Bootleg and Barrels: Tennessee Whiskey History Tasting Experience
Active
2h
For a full refund, cancel at least 24 hours before the scheduled departure time.
Instant confirmation
Mobile or paper ticket accepted
About this experience
BRAND NEW TOUR! Step into the Prohibition era as we trace the roots of Tennessee whiskey and its deep connections to crime, corruption, and bootlegging.
Guests will enjoy immersive storytelling while visiting three premium tasting rooms. Each stop includes a curated flight of three half-ounce whiskey pours, showcasing the depth and flavor of Tennessee spirits.
Perfect for whiskey lovers, true crime fans, and anyone fascinated by the grit and glamour of Prohibition-era Tennessee.
So lace up your boots, tip your hat, and take a walk on the wilder side of Tennessee history.
Bootleg & Barrels isn’t just a tasting — it’s a bold, boozy journey through the spirit-soaked past of the Volunteer State.
Available options
VIP Option
Secret Speakeasy Access: Receive coveted code to Nashville's most exclusive Speakeasy for a whiskey inspired prohibition cocktail or premium tasting.
Private Tour w/ Whiskey Expert
Tasting with Whiskey Expert
Whiskey Tasting Tour
All-inclusive Tasting
All drinks included: Enjoy All-Inclusive tastings or specialty cocktails. Cocktails are limited to 1 per person per location.<br/>Additional Cocktails: Additional cocktails may be purchased at each designated bar.
What's included
Strict Dress Code: Guests required to wear business casual attire. No athletic gear/cargo shorts!
Our events proceed rain or shine. In the event of severe weather warnings, we will reschedule.
Guide reserves the right to turn any one away deemed too spirited or not dress to code. NO REFUNDS!
Guided by a Whiskey Tasting Expert (Alcohol NOT INCLUDED in price of ticket)
Men must wear a collared shirt and closed toe shoes.
Guests will visit 3 premium tasting rooms.
Government ID required to show proof of age of 21. NO EXCEPTIONS NO REFUNDS
Detailed itinerary
1
Enjoy tastings of incredible infused whiskies that are unlike any whiskey you have tasted before
2
Founded in 2018 by a small group of friends to offer the best whiskey and share their love for quality spirits. You'll taste these delicious spirits.
3
Nashville's world famous Printer's Alley was home to speakeasies and gaming houses. We'll tour this infamous street and learn its dark history.
4
Enjoy the history of Tennessee Whiskey with a stop at this famous speakeasy inspired cigar bar.
What's not included
Alcohol and tastings NOT INCLUDED and will be sold separately at each location.
Gratuity for guide
Available languages
Guide guide
EN
Reviews breakdown
Viator
2.3
3 reviews
5★
1
4★
0
3★
0
2★
0
1★
2
Tripadvisor
4.8
32 reviews
5★
30
4★
0
3★
1
2★
0
1★
1
Important information
Public transportation options are available nearby
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Meeting point
A micro-distillery that specializes in naturally infused Rye Whiskey and Straight Rye Whiskey.
About Nashville
Nashville, the capital of Tennessee, is renowned as the heart of country music and a vibrant cultural hub. With its rich musical heritage, lively entertainment scene, and Southern charm, it offers a unique blend of history, music, and culinary delights.
Top Attractions
Country Music Hall of Fame and Museum
A must-visit for music lovers, this museum showcases the history of country music with exhibits, artifacts, and interactive displays.
Museum
2-3 hours
$27.95 (adults), $22.95 (seniors), $17.95 (children)
Ryman Auditorium
Known as the 'Mother Church of Country Music,' this iconic venue has hosted legendary performances and remains a key part of Nashville's music scene.
Historical/Entertainment
1-2 hours (tour), variable for performances
$25 (tour), varies for shows
Bicentennial Capitol Mall State Park
A beautiful outdoor park that honors Tennessee's history with monuments, walking paths, and scenic views of the State Capitol.
Historical/Park
1-2 hours
Free
Must-Try Local Dishes
Hot Chicken
Fried chicken coated in a spicy, cayenne pepper-infused oil, served with pickles and white bread.
Dinner
Not vegetarian or vegan
Meat and Three
A classic Southern meal consisting of a meat dish and three sides, such as collard greens, mac and cheese, and fried okra.
Lunch/Dinner
Vegetarian options available
Biscuits and Gravy
Fluffy biscuits smothered in creamy, savory sausage gravy.
Breakfast
Not vegetarian or vegan
Popular Activities
Hiking in Radnor Lake State Park
Kayaking on the Cumberland River
Spa day at The Hermitage Hotel
Picnic in Centennial Park
Visiting the Frist Art Museum
Attending a performance at the Schermerhorn Symphony Center
Boating on Percy Priest Lake
Ice skating at Bicentennial Capitol Mall State Park (seasonal)
Best Time to Visit
April to June, September to October
These months offer pleasant weather and are ideal for outdoor activities and festivals. The city is lively with music events and tourists.
15-30°C
59-86°F
Practical Information
Language
- Official: English
- Widely spoken: Spanish
- English: Widely spoken
Currency
US Dollar (USD)
Time Zone
GMT-6 (Central Time Zone)
Electricity
120VV, 60HzHz
Safety Information
Overall Safety Rating: Generally safe
Nashville is generally safe, but like any major city, it has areas with higher crime rates. Exercise caution in less touristy areas, especially at night.
Important Precautions:
- • Keep valuables secure
- • Avoid walking alone at night in less touristy areas
- • Use reputable taxi or rideshare services
Getting there
By air
- Nashville International Airport • 12 km from city center
By train
Nashville Union Station
By bus
Greyhound Bus Station
Getting around
Public transport
The bus system covers most of the city, with frequent routes and affordable fares.
Taxis
Available • Apps: Uber, Lyft
Rentals
Car, Bike, Scooter
Neighborhoods
Downtown
The Gulch
12 South
Day trips
Franklin
30 km (18 miles) • Half day to full day
A charming historic town with Civil War sites, antique shops, and a vibrant food scene.
Lynnville
65 km (40 miles) • Full day
A small town with a beautiful lake and outdoor activities, perfect for a relaxing day trip.
Festivals
CMA Fest • June
Nashville Film Festival • October
Pro tips
- Visit the Country Music Hall of Fame early in the morning to avoid crowds
- Explore the street art in The Gulch and 12 South neighborhoods
- Try hot chicken from multiple spots to compare the flavors
- Take a stroll along the Cumberland River for beautiful views of the city
- Check out live music on Broadway, especially on weekends
From $25
per person
Price varies by option
Secure booking
Free cancellation available
Instant confirmation
