THE FLORIDA KEYS
Key West, FL
At the Southernmost tip of the U.S., 90 miles from Cuba, is the Florida Keys. Enjoy the ocean via snorkeling, diving, and fishing, especially at Molasses Reef in Islamorada. Be sure to check out the Dry Tortugas (7 islands) by seaplane, or take the ferry there.
You can impress someone at Mallory Square when you "see the sunset." If they like cool and freaky things, take them to Hemingway's house, to show them the cats that have six toes on their paws. "Aww, they are soooo cute..."
From Duval Street bars and shopping, to the key lime pie (mmm!) here's where you can find a beer: