You are here

Chicago to St. Louis, Ride the Rails In-between


Celebrating 43 years on the road (and tracks) with Sports Leisure Vacations


  • 3 nights each in downtown Chicago and St. Louis
  • Tickets to the new pop musical Six
  • Architectural cruise on the Chicago River; visit one of the city’s world-class museums
  • Go to the top of the Gateway Arch
  • St. Louis City Tour – featuring lunch on The Hill (home to Yogi Berra), Route 66 (treats at Ted Drewes Frozen Yogurt) and the riverfront, Budweiser Brewery Tour
  • Lunch and shopping in historic St. Charles – see where the journey of Lewis & Clark began



Daily Itinerary

Day 1

Welcome to Chicago, that toddlin’ town! Following the popular Manager’s Reception rest well in accommodations located in the center of it all! Embassy Suites Chicago Downtown – 3 nights

Day 2

Start the day with Buckingham Fountain, the official starting point of iconic Route 66. On to the Chicago River with a 90-minute cruise discovering the architectural wonders that populate this city. From the ashes caused by Mrs. O’Leary’s cow the modern skyscraper was born. (The invention of the electric elevator around the same time didn’t hurt!) Tonight you will feast on Six, a modern retelling of the lives and untimely “departures” of the wives of King Henry VIII. Presented as an upbeat pop concert, the six ladies take turns singing and telling their stories to see who suffered the most. According to one reviewer, audiences the world over are losing their heads over this original new musical! (Get it?) (FB,L) 

Day 3

Friday is Museum Day! Visit your choice of world-class institutions such as the Field Museum of Natural History, Shedd Aquarium or the Art Institute – we’ll provide the shuttle. Maybe later in the day take a stroll on “State Street, that Great Street” or shop along the “Magnificent Mile,” Michigan Avenue. Share your discoveries tonight over dinner at one of the city’s popular family-style Italian eateries. (FB,D)

Day 4

The Lincoln Service train departs Chicago at 9:25am, arriving in St. Louis at 3pm. The train closely follows the path of the original Route 66. Mark will share Mother Road stories as you pass through Joliet and Pontiac. Arrive in time for Drury’s nightly Kickback featuring hors d’oeuvres and adult refreshment. Drury Inn Union Station – 3 nights (FB,L)

Day 5

“Meet” the city today. There’s an abundance of history here. Beginning with Native Americans who settled and built mounds in the 9th century, this has been a story of migration. Started as a trading post on the Mississippi, it became a cultural hub and a starting point for many explorations of the West. 

Come to The Hill, where baseball legends grew up and bocce ball courts still reign. Enjoy lunch in an Italian eatery and dessert at Ted Drewes, a Route 66 institution. Conclude at the Budweiser Brewery, where the tour includes samples of The King of Beers! (FB,L)

Day 6

The Gateway to the West Museum and the Gateway Arch are featured this morning. Explore the museum before boarding the tiny tram cars to wiggle your way to the top of the Arch where spectacular views await. Just across the Missouri River in historic St. Charles, stand on the spot where Lewis & Clark started their famous journey to the West Coast in 1804. There are quaint shops here for the curious. (FB,L)

Day 7

With fond memories of two great American cities, board your return flight to Sacramento. (FB,L)

Daily Itinerary Meal Legend
CBContinental Breakfast
BGenerally a limited buffet or menu
FBFull buffet or choice of menu
BRBrunch, often buffet-style
LLunch, often several menu options
HT or ATHigh or Afternoon Tea
DDinner, often several menu options


Wednesday, May 18, 2022 to Tuesday, May 24, 2022

7 Days, 12 Meals

Daily breakfast, 5 lunches, 1 dinner


Request a Booking Now

Speak to a Staff Member

Have a question or would rather book over the phone? Call us!

Mon - Fri: 9:00 AM - 4:30 PM
Local(916) 361 - 2051
Toll-Free(800) 951 - 5556