That Time I Got Booed by 10,000 People - And What It Taught Me | Tipsy Tours TN

Jay Darby • July 18, 2025

From Belfast Boos to Tennessee Tours: A Lesson in Confidence

Man with guitar and another with microphone onstage, performing; the latter points.

I got booed by 10,000 people.


And I 100% deserved it.


Yes, that's me in the picture on the left and the Legendary Kenny Rogers on the right. I used to play music for a living and on this night, we were in Birmingham, England at the Utilita Arena Birmingham (formerly known as NIA). 


I had a smile from ear-to-ear because, well, we were opening for Kenny freakin' Rogers. 


I did NOT have a smile a couple of nights earlier though.


Our band was supporting Kenny on a 17-city, 21-day tour across Ireland and the UK. Prior to Birmingham, we were at the Odyssey in Belfast, Northern Ireland.


The energy from the crowd was crazy. I was pumped.


Right before our next song, I stopped our lead singer and stepped to the mic to express my excitement and show appreciation.


I said:

“This is the best crowd we’ve played for so far in England!”


And then... confused clapping.

Followed by thunderous boos.


Even though I knew we weren't in England and I briefly forgot how to use my brain, turns out, calling Northern Ireland England…

is not something you want to do.

Especially in front of 10,000 Irish fans.


I wanted to disappear.

Melt into the floor.

Blame the drummer (except we were acoustic on this particular tour).


But I laughed, owned it, apologized — and we played on.


That moment could’ve crushed me.

Instead, it became one of the most important lessons of my life:


🔊 Put yourself out there anyway.

😬 Even if you might mess up.

🎤 Especially if people might boo.


These days, I run Tipsy Tours TN.

I still grab a mic. I still entertain.

I still get things wrong sometimes.


But I show up anyway.


Because confidence isn’t about being perfect.

It’s about being willing.


Ever embarrass yourself in front of a group of people — or just felt like it?

Tell me how you bounced back. Let’s swap “Oops” stories.


By Jay Darby August 12, 2025
When people think of Nashville, they often imagine honky-tonks on Broadway, famous country music stars, and bustling distilleries. But what if we told you there’s a secret world beneath the neon lights—a hidden network of speakeasies and underground bars that most tourists never find? Welcome to Nashville’s best-kept secret: the underground speakeasy culture, where history, craft cocktails, and intimate vibes come together for an unforgettable night out. What Makes Nashville’s Speakeasies So Special? Nashville’s speakeasies aren’t just bars; they’re immersive experiences that blend the city’s rich history with today’s booming craft cocktail scene. These hidden gems offer a throwback to the Prohibition era with secret entrances, vintage decor, and bartenders who are true mixologists. Unlike the crowded and tourist-heavy spots downtown, these speakeasies offer an exclusive vibe, perfect for travelers seeking something different. Top 3 Secret Speakeasies Off the Radar 1. The Patterson House Located behind an unmarked door in a quiet Midtown neighborhood, The Patterson House is a pioneer of Nashville’s speakeasy scene. With plush velvet seating and a menu of meticulously crafted cocktails, it’s a haven for whiskey lovers and cocktail connoisseurs alike. Pro tip: don’t miss their seasonal “Old Fashioned” variations, which put a creative twist on a classic favorite. 2. Attaboy Nashville No sign, no menu—just walk in and tell the bartender your mood. Attaboy Nashville follows the original New York City speakeasy’s ethos of personalized drinks. The bartenders here craft cocktails tailored exactly to your taste, making every visit unique. This intimate spot is ideal for a date night or a quiet drink away from the crowds. 3. 208 Liberty Lounge Hidden above a hot chicken joint in East Nashville, 208 Liberty Lounge combines two iconic Nashville experiences: fiery Southern food and smooth, sophisticated cocktails. The staircase leading up is easy to miss, but once inside, you’ll find a warm, inviting atmosphere with live jazz and a curated whiskey selection. Why You Should Explore These Hidden Bars with Tipsy Tours Finding these speakeasies can be tricky if you’re unfamiliar with the city’s layout and secret entrances. That’s where Tipsy Tours shines. We specialize in crafting unique Nashville experiences beyond the obvious. Our custom itineraries can include exclusive visits to these underground bars, combined with live music, trivia, and delicious local bites. Our expert guides know the city inside and out and will help you unlock Nashville’s hidden nightlife treasures—no stress, no guesswork, just pure fun. Plus, our comfortable party buses provide safe and stylish transportation, so you can enjoy your night worry-free. Insider Tips for Visiting Nashville’s Speakeasies Reservations are key: Many speakeasies have limited seating and don’t accept walk-ins, so plan ahead. Dress smart casual: These spots often have a more upscale vibe than your average bar. Ask the bartender: Don’t be shy about telling them your favorite flavors—they love creating custom cocktails. Embrace the mystery: Part of the fun is the secretive nature of these venues. Look for hidden doors, unmarked entrances, or buzzer systems. Ready to Unlock Nashville’s Hidden Nightlife? If you’re craving an unforgettable night that goes beyond the typical tourist trail, dive into Nashville’s secret speakeasy scene with Tipsy Tours. Whether it’s a bachelor party, corporate outing, or a unique friends’ night out, we create custom experiences that bring the city’s best-kept secrets to life. Book your exclusive Nashville speakeasy tour today and discover a side of Music City few ever see!
By Jay Darby August 7, 2025
Uncorking Adventure: The Ultimate Nashville Whiskey & Music Experience Nashville is legendary for two things: whiskey and music. For those craving an authentic, high-energy experience blending both, Tipsy Tours provides unforgettable memories tailored specifically for our adventure-seeking couples and seasoned whiskey enthusiasts alike. Your Passport to a Legendary Nashville Trip Whether you're the energetic Millennial couple from bustling metros like NYC or Chicago, or the sophisticated whiskey aficionado traveling from the U.K., Tipsy Tours crafts a bespoke Nashville experience that's far from cookie-cutter tourist fare. Here’s why Tipsy Tours should top your must-do list. Unique, Authentic Adventures There's no shortage of tours claiming to deliver unique experiences. But how many genuinely provide a personalized journey, pairing top-notch whiskey tasting with vibrant live music, all while cruising comfortably on a stylish bus? Tipsy Tours distinguishes itself with expertly curated itineraries, designed specifically to ensure authenticity and excitement at every turn. For our Millennial couples (30-38), spontaneity and shareable moments are crucial. With Tipsy Tours, your Instagram-worthy adventure begins the moment you step onboard, welcomed by the pulsing beat of live local bands and interactive games that keep the energy electric. From spontaneous karaoke sessions to pop-up trivia contests, your experience will never be predictable. Rest assured, every moment aboard is crafted to avoid tourist clichés and instead, immerse you fully in Nashville’s authentic vibe. Heritage Meets Premium Experience For our discerning whiskey enthusiasts (ages 48-60), the tour isn't just a bus ride—it's a pilgrimage. The allure of premium spirits and the chance to delve deeper into the heritage of whiskey craftsmanship sets Tipsy Tours apart. Travel comfortably from downtown Nashville to iconic distilleries, including the legendary Jack Daniel's in Lynchburg, TN. Enjoy exclusive behind-the-scenes access, such as private barrel tastings and master distiller interviews—experiences that simply can't be found on typical tours. Gain insights from industry experts and return home with nuanced tales of whiskey lore to impress your peers back home.
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