Nashville: All-in VIP Cocktail Tour Speakeasy Nashville

Imagine stepping back in time to the Roaring Twenties, but doing it in style without lines, crowds, or the chaos of typical bar crawls. That’s exactly what this Nashville: All-in VIP Cocktail Tour promises. Curated by Speakeasy Nashville, it offers a blend of history, craft cocktails, and gourmet bites, all served with a generous side of vintage glamour. Whether you’re a history buff, a cocktail enthusiast, or simply seeking a fun, intimate way to experience Nashville after dark, this tour is worth considering.

What we love most about this experience are its carefully curated venues—hidden gems that most visitors wouldn’t stumble upon on their own—and the personalized service that makes each guest feel special. The fact that every detail, from reservations to gratuities, is handled for you means you can relax and truly enjoy the night. One thing to consider is that it’s a small, intimate tour, so if you’re expecting a lively, large-group bar crawl, this might feel more refined than raucous.

This tour is best suited for travelers who appreciate quality over quantity, enjoy storytelling and history, and want a taste of Nashville’s underground spirits scene without the hassle of waiting in lines or jostling at crowded bars. It’s ideal for couples, small groups, or anyone looking to add a sophisticated, vintage-flavored evening to their Nashville itinerary.

Key Points

• Exclusive Access: VIP reserved seating at three hidden, vintage-inspired venues with no lines or crowds.
• Authentic Experience: Savor three full-sized Prohibition-era cocktails paired with gourmet bites, all included.
• Storytelling and History: A lively host shares true tales from Nashville’s underground past, adding context and entertainment.
• All-Inclusive: No hidden fees—drinks, tastings, gratuities, and reservations are all covered.
• Small Group: Limited to just 8 guests for a personalized, engaging experience.
• Flexible and Convenient: Reserve now, pay later, and receive detailed instructions before your tour.

You can check availability for your dates here:

An In-Depth Look at the Nashville VIP Cocktail Experience

Setting the Scene: Vintage Glamour Meets Hidden Nashville

The Speakeasy Nashville VIP Tour is not your average bar crawl. Instead of wandering aimlessly through busy streets, you’re taken on a carefully curated journey through three of Nashville’s best-kept secret cocktail venues. Each stop is selected for its craftsmanship, ambiance, and historical significance—places that boast authentic vintage decor, intimate atmospheres, and a reputation for quality cocktails.

The tour usually lasts around 165 minutes, giving just enough time to savor each drink, indulge in gourmet bites, and soak up the stories without feeling rushed. The small group size—no more than 8 participants—ensures everyone gets personal attention and the chance to ask questions or share the experience.

The Host: More Than Just a Guide

Your host is a multi-talented entertainer who wears many hats: historian, storyteller, and emcee. Dressed with a dash of vintage flair, they bring true tales and insider flavor notes to life, making the experience both educational and entertaining. As one guest noted, “Dean really entertained us with his stories and history of Nashville,” highlighting how engaging and knowledgeable guides can elevate the overall experience.

A good host creates a relaxed atmosphere, where everyone feels comfortable to sip, listen, and perhaps don a little Gatsby-style flair if they wish. The guide’s personality and storytelling make the experience memorable—it’s like having a charming friend take you on a private tour of Nashville’s underground cocktail scene.

The Venues: Hidden Gems with Vintage Charm

Each venue visited on this tour is a true hidden gem. These are not the typical Nashville bars filled with honky-tonk crowds. Instead, expect craft cocktails, vintage decor reminiscent of the 1920s, and a vibe that transports you back to Prohibition days. And because reservations are made in advance, you won’t have to worry about waiting in line—your VIP seat is ready when you arrive.

Guests have raved about the ambiance, noting that the venues’ architecture and upkeep add an extra layer of authenticity. Plus, the venues are chosen for their cocktail-forward approach, meaning you’ll get to taste well-crafted drinks that go beyond standard bar fare.

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What You’ll Drink and Eat

Throughout the tour, you’ll enjoy three full-sized Prohibition-inspired cocktails. These are more than just tiny tasting pours; they’re crafted to give you the full experience of flavors from the 1920s, with gourmet pairings included. Guests frequently mention that the cocktails are delicious and strong—perfect for those who appreciate a well-made drink.

