best bars in key west best bars in key west

Discovering the Best Bars in Key West – My Top 10 Picks

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What are The Best Bars in Key West?

Key West, the southernmost point of the United States, is home to an eclectic mix of bars and nightspots. The vibrant Key West nightlife and bar scene bring together locals and tourists alike, offering tropical cocktails, live music, and a variety of atmospheres. From famous institutions like Rick’s and Sloppy Joe’s to charming hideaways like Irish Kevin’s and the Green Parrot Bar, there’s something for everyone. In this article, I’ll be sharing my favorite picks for the best bars in Key West, including popular drinking spots such as The Rum Bar, the Smallest Bar, Willie T’s, Capt. Tony’s, The Bull, Fat Tuesday, and the Sunset Tiki Bar. So sit back, grab a drink, and let’s explore some of the top bars in Key West!

Key Takeaways for Best Bars in Key West:

  • Key West boasts a diverse bar scene, ranging from historic dive bars to beachfront establishments.
  • The Green Parrot Bar and Sloppy Joe’s are iconic spots that embrace the island’s history and culture.
  • Unique venues, such as the Smallest Bar and The Rum Bar, offer unforgettable experiences and tasty concoctions.
  • Enjoy live music at venues like Irish Kevin’s, Hog’s Breath Saloon, and the Sunset Tiki Bar.
  • Embrace the laid-back island vibes and stunning views found at rooftop bars like The Bull’s Garden of Eden.

Exploring Key West Bar Scene: Where to Start

Starting the exploration of Key West’s bar scene can begin on the iconic Duval Street—home to many of the island’s most well-known taverns. From Sloppy Joe’s storied walls to the refreshing breezes at The Bull & Whistle Bar, the array of nightlife options caters to any mood. Whether you seek a rooftop bar with a view, a cozy dive filled with local charm, or an entertainment complex like Rick’s with its eight unique bar experiences, Key West truly has something for everyone.

Prepare to immerse yourself in a bar-hopping adventure that highlights the essence of Key West’s eclectic charm and warm hospitality. Below is a list of popular bars in Key West to help guide you on your journey.

“You can’t visit Key West without exploring its famous bars. From historic hangouts to lively hotspots, there’s always something new to discover!”

As you make your way through the bustling streets and laid-back alleyways of Key West, take note of the unique atmosphere and offerings that each bar brings to the island’s nightlife. For a quick reference on what to expect, see the table below detailing some of the distinctive features and experiences offered by a selection of these famous bars:

BarKey Features
Rick’sEight unique bars, entertainment complex, diverse atmospheres
Sloppy Joe’sHistoric connections, live music, lively venue
Irish Kevin’sInfectious sing-alongs, well-crafted beverages, joyous atmosphere
Green ParrotHistoric gem, live music, signature “Parrot Punch” cocktail
The Rum BarExtensive rum selection, Caribbean ambiance, expertly crafted cocktails
Smallest BarIntimate setting, tropical drinks, unique experience
Willie T’sLive music, dollar bill-covered walls, island charm
Capt. Tony’sHistoric venue, strong drinks, legendary past
The BullTri-level establishment, Garden of Eden rooftop bar, diverse entertainment options
Fat TuesdayFrozen drinks, beachside location, casual atmosphere
Sunset Pier BarIconic sunset views, tropical cocktails, live music
Hog’s Breath SaloonLive entertainment, tasty beverages, laid-back vibe

Now that you have a starting point, allow yourself to be swept up in the vibrant energy and exceptional hospitality that defines Key West’s bar scene. With each new experience, you’ll gain a deeper appreciation for the diverse offerings and unforgettable atmosphere that make these Key West bars among the best and most famous in the world.

1. My Unforgettable Experience at the Green Parrot Bar

best bars in key west

Among the best bars in Key West, the Green Parrot Bar holds a special place not just in my heart, but in the hearts of countless visitors who have had the privilege of setting foot inside this historic gem. With each visit, I find myself falling deeper in love with the unique charm and historical significance of this must-visit bar in Key West.

