Welcome to New Orleans, where your adventure begins in one of America’s  soulful cities. Riders settle in, meet the group, and enjoy the energy of the French Quarter, Cajun food, and live music echoing from every corner. It’s the perfect place to shake off travel fatigue, get acquainted with your fellow riders, and gear up for the unforgettable roads ahead.

Dinner

Today you’ll pick up your bikes from the New Orleans depot. Your first day in the saddle takes you out of New Orleans and along scenic backroads toward Louisiana’s capital city. The ride offers winding riverside stretches, bayou views, and moss-draped oaks that make Southern Louisiana feel timeless. Baton Rouge welcomes you with warm hospitality, great food, and the unmistakable rhythm of the Deep South.

New Orleans > Baton Rouge | 85 miles
Breakfast

Today you cruise north toward Natchez, riding through small historic towns and lush countryside. Rolling into Natchez feels like stepping back in time, this Mississippi River gem is known for mansions, sunset views over the water, and classic Southern charm. A relaxed evening here sets the tone for the scenic Mississippi Delta miles ahead.

Baton Rouge > Natchez | 120 miles
Breakfast

You follow the legendary Blues Trail as you head deeper into the delta toward Clarksdale, the birthplace of the blues. The ride is easy, open, and soulful, classic straight-line Mississippi riding through farmland and sleepy towns rich with musical history. Clarksdale greets you with authentic juke joints, deep culture, and a true old-school Americana vibe.

Natchez > Clarksdale | 200 miles
Breakfast

The road north carries you straight into the musical heart of America. Crossing into Tennessee, you roll through the outskirts and directly into Memphis, home of Elvis, barbecue, and Beale Street. Riders can explore Sun Studio, Graceland, or dive into some world-class blues, all within easy reach after a relaxed day on the bike.

Clarksdale > Memphis | 120 miles
Breakfast

Leaving the big city behind, you ride southeast toward Florence, Alabama, a beautiful route blending scenic farmland, gentle curves, and classic Southern roads. Florence sits along the Tennessee River and offers a quieter change of pace, perfect for unwinding after days rich with music and nightlife.

Memphis > Florence | 175 miles
Breakfast

A highlight of the tour, today’s ride takes you through Tennessee’s rolling hills en route to Lynchburg, home of the legendary Jack Daniel’s Distillery. Riders can enjoy the scenery, tour the distillery, and soak in the rich heritage of this iconic American brand. The journey then continues along smooth country roads into Nashville, where you’ll return your motorcycle and celebrate the adventure with a farewell dinner on your final night in Music City.

Florence > Nashville | 240 miles
Breakfast, Dinner

Today marks the end of your incredible journey. As you’ll say goodbye to Music City and head home, taking with you unforgettable memories from the ride.