Accompanying the drinks are gourmet appetizer tastings. These bites are carefully selected to complement each cocktail, elevating the tasting experience. Several reviewers mention that the bites are filling, so coming hungry is a good idea.

The Stories and Insider Tales

One of the highlights of this tour is the host’s storytelling. Expect true tales of bootleggers, murder, crooked cops, and powerful women who played a role in Nashville’s underground scene. These stories are delivered with wit and authenticity, making history feel immediate and exciting.

Guests have shared that the stories are fascinating, well told, and often shocking. For example, one reviewer wrote, “Dean shared fascinating true stories from the city’s past—about bootleggers and murder—that really brought Nashville’s past to life.” This storytelling makes the experience more than just drinks; it’s a journey into Nashville’s intriguing past.

Why This Experience Offers Great Value

At $189 per person, the tour includes everything—drinks, appetizers, reservations, gratuities, and the entertainment. Compared to booking cocktails and bites separately at multiple venues, this is a cost-effective way to indulge in a curated, intimate experience. No surprise charges, no splitting checks, just one seamless, all-inclusive evening.

Practical Details: Timing, Accessibility, and Comfort

The tour generally runs in the afternoon, making it a perfect way to start an evening out or enjoy a sophisticated daytime activity. The total walking distance is about 0.5 to 1 mile, with seated stops along the way, making it accessible for most travelers. Attire is flexible—Gatsby-style flair is encouraged but not required—and dress codes may vary depending on the venues.

Participants must be 21+, with valid ID required. The experience is wheelchair accessible, making it inclusive for a wider range of guests.

Why You Should Consider This Tour

This VIP cocktail experience is ideal for those who crave authentic, well-paced, and story-rich outings. It’s perfect for couples celebrating a special occasion, small groups of friends, or solo travelers interested in Nashville’s underground side. The attention to detail, from the vintage decor to the storytelling, makes it stand out from typical bar tours.

If you’re seeking a relaxed, high-quality experience without the hassle of crowds or chaotic bar lines, this tour delivers. Plus, the small group size ensures a more personal and memorable experience. And if you love discovering hidden spots with a touch of history, this tour fits those interests perfectly.

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 165 minutes, offering enough time to enjoy each stop without feeling rushed.

What is included in the price?
All drinks—three full-sized cocktails—gourmet appetizers, gratuities, and reservations are included, making it a full-service experience.

Are the venues accessible?
Yes, the tour is designed to be wheelchair accessible, and the walking distance is about half a mile, with seated stops.

Do I need to dress up?
While Gatsby-style outfits are encouraged for fun photos, they’re not required. Dress smart and weather-appropriate.

Can I book and pay later?
Absolutely. You can reserve your spot now and pay nothing upfront, offering flexibility in your planning.

Is this suitable for non-drinkers or those with dietary restrictions?
Mocktail options are available if you let your host know in advance. The experience focuses on the drinks and stories, but accommodations can be made for specific needs.

What happens if it rains?
The tour goes on rain or shine. Dress accordingly and enjoy the vintage ambiance, whatever the weather.

Final Thoughts

The Nashville: All-in VIP Cocktail Tour is a carefully crafted journey into the city’s clandestine past, seasoned with excellent cocktails, gourmet bites, and engaging storytelling. It offers a refined, intimate experience for those who value quality, authenticity, and a touch of vintage glamour.

It’s especially suited for travelers who want a special, hassle-free evening tailored to their interests—whether that’s exploring Nashville’s underground scene, learning about its colorful characters, or simply savoring expertly made cocktails in a stylish setting.

If you’re after a unique and memorable way to spend an evening in Nashville, this tour combines history, flavor, and fun in a way that’s both educational and entertaining. It’s a classy way to see a different side of Music City—one that’s full of secrets, stories, and spirits.

This tour is a fantastic choice for those who love a good story, appreciate craft drinks, and want a small-group, VIP experience in Nashville’s hidden corners.

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