anywhere in the carribbean should suit your needs...
Check out places like Club Med, which has multiple destinations, priced for most any budget, and the resorts are pretty well set up so that a single male won't be stuck at a resort wiht rugrats running around. Club med is nice because it's all inclusive.. you don't pay for anythingt, not even tipping, once you are at the resort. (I went to the one in Moorea and it was beautiful. but I am a non-social person so it was a little too summer campish for me-- other people who aren't shy wallflowers had a blast)
What about a cruise?
Puerto Rico?
I'd suggest Cuba, but from tennessee it's a little difficult to get to...
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