Meet Our Conductors

Meet Conductor Benji, representing the Bluegrass State with a side of Nashville spice! His love for hidden gems like the Evans Grist Mill at Raven Run Nature Sanctuary shows his taste for adventure. When he’s not exploring out in nature or guiding tourists, you’ll find him vibing at the Farmers Market, soaking up the local fun and friendly atmosphere. He is a delightful soul; you’re in good hands with Benji!

Introducing Bert (with an E!), our resident entertainer, keyboard player, and Night Tour driver. With a career entertaining on cruises and a lifetime devoted to songwriting, Bert brings a wealth of talent and warmth to every ride on our Night Tour. Despite his impressive musical journey, he remains a humble and friendly presence, delighting passengers with his piano skills and genuine kindness. Whether he’s behind the wheel or serenading guests with his timeless melodies, Bert is sure to make your journey through Nashville an unforgettable experience.

Meet Buck, proudly representing Galveston, Texas, and harboring a deep appreciation for Nashville’s iconic Tootsies Orchid Lounge. When it comes to life advice, Buck’s philosophy is straightforward and succinct: don’t sweat the opinions of folks you wouldn’t take advice from. Buck dreams of mastering French one day to connect with his roots and his Louisiana kin.

Meet Collum, our Lead Conductor and Script Trainer: a trivia whiz with a Shakespearian background! Hailing from Nashville, he’s all about giving our teachers the recognition they deserve – he’d even petition for a national holiday if he could. But nothing tops his Music City highlights quite like experiencing the mind-blowing 2017 Solar Eclipse. It was a moment that left him starstruck in more ways than one!

Meet Conner, one of our delightful conductors here in Nashville. Married to a lovely sales rep, he’s one half of several husband-and-wife dynamics that make Old Town Trolley Tours feel like family. Known for his accepting nature and warm demeanor, Conner’s friendly presence adds a touch of joy to every ride. Whether he’s sharing stories or simply greeting passengers with a smile, Conner’s kindness shines bright, making him a cherished member of our team.

Meet Drey, the reigning Conductor of the Year 2023, whose confidence and warm wit assure guests daily that they are in good hands. Hailing from rural Tennessee, Drey describes Music City as a place where people are driven by a kind of magic. Chasing rhinestone-studded dreams, people come from all over the world to Nashville to melt. The energy is palpable! With a pun-stoppable vivacious energy, Drey leads the Conductor pack with a commitment to historical accuracy and puns that hit harder than that Music City twang!

Introducing Hutch, our resident historian’s historian. Hutch does two things: he drives a trolley, and he knows things. From military to sociological Nashville history, he’s the guy with all the answers. What truly sets him apart from the other members of Mensa is his blend of smarts and humility, making every ride with him a memorable one. Plus, with a spotless safety record, you’re in for a smooth and informative journey every time you hop aboard with Hutch!

Night Tour Guide / Conductor

Lead Conductor 

Say hello to Conductor Jim, hailing from New England and now proudly calling Nashville home. Here, the rhythm of life harmonizes with his cheerful spirit. Amidst the bustling energy of Music City, Jim confesses a long-held desire to pick up the guitar, a dream tucked away amidst the responsibilities of adulthood (relatable). His golden nugget of wisdom is to read. Immerse yourself in the pages of a good book, for there’s no limit to the growth of the mind, and few things beat the serenity of a cozy reading session.

Meet Kyle, our Lead Conductor, who’s as cool as a cucumber and never takes things personally. Our Kyle comes complete with a heart full of kindness and a positively duck-like ability to let negativity roll off his back. When he’s not spreading good vibes on the trolley, you’ll likely find him at Nashville’s “Dawg House,” enjoying live music and cheap beer with friends. And while he may not be the handiest with engines, Kyle’s safety record driving is pristine, and his willingness to stay positive while trying new things just adds to his charm!

Say hello to Martel, our Conductor who is known for his smooth rides. Originally from The ATL, Martel brings his unique flair to the streets of Nashville. He loves the city’s music, culture, and people, and if he could, he’d totally be He-Man in another timeline, keeping peace in Eternia… er, we mean Nashville with his powers!

Say howdy to Conductor Owen, a Nashville native with a heart as big as the Grand Ole Opry stage! With a passion for Music City’s history and a knack for quirky, delightful storytelling, Owen will make you giggle like a cheerful banjo in a barn dance. From the Hermitage to Fort Negley, he’s full of contagious joy and endless jokes. Owen proves that growing up is optional, but being silly is mandatory!

Meet Conductor Rob, a laid-back homebody who finds solace in his garage man cave rather than the bustling hubbub of the city nightlife. Curious by nature, he often wonders about early Nashville figures like Timothy Demonbreun and their experiences with Native Americans. Rob’s gentle spirit and genuine curiosity make him a friendly presence wherever he goes.

Meet Russell, who believes that the flavor of Music City lies in its vibrant blend of food, music, and most importantly, its people. Originally from Maine, he’s fascinated by how these elements come together to create Nashville’s distinct essence. With a keen interest in history, particularly the golden age of piracy, Russell finds inspiration in the past that shapes his appreciation for the present and informs his mindful nature.

Lead Conductor

Head Conductor