Trying to make heads or tails of the very few neighborhoods in Key West can be a bit of a challenge, for what most people consider a very small island, and it is only _____ miles by ______ miles, what’s the point of having guide to the neighborhoods? Very simple, it’s actually made up of a couple of different islands, most people wondering around are tourists and depending upon where you stay, there is actually a big difference between the different neighborhoods fun / amenity-wise.
Lets start with some of the basics.
Pretty much anything below White Street, is actually “Old Town”, this is the tourist area that everyone probably wants to see, gorgeous homes, tiny streets, colorful, lots of character.
Old Town can then be further sliced up into The Historic Seaport, Truman Annex, Downtown, Heart of Old Town and Casa Marina.
The Historic Seaport is the more commercial area, this is where you’ll find the more well known bars and restaurants and tourist shops, also the main waterfront / marina.
Truman Annex is almost exclusively all residential, although anyone is welcome to walk around and visit the Truman Winter White House .
Downtown typically refers to the strip that includes Duval running across the island.
The Heart of Old Town is between White and Duval, mostly residential, or where you will find the majority of the small Bed and Breakfasts.
Finally Casa Marina Is at the opposite end of the island, closets to the Southernmost point. More Bed and Breakfasts, a bit more quiet, fewer bars and restaurants, much more low key.