maybe they would be tied up by then. We left

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Good luck and I won't recite all of our docking screw-ups. One involved the new bow anchor rollers though on the last trip,
Sum
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