If you're planning to get an Omega, there are some good dealers on the watch forums (ie. Watchuseek.com) that will give you a nice 15% discount...you just need to ask around a bit. Not sure what it's like to shop cross-border, but I bought mine from a dealer in DC and thus didn't even have to pay sales tax since it was out of state. Saved myself almost a grand this way compared to buying at the Omega boutique.
Rolex is a little harder to get a deal on, as they restrict demand a bit more (and since it's the go-to watch for people who have no clue about watches but want a name), so you're usually lucky if you can get it 5% below retail.
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