The Keys are Great...what do you like to do?
The Keys are great, it just depends on what you like to do...I go to KW and the Florida Keys several times a year. I have friends and clients who live in KW so it is at least an annual trip.
KW is known as a laid back, party central kind of place. You will likely experience a wide variety of people. It is a very open kind of place...one world attitude. It is among the gay friendliest places on Earth and prides itself on this acceptance of diversity. Duval Street is the heart of the action.
In KW itself night life is abundant and goes on until the early morning hours.
For those, more like myself, daytime also affords great enjoyable opportunities from snorkleing or scuba diving, to sailing, to laying out on the beach, to the Butterfly Farm. It also has good shopping, best in the Keys.
If you choose to stay in the lower keys, lots to do there as well, just not as much night life. There are a string of State Parks along the way. Some offer only a small beach, but some like the one in Key Largo offer boat trips as well. It was at the Largo Park that I first snorkeled and became hooked on the keys. Theater of the Sea is also an interesting stop and one of only a couple of places in the United States where you can actually swim with the Dolphins.
I have taken the Boat from Ft. Myers to Key West and this too is a great alternative to driving or flying. Flying is easiest, but most expensive. It also eliminates one of the adventures to the keys....getting there. The Boat service is a neat, less stressful way to get there.
The Drive out though, should be done by every visitor at least once. I happened to be on the 7 mile bridge one of my first trips out at sunset...among the most beautiful sights I have ever seen anywhere at anytime.
Have a great trip!!!