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Key West is known for its vibrant nightlife and lively bar scene. Whether you prefer a laid-back atmosphere or a lively crowd, this charming tropical destination has a bar to suit every taste. From iconic beachfront bars offering panoramic views of the ocean to hidden speakeasies tucked away in historic buildings, Key West offers a diverse range of options for those looking to unwind with a drink in hand. In this article, we will explore some of the best bars in Key West, each offering its own unique charm and character.

Historic Bars

Sloppy Joe’s

Sloppy Joe’s is a legendary bar that has been a staple in the Key West bar scene since 1933. This iconic establishment has a rich history and is famously associated with the renowned writer, Ernest Hemingway. Hemingway was known to frequent Sloppy Joe’s during his time in Key West, and his presence can still be felt in the bar today. The atmosphere at Sloppy Joe’s is lively and energetic, with live music and a vibrant crowd. The bar serves up a wide range of drinks, including their signature Sloppy Joe cocktail, and offers a menu filled with delicious pub food. Whether you’re a Hemingway enthusiast or simply looking for a fun and historic bar experience, Sloppy Joe’s is a must-visit in Key West.

Captain Tony’s Saloon

Another historic gem in Key West is Captain Tony’s Saloon. This bar has a fascinating past, with a building that dates back to the 1850s and a history that includes being a morgue, a telegraph office, and even a hangout spot for the notorious pirate, Captain Tony. Today, Captain Tony’s Saloon is a popular destination for locals and tourists alike, offering a laid-back and welcoming atmosphere. The bar features a diverse crowd, live music, and a wide selection of drinks. As you step inside, you can’t help but feel the history that surrounds you, making for a truly unique bar experience.

Green Parrot Bar

If you’re looking for a quirky and offbeat bar experience, look no further than the Green Parrot Bar. This funky dive bar has been a beloved watering hole in Key West since 1890. The Green Parrot Bar exudes an unpretentious and relaxed vibe, attracting a diverse crowd of locals, tourists, and artists. The bar is known for its live music, showcasing talented local musicians and a wide range of genres. With its laid-back atmosphere, friendly staff, and great selection of drinks, the Green Parrot Bar is the perfect spot to unwind and immerse yourself in the vibrant spirit of Key West.

Waterfront Bars

Sunset Pier

For a picturesque waterfront bar experience, head to Sunset Pier. Situated at Ocean Key Resort and Spa, this bar offers stunning views of the Gulf of Mexico, especially during the mesmerizing Key West sunsets. Whether you choose to sit at the bar or relax on one of the comfortable lounge chairs, Sunset Pier provides the perfect vantage point to enjoy the stunning natural beauty of Key West. The bar serves up a variety of refreshing cocktails, frosty beers, and delicious seafood dishes. Live music fills the air, creating a lively and enjoyable atmosphere for visitors of all ages.

Turtle Kraals

Turtle Kraals is another fantastic waterfront bar that promises a memorable experience. Located on the Historic Seaport, this bar offers breathtaking views of the marina and an inviting atmosphere that captures the essence of Key West. Turtle Kraals is known for its delicious seafood dishes, including their famous Turtle Chowder. Along with their mouthwatering food, the bar serves up an impressive selection of craft beers and tropical cocktails. With its waterfront patio, friendly staff, and lively ambiance, Turtle Kraals is a go-to spot for locals and visitors looking for a great waterfront bar experience.

Half Shell Raw Bar

If you’re a fan of fresh seafood and a casual atmosphere, Half Shell Raw Bar is the place to be. Nestled in the Historic Seaport, this waterfront bar offers an authentic Key West experience. Half Shell Raw Bar is known for its delicious oysters, conch fritters, and other seafood delicacies. The bar boasts a vibrant and lively atmosphere, with live music and friendly bartenders who are always ready to mix up your favorite drink. Whether you’re stopping by for happy hour or spending the evening enjoying the waterfront views, Half Shell Raw Bar provides a memorable and enjoyable experience for seafood lovers and bar enthusiasts alike.

Live Music Bars

Irish Kevin’s

For an energetic and music-filled night, Irish Kevin’s is the place to be. This lively bar is known for its high-energy performances, featuring talented musicians playing everything from traditional Irish tunes to popular rock and country hits. The bar attracts a fun-loving crowd that loves to sing along and dance the night away. Along with its lively music scene, Irish Kevin’s offers a wide selection of beers, spirits, and signature cocktails to keep the party going. If you’re looking for a night of fun, laughter, and great live music, Irish Kevin’s is the perfect spot in Key West.

