The Best Bars in Key West (2024)
Key West is not only famous for its picturesque beaches and vibrant culture but also boasts an eclectic mix of bars that cater to every taste, from historic hangouts to beachfront paradises. Here’s a curated guide to the best bars in Key West, promising unforgettable nights in this island city.
Our Expert Picks
| Bar Name | Unique Feature | Atmosphere | Perfect For |
|---|---|---|---|
| Captain Tony’s Saloon | Original Sloppy Joe’s location, historic with a “hanging tree” | Historic and casual | History buffs, pirate lore enthusiasts |
| Sunset Pier | Stunning sunset views with frozen drinks | Vibrant and scenic | Sunset seekers, tropical drink lovers |
| Green Parrot | Iconic bar with strong drinks and live music | Lively and mixed crowds | Music lovers, those seeking local vibes |
| The Rum Bar | Specializes in rum with knowledgeable bartenders | Tropical and intimate | Rum enthusiasts, cocktail connoisseurs |
| Sloppy Joe’s Bar | Hemingway’s old haunt, live music | Touristy but fun | Party-goers, Hemingway fans |
| Chart Room | Hidden dive bar inside a resort, complimentary snacks | Quiet, cozy | Dive bar aficionados, conversation seekers |
| Lagerheads Beach Bar | True beach bar on a small beach | Idyllic, beachy | Beach lovers, those preferring a relaxed vibe |
| Schooner Wharf Bar | Waterfront view, live music | Nautical and relaxed | Sunset watchers, live music fans |
| 801 Bourbon Bar | Celebrates LGBTQ culture with drag shows | Vibrant and entertaining | Fans of drag culture, nightlife enthusiasts |
| La Te Da Piano Bar | Nightly piano music with strong martinis | Musical and lively | Music lovers, dance enthusiasts |
| Sunset Pier | Waterfront stools for sunset viewing | Picturesque and popular | Sunset enthusiasts, seafood lovers |
Captain Tony’s Saloon
A historic dive bar with a rich past, this spot was Ernest Hemingway’s old haunt and the original location of Sloppy Joe’s. Its walls are steeped in local lore, including a “hanging tree” where pirates met their end. It’s a must-visit for those seeking a taste of Key West’s colorful history while enjoying their signature Pirate Punch.
Sunset Pier
Perfect for those who can’t resist a frozen drink, Sunset Pier offers stunning waterfront views, making it an ideal spot for enjoying classic margaritas, daiquiris, and mojitos as the sun sets. Their menu is filled with island favorites, promising a delightful culinary experience alongside your drinks.
Green Parrot
As one of the most iconic bars in Key West, The Green Parrot offers strong drinks, a mix of live entertainment, and a welcoming atmosphere where locals and tourists mingle. Starting as a grocery store that began serving drinks to sailors, it has become a beloved spot for an authentic Key West vibe.
The Rum Bar at The Speakeasy Inn
Rum aficionados will find paradise at The Rum Bar, located within a Prohibition-era speakeasy. Known for its knowledgeable bartenders and strong drinks, visitors can dive deep into the world of rum while enjoying a pain killer or mojito in a setting that echoes the island’s storied past.
Sloppy Joe’s Bar
Famous, crowded, and undeniably historic, Sloppy Joe’s offers a lively atmosphere with live bands and a connection to Ernest Hemingway. Though touristy, it remains a fun spot if you enjoy energetic bars and want to partake in a piece of Key West’s literary history.
Chart Room
For those seeking a quieter refuge, the Chart Room is a hidden gem located inside a resort but open to the public. This dive bar is perfect for enjoying a conversation or a game of backgammon over tasty cocktails, complete with complimentary peanuts and hot dogs.
Lagerheads Beach Bar
One of the few true beach bars in Key West, Lagerheads offers a chance to enjoy drinks with your toes in the sand. It’s a serene escape with live music, beach chair rentals, and a small yet inviting wooden shack bar that epitomizes the laid-back beach vibe.
Schooner Wharf Bar
This waterfront bar boasts live music, cluttered wooden decor, and a great view, making it an ideal spot for enjoying a few beers during sunset. The atmosphere is quintessentially Key West, with a blend of nautical charm and a relaxed vibe.
801 Bourbon Bar
Celebrating LGBTQ culture, 801 Bourbon Bar hosts the most fun drag shows on the island. It’s a place where the performances are as vibrant as the drinks, offering a night of laughter and lively entertainment.
La Te Da Piano Bar
Inside the La Te Da Hotel, this piano bar turns into a lively spot with strong martinis and a cozy atmosphere where talented vocalists lead to spontaneous dance parties. It’s a place for enjoying music, laughter, and great drinks.
Sunset Pier
Noted for its postcard-perfect sunset views, this bar is a go-to for waterfront stools and a menu that features peel-and-eat shrimp among other delights. It’s a crowded spot in winter, so arriving early is advised to secure the best views.
Each of these bars offers a unique slice of Key West’s diverse nightlife, promising experiences that range from historical deep dives to serene beachfront sips. Whether you’re a history buff, rum enthusiast, or just in search of a beautiful sunset view with a drink in hand, Key West’s bars have something to enchant you.
