Embarking on a fun-filled night out in Key West? You’re in luck! In this article, we’ll unveil the bustling nightlife of the city, spotlighting the famous bars and pubs that continue to attract tourists and locals alike. Pouring a range of craft beers, local spirits, and tropical cocktails with unforgettable backdrop of the beautiful Atlantic Ocean, these establishments are brimming with captivating tales of history, celebrities, and the city’s rich cultural flavor. Come join us as we raise a glass to the vibrant bar and pub scene in Key West.
History of Key West’s Pub Scene
In beautiful Key West, we share a long, colorful history with the pub and bar scene. It has always played a pivotal role in the social life of Key Westers, reflecting the relaxed and inclusive atmosphere of the island.
Early Beginnings of Key West’s Pubs and Bars
Back in the early days, our ancestors were passionate about their drink, and the first establishments popped up soon after settlers arrived. Harboring a spirit of conviviality, these early bars served as a meeting ground where tales of the seas and the island were shared over strong drinks.
Prohibition Era in Key West
The arrival of Prohibition in 1920 brought a unique challenge for our island with its deep-rooted pub culture. Still, the city’s isolated location made it a hotbed for rum-runners smuggling alcohol from Cuba and the Bahamas. Our bars were transformed into Speakeasies, hidden places where secret passwords granted you access to the forbidden pleasures. Oh, the stories these walls could tell!
Post-Prohibition and Contemporary Pub Scene
After Prohibition, our bars emerged more vibrant than ever, with some, like Sloppy Joe’s, becoming world-known. Today, the pub scene in Key West forms an integral part of our nightlife. A perfect blend of old and new, our bars and pubs offer something for everyone, be it live music, celebrity sightings, or a friendly game of darts with the locals.
Sloppy Joe’s Bar
A Key West icon, the Sloppy Joe’s Bar at 201 Duval Street needs no introduction. It carries a rich heritage, rivaling the fame of any landmark on the island.
History of Sloppy Joe’s Bar
Established in 1933, Sloppy Joe’s bustled into life immediately after the repeal of Prohibition. It wasn’t initially called Sloppy Joe’s but started as ‘The Blind Pig,’ a speakeasy that transitioned into ‘The Silver Slipper.’ It finally took its current name when it moved to its spot on Duval Street, where it stands proudly today.
Famous Frequenters at Sloppy Joe’s Bar
Legendary writer Ernest Hemingway, a regular at Sloppy Joe’s, is possibly its most famous patron. He even played a role in its name change! Hemingway’s influence is seen throughout the bar, with photos and memorabilia paying homage to the famed author.
Signature Drinks and Food at Sloppy Joe’s
The Sloppy Joe’s Original sandwich is a must-try for any visitor, and the bar’s collection of rum punches is second to none. Pair these with some live music, and you’ve got a memorable Key West evening.
Captain Tony’s Saloon
Captain Tony’s Saloon at 428 Greene Street is another gem in our crown of entertainment and nightlife.
Rise of Captain Tony’s Saloon
Established by Tony Tarracino, a charismatic boat captain, the saloon started as a local bar that quickly rose to fame. Its quirky character and atmosphere are a throwback to early Key West, setting it apart from other bars.
Famous Visitors of Captain Tony’s Saloon
Famous patrons include Jimmy Buffet, who first debuted his song “Last Mango in Paris” here. Some say you can still feel the bar’s good vibes left over from a young Buffet singing his heart out.
Popular Menu Picks at Captain Tony’s
Their margaritas are legendary, and their seafood is as fresh as you can get, promising an authentic taste of the Keys.
The Bull and Whistle Bar
A popular venue for locals and tourists, The Bull and Whistle Bar at 224 Duval Street boasts an eclectic charm, suited to the unique vibe of the island.
Origins of The Bull and Whistle Bar
Though not as old as some of its counterparts, The Bull and Whistle has been serving up drinks and entertainment since the 1980s. Its genesis was marked by the combination of two existing businesses that formed the much-loved pub we all know.
Notable Incidences at The Bull and Whistle Bar
Our bar has seen its share of interesting events, from impromptu concerts to celebrity sightings. Known for live music and a relaxed ambiance, it has turned many an ordinary night into one for the books.
Specialties of The Bull and Whistle Bar
Their draft beer selection is vast and varied, and their bar food is a big hit, offering something for every palate.
