Wine club
This sounds like a good idea on paper but your wine may spoil in transit. My nieghbor gets weekly shipments from Florida to his business in the free zone and had quality control problems. He placed recording thermometers in some containers and found temps could exceed 160 in the three day voyage. Our experience in shipping a container from Florida to POP with household goods was that it took 28 days and two trips to Santo Domingo to get through customs. Ever wonder why there are so many bad bottles sold in stores?