Key West, FL

Key West, FL: Our five favorite bars

Key West is a small island city in Florida, known for its nightlife and charming atmosphere. The city is home to some of the best bars in the state, each with its own unique vibe and offerings. Whether you want to keep your toes in the sand, or saddle up to the bar and chop it up with the locals, we’ve got you covered. We’re coming at you with what we think are the five must-visit Key West bars. So, in no particular order…

Sloppy Joe’s Bar

Sloppy Joe's Bar in Key West, FL

201 Duval St
Key West, FL 33040

Sloppy Joe’s is a Key West institution, with a history dating back to 1933. With its lively atmosphere and historic charm, Sloppy Joe’s is an essential stop on any trip to Key West. Of all the Key West bars, this is a must-visit just so you can say you’ve been there.

As soon as you walk in, you’re greeted by the sound of live music and the smell of strong cocktails. The bartenders are friendly and attentive, serving up classic drinks like margaritas and martinis, as well as Sloppy Joe’s signature cocktails like the Sloppy Rita.

The bar is spacious and lively, with plenty of seating options both indoors and outdoors. The outdoor area has a great view of the street scene and is perfect for people-watching… which, let’s face it, is what makes Key West fun.

Don’t believe us? Check out the live webcams to get a taste of what it’s like.

Is it family friendly?

Ehh… maybe while the sun is up. Once it’s starts getting dark, might want to keep the kiddos away from here.

The Green Parrot

The Green Parrot Bar, Key West, FL

601 Whitehead St,
Key West, FL 33040

Yeah, this is my kind of scene right here! The Green Parrot Bar is a laid-back, no-frills dive bar located in the heart of Old Town Key West. They’ve been serving drinks since 1890, and used to be a favorite watering hole for famous author Ernest Hemingway. The bar has a funky, retro vibe and is a favorite among locals and visitors alike. They have live music every night of the week, and their drink menu is extensive.

As soon as you walk in, you’ll notice the quirky decor and the friendly bartenders. The walls are adorned with vintage signs and memorabilia, and the seating is a mix of bar stools and tables. The bar has a great selection of beers, including local craft brews and international favorites.

The live music at the Green Parrot is certainly a highlight, with local musicians playing a mix of blues, rock, and country. The small stage and intimate atmosphere make for a memorable and engaging experience if you’re into live music.

This Key West bar is open until 4 am every day, making it the perfect spot for a late-night drink.

Oh, they also have live webcams too.

Is it family friendly?

Nah, probably not.

Lagerheads Beach Bar

Lagerheads Beach Bar, Key West FL

0 Simonton St,
Key West, FL 33040

Lagerheads Beach Bar is a hidden gem located right on the beach and is one of the most relaxing Key West bars. This casual and laid-back bar is a perfect spot to relax, enjoy a drink, and soak up the sun.

It’s got a great selection of beers, including local craft brews and classic favorites. Their menu of frozen cocktails and fruity drinks is extensive, and quite cliche at a place like this… but totally fitting, and damn good too.

It’s located at the very end of Simonton St on the north side of the island, and is generally tucked away from the main tourist attractions. There’s a small beach area where you can sit and enjoy your drink and food while watching the boats pass by. There’s also live music on most days which draws a nice crowd, but not to the point where it becomes stuffy. This is a perfect place to spend an afternoon with your family where the kids can play in the sand or splash around in the gulf, and then catch the sunset. 

Is it family friendly?

Yep, totally! Bring the family and spend the day here. The bar closes after sunset, so you don’t have to worry about any rowdiness here.

The Rum Bar

The Rum Bar, Key West, FL

1115 Duval St,
Key West, FL 33040

The Rum Bar in Key West, Florida is another on of those hidden gems that’s perfect for rum lovers and anyone looking for a cozy and intimate spot to enjoy a drink.

This Key West bar has an impressive selection of over 200 rums from around the world, ranging from classic favorites to rare and exotic blends. The knowledgeable bartenders are happy to recommend their favorites and even offer rum flights so you can sample a few different varieties. In fact, Bahama Bob is one of the most popular bartenders on the island!

The atmosphere at the Rum Bar is cozy and intimate, with dim lighting and a small seating area. If you’re looking for to party hard, then this might not be the place for you. The outdoor seating area is perfect for enjoying a drink while getting in some quality people watching.

Is it family friendly?

Mmm, probably not. Inside is really rather small, and it’s just a bar with a few cocktail tables.

Hogs Breath Saloon

Hog's Breath Saloon

400 Front St,
Key West, FL 33040

The Hog’s Breath Saloon is a lively and popular spot that has been serving locals and visitors since 1976. With its casual – and I mean casual – atmosphere, live music, and great drinks, it’s one of the must-visit Key West bars.

One of the highlights of this bar is its live music. Local musicians play a mix of country, rock, and blues on the outdoor stage, creating a lively and energetic atmosphere. The outdoor seating area is spacious and has a relaxed vibe, with plenty of space to dance and enjoy the music. In fact, the beauty of this place is you don’t know where outdoor starts and begins. You feel like you’re hanging out in a giant treehouse.

Overall, it’s definitely a hoot, and perfect for a night out with friends. With its great drinks, tasty food, and live music, it’s a perfect spot to really experience what Key West nightlife is all about.

Is it family friendly?

I guess during the day for lunch. But once happy hour starts and the sun begins to set, I’d probably take the family somewhere else for dinner.

Don’t get hung up if you can’t take your family to some of these places! Check out our five favorite restaurants and other things to do on the island that don’t involve drinking and eating.