The Unique Charm and Historical Significance of Green Parrot

Established in 1890, the Green Parrot Bar has thrived for well over a century, its legacy an indelible part of Key West’s rich history. Located at 601 Whitehead St. and bearing the distinction of being the last bar on US Highway 1, this iconic establishment enthralls visitors with its classic Americana ambiance, complete with musical memorabilia adorning the walls.

“The Green Parrot Bar – a place where history and revelry meet.”

Both locals and tourists flock to the Green Parrot, creating a warm, welcoming atmosphere that only the best bars in Key West can achieve. Live music, spanning genres such as funk and blues, fills the air, while free popcorn keeps patrons happily munching away as they soak in the unique Key West bar scene.

What Makes Green Parrot’s “Parrot Punch” a Must-Try

At the heart of this beloved establishment lies the signature Green Parrot special drink – the Parrot Punch. This delectable concoction of spiced rum, orange juice, pineapple, and a hint of grenadine captures the essence of tropical Key West, providing a taste that locals and visitors alike revere and crave.

As I sipped my Parrot Punch amidst the nostalgic ambiance, I felt the spirit of Key West wash over me, invigorating and delighting my senses. And while other must-visit bars in Key West might boast their own signature cocktails, I believe that the Green Parrot’s Parrot Punch is one that every visitor to this incredible island must try before their journey’s end.

2. The Quirky Appeal of the Smallest Bar in Key West

best key west bars

Nestled at 124 Duval St., the Smallest Bar in Key West lives up to its name with just 72 square feet creating an intimate and eccentric drinking experience. Known for its tropical drinks concocted with fresh rum and juice, the bar’s size offers an oddly charming appeal that draws in curious tourists and locals.

Its hand-painted walls and limited seating create an exclusive atmosphere, where the “Rum Runner” cocktail reigns supreme—a refreshing blend that embodies the quirky uniqueness of Key West’s bar scene. To give you an idea of the irresistible charm of this bar, I’ve put together a table showcasing some of its highlights:

SizeOnly 72 square feet
Location124 Duval St.
Specialty Drink“Rum Runner” cocktail
AtmosphereIntimate and eccentric

As a unique part of Key West’s bar scene, the Smallest Bar offers something different from the larger, more famous bars like Sloppy Joe’s and Irish Kevin’s. If you’re looking for an unforgettable experience, I highly recommend making a stop at this tiny gem.

Embarking on a quest to discover unique bars like the Smallest Bar allows you to fully experience Key West’s colorful night scene, from the legendary Green Parrot Bar to the expansive rum selection at The Rum Bar. As you explore these top bars, you immerse yourself in the vibrant culture that defines Key West.

3. A Taste of the Caribbean at The Rum Bar

Best Bars in Key West - the rum bar

At the heart of Key West lies a hidden gem called The Rum Bar, located within The Speakeasy Inn at 1115 Duval St. This remarkable spot offers a Caribbean escapade with its astonishing collection of over 350 rums. Its tropical atmosphere and knowledgeable bartenders guide patrons through rum flights and expertly crafted beverages, making it a paradise for rum enthusiasts in the heart of Key West.

Delving Into the Extensive Rum Selection at The Rum Bar

An expansive rum selection is just one of the The Rum Bar’s many specialties. With classic options such as rum runners and inventive mojitos using only the freshest ingredients, The Rum Bar’s extensive selection promises a deeper appreciation of this sugarcane spirit. Here’s a glimpse of some popular rum offerings:

  • Appleton Estate
  • Mount Gay
  • Pyrat XO Reserve
  • Zacapa 23
  • Flor de Caña 18

“Discovering The Rum Bar in Key West was a highlight of my trip. The amazing selection, expert staff, and laid-back vibe made every visit unforgettable.”

Unwinding with a Glass of Rum Amidst the Island Vibes

Not only does The Rum Bar boast an exceptional rum variety, but it also offers an inviting space to unwind. Here, one can indulge in a refreshing Painkiller or Mojito while soaking in the laid-back island atmosphere. The Rum Bar’s connection to island history and a bartender’s talent for storytelling transform every drink into an experience—one that represents a relaxed Caribbean lifestyle and makes memories that linger long after the last sip.

