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Explore The Best Bars In Key West For A Memorable Night Out

Looking for the best bars in Key West? From lively live music venues like Sloppy Joe’s Bar and The Green Parrot to unique spots like The Smallest Bar in Key West, we’ve got you covered for an unforgettable night out. Explore the vibrant Key West nightlife and indulge in delicious cocktails at these top-rated establishments.

Top Bars in Key West

Key West is renowned for its vibrant bar scene, offering a diverse range of establishments that cater to every type of bar-goer. Whether you’re looking for a lively atmosphere, live music, a beachfront view, or unique experiences, Key West has something to offer. Here are some of the top bars in Key West that you shouldn’t miss:

Sloppy Joe’s Bar

Sloppy Joe’s Bar is an iconic Key West institution that has been serving locals and visitors alike since 1933. Located on the historic Duval Street, this bar is known for its lively ambiance and vibrant energy. With its classic Key West decor, live music, and friendly staff, Sloppy Joe’s Bar is the perfect place to grab a cold beer, enjoy some delicious bar food, and immerse yourself in the vibrant atmosphere of Key West.

The Green Parrot

If you’re looking for a laid-back and quirky bar experience, The Green Parrot is the place to be. Known as “The Last Bar on US1,” this Key West gem is a favorite among locals and tourists alike. With its dive bar charm, live music, and extensive selection of beers, The Green Parrot offers a unique and authentic Key West experience. Grab a seat at the bar, strike up a conversation with the friendly bartenders, and enjoy the eclectic mix of locals and visitors that frequent this beloved establishment.

Captain Tony’s Saloon

Stepping into Captain Tony’s Saloon is like taking a trip back in time. This historic bar, located in what was once the original location of Sloppy Joe’s Bar, is steeped in Key West’s rich history. With its dimly lit interior, walls adorned with memorabilia, and a tree growing through the center of the building, Captain Tony’s Saloon exudes a unique and captivating atmosphere. Enjoy a cold drink, listen to live music, and soak in the stories of the past that echo through the walls of this legendary establishment.

The Porch

For those seeking a relaxed and laid-back atmosphere, The Porch is the perfect spot. With its spacious outdoor seating area, comfortable lounge chairs, and tropical vibes, this bar offers a serene escape from the hustle and bustle of Key West. Sip on a refreshing cocktail, enjoy the sea breeze, and watch the world go by as you unwind on The Porch. It’s the ideal place to gather with friends, enjoy a leisurely afternoon, and soak in the beauty of Key West.

The Bull and Whistle Bar

The Bull and Whistle Bar is a lively and energetic establishment located in the heart of Duval Street. With its three levels of bars, rooftop garden, and live entertainment, this bar offers a vibrant and unforgettable experience. Dance the night away on the rooftop, enjoy the live music performances, and revel in the electric atmosphere that The Bull and Whistle Bar is known for. It’s the perfect place to let loose, meet new people, and create lasting memories.

Durty Harry’s

Durty Harry’s is a popular Key West bar that offers a little bit of everything. Whether you’re in the mood for live music, karaoke, sports games, or a casual night out with friends, Durty Harry’s has got you covered. With its friendly staff, extensive drink menu, and lively atmosphere, this bar is a favorite among locals and tourists alike. Grab a drink, sing your heart out, and enjoy the energetic vibe that Durty Harry’s has to offer.

Irish Kevin’s

If you’re looking for a bar that guarantees a good time and plenty of laughs, look no further than Irish Kevin’s. This lively Irish pub is known for its entertaining live performances, interactive shows, and friendly staff. Get ready to sing along to your favorite songs, participate in hilarious comedy routines, and enjoy the infectious energy that fills the air at Irish Kevin’s. It’s the perfect place to let loose, have fun, and create unforgettable memories.

The Rum Barrel

For rum enthusiasts, The Rum Barrel is a must-visit destination in Key West. With its extensive selection of over 150 rums from around the world, this bar offers a true paradise for rum lovers. Whether you prefer your rum neat, on the rocks, or in a delicious cocktail, The Rum Barrel has something to satisfy every palate. Sit back, relax, and indulge in the rich flavors and aromas of the finest rums at this unique and captivating bar.

