Re: Sailing alone??
Don't get too wrapped up in size. A 22 foot boat not set up properly can be harder to singlehand than a 49 foot boat that is.
Lead your lines aft. Get some lazy jacks, a roller furling jib and an auto pilot (FWIW, I don't have one but it would be nice). Set up your slip with some lines to prevent the boat from running into the dock should you miss the line. Learn how to use a line amidships to catch a dock cleat and tie up the boat until you get the rest of the lines on. Have plenty of fenders.
Once you do it a few times, it'll be no big deal. Take another sailor with you who's instructions are to just ride along unless you really need a hand if it helps you feel better.
If I can single hand, anyone can.
This post is made from recycled electrons
A ship in harbor is safe, but that's not why ships are built.
1974 Alcort Minifish-Minifish
2001 Drascombe Lugger-Penelope
2004 Hunter 260-Miss Muffet