When you are exploring the world of Caribbean drinks in Key West, look no further than The Rum Bar. This famous bar in Key West is an essential part of the Key West nightlife and rum-tasting scene. So, next time you’re in town, make sure to visit The Rum Bar to experience the irresistible Caribbean ambiance of Key West.

4. Lively Evenings at Irish Kevin’s

Best Bars in Key West

Irish Kevin’s, situated in the heart of Key West’s nightlife, cultivates a joyous atmosphere with its infectious sing-alongs and well-crafted beverages. The staff’s warmth converges with the vibrant energy of live music, ensuring every visit is filled with good cheer. This bar personifies the festive spirit of Key West, offering a place where friends gather, toast to the good times, and revel in the camaraderie that Irish Kevin’s is renowned for.

“There’s no place like Irish Kevin’s Key West. The lively atmosphere, the toe-tapping tunes and the friendly staff make it a highlight of any trip to the island!”

In addition to the festive energy, Irish Kevin’s upholds the tradition of serving top-notch drinks. Here are some of the fan-favorite beverages you can expect to enjoy:

  1. Traditional Irish Whiskey
  2. Kevin’s Island Punch
  3. Jameson Margarita

Located just steps away from popular bars like Sloppy Joe’s, Rick’s, and Willie T’s, Irish Kevin’s is an essential stop on any Key West pub crawl. The fun doesn’t end there, with nearby establishments like the Green Parrot, The Rum Bar, Smallest Bar, Capt. Tony’s, The Bull, Fat Tuesday, Sunset Tiki Bar, and Hog’s Breath Saloon all contributing to the best nightlife Key West has to offer.

Irish Kevin’s211C Duval StLive music and sing-alongs
Green Parrot601 Whitehead StLive jazz and blues
The Rum Bar1115 Duval StExtensive rum selection
Smallest Bar124 Duval StIntimate setting and tropical drinks
Sloppy Joe’s201 Duval StHistoric bar with live music
Capt. Tony’s Saloon428 Greene StLegendary bar with strong drinks
The Bull224 Duval StMultilevel bar with rooftop access
Fat Tuesday305 Duval StFrozen drinks and beachside vibes
Sunset Tiki Bar245 Front StTropical cocktails and sunsets
Hog’s Breath Saloon400 Front StLive music and laid-back atmosphere

The pulsating energy of Irish Kevin’s Key West makes it a standout destination amongst the myriad of lively bars. With its electrifying atmosphere and delicious drinks, it’s a must-visit locale in the heart of Key West’s energetic nightlife.

5. Live Music and Libations at Sloppy Joe’s

sloppy joes bar key west

Sloppy Joe’s, an enduring favorite located at 201 Duval St., is inseparable from Key West’s image, thanks in part to Ernest Hemingway’s seal of approval dating back to the 1930s. Since its doors opened on the day Prohibition ended, Sloppy Joe’s has become a beacon of the Key West bar scene, offering live music that beckons patrons to dance until the early hours. With a broad selection of libations, coupled with its vibrant atmosphere and historic connections, Sloppy Joe’s continues to be a cornerstone of Key West’s nightlife.

As one of Key West’s famous bars, Sloppy Joe’s is the perfect venue to experience live music bars Key West has to offer. The stage is always graced by incredible musicians from various genres, creating an unforgettable ambiance that keeps the crowd energized. Additionally, the extensive list of cocktails and beers ensures there is something to suit everyone’s taste.

“A night out in Key West isn’t complete without a visit to Sloppy Joe’s. The live music, delicious drinks and warm atmosphere make it an unforgettable experience!”

For those who enjoy indulging in tasty treats while sipping on their favorite drink, Sloppy Joe’s also offers a delectable food menu, featuring popular dishes such as the Sloppy Joe Sandwich, Shrimp Po’ Boy, and Fish Tacos.

