I regularly sail our 42 footer on my own, and find it easier than our old 20 footer.
I think it comes down to how it is rigged as CarstenB suggests. Ours was setup for a solo liveaboard
who sailed it that way for the better part of 20 years, so things are laid out well.
I make use of the autopilot
from time to time, but have practiced heaving to or balancing the helm
so that I can comfortably go forward to sort out problems if (when) they occur. Also, I find the larger boat is more directionally stable, so leaving the helm
unattended for a moment is less of a problem than on a smaller boat, which frees your hands up for sail trimming and freeing jammed sheets
I keep a good supply of short lengths of line of various sizes handy in the cockpit
, which I use to lash the wheel
, tie down doused sails
and generally act as a spare pair of hands when needed.
The Westerly Oceanquest seems to have nice clear side decks from the photos I could find, so I imagine it would be rather easy to move around, which I feel is probably one of the most important assets on a solo sailing boat.