Welcome to Chicago. Upon arrival, you will be met and taken to your exclusive retreat near the Magnificent Mile. At 18:00, join your Travelling Concierge for a scrumptious Welcome Dinner with wine at your hotel.(Dinner with Wine)

Start your exploration during a 90-minute architectural river cruise and discover how the Great Fire of 1871 paved the way for the birth of the skyscraper. Continue your discovery with one of the Windy City's greatest highs - the 360 Chicago Observation Deck. Enjoy a Highlight Dinner with wine at a local restaurant.(Breakfast / Dinner with Wine)

Journey to St. Louis where you'll take an exclusive guided tour of The Fabulous Fox Theatre which opened in 1929. This vibrant city played host to the World's Fair and Olympics of 1904, with both being held at St. Louis' prestigious Washington University.(Breakfast)

Get a bird's-eye view of the city with a visit to the top of the famed St. Louis Gateway Arch standing 630 feet (190 metres) tall. Next, head east through the Hoosier National Forest to Louisville, before enjoying a dinner with wine at The English Grill in the evening. This elegant venue is situated at your hotel and offers a refined menu of contemporary American cuisine with a Kentucky twist.(Breakfast / Dinner with Wine)

Take a private tour of a Kentucky Thoroughbred retirement farm this morning set in the beautiful rolling Kentucky farmlands. Stops along the way include the foal and yearling division and the stallion complex. You never know which champion or future champion you may encounter! Later enjoy a private tour and tasting seminar complete with chocolate pairing at one of Kentucky’s newest members of the Bourbon Trail, Lux Row Distillers, producing award-winning Kentucky straight bourbon brands. This evening is yours to enjoy at leisure.(Breakfast)

The fun continues with a guided historic walking tour of Churchill Downs to learn about the history of the Kentucky Derby, followed by a visit to the Kentucky Derby Museum. Once here you'll gain an insider's perspective during a private visit with a retired Kentucky Derby jockey. Next, discover the history behind one of America's favourite sports cars at the National Corvette Museum, where you'll have lunch. The museum features over 80 Corvettes in periodic settings, including mint classics, one-of-a-kind prototypes and modern-day wonders of engineering and design.(Breakfast / Lunch / Dinner with Wine)

Enjoy a tour of historic Studio B with a professional sound engineer in a 30-minute, choir-style recording session. You'll be able to take home a copy of the recording as a one-of-a-kind souvenir. Head on to the Country Music Hall of Fame and Museum, full of memorabilia from stars such as Hank Williams, Loretta Lynn and Garth Brooks. Once there, you'll join your Local Expert, a songwriter and singer, who will tell you the stories behind the biggest hits sung by well-known country music stars. End your day with a trip to the Grand Ole Opry or "country's most famous stage", for a live performance. [CC] If you are traveling on a Chairman's Collection departure, you will meet one of two music legends, either Country Hall of Fame musician Charlie McCoy or Grammy Lifetime Achievement Award recipient Brenda Lee, for a special introduction to the city's impressive music history. [/CC](Breakfast)

Travel from the home of country music to the birthplace of blues and Rock 'n' Roll. The evening is devoted to a private, after-hours, and docent-led tour of Graceland - as much an object of pilgrimage as a museum dedicated to the late, great, Elvis Presley. From the flowers and painted signs outside the gates, to the tear-streaked cheeks of fans inside, see the effect that Elvis and his music had on popular American culture. Enjoy a memorable dinner with wine inside the Presley Motors Automobile Museum.(Breakfast / Dinner with Wine)

Sun Studio is known worldwide as 'The Birthplace of Rock’n’roll'. Learn about Memphis’ history and culture through the music that made this city famous. Experience Memphis Your Way by visiting the National Civil Rights Museum or the Memphis Rock 'n' Soul Museum, where you'll learn the stories of musical pioneers who overcame racial and socioeconomic barriers to create music that shook the world.(Breakfast)

Depart Memphis for Natchez, where you'll arrive for your stay at a well-preserved National Historic Landmark, the antebellum-era Monmouth Historic Inn. Many historic homes dot the landscapes of the American South and your visit here offers the opportunity to learn about their past. Learn the science behind the signature mint julep during a mixology class before enjoying a delectable three-course Highlight Dinner with wine.(Breakfast / Dinner with Wine)

Tour Frogmore Plantation and Gins with your hosts to learn about the history of planters and slaves. See a Smithsonian quality steam cotton gin and compare with modern day methods. Next, visit Houmas House plantation, which was once part of the largest sugar empire in the South. Learn about Creole cuisine during your cooking demonstration followed by a Highlight Dinner.(Breakfast / Dinner with Wine)

Join a Local Expert for a tour of the city as you learn about its rich history steeped in the myriad of cultures that have found a new home here. See Jackson Square and the Treme neighbourhood before exploring City Park. Take in this picturesque scene and admire the oak trees with a warm café au lait in hand. Next, visit one of the city's famous above ground cemeteries and learn about the uniquely joyful perspective on life and death.(Breakfast)

Start the day with a bayou expert on the rural side of the Crescent City, as you board a boat to meet the resident alligators and other fauna and flora. Enjoy some free time before gathering with your new friends and toasting to lifelong memories during a Celebration Dinner with wine at the famous New Orleans restaurant, Arnaud's, with toe-tapping live jazz as your backdrop.(Breakfast / Dinner with Wine)

Bid 'au revoir' to the Big Easy in the morning. A complimentary transfer is provided to Louis Armstrong Airport or choose to extend your stay at Hotel Monteleone.(Breakfast)