Key Lime Pie MartiniA luscious blend of vanilla vodka, key lime liqueur, cream, and a graham cracker rim, capturing the essence of the famous Key West dessert.
Hemingway DaiquiriA classic cocktail combining rum, lime, grapefruit, and maraschino liqueur, paying tribute to the influential resident who once frequented Sloppy Joe’s
SloppyritaA house specialty consisting of tequila, fresh lime juice, and orange liqueur, perfect for a refreshing and zesty nightcap
  1. Visit Sloppy Joe’s Key West to soak up the historic atmosphere
  2. Sample their extensive list of libations while enjoying live music
  3. Indulge in delicious dishes from the food menu
  4. Create memories that will last a lifetime

Key West’s famous bars, such as Sloppy Joe’s, offer not only great drinks and food but also an opportunity to immerse oneself in the local culture and mingle with like-minded individuals. Whether you are a music enthusiast or a history buff, a night spent at Sloppy Joe’s Key West is one to be remembered.

6. Famous Bars in Key West: A Visit to Capt. Tony’s Saloon

Best Bars in Key West

Among the historic bars in Key West, Capt. Tony’s Saloon holds a special place in the hearts of both locals and tourists alike. Situated just a stone’s throw away from the bustling Duval Street, Capt. Tony’s is a testament to the island’s rich past and boisterous present. With its legendary background, strong drinks, and memorable encounters, it rightfully stands as one of the most popular bars in Key West.

“Capt. Tony’s Saloon: Where tales of the past harmonize with the laughter and music of the present.”

The walls of Capt. Tony’s Saloon are adorned with memorabilia from bygone days, allowing patrons to soak in the history as they sip on their favorite beverages. Besides its storied past, the bar enjoys a present-day reputation for hosting live bands, captivating patrons with an ambiance that begs them to stay for one more drink and dance away the hours.

For those embarking on a true Key West bar crawl, a stop at Capt. Tony’s Saloon is essential. Pairing the rich history of the island with an atmosphere of conviviality and joy, this bar joins the ranks of other famous drinking establishments, each offering their unique contribution to the vibrant nightlife of Key West.

Bar NameSignature DrinkUnique Feature
Capt. Tony’s SaloonPirate PunchLegends and memorabilia
Green Parrot’sParrot PunchHistoric charm and live music
Smallest BarRum RunnerIntimate size and atmosphere
The Rum BarClassic MojitoExtensive rum selection and Caribbean vibes
Irish Kevin’sIrish Whiskey SourRowdy sing-alongs and good times
Sunset Tiki BarSchooner BreezeScenic sunset views and tropical cocktails

As your journey through the captivating world of Key West’s bar scene unfolds, raise a glass to the eclectic and spirited establishments like Capt. Tony’s Saloon that form the backbone of the city’s unforgettable nightlife.

7. Savoring Local Flavors at Key West’s Sunset Bar

simset tiki bar

No visit to Key West is complete without a trip to the Sunset Tiki Bar Key West, a picturesque spot to drink in the beauty of the island’s renowned sunset. Lounge on the waterfront as you sip on tropical cocktails, bask in the warm ocean breeze, and enjoy the company of fellow revelers amid the backdrop of a stunning, kaleidoscopic sky.

Situated on the edge of the historic seaport, the Sunset Tiki Bar boasts not only an unbeatable view of the glorious Key West sunset but also a variety of mouthwatering tropical cocktails. Among its many inviting offerings is the Schooner Breeze, a delightful blend of local rum, pineapple, and coconut, which perfectly captures the essence of island life.

As the golden light of day slips away, so too do your cares and worries. The laid-back atmosphere at the Sunset Tiki Bar encourages you to let go, let loose, and get swept into the convivial mood. With live music to stir your soul and delicious fresh seafood to tantalize your taste buds, it’s no wonder why this is considered one of the best bars in Key West.

“As the sun dips below the horizon, the true magic of Key West is revealed in each glass raised and every tune played. Sunset Tiki Bar is the place to be.”

