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Key West
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items Key West is one of my favorite places to visit, and here are some of my favorite spots when I'm there! All recommendations are places where I have visited personally.
Map
Welcome to Key West’s Irish pub! I love a good Irish pub, and this one doesn’t disappoint.
Irish Kevin's Bar | Key West Bars. Best LIVE Entertainment in ...
Delicious breakfast and original mimosas. Try the watermelon or blackberry mimosa - such a fresh spin. There is a rooftop dining area as well to soak in all of the Key West vibes.
Banana Cafe
This is a perfect, off-the-main path spot for drinks and food right on the beach. The bartenders and staff are all top-notch and super friendly.
Louie's Backyard
If you enjoy rum, this is the place to visit. Even if you’re not a huge rum drinker (like my partner), they have so many to choose from you’re bound to find something! Laid back vibe at the south end of Duval, it’s an excellent choice to either start...
Rum Bar
This is one of those “you have to do it at least once” experiences. The sunsets are beautiful, the vendors are unique, and the street performers are entertaining. Just be sure to tip them, because that’s how they make their money.
Key West Sunset Celebration
This is THE place for coffee and a quick, but delicious, breakfast. We have been here multiple times on our Key West visits, and it never disappoints. And if you follow my Chicago coffee list, you know I need my decaf. And theirs is delicious! Plus, ...
Cuban Coffee Queen | Authentic Cuban Coffee & Food in Key West
This is one of those “you have to do it at least once” experiences. The sunsets are beautiful, the vendors are unique, and the street performers are entertaining. Be sure to tip them, because that’s the only way they make money.
Key West Sunset Celebration
I love me some Sloppy Joe’s! I’m pretty sure we ended up here at the end of every night. Live music, plenty of room for dancing, and enough bars that the wait isn’t too terrible. Be sure to visit the food stand right outside for some delicious sausag...
Sloppy Joe's Bar
Hog’s Breath is another great spot for live music and good vibes. Bartenders are friendly and the location is basically right down the block from Mallory Square. Catch the Sunset Celebration and then walk over afterwards
Hog's Breath Saloon
Pepe’s is a Key West institution! It’s a little off the regular path, but well worth the detour. I wish I remember our bartender’s name because she was amazing. Food is yummy and the portions are generous.
Pepe's Cafe Key West | Pepe's Cafe in Key West, Florida
This place was fantastic. We initially ordered the lobster roll and some conch fritters and then went back and ordered more items because those were so good. They are conveniently located right in Duval, so you have to stop in.
PS - there is an ent...
Key West, FL – DJs Clam Shack
This was initially going to be a “one and done” visit, but we had so much fun we stayed until the end of show. Definitely stop for one; maybe you’ll be entertained for hours like us!
Bourbon Street Pub - Key West
Another great spot for live music. Order a drink and stay for awhile. And maybe add another dollar bill to the wall.
Willie T's – Key West Restaurant Bar