Itinerary
- Day 1
Chicago
You'll arrive in Chicago and check into your downtown hotel, then take a walk over to the historic Route 66 Begin Sign for photos. Grab some Chicago-style deep dish pizza for dinner that evening. To finish off your first night, you'll head out on an evening architecture river cruise to watch the city's skyline shift from day to night.
- Meals
- Dinner
Included Activities
- Visit Historic Route 66 Begin Sign
- Evening Architecture River Cruise
Optional Activities
- Chicago-style deep dish pizza dinner at Giordano's or The Exchequer
Landmarks Historic Route 66 Begin Sign - Day 2
Chicago - Pontiac - Springfield, IL
Start the morning with a classic diner breakfast at Lou Mitchell's, the first stop on Route 66 known for pancakes, waffles, and good coffee. From there you'll drive Old Route 66, stopping at historic gas stations in Dwight and Odell, then visit the Route 66 Association in Pontiac. After lunch, keep moving through several Illinois towns before checking into your Springfield hotel. Your day ends at Cozy Dog, where the corn dog was born.
- Meals
- Breakfast (Classic diner breakfast featuring pancakes, waffles, and the world's finest coffee at Lou Mitchell's), Dinner
Included Activities
- Breakfast at Lou Mitchell's
- Drive-by Willis Tower
- Visit Ambler's Texaco in Dwight
- Visit Standard Oil in Odell
- Tour Route 66 Association in Pontiac
- Dinner at Cozy Dog
Landmarks Willis Tower Lou Mitchell's Ambler's Texaco Standard Oil Route 66 Association Cozy Dog 
- Day 3
Springfield, IL to St. Louis, MO
Begin your day at the Abraham Lincoln Presidential Library & Museum exploring Lincoln's life and the Civil War era, then visit his Springfield home. You'll drive toward St. Louis, stopping at Route 66 landmarks in Auburn, Virden, Girard, and Litchfield, plus Mt Olive and Granite City. Once you reach St. Louis, take a tram ride to the top of the iconic Gateway Arch. By evening, walk through downtown St. Louis including Union Station, the Ballpark, and the Mississippi waterfront.
- Meals
- Breakfast, Dinner
Included Activities
- Tour Abraham Lincoln Presidential Library & Museum
- Visit Abraham Lincoln's Springfield home
- Gateway Arch tram ride to the top
- Explore downtown St. Louis including Union Station
Optional Activities
- Route 66 stops in Auburn, Virden, Girard, and Litchfield
- Visit Mt Olive
- Visit Granite City
- Chain of Rocks Bridge
Landmarks Abraham Lincoln Presidential Library & Museum Abraham Lincoln Home Gateway Arch Union Station Chain of Rocks Bridge - Day 4
St. Louis - Meramec Caverns - Springfield, MO
After breakfast, head west to Meramec Caverns for a guided tour of impressive mineral formations. You'll visit Cuba to see 14 colorful murals, then continue along Route 66 stopping at quirky landmarks like the Giant Rocking Chair and Giant Faucet. Pass through Rolla and check out the Route 66 Motors & Gift Shop before arriving in Springfield, MO for dinner at Jimm's Steakhouse.
- Meals
- Breakfast, Dinner
Included Activities
- Guided tour of Meramec Caverns
- Visit Cuba murals
- Stop at Giant Rocking Chair
- Stop at Giant Faucet
- Visit Route 66 Motors & Gift Shop in Rolla
Landmarks Meramec Caverns Cuba Murals Giant Rocking Chair Giant Faucet Route 66 Motors & Gift Shop Jimm's Steakhouse - Day 5
Springfield, MO - Tulsa, OK
Leave Springfield after breakfast and travel through Missouri's Route 66 landmarks including Gary Gay Parita, Spencer, Avilla, Carthage, and Joplin. Cross into Kansas for a photo stop at Cars on the Route in Galena and the Marsh Arch Bridge. You'll then enter Oklahoma and tour the historic Coleman Theater in Miami, visit Ed Gallaway's Totem Pole Park and the famous Blue Whale. Arrive in Tulsa to explore Cyrus Avery Plaza and the town.
- Meals
- Breakfast
Included Activities
- Tour Coleman Theater in Miami, OK
- Visit Ed Gallaway's Totem Pole Park
- Visit Blue Whale
- Visit Cyrus Avery Plaza
Optional Activities
- Photo stop at Cars on the Route in Galena, KS
- Photo stop at Marsh Arch Bridge
- Stops at Gary Gay Parita, Spencer, Avilla, Carthage, and Joplin, MO
Landmarks Coleman Theater Ed Gallaway's Totem Pole Park Blue Whale Cyrus Avery Plaza Cars on the Route Marsh Arch Bridge - Day 6
Tulsa - Oklahoma City
Start at Tulsa's Route 66 Historical Village, then travel the Mother Road with stops in Sapulpa to see Gasoline Alley Classics and the Rock Café. Visit Chandler's Route 66 Interpretive Center and McJerry's Route 66 Gallery. Continue to Seaba Station Motorcycle Museum, Arcadia Round Barn, and POPS with its 600 soda varieties. End your day exploring Oklahoma City's First Americans Museum, then head to your Bricktown hotel.