It’s worth noting that the Sunset Tiki Bar isn’t just about the drinks — it’s a venue that wholeheartedly embraces Key West’s rich history, culture, and commitment to living life to the fullest. The following table details some of the reasons this establishment truly epitomizes the Key West ethos:

Unique AttributesWhy It’s Considered Among the Best Bars in Key West
Stunning Waterfront LocationOffers one of the best views of Key West’s mesmerizing sunset, along with a front-row seat to the captivating scene changes within this tropical paradise.
Exceptional Tropical CocktailsCombines fresh, local ingredients and creative twists to classic recipes, delivering a scrumptious assortment of libations that truly embody island life.
Live MusicFeatures a collection of talented musicians and performers who provide the perfect soundtrack to your evening, creating an enchanting atmosphere to dance the night away.
Fresh Seafood FareExpertly weaves culinary traditions and influences from throughout the Caribbean to present a delectable menu that pairs harmoniously with your tropical beverage of choice.

8. Key West’s Most Unique Drinking Experience: The Bull and Its Rooftop Bar

bull exterior

When it comes to unique bars in Key West, there’s no place quite like The Bull & Whistle Bar, a legendary establishment that combines the best of the island’s history, entertainment, and nightlife under one roof. Located along the bustling Duval Street, this must-visit rooftop bar features three distinct levels, each offering an unforgettable experience for those who dare to explore.

Why The Bull’s Rooftop Bar is a Must-Visit in Key West’s Nightlife Landscape

Each floor of The Bull offers a different ambiance and scene to cater to every type of visitor. On the ground floor, you’ll find The Bull itself, where guests are greeted by colorful murals depicting the old days of Key West and live music to get you in the mood for a night of adventure. As you venture up to the second floor, you’ll discover the Whistle Bar, complete with a wraparound balcony perfect for people-watching and enjoying the lively atmosphere of Duval Street. Lastly, at the top, guests are welcomed into the enchanting Garden of Eden – a clothing-optional rooftop bar that truly exemplifies the liberated spirit of Key West as patrons enjoy the nightlife under the stars.

Nighttime Revelry Under the Stars at The Bull’s Rooftop Bar

What truly sets The Bull apart from other trendy bars in Key West is the sky-high Garden of Eden. As evening falls, this rooftop sanctuary transforms into a vibrant, open-air party, allowing visitors to immerse themselves in the island’s unique and spirited atmosphere. Dance under the stars, engage in lively conversation, or simply take in the panoramic views of Key West and its surrounding waters.

“There’s no place in Key West that captures the heart of the island’s nightlife quite like The Bull’s Rooftop Bar—where each level offers a memorable adventure that culminates in an unforgettable night under the stars.”

So, whether you’re in the mood for a casual game of pool at the Whistle Bar or you prefer to let loose and dance the night away to live music downstairs, you can count on The Bull Rooftop Bar to deliver a one-of-a-kind experience that exemplifies the magic of Key West nightlife. With its extraordinary entertainment options and inviting atmosphere, this destination is a must-visit rooftop bar for anyone looking to truly embrace the island’s vibrant spirit.

  1. Ground floor – The Bull Bar
  2. Second floor – The Whistle Bar
  3. Top floor – Garden of Eden Rooftop Bar

When planning your Key West bar-hopping adventure, make sure to add The Bull Rooftop Bar to your list of must-visit bars—and be prepared for a night you won’t soon forget!

9. Delicious Drinks and Sea Breezes at Fat Tuesday

Best Bars in Key West

At the heart of Key West’s vibrant beach bar scene, Fat Tuesday stands out with its delectable selection of frozen drinks and a relaxed atmosphere. Situated steps away from the ocean, this bar provides a perfect setting to unwind and savor the island’s laid-back vibe. Fat Tuesday offers a haven for locals and tourists alike, who appreciate the art of blending tasty beverages that quench thirst while providing a cooling respite from the tropical heat.

“Nothing beats sipping on a perfectly blended frozen drink and feeling the sea breeze at Fat Tuesday.”

