Key West Bars: A Guide to Island Nightlife
Key West is renowned for its laid-back atmosphere, scenic beauty, and vibrant nightlife. A visit to this island paradise isn’t complete without exploring its legendary bars. From iconic watering holes to hidden gems, Key West bars offer an eclectic mix of drinks, live music, and local charm. In this guide, we’ll dive into the top spots to sip, savor, and soak up the Key West vibe.
Key West Bars: What is The Unique Appeal?
What sets Key West bars apart from the rest? It’s the island’s relaxed spirit and sense of community. Many Key West bars are steeped in history, offering a glimpse into the island’s colorful past. Others boast incredible ocean views, perfect for watching the sunset while enjoying a tropical cocktail. Whether you’re looking for a lively crowd, a quiet escape, or something in between, you’ll find it here.
Let’s explore some of the must-visit Key West bars and what makes each one special.
Iconic Key West Bars
1. Sloppy Joe’s Bar
Sloppy Joe’s is perhaps the most famous of all Key West bars. Established in 1933, it has been a favorite haunt of locals and tourists alike, including legendary writer Ernest Hemingway. Known for its live music, lively atmosphere, and signature Sloppy Joe sandwich, this bar is a must-visit.
Highlights:
– Live entertainment every night
– Historic charm with Hemingway connections
– A menu featuring classic pub fare and tropical drinks
2. The Green Parrot
If you’re looking for an authentic Key West experience, head to The Green Parrot. This iconic dive bar has been a local favorite since 1890. With its quirky decor, laid-back vibe, and live music, it’s a quintessential Key West hangout.
Highlights:
– A no-frills, welcoming atmosphere
– Regular live performances from talented musicians
– Famous for its draft beer selection and tropical cocktails
3. Captain Tony’s Saloon
As the original site of Sloppy Joe’s, Captain Tony’s Saloon is steeped in history. This bar is a step back in time with its dark wooden interiors, walls covered in memorabilia, and a tree growing through the roof. It’s a place where legends and ghost stories come alive.
Highlights:
– Historical significance
– A unique and eerie ambiance
– A variety of rum-based drinks
Waterfront Key West Bars
4. The Sunset Pier
For breathtaking views and a laid-back atmosphere, The Sunset Pier is hard to beat. Located at the edge of the Gulf of Mexico, it’s the perfect spot to enjoy a drink while watching one of Key West’s famous sunsets.
Highlights:
– Stunning oceanfront location
– Live music and vibrant energy
– Signature cocktails like the Key Lime Margarita
5. Schooner Wharf Bar
Dubbed “a last little piece of Old Key West,” Schooner Wharf Bar is a casual spot by the marina. It’s a great place to relax with a cold drink, enjoy live music, and soak in the maritime vibes.
Highlights:
– Rustic, open-air setting
– Fresh seafood dishes
– Frequent live music and local events
6. Hogfish Bar & Grill
Located off the beaten path on Stock Island, Hogfish Bar & Grill is worth the short trip. This waterfront gem offers a true taste of Key West’s fishing village roots, complete with fresh seafood and stunning harbor views.
Highlights:
– Famous for its Hogfish Sandwich
– Authentic island atmosphere
– Delicious cocktails and craft beers
Hidden Gems Among Key West Bars
7. The Rum Bar
For rum enthusiasts, The Rum Bar is a treasure trove. Housed in the historic Speakeasy Inn, this cozy bar boasts an extensive selection of rums from around the world. The bartenders are passionate and knowledgeable, ensuring a unique experience.
Highlights:
– Hundreds of rum varieties
– Charming and intimate setting
– Expertly crafted rum cocktails
8. Chart Room Bar
Tucked away at the Pier House Resort, Chart Room Bar is a well-kept secret among Key West bars. Its intimate size and rich history make it a favorite spot for those in the know.
