Route 66 Motorcycle Tours

Route 66 Motorcycle Tours – The Ultimate American best Ride

There’s a reason why riders across the globe dream of one ride in particular: the iconic Route 66 Motorcycle Tours. It’s not just a road trip. It’s a living piece of American history, stretching across eight states and nearly 2,500 miles of freedom. From vintage diners and neon signs to wide-open desert roads, Route 66 offers an experience that every motorcycle enthusiast should live at least once.

Route 66 Motorcycle Tours
Route 66 Motorcycle Tours

Whether you’re a solo rider chasing the horizon or part of a group craving long highway stories, Route 66 motorcycle tours deliver something unforgettable. Every mile feels like a scene from a classic movie — except now, you’re the one in the saddle.

Table of Contents

The Spirit of Route 66 – Why It’s More Than Just a Road

Nicknamed “The Mother Road,” Route 66 was established in 1926 and once served as the main path from Chicago to California. For motorcycle lovers, it’s a trail of legends. Riding the route isn’t just travel; it’s personal. The rumble of your bike against the road, the wind in your face, and the echo of classic Americana — all create a ride that’s pure magic.

You’re not just moving west. You’re riding through time, a journey that connects old-school riders, new-age explorers, and freedom lovers alike.

Planning the Perfect Route 66 Motorcycle

If you’re ready to ride Route 66 on a motorcycle, planning is key. While spontaneity adds thrill, proper prep ensures a smooth, safe, and soul-satisfying adventure.

Start and End Points

The original Route 66 begins in Chicago, Illinois, and ends in Santa Monica, California. Roughly 2,448 miles of highway, many societies available.

How Long Does It Take?

On average, most Motorcycle road trips across Route 66 take 12 to 16 days. Group rides often follow fixed itineraries set by tour companies.

Best Time to Ride

The most popular riding seasons are late spring (April–June) and early fall (Sep to Oct). You’ll avoid summer heat in the Southwest and dodge winter chill in the Midwest. The weather across Route 66 can vary widely, so pack layers.

Essential Stops Along Route 66 Motorcycle Tours Enthusiasts

Here are some top biker-approved stops that every Route 66 motorcycle tour should include:

Chicago, Illinois – Mile Zero

Start your ride near Lake Michigan with a photo at the Route 66 Begin Sign. Grab coffee at Lou Mitchell’s, a biker-friendly diner since 1923.

St. Louis, Missouri – Gateway to the West

Cross the Chain of Rocks Bridge, and don’t miss the famous Gateway Arch.

Tulsa, Oklahoma – Vintage Gas Pumps & Cool Curves

Tulsa offers one of the best-preserved downtown Route 66 scenes. Stop by the Blue Dome District, and ride past art deco buildings and neon motel signs.

Santa Fe, New Mexico – Artistic Soul of the Southwest

Take the optional Santa Fe loop. The scenic mountain roads and Pueblo-style architecture are a refreshing change of pace.

Grand Canyon Detour – Arizona Majesty

Just a few hours off the main route, it’s worth the detour. Sunrise over the canyon rim is a once-in-a-lifetime memory.

Santa Monica Pier, California – The End of the Line

Celebrate your epic journey with your boots in the sand. End of Route 66 at the historic Santa Monica Pier.

Recommended Gear & Prep for Route 66 Motorcycle Tours

Before setting off on your Route 66 motorcycle journey, it’s essential to ensure that both your motorcycle and your gear are well-prepared. This isn’t a short weekend getaway — it’s a full-scale cross-country ride. With thousands of miles ahead, unpredictable weather, and road hazards, proper preparation is key to a smooth adventure.

Essential Motorcycle Inspection Checklist

Your motorcycle should be in top mechanical shape, whether you’re riding a touring cruiser, a dual-sport bike, or a customized machine. Here’s a checklist trusted by long-distance riders:

  • Change engine oil and replace the oil filter
  • Check brake pads and top up brake fluid
  • Inspect the drive chain or belt tension and wear
  • Confirm battery charge and health
  • Verify tire tread depth and adjust air pressure
  • Pack spare parts, basic tools, and repair essentials

If your current ride is older, underpowered, or lacks long-distance comfort, renting a tour-ready motorcycle might be a better option. Companies offering Route 66 tours usually have models like the Harley-Davidson Road Glide, Honda Gold Wing, or BMW GS Adventure — all built for serious miles.

