Broadway Prohibition Pub Crawl

Explore Broadway's Prohibition era with this walking pub crawl in NYC. Discover secret speakeasies, historic sights, and enjoy classic drinks.

If you’re someone curious about the secret side of New York’s lively theater district, the Broadway Prohibition Pub Crawl might catch your interest. Designed for travelers who want more than just the usual touristy bars, this experience offers a chance to uncover the hidden stories and clandestine spots from Broadway’s Prohibition days. It’s a short, 2.5-hour journey through Manhattan’s history, with a side of drinks and lively storytelling.

We like that this tour emphasizes small-group intimacy—meaning you’re less likely to get lost in a crowd—and that it takes you to some not-so-easy-to-find spots. Plus, the chance to see iconic buildings and hear about gangsters, secret doors, and speakeasy legends adds a layer of intrigue to your visit. However, it’s worth mentioning that some travelers have found the experience a bit uneven for the price, especially if you’re expecting a seamless, high-end tour.

This tour could be a hit for anyone interested in Broadway’s history, architecture, or vintage nightlife, especially if you enjoy discovering hidden gems. Keep in mind it’s a walk, so good shoes and weather preparedness matter. If you’re looking for a relaxed, story-rich outing that combines history and drinks, this could be a fun choice — just manage your expectations regarding the tour’s consistency.

Key Points

Broadway Prohibition Pub Crawl - Key Points

  • Unique storytelling: The guide shares captivating tales of gangsters and secret doors.
  • Hidden locations: You visit speakeasies and lesser-known bars, not tourist traps.
  • Cultural sights: Pass by famous theaters and architectural landmarks.
  • Includes beverages: Enjoy a range of drinks along the way, with some included.
  • Small group size: Keeps the experience personal and less rushed.
  • Weatherproof operation: Runs in all weather conditions, so dress appropriately.

What to Expect from the Broadway Prohibition Pub Crawl

Broadway Prohibition Pub Crawl - What to Expect from the Broadway Prohibition Pub Crawl

First off, let’s talk about what this tour is and isn’t. It’s a walking experience that lasts roughly two and a half hours, covering key spots in Manhattan’s Theater District. You’ll start at the famous 21 Club, a legendary speakeasy, where you’ll hear stories about Ernest Hemingway, U.S. Presidents, and the club’s history—including its secret wine cellar door. It’s a spot that oozes classic glamour and history, though note that admission isn’t included, so you’re mainly there for the stories and atmosphere.

From there, your guide leads you through the bustling streets, passing by some of the most iconic Broadway theaters. These are real treats if you’re into architecture or theater history; you’ll get a quick peek at the exteriors and learn what makes each building special. You’ll also see Carnegie Hall from the outside, marveling at its architecture and learning how to actually get inside if you’re interested in a future visit.

The highlight comes with a visit to Flûte Bar, a venue with roots in the 1920s speakeasy scene. Here, you’ll spend about 30 minutes, enjoying included beverages—mostly alcoholic drinks—while soaking in the vintage vibe. This stop is particularly praised for its excellent wine selection and laid-back atmosphere, making it a nice, relaxed end to your walk.

Deep Dive into the Itinerary

Broadway Prohibition Pub Crawl - Deep Dive into the Itinerary

Start at 21 Club

This is the tour’s star attraction. Known worldwide as a symbol of style and secrecy, the 21 Club was once a hub for famous diners and drinkers, including U.S. Presidents and literary icons like Hemingway. Your guide will fill you in on its history, including its predecessors, adding layers of stories that bring the place to life. The hidden wine cellar door is a fun visual, and it offers a glimpse into the clandestine world of Prohibition-era nightlife.

While the admission isn’t included, the storytelling alone makes this stop worthwhile. If you’re a fan of American history or speakeasy lore, you’ll find plenty to enjoy here. Be prepared for a quick visit—just about 10 minutes—so don’t expect to linger long.

Passing by Broadway Theaters

As you walk along, you’ll see some of the most famous Broadway theaters. Your guide will point out the exteriors and share tidbits about their history and architecture. These sights aren’t just photo ops; they also connect you to the vibrant heart of New York’s entertainment scene. It’s a good way to get a sense of the area’s historic importance without having to attend a show.

Carnegie Hall Exterior

Another highlight is passing by the iconic Carnegie Hall. While you won’t go inside, you’ll learn how to get there and why it’s such a legendary piece of NYC’s musical landscape. The exterior architecture is impressive, and hearing about its history adds a layer of cultural richness to your walk.