Highlights:
– Complimentary peanuts and popcorn
– A storied past, rumored to have been Jimmy Buffett’s hangout
– Friendly, welcoming bartenders
9. The Porch
Nestled in a historic Victorian house, The Porch is a craft beer and wine lover’s paradise. This hidden gem offers a relaxed atmosphere away from the hustle and bustle of Duval Street.
Highlights:
– Wide selection of craft beers and wines
– Charming, vintage decor
– A tranquil escape from busy tourist areas
Late-Night Hotspots
10. Rick’s Bar
Rick’s is not just a bar – it’s an entertainment complex with multiple venues under one roof. From a dance club to a karaoke bar, there’s something for everyone here. It’s a go-to spot for those looking to keep the party going.
Highlights:
– Variety of music and entertainment options
– Lively crowd and vibrant energy
– Signature drinks to fuel the fun
11. 801 Bourbon Bar
A cornerstone of Key West’s LGBTQ+ nightlife, 801 Bourbon Bar is a vibrant and inclusive space. Known for its fabulous drag shows and welcoming vibe, it’s a must-visit for a fun and unforgettable night out.
Highlights:
– Legendary drag performances
– Friendly and diverse crowd
– Extensive drink menu
12. Irish Kevin’s Bar
If you’re in the mood for some Irish cheer, head to Irish Kevin’s Bar. With live music, interactive entertainment, and plenty of Guinness on tap, this lively spot keeps the energy high.
Highlights:
– Interactive performances
– Authentic Irish drinks
– A lively and engaging atmosphere
Key West Bars with a Twist
13. **First Flight Island Restaurant & Brewery
Did you know that the birthplace of Pan Am Airways is now a bar and restaurant? First Flight offers a unique blend of history, craft beer, and delicious food in a charming garden setting.
Highlights:
– On-site brewery crafting unique beers
– Historical significance as Pan Am’s first ticket office
– A picturesque garden bar area
14. Shots and Giggles
For a fun and quirky experience, Shots and Giggles is the place to be. This cozy bar specializes in creative shots and cocktails, making it a great spot to start or end your night.
Highlights:
– Creative drink options
– Intimate and friendly atmosphere
– Conveniently located near Duval Street
15. The Other Side
As a speakeasy-style cocktail bar, The Other Side offers a more upscale experience. Located upstairs in a historic building, this hidden gem serves expertly crafted cocktails in an elegant setting.
Highlights:
– Creative, high-quality cocktails
– Sophisticated ambiance
– Knowledgeable and attentive bartenders
Tips for Enjoying Key West Bars
1. Pace Yourself: With so many great bars to visit, it’s important to pace yourself. Drink plenty of water and snack on the delicious food many bars offer.
2. Plan Ahead: Some bars, especially those with live music or events, can get crowded. Arrive early to grab a good spot.
3. Embrace the Local Vibe: Key West bars are all about relaxation and fun. Strike up a conversation, enjoy the music, and immerse yourself in the island spirit.
4. Take a Walking Tour: Many Key West bars are within walking distance of each other, especially on Duval Street. A self-guided pub crawl is a fantastic way to explore.
Conclusion
Key West bars offer something for everyone, whether you’re seeking history, waterfront views, live entertainment, or unique drinks. From iconic establishments like Sloppy Joe’s and The Green Parrot to hidden gems like The Rum Bar and The Other Side, the island’s bar scene is as diverse as its visitors.
So, the next time you find yourself in the Conch Republic, raise a glass at one of these amazing Key West bars and toast to the unforgettable memories you’ll make. Cheers!
Authors Notes:
On my first visit to Key West, the only references for “open container” laws are from Wisconsin, where it is not permitted and New Orleans, where well… it is! lol. I asked the first bar I stopped at and was told by the bartender “There’s only 1 rule in Key West….. Don’t be an asshole!”
Irish Kevin’s in my go to spot! Be sure to get a shot of Jameson with a pickle back!
DBL Mike