Essential Riding Gear for Cross-Country Touring

A multi-state journey like this demands more than just a helmet and gloves. You’ll face sun, wind, rain, and possibly snow — often all within a few days. Be ready with the right riding gear:

  • Certified helmet (DOT/ECE-approved) — full-face or modular
  • Protective jacket — ventilated and armored for impact safety
  • All-weather gloves — ideally waterproof and padded
  • Sturdy boots — over-the-ankle with good grip
  • Compact rain gear — brightly colored and lightweight
  • Mount for phone or GPS, portable charger, and route maps

While you don’t need the most expensive gear, it should be reliable, comfortable, and proven to handle long hours on the road.

Route 66
Route 66

Where to Sleep and Eat Along Route 66

The magic of the Route 66 motorcycle experience isn’t just in the miles — it’s in the people you meet and the places you stop. The highway is dotted with iconic, rider-friendly motels and diners that welcome motorcyclists with open arms.

🏨 Recommended Lodging for Bikers

Here are a few stops that are both historic and biker-approved:

  • Wigwam Motel – Holbrook, AZ
    Sleep inside a concrete teepee! A quirky classic that includes convenient motorcycle parking.
  • Blue Swallow Motel – Tucumcari, NM
    Known for neon signs and personal garages, this retro gem is a favorite for bike tours.
  • Route 66 Inn – Shamrock, TX
    Affordable rates, clean rooms, and a welcoming vibe make this a great overnight rest point.

Where to Refuel Your Appetite

These legendary roadside diners offer not just food but stories, photos, and Route 66 nostalgia:

  • Delgadillo’s Snow Cap – Seligman, AZ
    Known for juicy burgers and fun, eccentric décor — a true slice of Americana.
  • Lou Mitchell’s – Chicago, IL
    The official starting point for many riders. Great coffee, classic breakfast, and friendly service.
  • MidPoint Café – Adrian, TX
    Exactly halfway from Chicago to Santa Monica. Try their homemade pies — a favorite with bikers for decades.

Most of these stops are used to serve motorcycle tourists, with safe parking and a warm welcome guaranteed.

Rider Stories – Real Voices from the Route

To understand the magic of this trip, you have to hear it from the riders themselves. Here are a few first-hand accounts from those who’ve done the full tour:

Mike, 42 – Florida (Solo Rider)

I rode the entire route solo on my Harley. The moment I watched the sunrise near the Grand Canyon was unforgettable. It wasn’t just a ride; it was healing.”

Jorge, 34 – Mexico (Group Tour)

Joined in a group, We hit everything from the music of Missouri to the silence of the desert. It felt like living inside a documentary. Every single night was a new adventure.

Linda, 50 – Canada (Two-Up Touring)

My husband and I ride together. Sharing the open road made it emotional, exciting, and deeply personal. When we rolled into Santa Monica, we cried — it was that powerful.

These stories reflect what makes Route 66 special: it’s not just a destination  it’s a transformational journey.

Pros and Cons of Touring Route 66 by Motorcycle

Every adventure has highs and lows. Here’s an honest breakdown of the Route 66 motorcycle tour experience:

Pros

  • Epic scenery changes every day
  • Rich history in every mile
  • Tons of biker-friendly stops
  • Bucket-list worthy
  • Feel the real America beyond cities

Cons

  • Long riding days (can be tiring)
  • Weather varies (be ready for heat, cold, and rain)
  • Some parts are isolated (plan fuel stops wisely)
  • Road conditions in certain sections can be rough

Still, for most, the freedom outweighs the fatigue.

Tour Options & Pricing: What Does a Route 66 Ride Cost?

Whether you ride your bike or rent one, Route 66 motorcycles come in different formats and budgets. Here’s a quick breakdown of your options:

🛠️ Self-Guided Tour (Own Bike)

  • Cost: $1,200 – $2,000
  • Includes: Fuel, food, lodging, maintenance
  • Pros: Freedom to ride at your pace, no schedule
  • Cons: Planning everything yourself

Self-Guided Tour (Rental Bike)

  • Cost: $3,000 – $5,000
  • Includes: Bike rental, insurance, maps, GPS
  • Popular Rentals: Harley-Davidson, Indian, touring bikes
  • Good for: International travelers or those without touring bikes

Fully Guided Tour (All-Inclusive)

  • Cost: $6,000 – $9,000
  • Includes: Rental bike, fuel, hotel, tour guide, van support, luggage handling, meals
  • Tour Duration: 12 to 16 days
  • Best For: First-timers, group travelers, or those who want a hassle-free experience

Note: Prices vary based on the time of year, tour company, and accommodation level.

