Originally Posted by Kimmykim

Cancun is very Americanized, not to mention under a bit of water right now, so planning a trip there over the next couple of months might or might not pan out. It wouldn't be my choice of Mexican destinations... Puerto Vallarta or Acapulco are much more sophisticated and I like both places. Maybe PV was "ghetto" five years ago but the last two times I've been down there, it's been great. Cabo is also another good choice, especially if you and the girl like fishing.

Curacao is wonderful. It and St Maarten are my favorite places in that part of the Caribbean. You can't go wrong with either of them, especially if you like to dive, gamble, snorkel, sail, etc. Bonaire's not bad but it's very quiet without that much to do outside of water activities. Aruba is more like Cancun -- very Americanized.

Curacao's got the dolphin swims, shark feeding, diving, great beaches, a more sophisticated culture than most third world type countries -- as a matter of fact I don't think I'd really call it a true third world country. St Maarten is half French and half Dutch so you get to do completely different activities on each side. The Dutch side has gambling, the French side has great beaches and restaurants. And St Barts is a quick boat trip away if you want to go for the day.

You don't say where you are flying into the Caribbean from, that might have some bearing on what is the least amount of hassle in transit.