Best Bars in Key West: Sip and Savor This Spring Break
Explore Key West’s iconic bar scene, from historic spots like Sloppy Joe’s to quirky gems such as the Smallest Bar. Dive into a vibrant nightlife experience filled with live music, unique drinks, and unforgettable memories.
For anyone craving a taste of tropical nightlife, venture into the lively streets of the Conch Republic, where the best bars in Key West await your exploration. This charming island packs a punch with its rich history and colorful local culture, making it an irresistible destination for fun-seekers and connoisseurs alike.
Whether you’re an experienced traveler or a first-time visitor, discovering the best bars in Key West Florida offers an array of unique flavors and vibes. From the pulsating beats at local music joints to the serene settings of beachside lounges, there’s a spot for every taste.
Sample iconic cocktails, meet vibrant personalities, and immerse yourself in the stories that each bar has to share. Be prepared for an unforgettable journey through the heart of Key West’s bar scene!
Sloppy Joe’s Bar
Address: 201 Duval St, Key West, FL 33040, United States
What makes Sloppy Joe’s Bar stand out prominently among the many Duval Street bars? With its lively past intertwined with figures like Hemingway, it’s one of the famous bars in Key West that carries an aura of historical significance.
This iconic spot has been a fixture since 1937, drawing both locals and tourists into its vibrant atmosphere. Visitors are often enamored by the live music that pulses through the bar daily.
While sitting under walls adorned with historical artifacts, patrons can enjoy everything from the signature Sloppy Joe sandwich to a variety of cocktails. It’s definitely a must-see for anyone exploring famous bars in Key West.
Captain Tony’s Saloon
Address: 428 Greene St, Key West, FL 33040, United States
Step inside Captain Tony’s Saloon and you’ll immediately feel the rich history coursing through this eclectic Duval Street establishment. Situated on Greene Street just off Duval, its past is filled with colorful stories and notable patrons.
Known as a hangout for local legends and celebrities, it invites you to pull up a painted barstool and soak in the friendly, casual atmosphere. Discover remnants of its varied past—once a morgue and even a bordello—adding a touch of intrigue to your visit.
Join in the Duval Street tradition by grabbing a drink and listening to live music echoing through the open-air venue. Whether you’re in search of history or entertainment, Captain Tony’s delivers both in abundance.
Hog’s Breath Saloon
Address: 400 Front St, Key West, FL 33040, United States
Visit Hog’s Breath Saloon, a cornerstone in the Jimmy Buffett-influenced relaxation culture of Key West. Located near the lively focal points of the island, it provides an engaging blend of entertainment with its live bands and charismatic ambiance.
Experience a bit of Key West’s charm, where music and laughter flow effortlessly, reminiscent of the laid-back island rhythms celebrated by Jimmy Buffett. With fresh seafood offerings on a vibrant menu, Hog’s Breath combines dining with entertainment seamlessly.
This saloon’s unique slogan “better than no breath at all” encapsulates the playful spirit you’ll find here. It’s a lively tribute to the tropical lifestyle that Jimmy Buffett often celebrates in his songs.
Green Parrot Bar
Address: 601 Whitehead St, Key West, FL 33040, United States
What about the live music at Green Parrot Bar makes it a signature stop in Key West? Almost nightly performances bring this venue alive with rhythms that resonate with the island’s soul.
Originally a grocery store, its long history blends with a buzzing atmosphere that’s hard to resist. The open-air feel, augmented by its welcoming layout, makes it a perfect spot for music lovers to gather.
Beyond the live music, enjoy the friendly locals and vibrant decor that create a colorful canvas for your evening. It’s not just a bar; it’s a community where music is celebrated with every visit.
The Rum Bar
Address: 1117 Duval St, Key West, FL 33040, United States
The Rum Bar, nestled on Duval Street, is a gem among Key West bars, boasting over 350 varieties of rum. This inviting spot encourages both locals and tourists to indulge in expert-crafted cocktails while basking in its relaxed atmosphere.
Here, you can immerse yourself in the history and tales of rum-running that contribute to its charm. Hosted in the Speakeasy Inn, it blends historical allure with a welcoming vibe.
Engage with knowledgeable bartenders who are eager to guide you through a rum-filled journey. Perfect for savoring Key West’s history in every sip, The Rum Bar stands as a testament to the island’s rich past.
Sunset Pier
Address: 0 Duval St, Key West, FL 33040, United States
Bask in the stunning vistas at Sunset Pier, acclaimed as the best bar in Key West for breathtaking sunset views. Located at the Ocean Key Resort, it offers a spectacular setting where the vibrant colors of the sun melting into the horizon perfectly accompany your cocktail.
The lively atmosphere is accentuated by local entertainers who perform regularly, enhancing the overall experience. Whether you’re relaxing after a day of exploring or kick-starting your evening, Sunset Pier sets the stage impeccably.
Its open setting invites everyone to join in Key West’s renowned sunset celebrations. With this ambiance, it’s easy to label it among the best bar in Key West.
Schooner Wharf Bar
Address: 202 William St, Key West, FL 33040, United States
Immerse yourself in the rhythm of the sea at Schooner Wharf Bar, an iconic stop on the list of distinctive bars in Key West. Known for its dockside charm and open-air setting, it’s a must for patrons seeking a blend of seafood and entertainment.
The bar’s live music scene is complemented by fresh oysters and casual dining, making it a favorite for both locals and visitors. As laughter mingles with the sounds of music and the sea, you’ll find a genuine island atmosphere that feels miles away from the ordinary.
