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Avoid any hotel in South Beach, you'll never get any sleep. Miami Beach has some nice quiet hotels. I think the food is better in Miami; there are more upscale restauarants there. Key West is nice for a couple days; I can't see spending much more time there. I'm not overly impresssed with their restaurants. Too casual, made for tourists. Yes, the drive down there from Miami is slow. You can fly, if you want. I rented a Seadoo and made a lap of the island, which was interesting. Beaches are no big deal, either place.
I'd suggest running up the coast to Palm Beach. Lot's of money up there and the wife will enjoy the shopping. There are some good deals to be had on "used" women's clothing, purses, etc. The rich women apparently wear something once, or not at all, then send it off to the stores to be re-sold.
JR
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