Music City to Windy City
Music City to Windy City
Music City to Windy City
14 Days Starting in Nashville, TN, USA and ending in Chicago, IL, USA
Visiting: Nashville, Franklin, Louisville, Cleveland, Detroit, Chicago
Tour operator:
Tour code:
TT-USA12
Guide Type:
Fully Guided
Group size:
12 - 40
Age range:
21-99
Special diets catered:
Vegetarians
Tour operated in:
EnglishTrip Styles:
Activities:
Tour Overview
If you want unforgettable memories and great value for money, join us on this musical journey from Nashville Tennessee to Chicago Illinois. Enjoy the music and attractions that each area has to offer. It’s an informal, friendly and fun trip designed with music lovers in mind! You will discover all the different types of music and meet local people who will tell you the stories of its origins. Travelling Time has unique and exclusive access to people and places other companies simply cannot reach.
Highlights
Itinerary
Day 1 : Nashville
Location: Nashville
Accommodation: Hotel
Meals Included: Breakfast
Welcome to Music City USA! Once you are checked in - feel free to join your guide and driver for a welcome meeting and to get to know your fellow travellers.
Day 2 : Nashville
Location: Nashville
Accommodation: Hotel
Meals Included: Breakfast
Discover why Nashville, the capital of Tennessee, is called Music City USA! As you explore the downtown area you’ll find many famous attractions including The Country Music Hall of Fame, The Historic Ryman Auditorium and the Johnny Cash & Patsy Cline Museums which celebrate the lives of these famous stars of Country Music. On Broadway and in Printers Alley you’ll hear some of the best live music in the world famous honky-tonks and of course great music venues like the Opry House, home of the famous “Grand Ole Opry” stage and RCA’s Studio B are within easy reach.
Day 3 : Nashville
Location: Nashville
Accommodation: Hotel
Meals Included: Breakfast
More free time to enjoy the wonderful music and attractions that can be found in and around Nashville. How about a trip out to the Opryland Area and take a leisurely cruise on the General Jackson Showboat, "sail" around the Opryland Hotel, perhaps pop into a couple of the area’s famous honkytonks - Nashville Palace and John A's Roadhouse - for great food and live music. There is also shopping and several restaurants at Opry Mills and Madame Tussaud's can be found here too!
Day 4 : Nashville
Location: Nashville
Accommodation: Hotel
Meals Included: Breakfast
On your last day in Nashville - be sure to visit the wonderful Centennial and Bi-Centennial Parks and a visit to the Parthenon is a must. Make sure you buy your cowboy boots on Lower Broadway and kick your heels on Printers Alley tonight - before getting ready to continue our travels tomorrow.
Day 5 : Franklin
Location: Franklin
Accommodation: Hotel
Meals Included: Breakfast
As we wave goodbye to Nashville we will travel North into Kentucky, the Bluegrass State. Our first stop will be the picturesque small town of Franklin with its lovely courtyard square. Learn why Country Legends Johnny Cash & June Carter tied the knot here and visit the Mennonite Community for lunch! This afternoon we will travel the short distance to Bowling Green to tour the fabulous Corvette Museum, before heading back to Franklin for dinner and music at the Brickyard Cafe!
Day 6 : Louisville
Location: Louisville
Accommodation: Hotel
Meals Included: Breakfast
Travelling North through Kentucky we reach Central City, home to the wonderful Everly Brothers Museum...after our tour and lunch we will continue on to Louisville. Kentucky's largest city sits on the Ohio River along the Indiana border. We will spend the evening downtown enjoying dinner and local entertainment.
Day 7 : Louisville
Location: Louisville
Accommodation: Hotel
Meals Included: Breakfast
This morning we will take you to The Muhammad Ali Center which is dedicated to the boxer Muhammad Ali, a native of Louisville. You will then have free time to explore some of the museums and landmarks that make Louisville famous. Did you know that, every May, its race course Churchill Downs hosts the Kentucky Derby whose long history is explored at the Kentucky Derby Museum. Baseball is celebrated at the Louisville Slugger Museum and Factory, where Major League bats are produced and a giant baseball "slugger" marks the entrance.