The Smallest Bar in Key West

As its name suggests, The Smallest Bar in Key West holds the title for being the tiniest bar in town. Located on Duval Street, this cozy and intimate bar offers a one-of-a-kind experience. Step inside and you’ll find yourself surrounded by quirky decor, friendly bartenders, and a warm and welcoming atmosphere. Despite its small size, The Smallest Bar in Key West packs a big punch when it comes to charm and character. Pull up a stool, strike up a conversation with the locals, and enjoy the intimate ambiance of this hidden gem.

The Waterfront Brewery

For beer enthusiasts, The Waterfront Brewery is a must-visit destination in Key West. Located on the historic harbor walk, this brewery offers a wide selection of handcrafted beers brewed on-site. Take a tour of the brewery, learn about the beer-making process, and sample the unique flavors and styles that The Waterfront Brewery has to offer. With its waterfront views, relaxed atmosphere, and delicious brews, this bar is the perfect place to unwind and enjoy the vibrant beer culture of Key West.


Best Dive Bars in Key West

When it comes to dive bars in Key West, there are a few that stand out from the rest. These bars offer a unique and laid-back atmosphere, where locals and tourists alike come together to enjoy a drink and good company. Let’s take a closer look at the best dive bars in Key West:

The Green Parrot

The Green Parrot is a legendary dive bar in Key West that has been serving locals and visitors for over 100 years. This iconic bar is known for its lively atmosphere, live music, and strong drinks. As soon as you walk through the doors, you’ll be greeted by the friendly staff and the energetic crowd. The bar itself is decorated with eclectic memorabilia, giving it a quirky and charming vibe. Whether you’re looking for a cold beer, a signature cocktail, or just a place to hang out with friends, The Green Parrot is a must-visit.

Captain Tony’s Saloon

Another dive bar that shouldn’t be missed is Captain Tony’s Saloon. This historic bar has a fascinating history, having once been the original location of Sloppy Joe’s Bar, where Ernest Hemingway was a regular. Today, Captain Tony’s Saloon maintains its old-school charm with its rustic decor and friendly atmosphere. It’s a great place to grab a beer, play some pool, and listen to live music. With its rich history and lively ambiance, Captain Tony’s Saloon is a true gem in Key West.

The Porch

The Porch is a laid-back dive bar that offers a relaxed and welcoming environment. As the name suggests, the bar has a spacious outdoor porch where you can sit back, relax, and enjoy your drink while taking in the beautiful Key West weather. Inside, you’ll find a cozy and rustic interior with a friendly staff that makes you feel right at home. The Porch offers a wide selection of beers, cocktails, and wines, making it a popular spot for locals and tourists alike.

The Bull and Whistle Bar

Located on Duval Street, The Bull and Whistle Bar is a lively dive bar that offers a unique experience. This three-story bar features different vibes on each floor, catering to a variety of tastes. The ground floor is a classic dive bar with a lively atmosphere and live music. The second floor is a quieter lounge area, perfect for a relaxed conversation with friends. Finally, the third floor is a clothing-optional rooftop bar, offering stunning views of Key West. With its diverse offerings and vibrant atmosphere, The Bull and Whistle Bar is a standout choice for dive bar enthusiasts.

The Smallest Bar in Key West

If you’re looking for a truly unique dive bar experience, look no further than The Smallest Bar in Key West. As the name suggests, this bar holds the title for being the smallest in Key West, with a cozy and intimate atmosphere. Despite its size, The Smallest Bar offers a wide selection of beers, wines, and cocktails. It’s the perfect place to unwind after a long day of exploring the island. The bar also features a small outdoor seating area, allowing you to enjoy the warm Key West breeze while sipping on your favorite drink.


