Key West was a pleasant surprise indeed. I expected something more like a Miami Beach vibe. If you time it right, you can feel like you have the place to yourself. There are plenty of places to stay near the water (it is a key after all) and spend most of your time relaxing, sunbathing, reading a good book, etc... The Ernest Hemingway house is a treat especially for those of us that like literature. There are plenty of little galleriea to peruse as well as some museums, aquarium, and the like. Of course there are outdoors activities like snorkeling or diving,and cruising. I recommend fishing of the pier even just for fun. I only fished a black eel but it was so much fun!
Points of interest
You can spend all afternoon with all of the little shops and galleries to peruse.