Rick’s Tree Bar

Located in the heart of Key West’s famous Duval Street, Rick’s Tree Bar is a must-visit for live music enthusiasts. This open-air bar is known for its exceptional live music performances, featuring talented singers and bands playing a variety of genres. The bar has a welcoming and laid-back atmosphere, perfect for enjoying a drink or two while tapping your feet to the beat. Rick’s Tree Bar offers a diverse range of drinks, including specialty cocktails and craft beers. Whether you’re catching a performance from a local favorite or discovering a new band, Rick’s Tree Bar promises a night of great music and good times.

Smokin’ Tuna Saloon

Nestled in the heart of Old Town Key West, Smokin’ Tuna Saloon is a popular live music venue loved by locals and visitors alike. This intimate bar showcases talented musicians from various genres, including blues, rock, and folk. The bar also features an outdoor stage where musicians entertain the crowd with their captivating performances. Smokin’ Tuna Saloon offers a diverse selection of drinks, ranging from craft beers to specialty cocktails. The bar’s cozy atmosphere and exceptional music make it the perfect spot to relax, enjoy some great tunes, and create lasting memories.

Dive Bars

The Rum Barrel

If you’re looking for a laid-back and unpretentious bar experience, The Rum Barrel is the perfect choice. This dive bar is known for its extensive rum selection, with over 150 different varieties to choose from. The Rum Barrel offers a casual atmosphere, complete with nautical decor and friendly staff who are always ready to recommend the perfect rum cocktail. Along with its wide selection of rums, the bar also serves up a range of other drinks, including craft beers and classic cocktails. With its relaxed ambiance and flavorful libations, The Rum Barrel is a favorite spot for those seeking a true dive bar experience in Key West.

The Bull and Whistle

For a dive bar experience with a touch of Key West charm, The Bull and Whistle is a must-see. Located on Duval Street, this bar is housed in a historic building that dates back to the 19th century. The Bull and Whistle is a popular spot for both locals and tourists, offering three different bars under one roof. The bar features a lively atmosphere, with live music, karaoke nights, and even clothing-optional festivities on the rooftop garden. With its friendly staff, affordable drinks, and vibrant crowd, The Bull and Whistle is a true Key West dive bar that should not be missed.

The Porch

Tucked away from the hustle and bustle of Duval Street, The Porch is a hidden gem loved by locals and visitors alike. This cozy dive bar offers a relaxed and welcoming atmosphere, where you can kick back, enjoy a cold beer, and engage in friendly conversation. The Porch has an extensive selection of craft beers on tap, as well as a variety of other drink options. The bar also hosts regular events, including trivia nights and live music performances. Whether you’re looking for a quiet spot to unwind or a place to connect with fellow bar-goers, The Porch provides a laid-back and enjoyable dive bar experience in Key West.

Rooftop Bars

La Te Da

For a rooftop bar experience with a touch of elegance, La Te Da is the perfect choice. Located in a beautifully restored Victorian building, this bar offers stunning views of Key West from its rooftop terrace. La Te Da exudes a sophisticated yet relaxed atmosphere, making it a favorite spot for cocktails and conversation. The bar boasts an extensive selection of wines, spirits, and specialty cocktails, along with a menu featuring delicious small plates and delectable desserts. With its charming ambiance, breathtaking views, and attentive service, La Te Da provides an unforgettable rooftop bar experience in Key West.

The Top

Situated in the heart of Old Town Key West, The Top is a rooftop bar that offers a unique and vibrant atmosphere. This rooftop oasis boasts panoramic views of the surrounding area, including stunning sunsets and the bustling streets below. The Top features a diverse drink menu, with a focus on craft cocktails made from fresh, locally sourced ingredients. Whether you’re in the mood for a classic cocktail or a unique creation, the talented mixologists at The Top have you covered. With its laid-back vibe, creative libations, and unbeatable views, The Top is a top choice for a memorable rooftop bar experience.

Bagatelle

Nestled in the heart of Duval Street, Bagatelle is a rooftop bar that combines stunning views with a lively atmosphere. This rooftop oasis offers a tropical escape, complete with lush greenery, comfortable seating, and an inviting pool. Bagatelle serves up an extensive selection of cocktails, including their signature flaming shots, as well as a variety of beers and wines. Whether you’re looking to soak up the sun, cool off in the pool, or enjoy a refreshing drink with friends, Bagatelle provides a vibrant and enjoyable rooftop bar experience in Key West.

