• Save up to 7.5% - Pay in Full by Feb 28, 2018

    Save up to 7.5% - Pay in Full by Feb 28, 2018

  • Past Guests Save an additional 5%

    Past Guests Save an additional 5%

  • AARP Members Save an additional $100 per person

    AARP Members Save an additional $100 per person

Splendor in the American Heartland

Operated By:
Tour Pace: Comfortable
Chicago, Illinois
Tour Style: Luxury
8 Days from $3,122 per person

This is classic America. Start with Chicago, the birthplace of the modern skyscrapers, it's about great highs and the best views. In Kentucky, for bourbon, horses and fast cars. Finally to toe tappin' Tennessee to immerse yourself in the world of country music.


Meet Charles Woods Jr a former Kentucky Derby Jockey who'll regale stories of the famous race. Gather round the microphone in Nashville's most legendary recording studio for a unique recording session with a professional sound engineer. The luxury Four Seasons hotel in downtown St Louis is the embodiment of gracious Midwestern hospitality.

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  1. Welcome to Chicago. Upon arrival at Chicago International Airport, you will be met and taken to your exclusive retreat high above the Magnificent Mile. At 18:00, join your Travelling Concierge for a Welcome Reception with drinks and a light meal.
    hotel:The Gwen, A Luxury Collection (2 nights).
  2. Start your discovery with one of the Windy City's greatest highs, the 360 Chicago where you'll get to see what many call Chicago's best view. Complete with interactive telescopes, this 1,000 foot (305 metres) high vantage point is an experience you'll never forget. Continue your exploration during an architectural river cruise and discover how the Great Fire of 1871 paved the way for the birth of the skyscraper. See The Bertrand Goldberg building, Grant Park and learn about the extreme influence that Chicago still has on the world of modern architecture. Enjoy a Highlight Dinner at Gibson's Bar and Steakhouse, a classic Chicago style chophouse.
    meal(s):FB, HD
    hotel:The Gwen, a Luxury Collection Hotel.
  3. Journey to St. Louis, where you join an exclusive guided tour of the stunning Fox Theater, opened in 1929. This vibrant city played host to the World's Fair and the Olympics in in 1904, both of which were held at St. Louis' prestigious Washington University. 

    hotel:Four Seasons St. Louis.
  4. Get a bird's-eye view of the city this morning with a visit to the top of the famed St. Louis Gateway Arch, standing 630 feet (192 metres) tall. Then head east through the Hoosier National Forest to Louisville.
    meal(s):FB, D
    hotel:The Brown Hotel, Louisville (2 nights).
  5. Continue your immersion into Louisville culture with an up-close look at some of Kentucky's most spirited residents during a visit to a thoroughbred farm. Enjoy a guided tour of the grounds where you will learn the science of breeding champion racers and meet some of the prize horses. Visit a bourbon distillery and discover the secrets and details involved in the making of the South's signature spirit before indulging in a sampling. The evening is yours to enjoy.
    hotel:The Brown Hotel, Louisville.
  6. The fun continues with a guided historic walking tour of Churchill Downs to learn about the history of the Kentucky Derby and its past winners, followed by a visit to the Kentucky Derby Museum and browse through over 20,000 collectible items and artefacts. Get a closer look during a private 'Inside the Vault' tour and spend some time learning an insider perspective during a private meeting with Charles Woods Jr., a retired Kentucky Derby jockey. Move on to Bowling Green to discover the history behind one of America's favourite sports cars at the National Corvette Museum. Explore the rows of display vehicles including vintage models and contemporary styles before enjoying lunch at the Corvette Café. Arrive in Nashville and settle into your hotel. In the evening, gather with your new friends to enjoy a Celebration Dinner.
    meal(s):FB, L, CD
    hotel:Gaylord Opryland Resort (2 nights).
  7. Enjoy a tour of historic Studio B, work with a professional sound engineer in a 30-minute, choir-style recording session. Take home your own copy of the recording as a one-of-a-kind souvenir. Visit the Country Music Hall of Fame and Museum, full of memorabilia from stars such as Hank Williams, Loretta Lynn and Garth Brooks. Your Local Expert, a songwriter and singer will tell you the stories behind the biggest hits sung by well-known country music starts. No visit to Nashville would be complete without going to the Grand Ole Opry. Attend a live taping of America's longest-running live radio program.
    hotel:Gaylord Opryland Resort.
  8. Your tour departs after breakfast with a transfer to the airport.

