It depends on how your slip is configured. Posting a photo of the slip would help you get better advice.
I used to run sailing charters for many years on a 30-foot sailboat (though not a Cape Dory) and always docked singlehanded. The best tool I had in my bag of tricks was a spring line run aft from the genoa winch to the outermost piling. I always left that line, tied to the correct length, on the piling as I left the slip. When I came back in I would grab the line, slip the loop over the winch, let the line stop the boat, then put the engine into slow forward. That one line and the engine would keep the boat against the finger pier even in a stiff breeze allowing me to take my time with all the other lines.
Here is a photo of that boat in its slip. The white dock line at the tip of the red arrow is the "magic" dock line. There are lots of other tricks at play in this photo too, such as permanently rigged fenders on the finger pier and a bow bridle to keep the boat off the dock or from drifting side to side if for some reason I missed the "magic" line (though I never did).
Slip.jpg
As a little aside, please note that there are way more dock lines than usual in this photo because the boat was being secured in preparation for Hurricane Frances, one of the FOUR hurricanes that hit Florida in 2004. Frances passed about 100 miles away, so I left the boat in the marina. 10 days later Hurricane Ivan hit this marina, but for that storm I had moved the boat to a hurricane hole. She was one of the few undamaged boats within 100 miles.
Anyway, if you are talking about docking singlehanded when visiting a dock other than your home slip (such as a fuel dock), the same principle applies: get that after spring running from your winch to a cleat on the dock, then put the boat in slow ahead, and finish the rest of the dock lines at your leisure. I use this same technique with my Cape Dory Typhoon, which I sail singlehanded frequently. It makes docking simple and stress free.
Smooth sailing,
Jim
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