Key West: Duval Street Pub Crawl with Drinks & T-Shirt

Summary

Key west bars live music duval street crawl with drinks included

You’ll follow a local guide down lively Duval Street for a true Key West pub crawl—five drinks included, plus live music and laughs in legendary bars. Get your own souvenir T-shirt along the way and soak up island stories as you go. It’s messy fun with real characters and plenty of moments you’ll want to remember (or maybe forget).

What’s the experience like?

The first thing I remember is the sticky sound of flip-flops on the old wooden floor at our starting bar—someone behind me was already laughing too loud, and it just set the tone. Our guide, Mike (he’s lived here since the ‘90s, apparently), handed out wristbands and tried to teach us a little Conch slang. I still can’t pronounce “conch” right—Li laughed when I tried. We all shuffled out onto Duval Street, which smelled like salt air and sunscreen mixed with something sweet from a bakery nearby.

We hit five bars in total, each one with its own vibe. The patio spot had these string lights that made everyone look younger or maybe just happier. One of the stops was inside the old Curry Mansion—now it’s part of Hard Rock Cafe Key West—which felt strange at first, drinking where people probably once had dinner parties or arguments about cigars. There was live music almost everywhere; at one place a guy played Jimmy Buffett covers but threw in some Tom Petty just because someone asked. Our drinks were already included (I lost count after three), and Mike kept us moving before anyone could get too comfortable or start karaoke.

I liked how nobody seemed to care if you danced badly or didn’t know the words. A woman next to me spilled her rum runner and just shrugged—“It’s Key West,” she said—and honestly that sums up the whole night. At some point I realized my new white T-shirt had a little stain from hot sauce (the free souvenir you get), but by then we were all outside near the Historic Seaport listening to boats clink against the docks in the dark. The air felt heavy but good, like summer should feel. I still think about that view sometimes when I hear bar music back home.

Step-by-step itinerary

Day 1 — Key West Duval Street Pub Crawl

• Do the Duval Crawl
• Enjoy comedy and cold drinks
• Visit patio bar on Duval Street
• Party in the old Curry Mansion
• Listen to live music
• Have cocktails and take photos
• Bar crawl around Historic Seaport

Top questions

How many drinks are included on the Key West pub crawl?

Your ticket includes five drinks—one at each bar along Duval Street.

Is there live music during this Key West bar crawl?

Yes, several stops feature live music performances as part of the experience.

Do I get anything to keep from this Key West pub crawl?

You’ll receive a free souvenir T-shirt as part of your ticket.

Is transportation provided for this Key West pub crawl?

No separate transportation is needed—the tour takes place on foot along Duval Street and nearby areas.

Are there wheelchair accessible options for this tour?

Yes, all areas and surfaces on this pub crawl are wheelchair accessible.

What is the minimum age for joining this Key West bar crawl?

The minimum age is 21 years old; bring photo ID for entry.

Can I bring my service animal on this tour?

Yes, service animals are allowed during the pub crawl.

What’s included

Your evening includes five complimentary drinks (one at each stop), guidance from an experienced local who knows every story on Duval Street, and a free T-shirt to take home—all within easy walking distance around historic downtown Key West.