Bootleg and Barrels: Tennessee Whiskey Tasting Golf Cart Tour
Description
BRAND NEW TOUR! Climb aboard our golf carts and roll straight into the Prohibition era as we follow the roots of Tennessee whiskey and its ties to crime, corruption, and old school bootlegging. This isn’t just a ride — it’s a guided storytelling experience through Nashville’s darker whiskey past. You’ll visit three premium tasting rooms, each featuring a curated flight of three half ounce whiskey pours that showcase the depth, fire, and smooth finish of true Tennessee spirits. Perfect for whiskey lovers, true crime fans, and anyone drawn to the grit, glamour, and danger of Prohibition Tennessee. Sit back, relax, and let the golf cart carry you through history as we uncover speakeasies, secret deals, and the legends who drank their way into Nashville lore. Bootleg and Barrels is more than a tasting. It is a bold, boozy journey through the spirit soaked past of Tennessee's whiskey lore.
Tour Options
Itinerary
Enjoy the history of Tennessee Whiskey with a stop at this famous speakeasy inspired cigar bar.
Learn how to make the whiskey and drink it the Tennessee Way
Take a trip around Tennessee with these infused Whiskeys
Learn the history of one of Tennessee's oldest Whiskey's *SUBJECT TO LOCATION AVAILABILITY
Highlights
What's included
Traveller Ratings
Important Information
- Public transportation options are available nearby
- Not recommended for pregnant travelers
- Suitable for all physical fitness levels
Reviews(39)
Wow! What an amazing experience! Ryne was knowledgeable, funny, personable, and just awesome, overall! A great storyteller! Thanks for sharing your bday with us, Ryne! You are fantastic! This is a must do experience for any whiskey lover! Ryne was an attentive tour guide! This was one of the best tours we've done! Highly recommended!
The experience was great!! Ryan and Max were AWESOME! Fun, super knowledgeable and entertaining! Thank you!!! We will book again when more people visit us.
We had a excellent time riding around Nashville with Ryne and cart driver Ryan! Great tour with tons of history of Nashville, local restaurants and of course Wiskey tasting! Totally had a blast visiting different whiskey establishments and even bottling our own custom bottle of whiskey! Great day, great tour!!!
90 minutes before our tour was supposed to start, they canceled our tour because they had just found out there was a private event at one of the stops. Seems like they could have caught that earlier or just skipped that stop, but they paid for a couple flights of whiskey to make up for it. They bumped us to the “Speakeasy” tour later that day (below). Plan for the tour to be $60-$80 on top of each ticket to cover your drinks. Not a review about the bourbon anymore but part of our experience: turns out “Speakeasy” = a true crime and ghost stories tour, with a stop at a few speakeasies in downtown Nashville. Name was very misleading. Tour guide was whatever, he had a fun attitude but honestly he was all over the place with his talking points. The places we stopped at were enjoyable with a cool atmosphere. Really enjoyed Nashville Barrel Co, and it looks like that’s a stop on the Bourbon tour too. I wouldn’t recommend the Speakeasy tour to someone visiting Nash in the future, and I wish I had just gotten my refund and spent my time and money elsewhere.
We totally understand the frustration when plans change — especially on vacation when every minute (and every dram of whiskey) counts. Just to clarify, the adjustment happened earlier that morning when we were notified of a last-minute private buyout at one of the venues. Rather than cancel outright and leave you bourbon-less in Nashville (which feels borderline criminal), we offered an upgrade to our Speakeasy experience plus covered a premium $100 whiskey tasting that wasn’t part of your original tour. Think of it as an audible… but with better liquor. As for the Speakeasy tour name — fair point that it’s not just secret bars and passwords. Nashville being Nashville, it also comes with a little murder, mayhem, and ghostly gossip along the way. The true crime storytelling is actually what many guests love most, but we know every tour isn’t everyone’s flavor of whiskey. We’re glad you enjoyed the venues (Nashville Barrel Co. is a fan favorite for a reason), and we do appreciate you rolling with the unexpected change — even if the experience wasn’t your personal top pick. If you find yourself back in town, we’d love another shot to pour you something more your speed… preferably with fewer plot twists and more bourbon. 🥃
This was a fantastic tour and could not recommend enough. Ryne was a great tour guide and so knowledgeable. Have been recommending to all of our friends visiting!
The history and experience of the tour guide. Everyone at the tour spots, that we visited was extremely nice and kind. Special thanks to our tour guide, Rian? Ryan? Im not good with names
Ryne was a great host and was very friendly and as a local Tennesseen was very informed and an amazing story teller, highly recommended visit when in Nashville
Great tour!! Ryne was so informative. This tour was super interesting! Great drinks and a great deal of history about the whiskey and bourbon industries in Nashville!
Great your. And learned a lot. Ryne told interesting stories and I didn’t realize the history behind Jack Daniels. Wow!
Very disappointed with the follow service. Booked this trip thinking it was a tour to a distillery. Due to a time change on the part of the operator of the tour, I was informed that the "walking tour and history of distilleries in Nashville" would take place later in the day. I emailed the individual that my wife cannot walk great distances and we needed to cancel. I requested a refund of $70 to my cc but got no response. Got home and found the $70 charge and filed a dispute since we never did take this tour. Very poor customer service to be sure. PS I will remove this posting if the financial issue is cleared promptly.
