Rick's Key West

06/05/2026

🔥 THE WEEKEND HAS ARRIVED! 🔥

Why settle for one bar when you can experience them all?

🎸 Live Music & Karaoke till 4AM at Rick’s Downstairs Stage
🤠 Country Music at the Old Sailor
🎤 Rock-N-Roll at Durty Harry’s
🎧 DJs spinning upstairs at Rick’s
🍊 Fresh-squeezed cocktails at the Tree Bar
💃 The beautiful ladies and late-night excitement at the Red Garter Saloon

From afternoon drinks to last-call memories, the party never stops at the Rick’s & Durty Harry’s Entertainment Complex.

9 Bars • Live Music • DJs • Dancing • Country • Rock-N-Roll • Karaoke

📍 202 Duval Street, Key West
🌴 Your weekend starts here.

05/29/2026

05/28/2026

🔥 Some nights become stories.
The kind you laugh about on Monday.
Nine bars. One block. Duval Street.
Rick's & Durty Harry's — make it yours.
🍻 📍

05/28/2026

Cold drinks. Country vibes. Live music all weekend long.
Grab your crew and stay salty with us at the Old Sailor Bar! 🍻

🎶 THURSDAY
3-7 PM • Harley Ray
7-11 PM • Andy Westcott

🎶 FRIDAY
3-7 PM • Andy Westcott
7-11 PM • Jesse Lee

🎶 SATURDAY
3-7 PM • Elle Haley
7-11 PM • Harley Ray

🎶 SUNDAY
3-7 PM • Marcy Kaelyn
7-11 PM • Jesse Lee

📍Old Sailor Bar
430 Greene Street • Key West
⚓ Stay Salty. Blame the Rum.

05/23/2026

🇺🇸🍻 MEMORIAL DAY WEEKEND ON DUVAL 🍻🇺🇸

This weekend we raise a glass to the heroes who gave everything for our freedom ❤️🤍💙

After the beach, the boats, and the sunshine… make your way to the Rick’s & Durty Harry’s Entertainment Complex for a full weekend of music, dancing, drinks, and Duval Street energy 🇺🇸🌴

🎸 Live bands at Durty Harry’s🎤 Karaoke late night at Rick’s Downstairs🎧 DJs spinning upstairs till late🤠 Country vibes at Old Sailor Bar🍊 Fresh squeezed cocktails at Tree Bar💃 Late-night party energy at the Red Garter Saloon

Nine Bars. One Party. All Weekend Long.

Celebrate responsibly. Honor the fallen. Enjoy the freedom they fought for.

05/17/2026

🐶🏁 TODAY’S THE DAY! 🏁🐶

The Running of the Chihuahuas hits Key West today benefiting the amazing Florida Keys SPCA ❤️

Tiny dogs. Big personalities. Total Duval Street chaos 😆🌴

Come out, grab a drink, cheer on the racers, and enjoy an unforgettable Key West Sunday!