Route 66 – The Recon Tour – 20 Days.

One departure: 30 June 2025

Join our team as they drive on an epic reconnaissance of the legendary Route 66. This 20-day adventure, departing on June 30, 2025, will take us from the bustling streets of Chicago to the sun-soaked shores of Santa Monica. Along the way, we’ll explore this historic highway’s hidden gems, iconic landmarks, and must-see attractions, ensuring every journey detail is perfect for future tours.

From visiting Harley Davidson’s heart in Milwaukee to standing on the edge of the Grand Canyon, this is more than just a road trip – it’s an exploration of America’s soul. Our team will fine-tune the route, discover new experiences, and build the ultimate Route 66 tour for motorcyclists and adventure seekers.

This is your chance to witness the behind-the-scenes magic of crafting a legendary tour, and we’re excited to have you along for the ride. Whether you’re following along for inspiration or ready to join us on the road, welcome to the Route 66 Recon Tour.

You can join the team in the vehicle or rent a motorcycle or car; you choose how you wish to travel.

Reserve your spot early, as there is limited availability.


DEPARTURE / RETURN LOCATIONChicago, IL / Santa Monica, CA

Map

Route-66-Map Route 66 - The Recon Tour - 20 Days.

Itinerary.

Distances and travel times shown are approximate and should only be taken as a guide.

Route-66-sign-Chicago-1024x560 Route 66 - The Recon Tour - 20 Days.
The Roadtrip begins.

Day 01: Monday 30 June 2025. Chicago, IL.
Distance and travelling time 0 kms
Included Meals: Dinner.
Group and individual photos at the Route 66 sign.
Welcome Dinner with introductions and briefing.
Accommodation: Chicago, IL.

Harley-Davidson-Museum-1024x427 Route 66 - The Recon Tour - 20 Days.
The Harley Davidson Museum

Day 02: Tuesday 01 July 2025. Chicago, IL to Milwaukee, WI
Distance and travelling time 126kms – 2hrs 30mins
Included Meals: Breakfast.
Collect Vehicles.
Visit the Harley Davidson Museum, Milwaukee.
Lunch at Harley Davidson Museum.
Tour the Harley Davidson Museum.
Check into the accommodation in Milwaukee, WI.
Brewery and Distillery tour and dinner.
Accommodation: Milwaukee, WI.

Old-Joliet-prison-1024x686 Route 66 - The Recon Tour - 20 Days.
Old Joliet Prison

Day 03: Wednesday 02 July 2025. Milwaukee, WI to Joliet, IL
Distance and travelling time 203 kms – 2hrs 30mins
Included Meals: Breakfast.
Visit the Bobblehead Museum.
Visit Illinois Harley Davidson.
Stop at Dick’s Towing, Joliet.
Visit the Old Joliet Prison.
Check into the accommodation in Joliet, IL.
Accommodation: Joliet, IL.

Route-66-Museum-Pontiac-1024x578 Route 66 - The Recon Tour - 20 Days.
Route 66 Hall of Fame, Museum, Pontiac.

Day 04: Thursday 04 July 2025. Joliet, IL to Springfield, IL
Distance and travelling time 262 kms – 3hrs 40mins.
Included Meals: Breakfast.
Visit the Illinois Rock & Roll Museum on Route 66 and the Joliet Area Historical Museum.
Visit the Route 66 Hall of Fame, Museum and Murals. Pontiac.
Visit the World’s Largest Railsplitter Covered Wagon, Lincoln.
Visit the Lincoln Monument Association, Springfield.
Check into the accommodation in Springfield, IL.
Accommodation: Springfield, IL.

St-Louis-Gateway-Arch-Missouri Route 66 - The Recon Tour - 20 Days.
Gateway Arch

Day 05: Friday 04 July 2025. Springfield, IL to St Louis, MO.
Distance and travelling time 238 kms – 3hrs 50mins
Included Meals: Breakfast.
Visit Lincoln’s Home National Historic Site.
Visit the World’s Largest Catsup Bottle.
Visit the Old Chain of Rocks Bridge, Madison, IL.
Visit the Gateway Arch.
Check into the accommodation in St Louis, MO.
Take part in the July 4th Celebrations.
Accommodation: St Louis, MO.

2nd-Largest-Rocker-1024x576 Route 66 - The Recon Tour - 20 Days.
World’s Second Largest Rocker

Day 06: Saturday 05 July 20205. St. Louis, MO to Springfield, MO.
Distance and travelling time 388 kms – 5hrs 45mins
Included Meals: Breakfast.
Visit Meramec Caverns, Stanton, MO.
See the Murals of Cuba.
Visit the World’s Second Largest Rocker.
Cross the Devils Elbow Bridge.
Stop at Uranus Missouri Towne Centre.
Check into the accommodation in Springfield, MO.
Accommodation: Springfield, MO.

