New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Nashville and Chicago 5-Day Music and Culinary Adventure

Nashville and Chicago 5-Day Music and Culinary Adventure Itinerary

Last updated: 2024 Jun 14

Iconic Nashville Sights and Sounds

Morning
Start your Nashville journey with a hearty breakfast at Hattie B's Hot Chicken, known for its famous hot chicken. After breakfast, hop on the Nashville Hop-on Hop-off Trolley Tour to get an overview of the city's top attractions. Enjoy the flexibility to explore stops like Downtown Nashville, Ryman Auditorium, and Country Music Hall of Fame & Museum at your own pace.
Afternoon
For lunch, savor the flavors of Nashville on the Nashville 3-Hour Secret Food Tour. Let a local guide take you to hidden culinary gems and share the city's food history. Afterward, continue your musical journey with a visit to the Grand Ole Opry House, the mecca of country music, and explore the vibrant area of Music Row.
Evening
Experience the lively nightlife of Nashville with the Nashville Music City Pub Crawl. This guided tour will take you to the best bars and live music venues, allowing you to immerse yourself in the city's renowned music scene. Enjoy drinks, great company, and, of course, fantastic music.
Bedtime
Find amazing hotels in Nashville.
Visit Nashville Hop-on Hop-off Trolley Tour in Nashville
star4.64

Nashville Hop-on Hop-off Trolley Tour

Book Now
Visit Downtown Nashville in Nashville
star4.65

Downtown Nashville

Book Now
next arrow

Historic and Cultural Nashville

Morning
Begin your day with a visit to the Tennessee State Capitol, where you can join a guided tour to learn about the state's history and government. Afterward, take a stroll through the serene Bicentennial Capitol Mall State Park and admire its various monuments and the beautiful Capitol building.
Afternoon
Enjoy a delightful lunch at Prince's Hot Chicken, another iconic spot for Nashville's signature dish. Post-lunch, immerse yourself in the history of music at the Johnny Cash Museum and then take a guided tour of the historic RCA Studio B, where legends like Elvis Presley and Dolly Parton recorded their hits.
Evening
Dine at The Catbird Seat, a fine dining restaurant offering an intimate culinary experience. Afterward, enjoy a sophisticated evening at the Schermerhorn Symphony Center, home to the Grammy Award-winning Nashville Symphony. Consider catching a live performance to round off your cultural evening.
Bedtime
Find amazing hotels in Nashville.
Visit Tennessee State Capitol in Nashville
star4.57

Tennessee State Capitol

Book Now
Visit Bicentennial Capitol Mall State Park in Nashville
star4.81

Bicentennial Capitol Mall State Park

Book Now
next arrow

Nashville's Surrounding Wonders

Morning
Take a break from the city and embark on a day trip to the Jack Daniel's Distillery in Lynchburg. Explore the distillery where the famous Tennessee whiskey is made, learn about its history, and enjoy a tasting experience. The journey to Lynchburg will also give you a chance to see the beautiful Tennessee countryside.
Afternoon
Upon returning to Nashville, enjoy a relaxed lunch at Edley's Bar-B-Que, known for its delicious barbecue dishes. Spend the rest of the afternoon at the Belle Meade Historic Site & Winery, where you can tour the historic mansion, stroll through the gardens, and, if time allows, enjoy some wine tastings.
Evening
For dinner, head to The Southern Steak & Oyster, a restaurant that offers a modern take on Southern cuisine. Afterward, take a leisurely walk along the Nashville Riverfront Park and enjoy the views of the Cumberland River and the downtown skyline.
Bedtime
Find amazing hotels in Nashville.
Visit Jack Daniel's Distillery in Nashville
star4.88

Jack Daniel's Distillery

Book Now
Visit Belle Meade Historic Site & Winery in Nashville
star3.98

Belle Meade Historic Site & Winery

Book Now
next arrow

Memphis Music and History

Morning
Begin your day with a classic Southern breakfast at The Arcade Restaurant, Memphis' oldest cafe. Afterward, visit the iconic Graceland, the former home of Elvis Presley. Explore the mansion, the exhibits, and the Presley Motors Automobile Museum to immerse yourself in the life of the King of Rock 'n' Roll.
Afternoon
Enjoy a soulful lunch at Central BBQ, known for its Memphis-style barbecue. Post-lunch, visit the Stax Museum of American Soul Music to learn about the history of soul music and its impact on the cultural landscape. Then, take a walk down the historic Beale Street, known for its vibrant music scene and live entertainment.
Evening
Dine at Folk's Folly Prime Steakhouse, a Memphis institution offering top-quality steaks and an elegant dining atmosphere. After dinner, if you're up for it, explore the nightlife of Memphis with its live music venues and bars, or simply relax and reflect on the day's experiences.
Bedtime
Find amazing hotels in Memphis, Tennessee.
Visit Andrew Jackson’s Hermitage in Memphis, Tennessee
star2.62

Graceland

Book Now
Visit Bluebird Cafe in Memphis, Tennessee

Stax Museum of American Soul Music

Book Now
next arrow

Farewell to Nashville

Morning
Enjoy a final breakfast at Biscuit Love, a popular spot known for its creative take on Southern breakfast classics. After breakfast, take a guided tour of the National Museum of African American Music, which showcases the impact and influence of African Americans on more than 50 genres of music.
Afternoon
For your last lunch in Nashville, head to Husk, a restaurant that celebrates Southern ingredients and traditions. Afterward, take a relaxing stroll through the serene Cheekwood Estate & Gardens, where you can admire the beautiful botanical gardens and the impressive art collection in the museum.
Evening
Conclude your Nashville journey with a memorable dinner at McNamara's Irish Pub & Restaurant, offering a cozy and welcoming atmosphere. After dinner, if time allows, catch a performance at a local live music venue to savor the last moments of Nashville's musical spirit.
Bedtime
Find amazing hotels in Nashville.
Visit Nashville National Museum of African American Music Entry in Nashville
star4.91

National Museum of African American Music

Book Now
Visit Opryland Hotel (Gaylord Opryland Resort) in Nashville

Cheekwood Estate & Gardens

Book Now

Top Nashville Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?