Craft Beer Bars

The Waterfront Brewery

Craft beer enthusiasts will feel right at home at The Waterfront Brewery. Located on the Historic Seaport, this brewery and brewpub offers a wide selection of handcrafted beers made on-site. The Waterfront Brewery embraces the art of brewing, combining traditional techniques with innovative flavors to create unique and flavorful beers. The bar also features a full-service kitchen, serving up delicious food that pairs perfectly with their craft brews. With its waterfront location, spacious outdoor patio, and exceptional beer offerings, The Waterfront Brewery is a must-visit destination for beer lovers in Key West.

The Porch Keyston

The Porch Keyston is a craft beer lover’s paradise in the heart of Key West. This cozy bar features an impressive selection of craft beers from around the world, as well as a rotating selection of beers on tap. The Porch Keyston emphasizes quality and variety, ensuring that there’s something for every beer connoisseur to enjoy. The bar also offers knowledgeable staff who are passionate about beer and are always happy to provide recommendations. Whether you’re looking to try a new brew or revisit an old favorite, The Porch Keyston is the perfect spot to indulge in the world of craft beer.

The Saint

Nestled in the Historic Seaport, The Saint is a craft beer bar that showcases the best of Key West’s local breweries. This intimate and welcoming bar offers an impressive selection of local brews, allowing visitors to get a taste of the vibrant craft beer scene in Key West. The Saint also features a relaxed outdoor seating area, where you can enjoy your favorite brew while taking in the sights and sounds of the Historic Seaport. With its friendly atmosphere, local focus, and exceptional beer offerings, The Saint is a must-visit destination for craft beer enthusiasts exploring Key West.

Wine Bars

Vinos on Duval

For wine lovers seeking a sophisticated and intimate setting, Vinos on Duval is the perfect destination. This cozy wine bar offers an extensive selection of wines from around the world, with a particular focus on boutique vineyards and unique varietals. Vinos on Duval provides a warm and inviting atmosphere, where you can relax and savor each sip in the company of friends or fellow wine enthusiasts. Along with its impressive wine list, the bar also offers a selection of tasty small plates and delectable desserts to complement your wine experience. Whether you’re a wine connoisseur or simply enjoy a nice glass of vino, Vinos on Duval is a top choice in Key West.

Tavern N Town

Located in the beautiful Marriott Beachside Hotel, Tavern N Town offers a refined and elegant wine bar experience. This upscale establishment features an extensive wine list, showcasing a wide range of varietals from around the world. Tavern N Town’s wine selection is expertly curated, ensuring that each glass is of the highest quality. The bar also features a sophisticated ambiance, with live music performances and a menu that combines classic cuisine with modern twists. Whether you’re in the mood for a glass of fine wine or a memorable dining experience, Tavern N Town provides a luxurious and welcoming atmosphere in Key West.

Cork & Stogie

For a unique and upscale wine and cigar bar experience, Cork & Stogie is the place to be. Situated in a historic cigar factory building, this bar offers a refined and sophisticated atmosphere. Cork & Stogie boasts an extensive wine list, featuring a variety of premium wines from around the world. The bar also offers a selection of fine cigars, making it the perfect spot for aficionados to indulge in their passion. With its cozy seating areas, attentive staff, and exceptional selection of wines and cigars, Cork & Stogie provides a luxurious and memorable wine bar experience in Key West.

Sports Bars

Shanna Key Irish Pub

For sports enthusiasts looking for a lively and welcoming atmosphere, Shanna Key Irish Pub is a top choice. This friendly neighborhood pub offers a relaxed and inviting ambiance, complete with multiple TVs broadcasting various sporting events. Shanna Key Irish Pub is known for its ice-cold beers, Irish whiskeys, and delicious pub grub. The bar’s friendly staff and welcoming regulars create a warm and inclusive environment for sports fans to cheer on their favorite teams. Whether you’re a die-hard fan or simply enjoy a good game, Shanna Key Irish Pub provides a fun and spirited sports bar experience in Key West.

Jack Flat’s

Located in the Historic Seaport, Jack Flat’s is a popular sports bar that caters to sports fans of all kinds. This spacious and lively bar features large TVs throughout the venue, ensuring that you’ll always have a good view of the game. Jack Flat’s offers an extensive selection of beers, including a variety of craft brews, along with tasty pub food to keep you fueled throughout the game. The bar has a laid-back and welcoming atmosphere, with friendly staff and a diverse crowd of sports enthusiasts. Whether you’re a fan of football, baseball, or any other sport, Jack Flat’s is a go-to spot for an enjoyable and social sports bar experience.