Relax in a setting that promises to evoke the spirit of the Keys. There’s no better place to dive into the authentic island lifestyle.
801 Bourbon Bar
Address: 801 Duval St, Key West, FL 33040, United States
What adds a dash of unique flair to the best gay bars in Key West scene? Attracting a diverse and lively crowd, 801 Bourbon Bar stands out with its energetic drag shows that promise humor and interaction.
Located at the heart of Duval Street, this bar is bustling with activities like karaoke and bingo which cater to various tastes. The vibrant decor blends seamlessly with its welcoming nature, fostering an inclusive environment for everyone.
Creativity flows not just in the shows but in their specialty cocktails that entice patrons to indulge in something new with each visit. Celebrated for its accepting ambiance, 801 Bourbon Bar proudly showcases why it’s considered among the best gay bars in Key West.
The Smallest Bar
Address: 124 Duval St, Key West, FL 33040, United States
Step into a world of charm at The Smallest Bar, well-loved among the quirky best bars in Key West. Though petite, it leaves a giant impression on those who stumble upon it, with only a couple of stools and a handful of patrons fitting snugly at any time.
Nestled within the lively buzz of Duval Street, it offers guests a memorable chance to raise a toast in the tiniest of settings. A pit stop at this unique hole-in-the-wall is a perfect way to start or end a bar crawl.
The famed Key Lime Pie shot is a must-try, adding a local twist to your drink menu. Despite its size, The Smallest Bar stands tall in the hearts of those who love Key West’s unconventional spirit.
Durty Harrys
Address: 202-208 Duval St, Key West, FL 33040, United States
Revel in the electric energy of Durty Harry’s, one of the best dive bars in Key West, where live music and spirited patrons unite under one roof. Regular performances, including house favorites, keep the atmosphere vibrant and engaging.
Fans gather here not just for the music, but for an authentic dive bar experience, complete with reasonably-priced drinks and a lively crowd. The mix of locals and tourists creates a warm, inviting energy that captures the heart of a true Key West dive.
A staple stop for sports lovers with numerous screens broadcasting events, it offers entertainment at every angle. Durty Harry’s certainly holds its place amid the best dive bars in Key West.
Chart Room
Address: 1 Duval St, Key West, FL 33040, United States
The Chart Room Bar consistently delights as a classic Key West bar known for its storied past and laid-back vibe. Housed in the Pier House Resort, it invites drinkers to unwind with complimentary popcorn and hot dogs—a delightful touch that enhances its welcoming atmosphere.
Believed to be the location of Jimmy Buffett’s first beer in Key West, its legacy is seasoned with tales of notable patrons and local lore. The historical allure is enhanced by walls of memorabilia, giving a cozy nod to its past.
Warmth and character spill out of every corner, making it a cherished spot for both visitors and islanders. Whether you’re eager to relive musical history or make some of your own, the Chart Room is an indispensable part of Key West’s bar landscape.
Jack Flats
Address: 509 Duval St, Key West, FL 33040, United States
Why is Jack Flats celebrated as the best sports bar in Key West? Renowned for its wide array of large screens and attentive service, it’s a haven for sports enthusiasts looking to catch their favorite games live.
With its inviting atmosphere and laid-back vibe, visitors feel right at home as they enjoy hearty bar bites alongside a cold brew. Its menu caters to all, featuring comfort foods that are perfect for game-day gatherings.
Accessibility and location make it a standout choice on bustling Duval Street. For sports fans yearning for a mix of entertainment and superb service, Jack Flats remains unrivaled as the best sports bar in Key West.
Key West Hotels
Planning a trip to Key West during spring break can be overwhelming due to the high demand for accommodations. As you watch reservations fill up quickly, the fear of not securing the perfect place to stay may set in.
It’s entirely understandable to feel stressed about finding availability without breaking the bank. Fortunately, Tripster offers an efficient and affordable solution to book your Key West hotels hassle-free.
With Tripster, you can explore a variety of options and secure your stay with just a few clicks. Don’t wait until it’s too late—take action now and ensure your spot in paradise with Tripster!
Best Bars in Key West FAQs
What is The Famous Drink in Key West?
One of the most famous drinks in Key West is the "rum runner," a tropical cocktail that perfectly captures the island's laid-back vibe. This popular concoction often combines rum, fruit juices, and grenadine to create a refreshing and fruity experience.
Is Key West Good For Nightlife?
Of all the keys, Key West is the only one known for its nightlife, offering a dynamic mix of lively bars and captivating live music that keeps the streets buzzing from day until night. With a vibrant ambiance filled with diverse entertainment options, it's the ultimate destination for a memorable night out.
Experience the Ultimate Nightlife: Unwind with Signature Cocktails and Savor Live Music Today!
There you have it, the best bars in Key West await you with open doors and welcoming vibes. Each venue offers its unique charm, history, and ambiance, ensuring there’s something for everyone to enjoy.
Whether you are a rum aficionado, a connoisseur of live music, or simply looking to relax with a tropical cocktail, Key West’s vibrant bar scene delivers on all fronts. From the iconic Sloppy Joe’s to the quirky Smallest Bar, there’s no shortage of places to explore and rediscover the essence of Key West’s nightlife.
With your nightlife itinerary set, it’s the perfect time to start planning your visit to this tropical paradise. Book your Key West attractions, hotels, and vacation packages through Tripster to ensure a seamless and unforgettable getaway.
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