Places to check out
Mallory Square for the sunset
Schooner Wharf Bar , this place exemplfies KW
Get out on the water , jetski, fishing trip, sunset sail
Walk Duval from Ocean to Ocean (0 duval to the Southernmost Beach Cafe)
Bars to visit, Smallest Bar , Margaritaville, Hog's Breath, Sloppy Joe's,Capt Tony's, Flying Monkey,The Rum Bar, Sunset pier, Southernmost Beach Cafe,Schooner Wharf, I could go on and on!!
I would park your car at Parrot Key (which is very nice) and cab it and walk around Old Town (island is tiny and very walkable by the way is what i do all the time) especially if you going to partying!