I may be developing a case of "His eyes are bigger than his stomach", as we say of a toddler who asks for more food than he can eat.

I know I can easily single hand a 20,000lbs gaff cutter* of 37ft LOA and 650 sq ft, and a 38ft masthead bermuda sloop** of 16,000lbs and 586 sq ft .

Now, If I try this on a Bermuda cutter*** of 55ft and 38,000 lbs with 1,100 sq ft , will I come unstuck?

* Wood, long keel, useless engine, good manual windlass, roller reefing mainsail.

** GRP composite, moderate fin and skeg, 30hp, manual windlass, slab reef main, roller headsail

*** GRP, moderate fin and skeg, 45hp, slab reef main, hanked headsails, no windlass at the moment (but would plan on electric)

Interestingly, my no.2 son's Squib keelboat, an absolute joy to sail, feels a bit "small and tippy" when I venture onto her foredeck.