Green Parrot Bar
Established in the late 19th century, Green Parrot Bar located at 601 Whitehead Street is Key West’s oldest bar.
Inception of Green Parrot Bar
It began its journey as a grocery store that soon grew into a popular place for locals to socialize over a few drinks. Today, it stands as a beacon of history and music in Key West.
Celebrity Sightings at Green Parrot Bar
Several famous faces, such as Kenny Chesney, have been spotted here, enjoying the bar’s laid-back flavor and iconic drinks.
Favorites from Green Parrot Bar’s Menu
Green Parrot is well-loved for its specialty drinks like the ‘Root Beer Barrel.’ Yet, its the vibrant music scene that really sets this spot apart from the rest.
Hog’s Breath Saloon
Hog’s Breath Saloon at 400 Front Street is a significant presence on the Key West bar scene, full of character and charm.
Story of Hog’s Breath Saloon
It was established in the 1980s, quickly becoming a favorite amongst locals and visitors with its lively atmosphere and distinct branding.
Famous Personalities at Hog’s Breath
Some notable visitors include country music star Kenny Chesney, who was known to drop in for a surprise performance now and again.
Must-Try at Hog’s Breath Saloon
Their ‘Hogaritas’ and Key Lime shooters are legendary, and their smoked fish dip is not to be missed, either. A lively stage hosting excellent live acts rounds out the experience.
Conch Republic Seafood Company
More than just a bar, the Conch Republic Seafood Company at 631 Greene Street is a testament to Key West’s ties with the sea.
Conch Republic Seafood Company’s History
Since 2002, it’s been providing the island with fresh seafood and refreshing libations. Its waterfront location offers a breathtaking view of the harbor.
Famous Patrons at Conch Republic Seafood Company
Many famous names have been spotted here, enjoying the view and the food. However, they’re just part of the crowd—here, everyone is considered a special guest.
Signature Dishes and Drinks at Conch Republic
The daily happy hour draws a crowd for their famous Conch Fritters and a ‘2 for 1’ drink special. And of course, paired with stunning views, it’s an experience hard to replicate!
The Rum Bar
The Rum Bar, located in the Speakeasy Inn at 1117 Duval Street brings you a taste of the Caribbean with its impressive collection of rums.
Establishment of The Rum Bar
The establishment emerged from the passion of Bahama Bob Leonard, who designed a warm and inviting ambience to introduce guests to the world of rum.
Celebrities at The Rum Bar
Famous personalities are known to stop by and enjoy the excellent collection of rums, soaking in the tropical vibe, and Key West hospitality.
Bestselling Drinks of The Rum Bar
Their rum-based cocktails are incredibly popular, with Bahama Bob’s signature drink, Painkiller #3, earning rave reviews.
Key West’s Pub Crawls
When it comes to experiencing the Key West pub scene, there’s arguably no better way than a pub crawl. Here you can explore multiple bars in one night, sampling drinks, and meeting new people.
Popular Pub Crawls in Key West
The Duval Crawl is a classic, taking you down Duval Street’s best drinking spots. For those seeking something unique, the Ghosts and Gravestones Crawl combines our fantastic bars with a dash of Key West’s mysterious history.
Tips for First-Time Key West Pub Crawlers
Remember, it’s a marathon, not a sprint! Pace yourself. Sample small bites along the way to keep going all night, and most importantly, soak in the spirit of Key West, where strangers are just friends you haven’t met yet!
Special Events at Key West’s Pubs and Bars
Our nightlife gets even more intoxicating during special events, when our bars and pubs become hubs of festivities, bringing an even stronger sense of camaraderie.
Annual Festivals involving Key West Pubs and Bars
We host annual events like Hemingway Days, where lookalikes gather at Sloppy Joe’s for the ‘Papa’ Hemingway Look-alike Contest. Fantasy Fest, too, brings a carnival atmosphere to our bars, reflecting the island’s creative spirit.
Unique Bar-focused Celebrations
Our bars also have unique celebrations of their own, like the ‘Running of the Bulls’ at Sloppy Joe’s, or the Conch Republic Seafood Company’s annual ‘Great Conch Republic Drag Race.’ No matter when you visit, you’re always in for a good time! So, come on down and raise a glass with us on this beautiful island paradise!
