Price the watches you are interested in before your cruise. You will find that the prices offered aren't as good as you may believe. The other thing to think about is service. Is it really worth saving $100 on a $2000 watch to have to send the watch back to a store in St. Marten and hope they send it in for service?
On Tag Heuers, I have found you will probably get a better price at Costco.
I have a number of watches and I have not found a "Real" deal anywhere in the Caribbean. That doesn't mean I haven't purchased a watch. There was a Breitling in Jamaica that I just had to have. :-)
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I 've purchased 2 watches in the islands, both in St. Thomas. One was a Tag (1999) and a Movado just this year. I did my homework on both, and felt that I did save a goodly amount, so I'm happy.
As far as service goes, if the watch is under warrantee you can take it to any local dealer and have it serviced. You may have to pay, but then you'de probably have to pay if you took it back to the island as well.
The Tag I bought has been excellent, and I haven't even needed a battery since I purchased it. Th Movado was so new, that it's just now showing up in some of the retail stores in the USA (New York), and at sigificantly more that I paid for it.
You are probably correct as far as Costco and the other stores (Sam's) are concerned (web sources as well), but like it's been said elsewhere on the board with regard to any purchases, do your homework first !