Some top-rated tour companies for motorcycle road trips USA style include:

  • EagleRider
  • Ride Free Motorcycle Tours
  • Route 66 Motorcycle Tour USA
    Always compare what’s included before booking. Also, confirm insurance, gear availability, and bike condition in advance.

Free Route 66 Road Trip Planner: How to Start for Zero Cost

You don’t need to pay for fancy apps or services to plan your Route 66 ride. Here’s how to get started with a free and effective trip planner using basic tools:

1. Use Google Maps (Free)

Set start point (Chicago) and end point (Santa Monica). Add must-see stops like Cadillac Ranch, Blue Whale of Catoosa, or the Wigwam Motel as map pins.

2. Create a Daily Itinerary

Use a simple spreadsheet or Google Docs to plan each day’s ride. Include:

  • Start and stop points
  • Mileage
  • Fuel stops
  • Meal spots
  • Hotel addresses

3. Download Offline Maps

Before starting, download your route in Google Maps for offline use—this helps in remote areas with poor signal.

4. Join Route 66 Forums or Facebook Groups

They offer free advice, real-time road updates, and hidden gem suggestions from fellow bikers.

5. Use Free Travel Apps

  • Roadtrippers (basic version free) – Great for route planning and finding attractions.
  • GasBuddy – Helps find the cheapest gas stations.
  • iOverlander – For free camping or rider-friendly stops.

6. Print a Free Route 66 Map

Many websites offer free printable PDFs of the Route 66 map. Just search for “Route 66 printable map PDF free” and choose one with clear state-by-state markings.

Frequently Asked Questions:

What is the best time of year to ride Route 66 on a motorcycle?

April to October. These months offer mild temperatures, less traffic, and beautiful scenery without extreme heat or cold.

How long does it take to complete a Route 66 motorcycle tour?

Most riders complete the tour in 12 to 16 days, depending on stops and travel speed. Guided tours follow a set itinerary, while self-guided riders can customize their pace.

Do I need a special license to ride Route 66 on a motorcycle in the USA?

Yes, you need a valid motorcycle license. International riders should carry an (IDP) along with their home country license or other identity.

Can I rent a motorcycle for Route 66 in the USA?

Absolutely. Many companies like EagleRider and Ride Free Tours offer motorcycle rentals specifically for Route 66, including Harleys, Indians, and touring bikes with luggage support.

How much does a full Route 66 motorcycle tour cost?
Tour prices vary

  • Self-guided (own bike): $1,200–$2,000
  • Rental bike (self-guided): $3,000–$5,000
  • Fully guided (all-inclusive): $6,000–$9,000

Is Route 66 still drivable on a motorcycle?

Yes! While some parts of the original Route 66 are decommissioned, over 85% is still rideable through historic roads and scenic highways, making it perfect for motorcycle road trips.

Is Route 66 safe for solo motorcycle riders?

Yes, it’s generally safe, especially during the tourist season. Just make sure to ride during daylight, maintain your bike, and inform someone of your route. Most small towns are biker-friendly.

What are must-see attractions on a Route 66 motorcycle tour?
Top stops include:

  • Chicago’s Route 66 Begin Sign
  • St. Louis Gateway Arch
  • Cadillac Ranch (Texas)
  • Santa Fe historic route
  • Grand Canyon detour
  • Santa Monica Pier

Final Thoughts: Is Route 66 the Right Ride for You?

If the idea of wind, wheels, and wide-open skies excites you, Route 66 is calling. This isn’t just a motorcycle ride it’s a legacy, a journey, and a test of spirit. You’ll pass through ghost towns, neon-lit diners, and endless miles of history wrapped in sunrises and sunsets.

Whether you’re a weekend rider or a lifelong biker, the Route 66 motorcycle tour gives you something money can’t buy freedom on your terms.

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