if you're just doing the caribbean
you won't need to take a lot of stuff with you - 30 days of food
is probably two weeks too much, as we discovered. same for clothing
- shorts and t-shirts is the order of the day. we have a 37' cutter
for just the two of us, and there are times when i think i could do as well on a smaller but well laid out boat, maybe 34 feet.
i wouldn't get too concerned about getting one more foot of loa
; just find a well built comfortable boat that sails
well and can stand the occasional heavy seas and high winds.