Blue-whale-1024x576 Route 66 - The Recon Tour - 20 Days.
Blue Whale of Catoosa.

Day 07: Sunday 06 July 2025. Springfield, MO to Tulsa, OK.
Distance and travelling time 320 kms – 4hrs 25mins
Included Meals: Breakfast.
Visit the Route 66 Car Museum, Springfield.
Visit the Blue Whale of Catoosa.
Visit the Route 66 Historical Village.
Check into the accommodation in Tulsa, OK.
Explore the Blue Dome District of Tulsa.
Accommodation: Tulsa, OK.

Route-66-Interpretive-Centre-at-Chandler-1024x601 Route 66 - The Recon Tour - 20 Days.
Route 66 Interpretive Center, Chandler.

Day 08: Monday 07 July 2025. Tulsa, OK to Oklahoma City, OK.
Distance and travelling time 168 kms – 2hrs 30mins
Included Meals: Breakfast.
Visit Heart of Route 66 Auto Museum and the world’s tallest gas pump, Sapulpa.
Visit the Route 66 Interpretive Center, Chandler.
Visit the Arcadia Round Barn, Arcadia.
Visit Pops 66.
Visit the National Cowboy & Western Heritage Museum, Oklahoma City.
Check into the accommodation in Oklahoma City, OK.
Accommodation: Oklahoma City, OK.

Devils-Rope-Museum-1024x576 Route 66 - The Recon Tour - 20 Days.
Devil’s Rope Museum, McLean, TX

Day 09: Tuesday 08 July 2025. Oklahoma City, OK to Amarillo, TX.
Distance and travelling time 276 kms – 2hrs 40mins
Included Meals: Breakfast.
Visit the Oklahoma Route 66 Museum, Clinton
Visit the U-Drop Inn, Shamrock, TX
Visit the Devil’s Rope Museum, McLean, TX
Visit the Restored 129 Route 66 Gas Station. McLean, TX
Visit Texas Air & Space Museum, Amarillo, TX
Check into the accommodation in Amarillo, Tx.
Accommodation: Amarillo, TX.

Mid-Point-1024x578 Route 66 - The Recon Tour - 20 Days.
Midpoint Cafe, Adrian, TX.

Day 10: Wednesday 09 July 2025. Amarillo, TX to Santa Fe, NM.
Distance and travelling time 459 kms – 4hrs 30mins
Included Meals: Breakfast.
Visit the Cadillac Ranch.
Morning tea at Midpoint Cafe, Adrian, TX.
Visit the Glenrio, Ghost Town, TX.
Visit the Tucumcari Historical Museum, Tucumcari, NM.
Lunch at Kix on 66, Tucumcari.
Check into the accommodation in Santa Fe, NM.
Accommodation: Santa Fe, NM.

Santa-Fe-1024x578 Route 66 - The Recon Tour - 20 Days.
Santa Fe, NM.

Day 11: Thursday 10 July 2025. Rest Day in Santa Fe, NM.
Included Meals: Breakfast.
Day at leisure.
Accommodation: Santa Fe, NM.

Madrid-1024x578 Route 66 - The Recon Tour - 20 Days.
Madrid, MN.

Day 12: Friday 11 July 2025. Santa Fe, NM to Gallup, NM.
Distance and travelling time 346 kms 3hrs 30 mins
Included Meals: Breakfast.
Visit Madrid, MN.
Visit Old Town Albuquerque, NM.
Stop at the Continental Divide, NM.
Check into the accommodation in Gallup, NM.
Accommodation: Gallup, NM.

Winslow-1024x567 Route 66 - The Recon Tour - 20 Days.
Standin’ on the Corner Park, Winslow, AZ.

Day 13: Saturday 12 July 2025. Gallup, NM to Flagstaff, AZ.
Distance and travelling time 329 kms – 3hrs 30mins
Included Meals: Breakfast.
Visit the Painted Desert and Petrified Forest.
Visit the Wigwam Motel, Holbrook, AZ.
Visit Standin’ on the Corner Park, Winslow, AZ.
Stop at the La Posada Hotel, Winslow, AZ.
Visit the Meteor Crater, Winslow, AZ.
Visit the Apache Death Cave.
Check into the accommodation in Flagstaff, AZ.
Accommodation: Flagstaff, AZ.

The-Grand-Canyon-1024x578 Route 66 - The Recon Tour - 20 Days.
The Grand Canyon.

