Oklahoma’s Route 66 Tour
Highlights include Fanning’s Outpost, Lebanon Route 66 Museum, Historic Coleman Theatre, Mickey Mantle’s hometown, NEON park, Tulsa’s Route 66 Historical Village, Lucille’s Roadhouse, Cherokee Trading Post, the National Route 66 & Transportation Museum and more!
September 10-16, 2026
Tour Number R5298
7 Days - 6 Nights - 11 Meals
There is so much to see on the longest stretch of the Mother Road!
Day 1: We’re off this morning on an adventure both historical, unique and entertaining. This trip features classic icons, unique dining, and fun stops on Route 66. Today we will travel through Illinois and into Missouri. We will stop at Fanning’s Outpost, formerly the “World’s Largest Rocking Chair” for a rest stop before arriving at our overnight destination of Lebanon.
Day 2: This morning after breakfast we will visit the Lebanon Route 66 Museum, offering a glimpse into the history and progression of Route 66, with an emphasis on local Route 66 history and touches of nostalgia. We then travel to Springfield, officially recognized as the birthplace of Route 66. It was in Springfield on April 30, 1926, that officials first proposed the name of the new Chicago-to-Los Angeles highway. In 1938, Route 66 became the first completely paved transcontinental highway in America, the “Mother Road”, stretching from the Great Lakes to the Pacific Coast. We will meet a local guide after lunch to learn all about the historic route that runs through the heart of Springfield. This afternoon we will roll into Miami, Ok. Miami boasts of the longest Main Street on all of Route 66 and is proud to serve as the Gateway into Oklahoma for all those traveling the mother road. Tonight, enjoy a tour, dinner and a classic movie at the Historic Coleman Theatre. Built in 1929 as a vaudeville theater, it has a Spanish Mission Revival-style exterior with exquisite details carved into the terracotta. The stunning interior décor includes a 2,000-pound chandelier and carved, winding staircases. It’s all about food, fun and film at Oklahoma’s premier historic Vaudeville theatre with an evening at the Coleman Theatre. Our overnight will be in Miami. B, D
Day 3: This morning, we will travel to Commerce, OK, a little town with a Big Apple-sized claim to fame as the hometown of legendary New York Yankee slugger Mickey Mantle. Baseball fans will get a kick out of the town’s pinstripe-painted water tower with Mantle’s No. 7 on the side, and we will drive by Mantle’s boyhood home and see the spot in front of an old barn where he learned to hit. There’s also a 9-foot bronze statue of Mantle that resides just beyond the center-field wall of Mickey Mantle Field and can be seen from Route 66. Next, we stop in Foyil at Ed Galloway’s Totem Pole Park home of “The World’s Largest Concrete Totem Pole”. He started building that totem pole in 1937 as a tribute to American Indians. Make sure to get an up-close look at the incredible detail on it and the smaller totems throughout the park. Then it’s on to Catoosa and the Blue Whale, a beloved historic landmark. You can walk into the whale’s happy mouth. We will end our drive today in Tulsa, Ok. On arrival, look for a few of Tulsa’s Route 66 sites like: Buck Atom’s Cosmic Curios 66, Meadow Gold Sign, Route 66 Rising and The Golden Driller. After our hotel check-in, dinner is included at a local restaurant. Following dinner, we take a drive through Route 66 Neon Park. Here you will find replicas of the glowing neon signs which beckoned to Mother Road travelers for years, including those of Will Rogers Motor Court, the Oil Capital Motel and the Tulsa Auto Court. From big to small, from flashy to retro, these signs brighten up the sky along Oklahoma’s stretch of Route 66 both day and night. B, D
Day 4: This morning, visit the Woodie Guthrie Center. Guthrie was one of America’s greatest folksingers and most influential songwriters. Although born in Okemah, Ok., Guthrie’s true home was “from California to the New York Island”. Guthrie was also among the countless travelers on Route 66, when he hitchhiked along the highway in 1936. The songs he wrote about the Dust Bowl were based on his experiences along Route 66. We will have lunch on our own at the Mother Road Market – Oklahoma’s first food hall! Here you’ll find good food, unique retail, and a huge back patio with Route 66-themed mini golf. Before departing Tulsa, we will visit Route 66 Historical Village, an open-air museum offering a unique experience educating visitors about Tulsa’s history in the oil refining and transportation industries. Their Visitor’s Center is a replica of a 1920’s Phillips 66 gas station, which pairs nicely with their towering 154-foot oil derrick-the tallest oil derrick in North America. We will drive to Oklahoma City for our overnight stay and dinner included this evening. B, D
Day 5: This morning, we will visit the Oklahoma History Center which tells the story of the state’s history and culture. The center’s Crossroads of Commerce exhibit highlights the economic impact Route 66 had on the state and how Oklahomans capitalized on the Mother Road’s popularity. You can see a replica of the original Love’s gas station signs and a large map highlighting some of Oklahoma’s fun Route 66 stops. Before leaving OKC, we will see the Milk Bottle Grocery, a fun and unique Route 66 landmark. The wedge-shaped building was constructed in the 1930’s, but the giant milk bottle on top that makes it popular photo stop that was not added until 1948. We will travel to nearby Clinton and have lunch at Lucille’s Roadhouse – serving fine food for the hungry traveler. This Route 66 themed restaurant has a 1950s diner-look with polished chrome, glass brick and colored lighting. We will then visit the Oklahoma Route 66 Museum. Exhibits at this museum begin with “the world’s largest curio cabinet” offering special treasures collected from along the route. Each room is enhanced by music in keeping with that rooms particular theme: like “Will Rogers Highway” by native son Woody Guthrie and “Hotel California” by the Eagles. One final stop in Clinton will be at the Cherokee Trading Post, a family-owned gift shop established in 1967 on historic Route 66. The Trading Post offers Native American jewelry, Minnetonka moccasins, Native American artifacts and several different brands of boots in their boot outlet. We will travel to nearby Elk City for our overnight stay with dinner on your own this evening. B, L
Day 6: After breakfast we will make one last stop at the National Route 66 & Transportation Museum in Elk City. This museum encompasses all eight states through which the Mother Road runs. You won’t be able to miss Myrtle, a giant kachina doll standing nearly two stories high at the museum entrance. While you’re there, take a “drive” along Route 66 in a 1955 pink Cadillac or watch an old film at the theatre. We will then depart for our drive to Springfield for our overnight stay and dinner. B, D
Day 7: We will depart bright and early for our trip home. You are sure to have many photos and memories to share with friends and family about your historic trip down Route 66! B
Tour Package Includes:
Roundtrip Transportation via Croswell Deluxe Motorcoach, Six (6) Night Accommodations, Six (6) Breakfasts, One (1) Lunch, Four (4) Dinners, All Admissions and Attractions as described above, All Taxes and Gratuities on included meals and lodging, Luggage Handling
Tour Cost Per Person:
$1399.00 Double Occupancy
$1299.00 Triple Occupancy
$1999.00 Single Occupancy