I just posted a shitload of reviews for various restaurants we tried in Key West, but this page is more about the bars and other fun stuff you can find there.
Hog’s Breath: This is a great dive bar with live music and their own proprietary brew. Located in “old town” it truly has a pirate, old timey feel. A definite must-see place if you’re in Key West.
Sloppy Joe’s: this is where we watched the ball drop on NYE.
Captain Tony’s: a very old structure that’s been the home of Sloppy Joe’s in the past.
Margaritaville: the original location of Jimmy Buffett’s lost shaker of salt, where you will find yourself “wasting away again” with a nice frozen margarita…
Chocolate dipped Key Lime Pie on a stick: Try one – excellent! Some are not as good as others, but this “Kermit” one is fantastic.
Willy T’s: This place has money all over the walls for some strange reason, and great live music.
Rick’s: A great upstairs bar that’s set up like a mini village or boardwalk of various watering holes. Tons of fun.
Irish Kevin’s: A good Irish bar with live music. Our friend Kevin, who is Irish, was legit in this place.
Conch Shack: Why not? There are many good seafood shacks in town. We didn’t get a chance to try this one, otherwise I would have written a full review of it.
Unnamed Daiquiri Shack Places: Drink while walking. Do it – they make fresh shit at a lot of these places, and have some local beers as well. Take a look at this bottle of Key West Sunset Ale that I didn’t try for some stupid reason:
The Walgreens Theater: An old theater on Duval Street was converted into a Walgreens. Pretty neat.
Tropic Cinema: There’s an actual movie theater on Eaton Street with a statue of Marilyn Monroe blowing her skirt up. Worth a stroll-by.
Ripley’s Believe It Or Not: A fun diversion from alcohol for an hour.
Southernmost Point: Here, you are 90 miles from Cuba. Take a pic with all the tourists who wait on line to get a shot.
The Smallest Bar in Key West: Very small. Drink a pull and move along down Duval Street.
Key West Cemetery: Go during the day, unless you plan to break in and raise the dead at night. I jogged through on a morning run, and then snapped a few photos at night as we walked by.
Chickens and Roosters: These guys are everywhere in Key West, running all over the place unfettered and unchecked. I guess you can call them “free range.”
Leather Master: Bring out the gimp!
Butterfly House: This is a great place to bring a broad. It’s a greenhouse filled with butterflies, birds and even a flamingo or two (which I suppose are also birds).
Garden of Eden: On the top floor of The Bull bar on Duval, there’s a weird nudist colony of sorts. Go ahead up if you like seeing weird flapjack titties and flaccid dongs.
Art Galleries: Like Lahaina in Hawaii, Duval Street in Key West is full of cool art studios, photo galleries and stores. We liked some of the octopus sculptures and steampunk skulls.
Tree Stump Octopus: I can not remember exactly where this is, but it MAY be Catherine Street.