One of the best beach bars in Key West, Fat Tuesday offers a selection of expertly crafted icy concoctions that capture the spirit of the island. With a vast range of flavors and combinations, your taste buds are in for a treat. Below are some of their must-try options:

  1. Piña Colada
  2. Margarita
  3. Daiquiri
  4. Mudslide
  5. Strawberry Shortcake
Piña ColadaRum, pineapple juice, coconut creamTropical bliss with a creamy touch
MargaritaTequila, triple sec, lime juiceA zesty, classic favorite
DaiquiriRum, lime juice, simple syrupRefreshing bliss with a hint of sweetness
MudslideVodka, Kahlúa, Irish cream liqueurRich, indulgent, and unbelievably smooth
Strawberry ShortcakeRum, strawberries, whipped creamSweet, fruity, and delightfully creamy

Fat Tuesday Key West is all about creating memorable moments with your favorite frozen drinks in hand and the sea breeze gently caressing your face. With its extensive menu and a casual, beachside setting, this bar is the ideal spot to appreciate life’s simple pleasures. Whether you’re watching a brilliant sunset or chatting with friendly locals, Fat Tuesday guarantees an unforgettable experience that celebrates the essence of Key West.

10. Live Music and Delicious Meals at Schooner Warf Bar

schooner warf key west

Schooner Warf Bar, where you can enjoy a refreshing drink and delicious meal in a beautiful setting. Schooner Warf is located on 202 William St and offering a variety of seafood and American dishes. They also have a full bar, so you can enjoy your favorite cocktail while you watch the sunset over the Gulf of Mexico.

If you’re looking for a place to relax and unwind, Schooner Warf Bar is the perfect spot. They have a friendly and knowledgeable staff that can help you find the perfect drink to suit your taste. Also have a great selection of beer, wine, and spirits. So whether you’re looking for a light beer or a strong whisky.

And of course, no visit to Schooner Warf Bar would be complete without trying our famous Key Lime Pie. This delicious dessert is made with fresh key lime juice, condensed milk, and graham cracker crust. It’s the perfect way to end your meal, and it’s sure to leave you wanting more.

Copy of Frequently Asked Questions 4


Q: What are some of the most popular bars in Key West?

A: Some popular bars in Key West include The Green Parrot Bar, the Smallest Bar, The Rum Bar, Irish Kevin’s, Sloppy Joe’s, Capt. Tony’s Saloon, The Sunset Tiki Bar, The Bull & Whistle Bar, and Fat Tuesday.

Q: Where can I experience Key West’s bar scene and nightlife?

A: Duval Street is a great starting point for exploring Key West’s bar scene and nightlife, as it is home to many of the island’s most well-known taverns, like Sloppy Joe’s and The Bull & Whistle Bar.

Q: What makes the Green Parrot Bar a must-visit spot in Key West?

A: The Green Parrot Bar is a historic gem in Key West with a legacy dating back to 1890, offering live music, free popcorn, and a welcoming atmosphere. Its signature “Parrot Punch” is a deliciously tropical drink capturing the spirit of Key West.

Q: Where can I find the Smallest Bar in Key West?

A: The Smallest Bar is located at 124 Duval St. Although the bar is just 72 square feet in size, it offers an intimate and eccentric drinking experience with tropical drinks made from fresh rum and juice.

Q: What makes The Rum Bar a unique experience in Key West?

A: Located within The Speakeasy Inn at 1115 Duval St., The Rum Bar offers a Caribbean escapade with an astonishing collection of over 350 rums, rum flights, and expertly crafted beverages served in a laid-back island atmosphere.

Q: What can I expect from a night out at Irish Kevin’s?

A: Irish Kevin’s is known for its infectious sing-alongs, well-crafted beverages, and vibrant live music. The staff’s warmth and festive atmosphere make it a favorite spot for friends to gather, toast to the good times, and dance the night away.

Q: Are there any rooftop bars in Key West?

A: Yes, The Bull & Whistle Bar is a popular tri-level establishment on Duval Street with a clothing-optional rooftop bar called the Garden of Eden. Its unique entertainment options and inviting ambiance make it a standout in Key West’s diverse bar scene.

Q: Where can I find frozen drinks in Key West?

A: Fat Tuesday is a Key West institution known for its wide array of frozen drinks. With a relaxed backdrop and beachside atmosphere, it’s a great spot to cool off with a skillfully blended beverage while embracing the island rhythm.

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