The Flûte Bar Experience

The tour’s final stop is at Flûte Champagne Bar, a venue with historical ties to the speakeasy scene. It’s here that you’ll probably find the most relaxing part of the experience, enjoying included drinks in a vintage setting. You can expect a good selection, especially if you like wine or champagne, which adds a refined touch after the walk.

The Practicalities: What You Need to Know

Broadway Prohibition Pub Crawl - The Practicalities: What You Need to Know

Price & Value: At $64 per person, this tour isn’t the cheapest option, especially considering that admission to some venues isn’t included. However, it does include beverages, which can make the experience feel more economical than paying for drinks separately. But if you’re looking for a premium, hassle-free experience with all entries covered, this might not meet those expectations.

Group Size & Timing: With a maximum of 15 travelers, the tour maintains an intimate vibe. Starting at 3:00 pm, it’s well-timed for an early evening activity—perfect for those who want a relaxed but engaging afternoon.

Weather Considerations: Since it operates in all weather, you’ll want to dress accordingly—think layers and comfortable shoes, as you’ll be walking on city streets. There’s no transportation included, so be prepared for a bit of a stroll through city blocks.

Booking & Cancellation: The tours are generally booked about 70 days in advance, so it’s a good idea to reserve early if you’re set on certain dates. Plus, free cancellation up to 24 hours before means you have some flexibility if your plans change.

What Past Travelers Say

Reviews are mixed, with an overall rating of 3.0 out of 5 based on three reviews. One reviewer, Cindy_B, notes, “While Aaron was very nice and somewhat knowledgeable, it was not worth the money paid.” She mentions that the guide was late and that the experience didn’t quite meet expectations for the price. This points to some inconsistency in the tour’s execution.

On the other hand, some appreciated the guided storytelling and the historic ambiance of the bars they visited. The small group size was also a plus for those wanting a more personal vibe.

Who Should Consider This Tour?

If you’re interested in Broadway’s history, vintage nightlife, or hidden NYC spots, this tour could be right up your alley. It’s perfect for those who want a relaxed, story-rich experience rather than a high-energy party. It’s also good if you enjoy architecture and cultural sights but don’t want to spend hours walking or paying extra for entrance fees.

However, if you’re expecting a high-end, seamless experience or are sensitive about guide punctuality—as one reviewer pointed out—this might be a hit-or-miss. It’s best for travelers who value storytelling and atmosphere over polish.

FAQs

Broadway Prohibition Pub Crawl - FAQs

Is the tour suitable for children or families?
This tour involves alcohol and walking in the city, so it’s best suited for adults. It’s not specifically designed for children, and some stops involve drinking.

How many stops are there?
There are primarily two main stops: 21 Club and Flûte Champagne Bar, with a walk in between passing by historic theaters and buildings.

Are drinks included in the price?
Yes, beverages are included during the stops, especially at Flûte. You can enjoy a variety of alcoholic drinks, but additional drinks can be purchased if desired.

What’s the starting point and ending point?
The tour starts at 21 Club, located at 21 W 52nd St, and ends at Flûte Champagne Bar at 205 W 54th St, right in the heart of the Broadway Theatre District.

Do I need to book in advance?
Yes, it’s recommended—this experience is usually booked about 70 days ahead on average.

What should I wear?
Since it’s an outdoor walking tour in all weather, dress comfortably with appropriate footwear and weather gear.

Is the tour accessible?
Most travelers can participate, and service animals are allowed, but check with the provider if you have specific accessibility needs.

Can I cancel if my plans change?
Yes, you can cancel for free up to 24 hours before the tour for a full refund.

✨ Book This Experience

Broadway Prohibition Pub Crawl



3.0

“While Aaron was very nice and somewhat knowledgeable tour guide, it was not worth the money paid on the tickets. He was late after I called him ask…”

— Cindy B, Sep 2019

Final Thoughts

The Broadway Prohibition Pub Crawl offers a charming peek into New York’s hidden past, especially for those fascinated by speakeasies, gangsters, and vintage theater architecture. It’s a bite-sized adventure that combines history, storytelling, and drinks in a way that’s engaging without being overwhelming. While some reviews highlight issues with punctuality and value, many appreciate the intimate atmosphere and the stories shared.

If you’re after a relaxed, story-driven experience that takes you off the beaten path of typical tourist bars, this tour could be worth considering. It works best for those who enjoy learning about history through a local’s perspective, and don’t mind a bit of walking and weather prep. For those seeking a seamless, high-end experience or a tour with all costs included, you might want to explore other options.

Overall, it’s a fun, casual way to add a little vintage NYC flavor to your trip—just keep your expectations in check and your camera ready for some beautiful old buildings and secret doors along the way.