Just returned from yet another stellar sailing trip. We always check about 4-5 styrofoam coolers packed very tight with frozen/refrigerated foods - some are prepared meals and appetizers, things you can't find down there (like Buffalo chicken dip and spinach artichoke dip, breakfast casserole, chicken marsala, steaks, crab cakes from MD etc.) We have never had any difficulty checking them through customs, but I do declare an estimated dollar amount. We just paid $55, which was well worth it, IMHO, as we ate like royalty on board (crew of 12). We usually keep one of the coolers on board for the wine, and all are disposable and left behind. But - they must be the really good, thick ones (think Omaha Meat coolers) or else they can get torn up in travel. With the frozen foods packed, everything is still very cold/frozen 24-30 hours later. I attach a contact list on top, with our info and the charter outfit info, as well as contents: provisions; TSA always opens and re-tapes, with no problems.