Asheville: Roaring ’20s Walking Tour with Drinks

If you’re curious about Asheville’s lively past during the Prohibition era, a guided walking tour focusing on the Roaring ’20s might be just what you need. Priced at $99 per person for roughly two hours, this tour promises to blend history, architecture, and a bit of spirited fun — literally. While the reviews are generally positive, with an average rating of 4.2 out of 5, there are a few quirks worth considering before booking.

What we love about this experience is how it combines storytelling with tasting. The guide’s local knowledge and personal anecdotes make the history come alive, and tasting the signature cocktails at different venues adds a unique flavor to the experience. However, the walks between stops are quite short but involve around 3 blocks of walking, so it’s manageable for most, though less suitable for those with mobility issues.

This tour is a good fit for history buffs, cocktail enthusiasts, and anyone interested in Asheville’s past. If you’re after a lively, educational, and tasty outing, this tour offers a neat package. On the other hand, if you prefer a more comprehensive or longer afternoon experience, this might feel a bit brief.

Key Points

• Authentic Roaring ’20s atmosphere with stories about prohibition, gangsters, and speakeasys
• Expert guide with firsthand stories and engaging trivia
• Visits to 3 popular historic venues with signature cocktails included
• Short walking distance of about 3 blocks between stops
• Age and health restrictions: Not suitable for pregnant women or those under 21
• Flexible cancellation policy allows full refund if you cancel 24 hours in advance

You can check availability for your dates here:

An In-Depth Look at the Tour Experience

The Itinerary and Stops

The tour takes you through some of Asheville’s most renowned historic venues, all nestled in the city’s charming downtown district. Each stop is chosen to highlight a different aspect of the 1920s scene — from clandestine speakeasies to the city’s rich tradition of handcrafted spirits.

While exact venues aren’t named in the provided info, it’s clear that each location is well-known locally and has a reputation for its ambiance and history. Walking between the stops is minimal — just about three city blocks — making it an easy stroll. These venues are likely atmospheric, with period-appropriate decor that transports you back to the Prohibition era, so you’ll feel as if you’ve stepped into a scene from a vintage film.

The Signature Cocktails

Each venue offers a signature cocktail, giving you a taste of what folks might have sipped during the 1920s. The drinks are described as house specialties, and the guide fills you in on their history and ingredients, adding to the storytelling aspect. One review notes, “Full varied drinks,” suggesting that the cocktails are thoughtfully curated rather than just standard bar fare.

The Guide

“Don,” the guide praised in reviews, is noted for blending knowledge with entertainment. His personal stories, including firsthand experiences from his grandfather, add a layer of authenticity that many travelers appreciate. A guest described him as “both knowledgeable and entertaining,” which indicates that the tour’s success depends heavily on the guide’s storytelling skills.

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Pacing and Group Size

It’s a two-hour tour, usually booked for the afternoon, which is a good window for a relaxed yet lively experience. The tour isn’t overly strenuous, and the short walks help keep the pace lively. Group sizes are not specified but generally manageable for a tour of this nature, allowing for interaction and questions.

Cost and Value

At $99 per person, the tour offers a fair deal considering the included three signature cocktails, expert guide, and three venue stops. For history buffs and cocktail lovers, this experience provides both educational content and a taste of Asheville’s lively nightlife of nearly a century ago.

Price Considerations

Compared to other local activities, this tour offers a niche experience—combining history, culture, and a bit of fun. While some might find the price a tad high, the inclusion of drinks, guided storytelling, and access to historic venues makes it a decent value for those interested in a curated, intimate insider look at Asheville’s past.

Authenticity and Atmosphere

What makes this tour stand out is its focus on real historic venues and authentic stories. The guide’s firsthand anecdotes and local insights bring to life the era of gangsters and speakeasies. The ambiance at each stop—likely dim lighting, vintage decor, and period-appropriate music—helps set the mood. The sense of stepping back in time is genuine, and most reviews highlight the knowledgeable guide as a key factor in creating an engaging atmosphere.

Why It’s Worth Trying

If you enjoy learning about local history through stories, this tour delivers that with a side of culinary fun. The stops at historic venues give you a sense of Asheville’s unique character and spirit production history, adding depth to the experience. Plus, sampling the cocktails gives you a tangible connection to the past.

Possible Drawbacks

The main considerations are the short duration and limited scope. Some travelers might wish for a longer, more in-depth experience or a broader exploration of Asheville’s history beyond the Prohibition era. Also, the walks are minimal, but if you’re less mobile, the short distances are manageable. However, the tour is not suitable for pregnant women or anyone under 21, due to alcohol.

Final Thoughts: Who Is This Tour Best For?

This walking tour is ideal if you’re looking for a fun, educational experience that combines history and cocktails. It’s perfect for adults interested in the 1920s, especially those who appreciate local stories told by engaging guides. History lovers will enjoy the detailed tales of the prohibition era, while cocktail fans will savor the house specialties.

If you’re traveling with a group that enjoys short walks and is comfortable with a two-hour window, this tour is a great way to get a taste of Asheville’s past without committing an entire day. It’s also a good option for those who want a guided experience but don’t want to join a larger, more crowded tour.

On the downside, if you prefer a longer, more immersive historical journey or if you have mobility issues, you might find this tour a bit lightweight. Also, it’s not suitable for children or pregnant women, which limits its audience.

FAQ

Is hotel pickup or drop-off included?
No, this tour does not include hotel pickup or drop-off. You’ll meet your guide at a designated location in Asheville’s historic district.

How long is the walking portion?
The total walking distance is about 3 blocks, making it manageable for most, with short walks between each venue.

What is the age restriction?
The tour is not suitable for anyone under 21 or pregnant women, as it involves sampling alcoholic beverages.

What languages are available?
The tour is conducted in English, with live guides.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, offering some flexibility for travelers’ plans.

What should I bring?
It’s recommended to bring a passport or ID card, especially since alcohol is involved. Comfortable shoes are also advisable given the walking aspect.

The Sum Up

The Asheville Roaring ’20s Walking Tour with Drinks offers a lively and engaging way to explore one of Asheville’s most iconic eras. It’s well-suited for adults who appreciate a blend of storytelling, history, and a bit of cocktail sampling. The knowledgeable guide makes the difference, turning what could be a simple walk into an authentic, immersive experience.

The value lies not just in the drinks but in the opportunity to learn about Asheville’s legacy of handcrafted spirits and prohibition-era tales. It’s a perfect choice for history enthusiasts, nightlife explorers, or anyone curious about the city’s colorful past. Just keep in mind the length, age restrictions, and the focus on alcohol when deciding if it’s right for your travel style.

Whether you’re a solo traveler, a couple, or a small group, this tour can add a distinctive note to your Asheville visit—one that’s both fun and educational. It’s a taste of history you’ll remember long after the last cocktail has been sipped.

You can check availability for your dates here: More Great Tours Nearby