I'm zeroing in on the Tayana 37 to focus and one question I have is how difficult are they so single hand? I know they can be, with most difficulties being around the dock and anchoring/mooring, but is it significantly more difficult than most 32s or 35s? Anyone advice from those with experience sailing solo on them much appreciated.
They are heavy boats and therefore have a lot of momentum. That makes docking a bit tricky, so there's when the extra hand is needed. With an autopilot to help raising/lowering the main and the self-tacking staysail (on the cutter), they are pretty easy to sail.
Backing up is a b*****, but then more hands won't make a difference for that.
Probably a lot like my Island Packet 380 cutter. Momentum can be your friend if you go slowly and think ahead. It just takes practice. If you practice with crew onboard to step in and help if things go haywire, you can learn a lot about how your boat handles and have a "safety net" in case you need it. After a while you'll find very few situations where you actually need someone onboard.