For warm weather, the Abaco islands in the bahamas (settled by a bunch of loyalists after the revolutionary war, so a bit different/more quaint than the rest of the Bahamas...)
For cooler weather, I really enjoyed going to Ireland last fall. Beautiful country, friendly people, good beer.
I also like London a lot (for a city vacation) and Madrid, sorry Obst Germany was just "meh" for me..
Ohhhhh and I loved Vienna, best Museums around...
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