I would only buy from an authorized Rolex dealer. You can find them on their website. I bought mine back in 1994 at John Bull in St Thomas. No longer a Rolex dealer on St Thomas.
Price the watch you want at home, then compare when you travel. There are still a few dealers in the Caribbean. I’ve not filled out a declaration form with customs in several years. In October we just walked up to customs agent, he held iPad to my face and confirmed identity. Walked right out.
Even when we bought my watch 25 years ago, I just walked through customs. My husband on the other hand was stopped and his watch was already 5 years old! Lol
