Cool website: At Kayak, you can enter your airport and approximate travel dates, and specify the maximum amount you want to spend, and you’ll see a map of destinations within your budget. You can also specify your desired activities (golf, beach, gambling, etc.), spoken languages, and average temperature.  Here are the results for travelling from Washington DC in Fall 2010 on a budget of $400 -you can get as far away as Colombia, Panama, Costa Rica, Jamaica, Puerto Rico, etc. 

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