Highlights (i.e. best things to do, memorable moments, etc.)
The ultimate Key West experience has to do with getting in the water and seeing some fish. We took two snorkel trips from our resort. Our first snorkel was to the reef on the Atlantic side. We also went out on a boat and found dolphins in their natural habitat then snorkeled near an island at low tide.

Key Westers love their island so much they even celebrate the sunset every single night of the year. This takes place at Mallory Square at the Sunset Celebration where you watch witness various street performers, shop from local in the carnival atmosphere with a backdrop of the setting sun.

Trying local food is always a highlight. Definitely drink some Rum Runners (on the rocks if available), order up some deep-fried conch fritters, and endulge in a slice of classic Key Lime Pie. The pie is yellow, not green as served up north. You can even find Key Lime Pie on a stick which is a slice of pie dipped in chocolate and frozen.

Quick tips/suggestions
Do: Eat from the sea. Key West is in between the Gulf of Mexico and the Atlantic Ocean so you will get a variety of fish to choose from.
Do: Be prepared to buy lots of water. It can be very sunny and humid and you will dehydrate easily. In the stores, small bottles of water are about $1.50 each.
Don't: Forget to read the signs. My friend wandered up to the third floor Garden of Eden on top of the Bull and Whistle and found all naked people because it is clothing optional!
Do: Know you options. Many different companies offer snorkeling, diving, jet-ski rental, sunset cruises, etc. When choosing a company you should find out the type of boat you will be going on and how many people will be with you. Also, know that there are cheaper options with other companies in town than what your hotel has to offer.
Do: Look for coupon online before you get to town. You can find discounts of several activities, sight-seeing and offers for free drinks or desserts.

Best Way to get around
Getting There: Flying directly into Key West is expensive so most people fly into Miami and them drive down Highway 1 to Key West. It is a very nice drive which takes you through all the keys in about three and a half hours.
Getting Around: You walk the southernmost point to the northern most point of Key West up Duval street in about forty minutes. All around the island you will find little scooters for rent which are a great way to get around quickly. You can also rent bikes. Parking on Duval street is limited, but you can usually find spots a block west on Simonton St.