30 Day Refund Guarantee

We promise you’ll enjoy a stress-free travel experience from the minute you start your vacation planning or we’ll refund your deposit. Make your reservation with a $350 deposit. If you change your mind for any reason within 30 days of booking, we’ll offer you a full refund.
  • Definite Departure
Depart Date Return Date Price Discount Availability Price
6 May 18 13 May 18 checkmark $3,375$3,122pp Early PaymentPay by Feb 28 Request Quote Book Now
13 May 18 20 May 18 $3,375$3,122pp Early PaymentPay by Feb 28 Call 1-877-622-9109
27 May 18 3 Jun 18 checkmark $3,375$3,122pp Early PaymentPay by Feb 28 Request Quote Book Now
24 Jun 18 1 Jul 18 checkmark $3,575$3,307pp Early PaymentPay by Feb 28 Request Quote Book Now
2 Sep 18 9 Sep 18 $3,375$3,122pp Early PaymentPay by Feb 28 Request Quote Book Now
16 Sep 18 23 Sep 18 checkmark $3,375$3,122pp Early PaymentPay by Feb 28 Request Quote Book Now
3 Oct 18 10 Oct 18 $3,375$3,122pp Early PaymentPay by Feb 28 Request Quote Book Now

Price is per person and is based on two people sharing a twin bedded room. Single rooms are available at a supplement.

Single Room Supplement: from $1,275.

Gratuities: Option to pre-pay gratuities for Travel Director and Driver $89 per person.

AARP Members are entitled to an exclusive Member Benefit Discount on all Grand European Travel vacations. Plus receive a free travel gift!  Call Toll Free: 1-866-847-3858 for details.

Past Travelers: Save an additional 5% off the Land Only price of the vacation..

  • Professional Travel Director Professional Travel Director
  • Sightseeing with Local Experts Sightseeing with Local Experts
  • VIP Access VIP Access
  • WIFI on Coach and in Hotels WIFI on Coach and in Hotels
  • Cultural Enrichment Cultural Enrichment
  • Expertly Selected Hotels Expertly Selected Hotels
  • Hotel Tips Hotel Tips
  • Most Meals Most Meals

Meal Summary

1 Welcome Dinner (WD), 7 Full Breakfasts (FB), 1 Lunch (L), 1 Highlight Dinner (HD), 1 Dinners (D) and 1 Celebration Dinner (CD).

Included Highlights

Signature Experiences

  • Chicago: Experience a Highlight Dinner at the classic award-winning Chicago chophouse, Gibson's Bar and Steakhouse.
  • Louisville: Enjoy a guided tour of a local distillery, concluding with a mouth-watering tasting.
  • Nashville: Enjoy a Celebration Dinner in the eclectic Gaylord Opryland.

Sightseeing Highlights

  • Chicago: Experience the greatest highs and the best views of the city from the observatory atop 360 Chicago.
  • Chicago: A love affair with state-of-the-art high-rise means its history is written across the sky and there is no better vantage point than from the deck of an architectural cruise.
  • St. Louis: Visit the top of the iconic St. Louis Gateway Arch standing at a towering 630 feet (192 meters) tall.
  • Louisville: Visit one of its premier thoroughbred farms and enjoy a private guided tour of the stables.
  • Louisville: Visit Churchill Downs, home of the 'Kentucky Derby', explore the Museum and take a private 'Inside the Vault' tour. Meet with Charles Woods Jr. a retired Kentucky Derby jockey.
  • Bowling Green: The Corvette is America on wheels. The National Corvette Museum pays homage to this most famous sports car.
  • Nashville: Join the ranks of superstar musicians like Elvis Presley, Dolly Parton and Willie Nelson and record a song at legendary Studio B, take home the recording as a truly unique souvenir.
  • Nashville: Attend a live taping of the Grand Ole Opry, America's longest-running live radio program.


Trip not yet reviewed
  • We suggest bringing a variety of lightweight clothing items that can be layered to save space in your suitcase and give you more options for how to dress. For more helpful information please refer to our Packing Tips & Packing List.

  • At the end of your guided vacation, it’s customary to offer your motor coach driver and Travel Director a gratuity.  We recommend $4-5 per person/per day for your driver and $6-7 per person/per day for your Travel Director.  Recommended gratuity for a Local Host and Local Specialist is 1-2 dollars per person, paid at the conclusion of each guided visit.  A convenient option is to prepay your tips before your departure.

  • Baggage on our trips is restricted to one large suitcase per person with dimensions not exceeding 30x19x10 inches and a maximum weight of 50 pounds. You are also permitted one piece of hand luggage, which should be small enough to fit under your coach seat or on the small overhead shelf compartment. Please note that luggage with an adjustable handle and wheels will not fit in the overhead compartment of the coach. Hotel porterage is included in your vacation.

  • You will need to be comfortable on your feet, walking and standing for up to three hours in various weather conditions.  All of our vacations involve walking, often on cobblestone and uneven surfaces in historic city centers.  In order to get the most out of your vacation you need to be able to comfortably walk 1-3 miles unassisted in one day, be in good condition and be able to keep pace with the group. 

    If you need any medications, it is important that you bring enough to last you the whole trip and keep them in your carry-on bag while you travel.

  • We highly recommend our optional Travel Protection Plan, which allows you to cancel for any reason up to 24 hours before departure. The plan also includes trip interruption, baggage loss or delay, and medical and emergency assistance. Click here for a summary of coverage details, terms and conditions.

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