Escorted Cruising Route 66 Chicago to Oklahoma City
Jun 14, 2027 - Jun 20, 2027
Get your kicks on Route 66 as you journey along one of America’s most legendary highways!
This nostalgic adventure begins in Chicago and follows the Mother Road through Illinois, Missouri, Kansas, and Oklahoma, blending classic roadside attractions, small-town charm, historic landmarks, hearty regional meals, and unforgettable Americana.
Each day celebrates the timeless appeal of Route 66!
This tour includes the NEW Obama Presidential Center in Chicago!
7 Day(s) | 14 Meals
Highlights
- Motorcoach transportation to Hartford/Bradley Airport (based on minimum number)
- Roundtrip Air Flights from Hartford/Bradley to Chicago, IL and home from Oklahoma City, OK
- Six (6) nights hotel accommodations
- 6 Breakfasts, 6 Lunches and 2 Dinners
- The New Obama Presidential Center in Chicago
- Photo Op at the 'Welcome to Route 66' Sign
- Route 66 Hall of Fame & Museum
- Abraham Lincoln Presidential Library & Museum
- Route 66 Car Museum
- World's Largest Catsup Bottle
- National Cowboy & Western Heritage Museum
- Many more Iconic Sights and Diners along the way
- Friendship Tours Escort
Itinerary
Day 1
Revving Up in the Windy City! • Motorcoach to Hartford/Bradley for your flights to Chicago! • Photo stop at the iconic "Begin Route 66" sign in downtown Chicago • Lunch at the legendary Dell Rhea's Chicken Basket • Visit the NEW Obama Presidential Center • Check in to the historic Palmer House Hilton • Overnight: Chicago, Illinois (L)
Day 2
Charming Towns & Maple Treats in Illinois • Breakfast at the famous Lou Mitchell's • Visit the Joliet Area Historical Museum • Lunch at the Old Route 66 Family Restaurant in Dwight • Explore Pontiac's Route 66 Hall of Fame & Museum • Sample handcrafted maple syrup at Funks Grove • Overnight: Springfield, Illinois (B, L)
Day 3
Presidents, Neon & Giant Catsup • Tour the Abraham Lincoln Presidential Library & Museum • Visit Ace Sign Company and the Route 66 Museum • Lunch at the historic Ariston Café • Photo stops at Soulsby's Gas Station and Henry's Rabbit Ranch • See the World's Largest Catsup Bottle • Walk across the historic Chain of Rocks Bridge • Tour downtown St. Louis, see the Gateway Arch and The Hill neighborhood • Authentic Italian Dinner on The Hill • Overnight: St. Louis, Missouri (B, L, D)
Day 4
Caves, Classics & Route 66 Cruisin' • Tour spectacular Meramec Caverns • Enjoy Missouri BBQ for lunch • Photo stop at the Birthplace of Route 66 Roadside Park • Visit the Route 66 Car Museum • Overnight: Springfield, Missouri (B, L)
Day 5
Totems, Whales & Whimsy in the Heartland • Visit the restored Spencer Station • Tour the Precious Moments Chapel • Stop at the Route 66 Marker in Galena, Kansas • Browse Nelson's Old Riverton Store • Drive by Mickey Mantle's childhood home • Lunch in Miami, Oklahoma • Visit Ed Galloway's Totem Pole Park • Photo stop at the famous Blue Whale of Catoosa • Overnight: Tulsa, Oklahoma (B, L)
Day 6
Western Legends & Roadside Wonders • Tour historic Black Wall Street in Tulsa • Visit the Route 66 Interpretive Center • Explore the iconic Round Barn in Arcadia • Stop at colorful Pops 66 • Tour the National Cowboy & Western Heritage Museum • Arrive in Oklahoma City • Farewell Dinner with your fellow travelers • Overnight: Oklahoma City, Oklahoma (B, L, D)
Day 7
The End of the Road, But Not the Memories • Breakfast at the hotel • Depart for home with unforgettable Route 66 memories. Return flights from Oklahoma City to Hartford/Bradley. Motorcoach awaits. (B)
Departure Locations
New Britain
Depart: TBA
Return: TBA
57 Village Square Rd, New Britain - Across from Costco/Target
Manchester
Depart: TBA
Return: TBA
Manchester, Park & Ride Commuter Lot, Buckland Street & Pleasant Valley Road
Depart: TBA
Return: TBA
Meet at Bradley Airport
Pricing
DOUBLE - PER PERSON
$4999
SINGLE - PER PERSON
$5749
Policies
Payment Policy
DEPOSIT: $900 pp due with reservations; FINAL PAYMENT: February 8, 2027Cancellation Policy
If a passenger cancels from deposit to February 8, 2025 fee of $700.00 pp; February 9, 2025 to April 9, 2025 fee of $1,500.00 pp; no refunds if canceled after April 10, 2025. All cancellation fees are plus any non-refundable airline fees.
Trip Protection Policy
TRIP PROTECTION COVERAGE
Trip Protection Coverage is strongly recommended. Friendship Tours offers Travel Protection insurance through two providers: NTA Travel Protection Plan and Travel Insured International. Travel Protection offers coverage for Cancellation for Covered Medical Reasons, Trip Interruption, Emergency Medical Services, Travel Delay, & more. Cancel for Any Reason (CFAR) coverage can be purchased from either provider (see timing guidelines below) and will reimburse up to 75% of prepaid nonrefundable trip costs if canceled at least 48 hours prior to your trip for a non-covered reason. Please see the attached pricing for the AON/NTA Insurance. Please call for pricing on a Travel Insured International Policy.
Insurance Premiums are non-refundable. Terms and conditions apply.
The NTA (AON) Travel Protection Plan is based on the cost of the trip and offers 3 levels of insurance: Basic, Enhanced, or Enhanced with CFAR. Emergency medical coverage is secondary coverage. The pre-existing medical condition exclusion can be waived by purchasing the Enhanced Plan or the Enhanced with CFAR Plan within 14 days of initial trip payment.
To enroll: https://nta.aontravelprotect.c... Tour Operator Location #076068 OR call AON 1-800-388-1470.
Travel Insured International Worldwide Trip Protector (WTP) plans are based on each person's age as well as the cost of the trip and offer several levels of coverage including Platinum and Deluxe. Emergency medical coverage is primary coverage. Policy must be purchased within 14 days (for Deluxe) or 21 days (for Platinum) of your initial payment to have the pre-existing medical condition exclusion waived and to purchase CFAR coverage. Bundles for cruises and flights are also available.
To enroll: https://www.friendshiptours.net/protection-plan Agency #18649