From honky tonks to horseback, boots to backroads, this is how to live the lyrics.
Day 1-3: Nashville, Tennessee - The Heart of Country
Day 1: Arrive in Nashville
Private transfer to your downtown hotel (we love the Thompson Nashville or JW Marriott).
Evening welcome dinner at Merchants, followed by your first stroll along Broadway to soak up the live music energy.
Day 2: Country Music Deep Dive
Morning tour of the Country Music Hall of Fame.
RCA Studio B session - see where Elvis, Dolly Parton, and Waylon Jennings recorded.
Afternoon shopping for vintage finds in 12South or the Gulch.
Evening honky tonk crawl: Tootsie’s Orchid Lounge, Kid Rock’s Big Honky Tonk, and VIP rooftop table at Jason Aldean’s Kitchen + Rooftop Bar.
Day 3: Behind the Music
Private songwriter session, hear the stories behind the hits.
Lunch at Puckett’s Grocery & Restaurant.
Optional Grand Ole Opry backstage tour before an evening show.
Day 4-6: Montana or Wyoming - Cowboy Country
Day 4: Fly to Big Sky Country
Morning flight to Bozeman, Montana (via Dallas or Denver).
Transfer to your luxury ranch - The Ranch at Rock Creek or Brush Creek Ranch in Wyoming.
Sunset welcome ride and campfire cookout with live acoustic music.
Day 5: Ranch Life
Morning horseback ride through rolling meadows and forests.
Learn to lasso and try your hand at archery or fly fishing.
Afternoon leisure time, spa treatment or scenic hike.
Dinner under the stars with cowboy poetry and music.
Day 6: Adventure in the Saddle
Join a cattle drive or guided wildlife safari to spot elk and bald eagles.
Evening whiskey tasting and live bluegrass in the lodge.
Day 7-9: Austin, Texas - Boots, BBQ & Live Music
Day 7: Welcome to Texas
Fly to Austin and check into Hotel Van Zandt or Commodore Perry Estate.
BBQ feast at Terry Black’s or Franklin Barbecue.
Live music at The Broken Spoke, Texas two-step optional but encouraged.
Day 8: Boots & Hill Country
Morning shopping at Allens Boots for the perfect cowboy boots.
Afternoon wine tasting in Texas Hill Country.
Evening at Gruene Hall, the state’s oldest dance hall.
Day 9: River & Rhythm
Float down the San Marcos River or kayak Lady Bird Lake.
Dinner at Lamberts Downtown BBQ followed by more live music on Rainey Street.
Day 10-14: Route 66 - The Great American Road Trip
Day 10: Pickup & Departure
Collect your classic pickup truck or vintage car in Dallas or Oklahoma City.
Head west to Amarillo, stop at quirky roadside attractions along the way.
Day 11: Through New Mexico
Drive into Santa Fe for adobe architecture, galleries, and green chile stew.
Overnight in a boutique inn with live local music.
Day 12: Desert Vistas
Journey to Arizona, stopping at Petrified Forest National Park.
Overnight in Flagstaff or Sedona for red rock sunsets.
Day 13: The Grand Canyon
Sunrise at the Grand Canyon.
Afternoon drive to Kingman for a Route 66 museum visit.
Day 14: The Finale - Santa Monica
Complete your Route 66 adventure in California, rolling into Santa Monica Pier with country tunes playing and the Pacific sunset ahead.
Drop-off your vehicle, toast the journey with a rooftop dinner overlooking the ocean.
The Case Travel Touch
We’ll make this epic itinerary effortless:
Flights, transfers, and vehicle hire
VIP tables, backstage tours, and private experiences
Luxury ranch bookings with curated activities
Fully mapped and optimised Route 66 stops
A custom playlist to soundtrack your trip
Ready to live your own country music road trip?
Let’s make it happen, from the first guitar riff in Nashville to the last Pacific sunset in Santa Monica.
Enquire About Your Country Music USA Adventure
