We sailed Cinderella (our 35-2) from Seattle to Costa Rica and are about to sail across the Pacific.
I think some Caribbean sailing should be no problem pending you inspect your rig, steering, sails, and thru-hulls. It is all about keeping the air in, the water out, and pointy stick up after all. Lol
We carry 30 gallons of water, but run our watermaker quite a bit. We didn't have a watermaker until La Paz, MX, so we spent 4 months cruising on our 30 gallon tank plus 3 5 gallon jerry cans (45 gallons total).
The hardest stint (capacity wise) was the run from WA to Eureka, CA. It was about 500 nm and we ran the water tank pretty low with 4 people on board.
With just two people we sailed from San Diego, CA to Cabo San Lucas (about 750nm) on 35 gallons.
Jim Kellam (an inspiration to us) on a 35' boat went from Cape Town to Panama on 30 gallons.
The trick is using a foot pump and makeing freshwater for drinking only. All dishes and toilet flushing was done with seawater. We also cooked our pasta in it (seawater that is).
Not that we have a watermaker, we are much more lax.
-p