I'd say you have a pretty good list there. I always decided my destination by how the flights were, I'd rather go to BCN in J than CDG in Y. Not sure if you ever read my report of my spring break trip in '08 on the old blogs, but I did something like this. MDT-ATL-MXP-ZRH-MUC-TXL-JFK-ATL-DEN-ATL-SXM-ATL-PHL in 6 days. I would go to 3 different continents in 3 trips instead of going the same place 3 times.
I've always wanted to go to HKG, but never got around to it. It looks like a fun city to see. I've been to Tokyo and it was nice, but HKG sounds like it might be a bit better. KWI is super hot, pretty humid, and smells funny. DXB is nice, but I think it's a bit overhyped. I'd like to get to BAH, but not certain exactly what to see/do there.
I'd like to see MAD at some point. I've been to BCN and loved it. I'd like to get to AGP or VLC too. Are you able to get to GIB? That's somewhere else I'd like to go. There are a million places to go in Europe, I'd go with the easiest place to get to in front of the curtain.
South of the border....You should drop everything and get to SXM immediately. I love that place. EZE is a cool place too, but that new reciprocity fee probably would keep me away. GIG/GRU you need to make sure you have your visas...
HKG, MAD, and SXM sounds like an awesome winter break. A bit more exciting than driving to the beach. We're in a pretty sweet industry!
Whatever you do, let us know where you went and how it was!
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