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The Grotto is nice for a good dinner with wine/cocktails. You'll probably need a reservation though. The Rouge, which was mentioned earlier is also a great spot for upscale food and drinks. Chelsea's usually has something going on when it comes to nightlife.
If you drive down on a motorcycle, or can rent one, you'll be glad you did. There are a lot of scenic rides down there, including the famous Pig Trail. Stop in the Cat House Lounge and ask a local and they will hook you up.
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