- Meals
- Breakfast
Included Activities
- Visit Tulsa's Route 66 Historical Village
- Visit Gasoline Alley Classics
- Visit Rock Café in Sapulpa
- Visit Chandler's Route 66 Interpretive Center
- Visit McJerry's Route 66 Gallery
- Visit Seaba Station Motorcycle Museum
- Visit Arcadia Round Barn
- Visit POPS
- Explore Oklahoma City's First Americans Museum
Landmarks Tulsa's Route 66 Historical Village Gasoline Alley Classics Rock Café Chandler's Route 66 Interpretive Center McJerry's Route 66 Gallery Seaba Station Motorcycle Museum Arcadia Round Barn POPS First Americans Museum - Day 7
Oklahoma City - Amarillo, TX
Visit the Oklahoma City National Memorial to pay respects and learn the history. Drive Route 66 west, stopping in Clinton to check out the Oklahoma Route 66 Museum covering the highway's history and impact. Continue through Elk City before arriving in Amarillo. Check in and experience Texas-style dining at the Big Texan.
- Meals
- Breakfast, Dinner
Included Activities
- Visit Oklahoma City National Memorial
- Visit Oklahoma Route 66 Museum in Clinton
- Explore Elk City
- Dinner at Big Texan
Landmarks Oklahoma City National Memorial Oklahoma Route 66 Museum Big Texan - Day 8
Amarillo - Albuquerque, NM
Leave Amarillo and stop at the iconic Cadillac Ranch, then continue to the Route 66 halfway point in Adrian, TX. Cross into New Mexico, visiting Route 66 landmarks in Tucumcari and Santa Rosa. From there, explore downtown Santa Fe's historic charm before heading to Albuquerque to walk through Old Town with its traditional eateries and artisan shops.
- Meals
- Breakfast
Included Activities
- Stop at Cadillac Ranch
- Stop at Route 66 halfway point in Adrian, TX
- Visit Route 66 landmarks in Tucumcari
- Visit Route 66 landmarks in Santa Rosa
- Explore downtown Santa Fe
- Explore Old Town Albuquerque
Landmarks Cadillac Ranch Route 66 Halfway Point Old Town Albuquerque - Day 9
Albuquerque - Flagstaff, AZ
Depart Albuquerque and stop at Gallup's historic El Rancho Hotel. Head to Arizona's Petrified Forest National Park for sightseeing, including the striking Painted Desert and scenic Blue Mesa. Visit Crystal Forest and Winslow before ending your day in Flagstaff for an evening of exploration.
- Meals
- Breakfast, Lunch, Dinner
Included Activities
- Stop at El Rancho Hotel in Gallup
- Tour Petrified Forest National Park
- Visit Painted Desert
- Visit Blue Mesa
- Visit Crystal Forest
- Stop in Winslow, AZ
Landmarks El Rancho Hotel Petrified Forest National Park Painted Desert Blue Mesa Crystal Forest - Day 10
Flagstaff - San Bernardino, CA
Drive from Flagstaff to Seligman, then continue along Route 66 to Kingman with a lunch stop at Mr. D'z Diner. Visit the atmospheric ghost town of Oatman and the Route 66 Mother Road Museum in Barstow. Wrap up your day in San Bernardino, staying at the unique Wigwam Motel.
- Meals
- Breakfast, Lunch, Dinner
Included Activities
- Stop at Mr. D'z Diner in Kingman
- Visit Oatman ghost town
- Visit Route 66 Mother Road Museum in Barstow
Optional Activities
- Stop in Seligman
Landmarks Mr. D'z Diner Oatman Route 66 Mother Road Museum 
- Day 11
Hollywood - Santa Monica, CA
Have breakfast at a diner, then take a Hollywood tour visiting iconic landmarks like the Hollywood Sign and Rodeo Drive. Grab lunch on your own before heading to Santa Monica Pier, the western terminus of Route 66. Finish your historic Route 66 journey with a farewell dinner on the pier.
- Meals
- Breakfast, Dinner
Included Activities
- Hollywood tour
- Visit Hollywood Sign
- Visit Rodeo Drive
- Visit Santa Monica Pier
- Farewell dinner on the pier
Landmarks Hollywood Sign Rodeo Drive Santa Monica Pier 
- Day 12
Los Angeles
Transfer to Los Angeles Airport for your departure flight home.
- Meals
- Breakfast