Rooftop Bars in Key West

When it comes to enjoying breathtaking views and a refreshing drink, Key West has some incredible rooftop bars that offer a unique experience. Whether you’re a local or a visitor, these rooftop bars provide the perfect setting to unwind, relax, and take in the stunning vistas of this tropical paradise. Let’s dive into the top rooftop bars in Key West:

The Waterfront Brewery

Situated right on the waterfront, The Waterfront Brewery is one of the most popular rooftop bars in Key West. With its laid-back atmosphere and stunning views of the harbor, this bar is a favorite among locals and tourists alike. As you sip on one of their handcrafted beers, you can watch the boats go by and enjoy the cool ocean breeze. The Waterfront Brewery also offers live music and a delicious menu, making it a perfect spot to spend an evening with friends.

The Porch

If you’re looking for a rooftop bar with a cozy and intimate ambiance, The Porch is the place to be. Located in the heart of Key West’s historic district, this hidden gem offers a peaceful retreat from the bustling streets below. With its charming decor and comfortable seating, The Porch creates a warm and inviting atmosphere. As you relax on the rooftop, you can enjoy panoramic views of the city and indulge in their signature cocktails. Don’t miss their famous Key Lime Martini – it’s a true delight!

Bagatelle

For a rooftop bar with a touch of elegance and sophistication, look no further than Bagatelle. Situated atop a boutique hotel, this upscale bar offers a luxurious setting and breathtaking panoramic views of Key West. The stylish decor, plush seating, and attentive service create a refined atmosphere that’s perfect for a special occasion or a romantic evening. Bagatelle is known for its extensive wine list and expertly crafted cocktails, making it a must-visit destination for wine enthusiasts and cocktail connoisseurs.

The Marker Waterfront Resort

Nestled within the Marker Waterfront Resort, this rooftop bar offers a luxurious and serene experience. With its prime location overlooking the marina, The Marker provides guests with stunning views of the sparkling waters and vibrant sunsets. The bar’s tranquil setting, complete with comfortable loungers and cozy fire pits, allows you to unwind and soak in the beauty of the surroundings. The Marker’s menu features a variety of handcrafted cocktails and delicious bites, ensuring a delightful gastronomic experience.


Table:

Rooftop Bar Location Atmosphere Highlights
The Waterfront Brewery Waterfront Laid-back Handcrafted beers, live music
The Porch Historic District Cozy and intimate Panoramic views, signature cocktails
Bagatelle Atop a boutique hotel Elegant and sophisticated Extensive wine list, expertly crafted cocktails
The Marker Waterfront Resort Overlooking the marina Luxurious and serene Stunning views, comfortable loungers and fire pits

Beachfront Bars in Key West

Key West is renowned for its vibrant bar scene, offering a diverse range of establishments to suit every taste. If you’re looking for a beachfront bar experience, you’re in luck. The island paradise is home to several fantastic beachfront bars that offer stunning views, refreshing drinks, and a laid-back atmosphere. Let’s dive into some of the best beachfront bars in Key West.

Sunset Pier

Located at the iconic Ocean Key Resort & Spa, Sunset Pier is a must-visit beachfront bar in Key West. As the name suggests, this bar offers breathtaking views of the sunset, providing the perfect backdrop for a relaxing evening. Imagine sipping on a delicious cocktail while feeling the gentle ocean breeze and watching the sun dip below the horizon. With live music performances adding to the ambiance, Sunset Pier is the perfect place to unwind and soak up the island vibes.

Lagerheads Beach Bar

For a more laid-back and rustic beachfront experience, head over to Lagerheads Beach Bar. Nestled on the beach at Simonton Street, this hidden gem offers a casual and welcoming atmosphere. Grab a seat at one of the picnic tables and enjoy panoramic views of the turquoise waters. Lagerheads Beach Bar is known for its friendly staff, tasty seafood dishes, and a great selection of beers. Whether you’re looking to relax with a cold drink or indulge in some delicious seafood, Lagerheads won’t disappoint.

Salty Oyster Dockside Bar & Grill

If you’re seeking a beachfront bar that combines great food, refreshing drinks, and a lively atmosphere, look no further than Salty Oyster Dockside Bar & Grill. Located at the Stock Island Marina Village, this bar offers stunning waterfront views and a vibrant ambiance. The menu boasts an array of tasty dishes, including fresh seafood, burgers, and salads. Pair your meal with a craft beer or a signature cocktail and enjoy the lively atmosphere. With live music performances and friendly staff, Salty Oyster is a favorite among locals and visitors alike.


