for a Caribbean cruise
Not a bad idea, but you should also consider taking a look in the islands, too. For some, the USVI or BVI are the "graveyard of broken dreams" with lots of boats left for resale by "cruisers" who got that far and flew home. Since it's expensive to keep a boat, there are a fair number that can be bought at "stress relief" prices with some careful shopping
Did it myself as recently as a year ago. Got a fine boat at an outstanding price. Not a project
boat, just needed some tidying and a bit of outdated equipment
to replace with up-to-date gear
. Now we're almost up to "finest kind" level.
I had good experience with BVI Yacht Sales, Nanny Cay, Tortola. Can't speak about other brokers in the islands, but you could do well with these guys.
An Example: yachtworld.com/boats/1979/Pearson-40---ACT-NOW-or-Miss-Out!-2431227/Road-Town/British-Virgin-Islands
Fair winds and following seas.