Best Bars in Key West to Explore on Vacation

Best Bars in Key West to Explore on Vacation

Key West is famous for its “anything goes” bar scene and there are quite a few establishments on the island to explore. If you’re looking for something unique, loved by locals and off the beaten path, then read of for the best bars in Key West to visit while on vacation.

El Meson de Pepe
For a taste of Cuba, look no further than El Meson de Pepe located right in Mallory Square. Swing by this bar after the Sunset Celebration and order a classic mojito made with Bacardi Light Rum, muddled mint leaves, soda water and simple syrup. The festive and cheerful bar is the closest thing you’ll get to Cuba in Key West while still being 90 miles away.

Beer El Meson de pepe Bar

The Porch & The Other Side
Located just off Duval Street on Caroline, The Porch and The Other Side are a pair of sibling bars housed under the roof of one sea foam green Victorian mansion. The Porch serves craft beer and fine wines while The Other Side specializes in mixology. For the discerning tippler, this is the place to go for a quality drink. The atmosphere is convivial with a great mix of locals and travelers.

Waterfront Brewery
The same owner as The Porch and The Other Side recently opened The Waterfront Brewery inside a former grocery store covered in Wyland murals and overlooking the Historic Seaport. Sample a flight of beers brewed on sight in this warehouse-like space. The large space also serves food and hosts musicians for live performances.

Green Parrot
The Green Parrot is one of Key West’s most iconic and beloved bars. Found on Southard Street just a block off Duval, it’s a brooding biker bar meets tropical oasis. The walls are covered with psychedelic posters and Key West mementos. Order a cold beer and a round of root beer barrels, their proprietary shot made with root beer schnapps and Miller Light, and find your place on the dance floor. The landmark also serves up live music, billiards, darts and free freshly popped popcorn.

Green Parrot Bar

Chart Room at the Pier House
You have to know what you’re looking for to find the Chart Room. This tiny dive bar found at the Pier House Resort is one of Key West’s oldest and saltiest dives. The walls are lined with nautical flags and old photographs and the décor ranges from model ships to old barrels. Order a stiff drink and make yourself at home at this bar where not only popcorn, but also peanuts and hotdogs are free.

Point Five
For a sophisticated cocktail, head upstairs to Point Five located above the popular Nine One Five restaurant. This speakeasy-style bar is cozy and romantic with polished wood-paneled walls and a wraparound balcony overlooking Duval Street. Great selections of wine and smart cocktails are available, perfect for a relaxing night out with good company.

Blue Heaven
Located in the heart of Key West’s Bahama Village, Blue Heaven is a classic island establishment. Famous for its brunch and laid-back ambiance, it also has a great outdoor bar in its own right perfect for idling away the afternoon or evening. With an expansive backyard that features live music, chickens roaming freely and a ping pong table, it’s a lovely, ramshackle place perfect for sipping a Bloody Mary or a spiked lemonade.