Table:

Beachfront Bars in Key West
Sunset Pier
Lagerheads Beach Bar
Salty Oyster Dockside Bar & Grill

Live Music Bars in Key West

Live music bars in Key West offer a vibrant and energetic atmosphere where visitors can enjoy great music, lively crowds, and unforgettable experiences. Whether you’re a fan of rock, reggae, or country, these bars are known for hosting talented musicians who are sure to get your toes tapping and your body moving. Let’s dive into some of the best live music bars in Key West.

Sloppy Joe’s Bar

Located on the iconic Duval Street, Sloppy Joe’s Bar is a legendary establishment that has been entertaining locals and tourists since 1933. This historic bar is famous for its live music, featuring talented bands and musicians who play everything from classic rock to blues. With its lively atmosphere and extensive drink menu, Sloppy Joe’s Bar is a must-visit spot for music lovers.

The Green Parrot

For those seeking a more laid-back vibe, The Green Parrot is the perfect destination. This cozy bar has been a local favorite since 1890 and is known for its diverse range of live music. From jazz and blues to rock and funk, The Green Parrot hosts talented musicians who create a relaxing and enjoyable ambiance. Grab a cold beer, find a seat on their outdoor patio, and let the music transport you to a state of pure bliss.

Captain Tony’s Saloon

Step into Captain Tony’s Saloon and you’ll be stepping into a piece of Key West’s history. This bar was once the original location of Sloppy Joe’s, where the famous writer, Ernest Hemingway, frequented. Today, Captain Tony’s Saloon continues the tradition of live music, offering a mix of local bands and solo artists. The rustic atmosphere and the stories embedded in the walls make this bar a unique and memorable experience.

Irish Kevin’s

If you’re in the mood for a lively Irish pub with fantastic live music, Irish Kevin’s is the place to go. This energetic bar is known for its talented musicians who perform a mix of traditional Irish songs and popular hits. The crowd is always engaged, singing along and dancing to the infectious tunes. Grab a pint of Guinness, join in on the fun, and experience the true spirit of Key West at Irish Kevin’s.

The Bull and Whistle Bar

Located on Duval Street, The Bull and Whistle Bar is a popular spot for live music enthusiasts. This multi-level bar offers different genres of live music on each floor, ensuring there’s something for everyone. From rock bands to acoustic performances, The Bull and Whistle Bar showcases a variety of talented artists. Head upstairs to the rooftop garden for a breathtaking view of Key West while enjoying the music and a refreshing cocktail.


Unique Bars in Key West

Key West is known for its vibrant bar scene, offering a wide range of unique and unforgettable experiences. Whether you’re looking for a lively atmosphere or a hidden gem, there are several bars in Key West that stand out from the rest. In this section, we will explore some of the most unique bars that you must visit during your time in Key West.

The Bull and Whistle Bar

If you’re seeking a bar with a lively ambiance and a touch of history, The Bull and Whistle Bar is a must-visit. Located on Duval Street, this iconic bar has been a local favorite since 1976. Step inside and you’ll find three unique bars spread across three floors, each offering a different vibe.

On the ground floor, you’ll discover the Whistle Bar, which is known for its live music and energetic crowd. Head upstairs to the Bull Bar, where you can enjoy a drink while taking in the vibrant atmosphere of Duval Street. Finally, make your way to the Garden of Eden, a clothing-optional rooftop bar where you can relax and enjoy breathtaking views of Key West.

The Smallest Bar in Key West

Tucked away in the heart of Key West’s Old Town, you’ll find The Smallest Bar in Key West. As the name suggests, this bar holds the title for being the smallest in Key West, but what it lacks in size, it more than makes up for in character. Step inside and you’ll be greeted by a cozy and intimate setting, with friendly bartenders ready to craft your favorite drink.