Day 8 : Cleveland
Location: Cleveland
Accommodation: Hotel
Meals Included: Breakfast
Today we leave Kentucky and head into Ohio and our first stop is Cincinnati, where we will have lunch in the Over-the-Rhine district that is known for its 19th century architecture. Then it is on to Cleveland. This vibrant city is home to arts, culture, and landmarks that pay homage to the history of music. Made up of "Districts" like Cleveland Heights, Little Italy, Shaker Square, Downtown and filled with world-class theatre, live music and noteworthy nightlife there is so much to see and do in Cleveland!
Day 9 : Cleveland
Location: Cleveland
Accommodation: Hotel
Meals Included: Breakfast
One of Cleveland’s top attractions is The Rock & Roll Hall of Fame and Museum. After our visit to this iconic building, join us on a guided tour of the City’s districts followed by free time to explore this fascinating city at your own pace.
Day 10 : Detroit
Location: Detroit
Accommodation: Hotel
Meals Included: Breakfast
As we make our way to Detroit today we will stop in the city of Toledo Ohio, situated on the western tip of Lake Erie. We will visit the city's Glass Pavilion which showcases thousands of glass works, before stopping for lunch and pie! We will travel around Lake Erie to Detroit - the largest city in the state of Michigan. The city’s ties to the auto industry, gave it the nickname "Motor City.
Day 11 : Chicago
Location: Chicago
Accommodation: Hotel
Meals Included: Breakfast
This morning we will visit “Hitsville U.S.A” home to Motown Records. After our tour of this wonderful museum, it’s off to Kalamazoo for lunch and a visit to a local brewery. Then we’ll travel rest of the way to Chicago!
Day 12 : Chicago
Location: Chicago
Accommodation: Hotel
Meals Included: Breakfast
A local guide will escort us on a city tour today and you will have the opportunity to hop on and off the bus at places of interest throughout the city. This evening we will take you to a few more of the city’s fantastic blues clubs!
Day 13 : Chicago
Location: Chicago
Accommodation: Hotel
Meals Included: Breakfast
On our final day in the Windy City, we’ll spend time at Navy Pier then onto Lake Michigan for a City Skyline Tour. Afterwards, we will spend our last evening in Chicago enjoying a meal and a few drinks together while we listen to some local music!
Day 14 : Tour Ends
Location: Chicago
Accommodation: Hotel
Meals Included: Breakfast
Today our tour ends and it’s time to travel to the airport for your journey home.
What's Included
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Accommodation
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Free Wi-Fi at Accommodation
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Fully Guided
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Meals – Breakfast Only
What's Not Included
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1 bottle of Mineral Water per person per day
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Airport Transfers at Destination
Check out our Q&As
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Are vaccinations required for this tour?
Yes
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Are the local guides on the tour English speaking?
Yes
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Do you require a visa for this holiday?
Yes
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Can you assist with pre or post tour accommodation?
Yes
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Does Travelling Time offer financial protection and bonding?
Yes. In fact every penny of your money is protected by our TTA Membership - Q1893 and for flight inclusive trips we have an Air Travel Organisers Licence ATOL T7516
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How long has the tour company been trading?
30 + Years
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Can I join the tour once it has departed?
Yes - Our tours are very flexible and you can join us for all or part of the tour. Please get in touch to discuss.
Reviews from travellers on this tour
1 Select your preferred date
Monday - Sunday
Jun 09, 2025 - Jun 22, 2025Book with Confidence
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Free Date Changes
Travelling Time allows you to make 1 free date changes, as long as the change is made at least 60 days before the start of the tour.
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Transfer as credit to Future Tours
Travelling Time allows you to transfer existing payments to a future tour to avoid cancellation fees if you can't travel and inform travelling time, 90 days before departure.
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Low Deposit
Travelling Time requires a minimum deposit of 100 GBP per person or the full booking value, whichever is less, with the final balance not due until 60 days before departure.
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Cancellation Policy
We don't charge a cancellation fee, here is a summary of travelling time charges.
Up to 57 days before tour starts: Forfeit 100% of deposit.
At 56 days before tour starts: Forfeit 75% of booking price.
At 42 days before tour starts: Forfeit 100% of booking price.