Join Travelling Time on another exclusive one of a kind Music Themed Tour!  With no long bus journeys, you have more time to enjoy yourself! This fun filled, value for money tour is not to be missed!


Visit Chicago Illanois (3 nights) Detroit (1 night)  Indianapolis (2 Nights) Owensboro Kentucky (2 Nights) Franklin Kentucky (2 nights) Nashville Tennessee (3 nights)
Windy City to Music City Header

Windy City to Music City - 13 Nights (Plus one in flight)

DEPARTURE DATES IN 2018 and 2019*

  • 2nd September 2018 LIMITED SPACE REMAINING
  • 1st September 2019*
A $200 per person deposit is required at  the time of booking to secure your places. *2019 prices start at $2399 per person

If you want unforgettable memories and great value for money,  join us on this musical journey through the American Mid West to Nashville Tennessee. 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 it's origins. Travelling Time has unique and exclusive access to people and places other companies simply cannot reach.

As you travel with us - just relax and enjoy the music and scenery, we take care of the rest. It's what we are good at! Hotels, show tickets and attraction passes, all the important stuff is looked after by us and we are always there with help and advice so that you can make the most of your all important free time.



  • Return Flights (if Required) 
  • Airport to Hotel Transfer
  •  3Nights Chicago Illanois
  • 1 Night Detroit Michigan 
  • 2 Nights Indianapolis
  • 2 Nights Owensboro Kentucky
  • 2 Nights Franklin Kentucky
  • 3 Nights Nashville Tennessee


  • Coach travel throughout
  • Travelling Time escorts and local guides
  • Welcome Meeting at Hotel


  • Daily breakfasts
  • 2 Group Dinners - in well known venues


  • A night at "The Hideout"
  • Visit the Green Mill and other Chicago Night Spots
  • Visit Hitsville USA and Detroit Music Scene
  • Slippery Noodle Inn in Circle City
  • Mohammed Ali Museum, Louisville
  • The Everly Brothers Musem - Central City
  • Blue Grass Museum Owensboro
  • National Quilt Museum Paducah
  • Kentucky Opry Show
  • And a few Travelling Time Surprises along the way!

*Travelling Time are please to take private group bookings for Windy City to Music City. If you are booking for your group - and these dates do not suit - please call our group department to check availability of other available dates. (Minimum party size 8)

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Escorted Tour Itinerary - Fixed Price - $2299 per person (Single Supplement Applies)

Day 1

  • Arrive Chicago
  • Coach Transfers to Hotel
  • Free Time to settle in!

Day 2

  • Welcome Meeting after breakfast
  • Sightseeing in Chicago 
  • Evening Entertainment

Day 3

  • Free time for more local sightseeing
  • Evening Entertainment and Freetime

Day 4

  • Depart Chicago for Detroit
  • Stop in Gary Indiana (Home of the Jacksons)
  • Lunch Stop in Michigan City (Lakeside Lunch)
  • Travel via Kalamazoo to our hotel in Detroit
  • Evening - Explore the Detroit Music Scene

Day 5

  • Tour Hitsville USA - Home of Tamla Motown
  • Travel via Toledo and Fort Wayne to Indianapolis
  • Explore Indianapolis Nightlife

Day 6

  • Sightseeing in Indy!
  • Dinner and music in Circle City.

Day 7

  • Depart Indianapolis for our journey to Owensboro Kentucky
  • Stop for lunch in Louisville
  • Free time in Louisville
  • (Suggestions) Mohammed Ali Museum or Louisville Slugger Museum
  • Depart for Owensboro and The Bluegrass Museum
  • Check in to our hotel - Rest & Refresh before going for a meal and evening entertainment at the Kentucky Opry!

Day 8

  • After breakfast we will depart for Paducah and the home of the National Quilt Museum
  • Return to Hotel to Rest & Refresh before a meal and entertainment in Owensboro.
    • Subject to schedules - we may visit Grand Rivers and Bagett Playhouse & Miss Patti's

Day 9

  • Depart Owensboro for Central City and The Everly Brothers Museum
  • Continue our Kentucky Journey by travelling to Bowling Green
  • Lunch on your own
  • Visit the Corvette Museum
  • Visit Lost River Cave
  • Depart Bowling Green for Franklin Kentucky
  • Check in to our hotel - Rest & Refresh
  • Dinner in Franklin

Day 10

  • After breakfast we will depart for some Mennonites, Moonshine & More in Franklin Kentucky.
  • Dinner & Music at the Brickyard

Day 11

  • After an early breakfast we will travel to Franklin Tennessee
  • Sightseeing and Lunch in Franklin
    • Travel to Nashville - Check in to the hotel and freshen up!
  • Free Time in Nashville

Day 12

  • Free time Nashville
  • Suggestion - CabaRay (Dinner & Show at the new Ray Stevens' Theatre - extra charge)

Day 13

  • Free time Nashville 
  • Suggestion - Grand Ole Opry - Extra Charge

Day 14

  • Tour ends - return to Nashville Airport for return flight 

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