Despite its small size, this bar has a big personality. The walls are adorned with eclectic decorations, and the atmosphere is always buzzing with conversation and laughter. It’s the perfect spot to have a laid-back evening and mingle with both locals and tourists alike.

Garden of Eden

For those seeking a truly unique and adventurous experience, the Garden of Eden is a hidden gem worth exploring. Nestled above The Bull and Whistle Bar, this clothing-optional rooftop bar offers stunning panoramic views of Key West. It’s a place where you can let loose and embrace the liberating spirit of Key West.

The Garden of Eden is not just about the clothing-optional policy; it also boasts a vibrant and welcoming atmosphere. Grab a drink from the bar and strike up a conversation with fellow patrons while enjoying the breathtaking sunset views. It’s an experience that is sure to leave a lasting impression.

The Rum Bar

If you’re a rum enthusiast, The Rum Bar is a must-visit destination in Key West. Located on Duval Street, this bar offers an extensive selection of over 200 different rums from around the world. Whether you prefer your rum neat, on the rocks, or in a delicious cocktail, The Rum Bar has something to satisfy every palate.

The knowledgeable bartenders at The Rum Bar are passionate about rum and love sharing their expertise with patrons. They can guide you through the menu, recommend unique rum blends, and even help you create a custom cocktail tailored to your preferences. It’s a rum lover’s paradise and an opportunity to discover new flavors and expand your palate.

So, why wait? Grab your friends, head out to these unique bars, and immerse yourself in the vibrant and diverse bar scene that Key West has to offer. Cheers to unforgettable experiences!


Cocktail Bars in Key West

Key West is not only known for its stunning beaches and vibrant nightlife but also for its incredible cocktail bars. Whether you’re a cocktail aficionado or simply looking for a refreshing drink, Key West has a variety of top-notch bars that will satisfy your cravings. From laid-back atmospheres to sophisticated settings, here are some cocktail bars in Key West that you shouldn’t miss:

The Porch

Located in the heart of Key West, The Porch is a beloved cocktail bar that offers a relaxed and welcoming atmosphere. This hidden gem is known for its craft cocktails made with fresh ingredients and creative twists. Whether you’re in the mood for a classic mojito or a unique concoction like their famous “Key Lime Martini,” The Porch has something to suit every taste. The bar also features live music on select nights, adding to the vibrant ambiance.

The Rum Barrel

If you’re a rum enthusiast, The Rum Barrel is the place to be. With an extensive selection of over 150 different rums from around the world, this bar offers a true paradise for rum lovers. From aged and spiced rums to flavored and rare finds, you’ll find a wide range of options to explore. The bartenders at The Rum Barrel are highly knowledgeable and can recommend the perfect rum-based cocktail to suit your preferences. Don’t miss their signature “Rum Barrel Punch” for a truly tropical experience.

The Green Parrot

The Green Parrot is not only one of the oldest bars in Key West but also a legendary spot for cocktail enthusiasts. Known for its lively atmosphere and excellent drink menu, this bar has been a favorite among locals and visitors alike for decades. The Green Parrot offers a wide variety of cocktails, from classic favorites to unique creations. Sip on a refreshing margarita or try their famous “Green Parrot Mojito” while enjoying live music performances that will keep you entertained throughout the night.

Bagatelle

For a touch of elegance and sophistication, Bagatelle is the perfect destination. This upscale cocktail bar offers a refined atmosphere and a menu that showcases the artistry of mixology. The skilled bartenders at Bagatelle are passionate about their craft and use only the finest ingredients to create exquisite cocktails. From traditional martinis to innovative creations, each drink is a masterpiece. Sit back, relax, and indulge in a cocktail that not only tastes amazing but also looks like a work of art.

In summary, Key West is home to a diverse range of cocktail bars that cater to all tastes and preferences. Whether you prefer a laid-back vibe or a more upscale experience, there’s a bar that will suit your style. From The Porch’s creative twists to The Rum Barrel’s extensive rum selection, The Green Parrot’s legendary status, and Bagatelle’s refined cocktails, these bars offer a truly memorable drinking experience. So, raise your glass and toast to the vibrant cocktail culture of Key West. Cheers!

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