from falling off a cliff, which one would you save? It's sorta like that question. I think no matter what decision you make in a scenario like this, you're going to wonder from time to time if you made the right decision.
A Rolex GMT (black), a Daytona (White), a Presidential (gold 40mm), a Royal Oak Ultra Slim, a Nautilus 5711, Calatrava (gold), and these days a FPJ Chronometre Bleu. The rest is icing on the cake.
Of course, you would want to get it verified first. I see them all day long down here. I'm 100% positive someone is tired of theirs or hardly wears it anymore and would be willing to let it go. No shortage of luxury cars or watches down here!
Buy in a country with high inflation and lag to adjust prices. The least popular destination might be your best bet. I've seen some of these hard to find pieces on my travels overseas. Call ahead of time. You may be able to secure the piece. You don't want to waste your time.