Day 14: Sunday 13 July 2025. Flagstaff, AZ to Grand Canyon National Park.
Distance and travelling time 127 kms – 2hrs 10mins
Included Meals: Breakfast.
Travel to the accommodation at the Grand Canyon National Park via Cameron.
Free day to explore the Grand Canyon.
Accommodation: At the Grand Canyon

Roadkill-Cafe-1024x684 Route 66 - The Recon Tour - 20 Days.
the Road Roadkill Café and OK Saloon, Seligman, AZ,

Day 15: Monday 14 July 2025. Grand Canyon, AZ to Kingman, AZ.
Distance and travelling time 308 kms – 3hrs 15mins
Included Meals: Breakfast.
Travel to Seligman, AZ via Williams, AZ.
Stop at the Road Roadkill Café and OK Saloon with free time to explore Seligman.
Visit the Hackberry General Store, AZ.
Travel to Kingman, AZ.
Accommodation: Kingman, AZ..

Cool-Springs-1024x768 Route 66 - The Recon Tour - 20 Days.
Cool Springs Station.

Day 16: Tuesday 15 July 2025. Kingman, AZ to Laughlin, NV.
Distance and travelling time 134 kms – 2hrs 10mins
Included Meals: Breakfast.
Breakfast at Mr D’Z. Kingman, AZ.
Visit Thunder-Rode Motorcycle Accessories. Kingman, AZ.
Visit the Arizona Route 66 Museum. Kingman, AZ.
Visit Cool Springs Station.
Visit Oatman, AZ.
Visit the Railroad Borax Wagon, Needles, CA.
Check into the accommodation in Laughlin, NV.
Accommodation: Laughlin, NV

Hoover-Dam-1024x578 Route 66 - The Recon Tour - 20 Days.
Hoover Dam.

Day 17: Wednesday 16 July 2025. Laughlin, NV – Las Vegas, NV.
Distance and travelling time 243 kms – 3hrs
Included Meals: Breakfast.
Visit the Nelson Ghost Town.
Visit the Hoover Dam.
Travel to Las Vegas, NV.
Check into the accommodation, then time to explore Las Vegas.
Accommodation: Las Vegas, NV.

Roys-1024x576 Route 66 - The Recon Tour - 20 Days.
Roy’s Motel & Café, Amboy, CA.

Day 18: Thursday 17 July 2024. Las Vegas, NV to Barstow, CA.
Distance and travelling time 404 kms – 4hrs 30mins
Included Meals: Breakfast.
Visit The Seven Magic Mountains.
Visit Roy’s Motel & Café, Amboy, CA.
Travel to Ludlow, CA.
Visit The Calico Ghost Town.
Check into the accommodation in Barstow, CA.
Accommodation: Barstow, CA.

Bottle-farm-1024x578 Route 66 - The Recon Tour - 20 Days.
Elmer’s Bottle Tree Ranch, Helendale, CA

Day 19: Friday 18 July 2025. Barstow, CA to Big Bear Lake, CA
Distance and travelling time 155 kms – 2hrs 7mins
Included Meals: Breakfast and Dinner.
Visit Elmer’s Bottle Tree Ranch, Helendale, CA.
Visit the California Route 66 Museum, Victorville, CA.
Visit the First Original McDonalds, San Bernardino, CA.
End of the trip at Santa Monica Pier, Santa Monica, CA.
Return the vehicles.
Check into the accommodation in Santa Monica, CA.
The Farewell Dinner.
Accommodation: Santa Monica, CA

Santa-Monica-1024x576 Route 66 - The Recon Tour - 20 Days.
The end of the road, Santa Monica Pier, Santa Monica, CA.

Day 20: Saturday 19 July 2025. Santa Monica, CA – Our time together ends.
Included Meals: Breakfast.
Staying longer and activities can be arranged.


Summary of What’s Included:

19 Nights Accommodation, Meals as shown in the itinerary, All Park Fees, All Attraction Fees, All Excursion Fees and, Guides.
Bonus: Travelling with Biker Bear Aus.

What’s Not Included:

Airfares, Travel Insurance and those things not mentioned in the inclusions.


TourDate fromDate toBooking deadline
Route 66 Recon Tour30-Jun-2519-Jul-2531-Jan-25

Prices (AUD) Australian Dollars

PeopleVehicleRoomFrom in AUD per person
2In the crew’s vehicleTwin / Double$10,459.00
1In the crew’s vehicleSingle$13,529.00
1 or 2MotorcycleSingle / Twin / DoubleOn application
1 or 2CarSingle / Twin / DoubleOn application
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