Travel Guide: Top 10 Bars in Key West

Key West, Florida, is renowned for its vibrant nightlife and unique bar scene. Whether you’re seeking a laid-back beachside hangout or a lively bar where the party never stops, Key West has something for everyone. Explore the top 10 bars in Key West, each offering its own distinctive atmosphere and experiences.

1. Sloppy Joe’s Bar

Location: 201 Duval St, Key West, FL 33040

About: Sloppy Joe’s is an iconic Key West bar known for its rich history and lively ambiance. It was a favorite hangout of Ernest Hemingway and remains a popular destination for live music, drinks, and a friendly crowd. Grab a signature Sloppy Rita, enjoy live bands, and soak in the Key West spirit.

2. The Green Parrot Bar

Location: 601 Whitehead St, Key West, FL 33040

About: The Green Parrot Bar is a local institution with a laid-back, dive bar feel. It’s known for hosting talented musicians playing live blues, jazz, and rock. Order a cold beer, kick back, and enjoy the music. The Parrot is open daily and is a favorite among both tourists and locals.

3. Captain Tony’s Saloon

Location: 428 Greene St, Key West, FL 33040

About: Captain Tony’s Saloon is steeped in history, as it was once the original Sloppy Joe’s and served as the bar where Hemingway frequented. The atmosphere is eclectic, and the bar is known for its live music and unique decor, including bras hanging from the ceiling. Don’t forget to touch the infamous “hanging tree.”

4. The Bull and Whistle Bar

Location: 224 Duval St, Key West, FL 33040

About: The Bull and Whistle Bar is a multi-level bar on Duval Street. The highlight is the upstairs Garden of Eden, a clothing-optional rooftop bar. Enjoy tropical cocktails and watch the sunset from the top deck if you’re feeling adventurous, or stick to the lively main bar for live music and people-watching.

5. Rick’s Bar

Location: 202 Duval St, Key West, FL 33040

About: Rick’s Bar is a part of the Rick’s & Durty Harry’s Entertainment Complex on Duval Street. It’s a dynamic spot with multiple bars, a dance floor, and a variety of music. The Duval Crawl often begins here, as it’s home to a diverse crowd and excellent drink specials.

6. The Smallest Bar

Location: 124 Duval St, Key West, FL 33040

About: As the name suggests, The Smallest Bar is indeed one of the smallest bars you’ll encounter. This tiny gem packs big personality, offering a cozy, intimate atmosphere where you can enjoy a drink and chat with friends or fellow travelers.

7. Willie T’s

Location: 525 Duval St, Key West, FL 33040

About: Willie T’s is famous for its walls adorned with thousands of dollar bills bearing messages from patrons. It’s a casual, open-air bar with live music, excellent seafood, and a vibrant Key West vibe. Make sure to leave your own mark on a dollar bill and add it to the collection.

8. The Bearded Lady

Location: 417 Southard St, Key West, FL 33040

About: The Bearded Lady offers a relaxed, island-style atmosphere with an extensive craft beer selection and an inviting, well rounded wine list. This local gem is a favorite for those who appreciate a good beer and a chill ambiance.

9. Irish Kevin’s Bar

Location: 211 Duval St, Key West, FL 33040

About: Irish Kevin’s is where you go for a lively Irish pub experience with a tropical twist. It’s a popular spot for live music, sing-alongs, and a high-energy crowd. You’ll find a mix of tourists and locals, all looking to have a good time.

10. The Rum Bar

Location: 1117 Duval St, Key West, FL 33040

About: The Rum Bar, as the name suggests, is the place to savor a wide selection of rums. This Caribbean-themed bar offers an extensive rum menu and craft cocktails in a relaxed, intimate setting. Enjoy the island vibe, both inside and on the outdoor patio.

While these are some of the top bars in Key West, the island offers a plethora of other drinking establishments, each with its own unique charm. Remember to drink responsibly, and whether you’re looking for live music, tropical cocktails, or a casual dive bar experience, you’re sure to find the perfect spot to enjoy the vibrant nightlife that Key West has to offer.

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