Rick's Key West

06/12/2026

🦞THE LOBSTERFEST PUB CRAWL IS BACK!
🍻✨The countdown to the most anticipated Friday night of the summer is officially ON [ Join us as we take over Duval Street for the ultimate Key West Lobsterfest Pub Crawl! ]

Whether you’re a local legend or visiting paradise, this is the one night you absolutely cannot miss.

🗓️ WHEN: Friday, August 7th
⏰ TIME: 8:00 PM - MIDNIGHT
📍 WHERE: Duval Street, Key West

Pouring the perfect vibes all night long, we are thrilled to be fueled by our amazing sponsors:
☀️ Sun Cruiser - keeping it crisp, refreshing, and strictly tropical.
🍹 Cuervo 1800 Tequila - bringing the premium spirits to elevate your crawl.

🎟️ Tickets are selling fast! Hit the link in our bio to lock in your spot, grab your official lobsterfest T-shirt (included) and secure your drink tickets.

06/12/2026

⚓ TIE UP, WIND DOWN, AND GET SHIPWRECKED. ⚓

Live music all weekend at the Old Sailor Bar!

🎸 Friday
• Just George | 12 PM – 3 PM
• Andy Westcott | 3 PM – 7 PM
• Dallas Re*****on | 7 PM – 11 PM

🎶 Saturday
• Tommy Bray | 3 PM – 7 PM
• Harley Ray | 7 PM – 11 PM

Cold drinks, live music, and island vibes all weekend long. Grab a seat, raise a glass, and let the good times roll.

📍 Old Sailor Bar • Key West

06/11/2026

🎸 THE WEEKEND STARTS NOW! 🍹🌴

Why settle for one bar when you can experience 9 legendary bars, live music, DJs, country, rock-n-roll, karaoke, and island nightlife all in one place?

🎤 Rick's Downstairs – Live Music Noon–Midnight & Karaoke till Close
🎧 Rick's Upstairs – DJs Spinning All Night
🤘 Durty Harry's – Rock-N-Roll from 8:30PM till ???
🤠 Old Sailor – Live Country Music All Afternoon & Evening
🔥 Red Garter Saloon – DJ Marty & the Beautiful Ladies of the Garter
🌳 Tree Bar – Your perfect island escape between the action

From your first drink to your last song, there's only one place to be this weekend...

Rick's & Durty Harry's Entertainment Complex
📍 202-208 Duval Street, Key West

Short Headline for the Image:

9 Legendary Bars. One Epic Weekend.

Alternate Punchier Headline:

Drink. Dance. Rock. Repeat.
The Weekend Lives Here. 🍻🎸🌴

Call-to-Action:

Grab your crew and meet us on Duval Street! 🎉🔥

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.