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Check the prices at home so you can compare. I don't know where you are going but, St. Thomas is known for jewelry prices. If you are doing Montego Bay, Grand Cayman and Cozumel you may be out of luck. Grand Cayman is known for diving so they might have the watch but, prices on things like t shirts are high so, I don't know about watches. You could check Coz. Forget Jamiaca.