I use to work in St Kitts
. I brought coolers full of steaks, shrimp, and good country smoked sausage. After all day in the cooler it would only begin to defrost on the top layer.
Now we go to the BVI's 2 or 3 times a year. We do the same things. Cooler full of meat, Steaks, chicken, ham, bacon, pre cooked frozen pork barbeque, pre cooked frozen beef roast. All the precooked stuff makes easy quick meals
. All yo have to do is pick up a few veggies and breads as you go along during the week. It saves a lot of money
and mostly TIME not having to shop for all the foods. Just have to get the liquor.
We have had ZERO trouble with customs
into BVI's, you cannot bring it back into the USA though even if you bought it there. That even means to sail back to the USVI and consume it onboard. They will ask you about any meats, plants, farm products. as normal.
I even use the cooler to carry back the dirty clothes, much to the chagrin to the US customs
that look in it on the return