Rum Row

Rum Row is a vibrant and energetic sports bar located in the heart of Key West. This lively bar offers a spacious and comfortable setting, with multiple TVs broadcasting a wide variety of sports events. Rum Row features a full menu of delicious food options, ranging from hearty burgers to fresh seafood dishes. The bar takes pride in its extensive drink menu, with a focus on rum-based cocktails and tropical libations. With its lively atmosphere, delicious food, and an impressive selection of drinks, Rum Row is the perfect spot to gather with friends and cheer on your favorite team in Key West.

Speakeasy Bars

The Blind Pig

Step back in time to the era of Prohibition at The Blind Pig, a hidden speakeasy tucked away in Key West. This secretive bar offers a unique and immersive experience, with a 1920s-inspired ambiance and a strict commitment to craft cocktails. The Blind Pig’s talented mixologists create artisanal drinks using homemade syrups, bitters, and freshly squeezed juices, ensuring that each sip is a journey back in time. To gain access to The Blind Pig, visitors must first find the hidden entrance and then provide the secret code word. With its immersive atmosphere and expertly crafted libations, The Blind Pig transports guests to a bygone era of clandestine revelry.

The Other Side

Located within the Gates Hotel, The Other Side is a hidden gem that captures the essence of a speakeasy. This intimate bar offers a cozy and inviting atmosphere, complete with vintage-inspired decor and a vintage radio playing 1920s jazz. The Other Side’s mixologists are masters of their craft, creating specialty cocktails that pay homage to the Prohibition era. From classic concoctions to unique creations, each drink is made with precision and expertise. The bar also offers a selection of small plates and shareable bites to complement your drink of choice. With its speakeasy charm and exceptional libations, The Other Side provides a memorable and immersive bar experience in Key West.

Point5 Lounge

Tucked away in Old Town Key West, Point5 Lounge is a hidden speakeasy that offers a stylish and sophisticated atmosphere. This exclusive bar embraces the secrecy and allure of the Prohibition era, with a hidden entrance and an intimate interior. Point5 Lounge serves up a meticulously crafted menu of classic and innovative cocktails, showcasing the artistry and creativity of their expert mixologists. The bar’s attentive and knowledgeable staff are well-versed in the history and technique behind each drink, ensuring a memorable and authentic speakeasy experience. Whether you’re a cocktail aficionado or simply looking for a unique and atmospheric bar, Point5 Lounge is a hidden gem worth seeking out in Key West.

Cocktail Bars

Better Than Sex

For a seductive and indulgent cocktail experience, Better Than Sex is the place to be. This intimate and romantic bar is dedicated to the art of cocktails and desserts, creating a truly unforgettable experience. Better Than Sex offers a menu filled with decadent cocktails and sinfully delicious desserts, each more tantalizing than the last. The bar’s sultry ambiance, low lighting, and plush seating create a perfect setting for a romantic date or an intimate gathering with friends. With its focus on all things indulgent and enticing, Better Than Sex provides a unique and memorable cocktail bar experience in Key West.

The Commodore Waterfront Restaurant & Tiki Bar

Located at the Historic Seaport, The Commodore Waterfront Restaurant & Tiki Bar offers a tropical and laid-back atmosphere with an emphasis on delicious cocktails. This waterfront bar provides stunning views of the marina, making it the perfect spot to enjoy a refreshing drink under the warm Florida sun. The Commodore Waterfront Restaurant & Tiki Bar offers an extensive selection of cocktails, ranging from classic favorites to unique creations. Along with their impressive drink menu, the bar serves up a variety of mouthwatering seafood dishes and other tasty bites. Whether you’re lounging at the tiki bar or enjoying a meal with a view, The Commodore Waterfront Restaurant & Tiki Bar is a top choice for a memorable cocktail experience in Key West.

Nine One Five

Nestled in a charming Victorian house in Key West, Nine One Five offers an elegant and sophisticated setting for cocktail enthusiasts. This upscale bar boasts a diverse menu of handcrafted cocktails, each crafted with precision and attention to detail. Nine One Five’s mixologists are passionate about their craft, using fresh ingredients and innovative techniques to create unique and flavorful drinks. The bar’s elegant interior, complete with antique furnishings and a beautiful garden patio, sets the stage for a refined and memorable cocktail experience. Whether you’re looking to enjoy a classic cocktail or savor a unique creation, Nine One Five provides an exceptional and sophisticated bar experience in Key West.

In conclusion, Key West is home to a vibrant and diverse bar scene, offering something for everyone. From historic bars steeped in tradition to trendy rooftop bars with breathtaking views, Key West has it all. Whether you’re in the mood for live music, craft beer, cocktails, or simply want to unwind with a glass of wine, these bars offer unique and memorable experiences. So next time you’re in Key West, be sure to explore the best bars the island has to offer and immerse yourself in the vibrant nightlife of this tropical paradise.

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