Wandering Webbers Centennial Celebration of Route 66

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Overview

Wandering Webbers Centennial Celebration of Route 66
Santa Fe, NM
Nov 2 - 9, 2026
Group size: 25 - 50
Simply Travel LLC image
Simply Travel LLC
$2,699
Deposit: $500

About this trip

Get ready for a classic Route 66 road trip with a mix of Americana, roadside kitsch, local history, and iconic eats. This journey is all about soaking up the spirit of the Mother Road—think neon signs, vintage diners, photo-worthy landmarks, and stories that bring the highway’s past to life.

You’ll kick things off with nostalgic photo ops along the way, where early Route 66 glamour still shines. Comfort-food favorites like Tally’s Café and The Big Texan set the tone for what the road meant to generations of travelers. Explore interactive exhibits at the Route 66 museums.

As the miles roll on, expect a steady rhythm of fun stops that deliver big visuals: the Gold Dome Bank, Milk Bottle Grocery, Route 66 Bowl, and the dramatic Centennial Land Run Monument, plus deep dives into history at the Oklahoma Route 66 Museum.

Crossing into Texas and New Mexico, the roadside icons get even bolder. You’ll see the legendary U Drop Inn Café and stand face-to-face with art installations like Cadillac Ranch and the kitschy charm of Tee Pee Curios.

New Mexico brings a shift in scenery and culture. You’ll explore Santa Fe Plaza at your own pace, visit spiritual and historic sites like Santuario de Chimayo and Rancho de Chimayo, and take in sweeping views on the Sandia Peak Tramway. Cultural stops like the Indian Pueblo Cultural Center balance beautifully.

The journey continues with quirky favorites— Buck Atom’s Cosmic Curios, and nearby neon like the Meadow Gold Sign—before wrapping up with unforgettable sights including the towering Golden Driller, and classic cars along the route.

Overall, expect a well-paced, story-rich adventure filled with photo ops, regional flavors, and plenty of chances to laugh, explore, and experience Route 66 exactly the way it was meant to be enjoyed—one memorable stop at a time.

What's included

16 Meals

7 Breakfasts, 7 Lunches, 2 Dinners

Luxury Motorcoach

Baggage Handling

All Attractions

Professional Tour Guide

Hotel Accomodations

7 Nights

Driver Gratuity

Tour Director Gratuity

What's not included

Travel Protection Ins.

Optional

Itinerary:

Itinerary:   image

Centennial Celebration of Route 66

Day 1, Monday, November 2, 2026

  • Pick up at Dell Webb Union Park Amenity Center

  • Reba's Place - Restaurant, Bar, Gift Shop - Reba’s Place in Atoka, OK is a combination restaurant, bar, live music venue and retail store brought to life by country music superstar Reba McEntire.

  • Tally's on 66 - classic American fare and 50s-style fun at Tally's Cafe, a family-owned diner since 1987

  • Overnight in Tulsa, OK

  • L, D

Day 2, Tuesday, November 3, 2026

  • Bags out, clear incidentals, breakfast at hotel

  • Tulsa City Tour - local guide with 35 years, an engaging and unforgettable experience on the history of Tulsa

  • Buck Atom's Cosmic Curios on Route 66 - a gift shop celebrating the magic of Route 66, The Mother Road

  • Heart of Route 66 Auto Museum - this museum honors anyone who appreciates cars

  • Chevelle Café at Route 66 Bowl - the spirit of classic Americana meets modern-day excitement

  • Pops on Route 66 - tons of bottled soda, and a 66-foot-tall pop bottle

  • Overnight in OKC, OK

  • B, L

Day 3, Wednesday, November 4, 2026

  • Bags out, clear incidentals, breakfast at hotel

  • Oklahoma City Tour - explore the unexpected on this Route 66 city tour

  • National Cowboy & Western Heritage Museum - America’s premier institution of Western history, art and culture

  • Catered Lunch in Anne Oakley Room - catered by the OKC Petroleum Club, enjoy lunch at the museum

  • Oklahoma City National Memorial & Museum - Official Mission Statement: We come here to remember those who were killed, those who survived and those changed forever. May all who leave here know the impact of violence. May this memorial offer comfort, strength, peace, hope and serenity.

  • Oklahoma Route 66 Museum - a personal journey through the history of the Mother Road

  • Mesquite Canyon Steakhouse - small town local eatery with “come on in, grab a seat” hospitality

  • Overnight in Amarillo, TX

  • B, L, D

Day 4, Thursday, November 5, 2026

  • Bags out, clear incidentals, breakfast at hotel

  • Oliver Saddle Shop - handmade custom saddles since 1917. Experience true Cowboy Culture

  • Texas Route 66 Visitor Center - local art, unique and original Route 66 memorabilia

  • Big Texan Steak Ranch & Brewery - For over 66 years, The Big Texan Steak Ranch has served legendary steaks and authentic Texas hospitality

  • Tee Pee Curios - souvenirs, from Route 66 items, pottery, t-shirts, jewelry, postcards and more

  • Overnight in Sante Fe, NM

  • B, L

Day 5, Friday, November 6, 2026

  • Breakfast at hotel

  • Santuario de Chimayo - a Roman Catholic shrine and pilgrimage site. Learn the history and legends of the holy dirt of Chimayo

  • Rancho de Chimayo - In 1965 Rancho de Chimayo opened in a restored ancestral family home using recipes perfected over generations

  • Remainder of the day is at leisure

  • Overnight in Santa, Fe, NM

  • B, L

Day 6, Saturday, November 7, 2026

  • Breakfast at hotel

  • Sandia Peak Tramway - longest ariel tram in the Americas. Rise above Sandia Peak on 15-minute ride.

  • El Pinto Restaurant & Cantina - voted best New Mexican restaurant. Learn about the “Hen Hotel”

  • Indian Pueblo Cultural Center - museum and gallery and the gateway to the 19 Pueblos of New Mexico.

  • Albuquerque Historic Old Town - 150+ individually owned and operated businesses.

  • Evening at Leisure

  • Overnight in Santa, Fe, NM

  • B, L

Day 7, Sunday, November 8, 2026

  • Bags out, clear incidentals, Breakfast at hotel

  • Route 66 Auto Museum - retro, vintage, classics and street rods

  • K-Bob’s Steakhouse - on own

  • Triple J Chophouse & Brew Co. - on own

  • Overnight in Lubbock

  • B

Day 8, Sunday, November 9, 2026

  • Bags out, clear incidentals, breakfast at hotel

  • Texas Tech University Art Tour - a student led tour of outdoor art on campus

  • National Ranching Heritage Center - a 27 acres historical park featuring structures from the 1780s to the 1950s.

  • Orlando's Italian Restaurant - authentic Italian cuisine with a casual 90s vibe

  • Buddy Holly Center - preserving, collecting and promoting the legacy of Buddy Holly

  • Evening return to Dell Webb Union Park

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1. Santa Fe, NM

Santa Fe, NM

About your organizer

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Wandering Webbers Centennial Celebration of Route 66