Our friends at Olive & Sinclair Chocolate Co. invite us inside for a personalised factory tour, giving you a behind-the-scenes look at how they craft their bean-to-bar chocolate right here in East Nashville. You’ll learn about their process, see the old-school equipment in action, and enjoy samples of their most popular treats. If you decide to take home some chocolate or souvenirs, no worries—your tour guide is fully prepared with ice packs and storage bags to keep everything cool and safe for the rest of your ride.

Lockeland Springs is one of East Nashville’s most beloved areas—a historic district with deep roots and a creative soul. Established in the 1800s and named for a local spring once believed to have healing powers, the area grew into a residential enclave filled with beautiful early 20th-century homes and shady, tree-lined streets. Today, it's known for its strong community vibe, front-porch culture, and a thriving local artist scene. Colourful murals, handcrafted yard art, and artist-run shops are just part of the charm. Most visitors never make it this far east, but on our e-bike tour, you get to roll right through the heart of it—soaking up a side of Nashville that feels personal, authentic, and completely off the beaten track.

As we cross the river into East Nashville, we ride through the Edgefield area—one of the city’s earliest suburbs and a true treasure trove of architectural and cultural history. Developed in the mid-1800s, Edgefield was once home to Nashville’s elite, and it still showcases beautifully preserved Victorian, Italianate, and Queen Anne-style homes that line its quiet, tree-canopied streets. This area has weathered a lot over the years—from devastating fires in the late 1800s to major tornados in more recent decades—but it’s always rebounded with strength and community spirit. Riding through Edgefield feels like stepping back in time, with each home and block offering a glimpse into Nashville’s layered past. Our guides bring the neighborhood’s stories to life—sharing the history of its founding, its architectural evolution, and the creative spirit that still defines East Nashville today.

Five Points is the beating heart of East Nashville’s nightlife—and one of the city’s most unique cultural crossroads. This quirky, eclectic district has long been a gathering place for artists, musicians, and free spirits, and today it’s where East Nashville’s creative energy really shines. From dive bars and indie music venues to craft cocktail lounges and funky boutiques, Five Points comes alive after dark, but its roots run deep. Historically, this area served as a vital commercial centre for the east side and has grown through decades of transformation—surviving fires, floods, and tornadoes while building a fiercely loyal community around it. On our e-bike tour, we ride straight through the heart of it, pointing out landmark spots and sharing how Five Points evolved from a historic junction into the vibrant, offbeat hub it is today. It’s where East Nashville’s past and present collide—and there’s no better way to experience it than on two wheels.

Ride through one of Nashville's most scenic and historic parks while taking in panoramic views of the Tennessee State Capitol, the World War II Memorial, the Tennessee Map Plaza, and beautifully landscaped gardens. This brief stop offers guests a chance to experience Tennessee's history and one of the city's premier public spaces.

Ride past one of Nashville's most iconic landmarks as your guide shares the storey of country music's rich heritage and the artists who helped shape Music City. Guests enjoy views of the Hall of Fame's distinctive architecture while learning about its significance to Nashville's music scene.

Ride across one of the world's longest pedestrian bridges, offering breathtaking panoramic views of the Nashville skyline, Cumberland River, Nissan Stadium, and Lower Broadway. Originally opened in 1909 as a vehicle bridge, it was transformed into a pedestrian and bicycle bridge and renamed in honour of journalist and civil rights advocate John Seigenthaler.

Ride past the home of the NFL's Tennessee Titans and the centrepiece of Nashville's growing East Bank district. Your guide shares the stadium's role in hosting Titans football, major concerts, and international sporting events, along with the exciting redevelopment transforming the surrounding riverfront.

Ride past Nashville's premier sports and entertainment venue, home of the NHL's Nashville Predators. Your guide highlights the arena's role in the city's vibrant city centre, hosting professional hockey, major concerts, award shows, and some of the biggest live events in the country.

Ride through one of Nashville's most historic alleys, once home to the city's newspaper and publishing industry. Today, this hidden alley is known for its colourful past, Prohibition-era speakeasies, live music venues, and vibrant nightlife, offering a glimpse into a different side of Music City's history.

Ride through one of Nashville's trendiest areas, transformed from a historic rail yard into a vibrant district filled with award-winning restaurants, boutique shops, luxury residences, and iconic murals. Your guide shares how The Gulch became one of the nation's most successful urban redevelopment projects.

Stroll past the home of the Nashville Sounds, the Triple-A affiliate of the Milwaukee Brewers. Your guide shares the ballpark's role in Nashville's sports culture and the revitalisation of the surrounding area, which has become a popular destination for baseball fans and visitors alike.