Self Drive Tour
Rock 'n' Roll and Route 66

21 Days 20 Nights

From £3899.00 per person

United States

Comfort & Boutique

Rock ‘n’ Roll and Route 66: The Ultimate Music Road Trip

This epic self-drive adventure takes you on the ultimate rock ‘n’ roll pilgrimage, tracing the evolution of blues, country, and rock music while following the legendary Route 66 and beyond. Starting in Los Angeles, cruise through Vegas neon lights, Arizona’s desert landscapes, and Texas’ honky-tonk highways, before hitting the musical heart of America—Memphis, Nashville, and Chicago—before ending at the Rock and Roll Hall of Fame in Cleveland.
Follow in the footsteps of music icons—stand where Elvis once stood at Graceland, hear the echoes of legends at Sun Studio, and experience Nashville’s honky-tonks and blues clubs. From Clovis and Lubbock, where Buddy Holly and rockabilly took off, to Chicago’s blues scene and Cleveland’s rock legacy, every stop is packed with music history, legendary venues, and classic roadside Americana.
Drive through the desert highways, Route 66 diners, neon-lit motels, and small towns that inspired some of the greatest songs ever written. From the birthplace of rock to its greatest hall of fame, this unforgettable journey is a tribute to the music that shaped the world. So turn up the volume, hit the road, and let the rhythm of America guide you!

Rock and Roll and Route 66 self drive
Departure

Los Angeles

Price Includes
  • 20 Nights' Accommodation

  • Intermediate SUV Rental Car

  • Local accommodation taxes

  • Private Elvis Highlights Tour including Graceland Entrance

  • Cleveland - Standard Entry to The Rock and Roll Hall of Fame

Price Excludes
  • Flights (please let us know if you would like flights including at the time of enquiry)

  • Meals (unless shown in inclusions)

  • Anything not shown as included

Tour Gallery
Itinerary
  • Day 1: Los Angeles

    Welcome to Los Angeles, the city where rock ‘n’ roll, Hollywood, and surf culture all collide. After landing, collect your rental car and head to your hotel—The Hollywood Roosevelt, a historic landmark where Elvis once stayed.

    After a long flight, take it easy. A dip in the famous pool (designed by David Hockney) or a drink at the hotel bar is a great way to unwind. If you fancy stretching your legs, take a short walk down Hollywood Boulevard and grab a quick bite at Pink’s Hot Dogs, a favourite of Elvis and The Beatles.

    🏨 Stay: Hollywood Roosevelt (historic, rock ‘n’ roll charm)
    🍽️ Eat: Pink’s Hot Dogs (Elvis’ favourite Hollywood snack stop!)

  • Day 2: Hollywood Rock ‘n’ Roll Icons and Ritchie Valens Tribute

    Today’s all about rock ‘n’ roll history in Los Angeles. Start with a drive to Pacoima, where you’ll visit the stunning Ritchie Valens Mural, a tribute to the La Bamba singer. Then, head back to Hollywood for an external visit to Capitol Records, where Elvis, Gene Vincent, and The Beach Boys recorded. Admire its iconic architecture, including its unique circular design resembling a stack of vinyl records.
    Next, make your way to the GRAMMY Museum at LA Live (entrance not included), an interactive experience celebrating the history of recorded music. Explore exhibits featuring legendary rock ‘n’ roll artists, memorabilia, and even hands-on recording booths.
    Stroll along Hollywood Boulevard, hunting down the stars of rock ‘n’ roll legends on the Walk of Fame. Later, grab a burger and shake at Mel’s Drive-In, a proper 50s-style diner. As night falls, hit Sunset Strip—whether it’s a gig at the Whisky a Go Go or a blues jam at The Roxy, you’re in the heart of rock history.

    🏨 Stay: Hollywood Roosevelt
    🍽️ Eat: Mel’s Drive-In (Classic 50s diner from American Graffiti fame)

  • Day 3: Los Angeles to Las Vegas

    Wave goodbye to Hollywood as you head for Las Vegas, the city that made Elvis Presley a permanent icon. The drive through the Mojave Desert is straight out of a classic road trip movie, so crank up some 50s rock ‘n’ roll tunes as you cruise towards Sin City.
    After checking into the Westgate Las Vegas—formerly The International, where Elvis performed over 600 shows—spend the afternoon soaking up Vegas' neon glow. Grab dinner at The Peppermill Lounge, a vintage Vegas diner straight out of the 1970s (perfectly retro!). End the evening with a classic Elvis tribute show—after all, you're in the King’s city!
    🏨 Stay: Westgate Las Vegas (Elvis’ residency hotel!)
    🍽️ Eat: The Peppermill Lounge (Old-school Vegas charm)

  • Day 4: Exploring Vintage Vegas and The King’s Legacy

    Start your day with a visit to The Neon Museum, where you’ll see vintage Las Vegas signs, including the old Hilton marquee from Elvis’ residency. Next, head to The Little Chapel of the West, where Elvis and Ann-Margret filmed their wedding scene in Viva Las Vegas.
    For lunch, hit up Heart Attack Grill, a wildly over-the-top 50s-style diner. In the afternoon, visit Fremont Street, where old-school Vegas neon still shines. You may also want to check out who’s in residency during your stay—Las Vegas regularly hosts some of the biggest names in music, and we can assist with securing tickets for an unforgettable night of live entertainment.
    🏨 Stay: Westgate Las Vegas
    🍽️ Eat: Heart Attack Grill (50s diner with a wild twist!)

  • Day 5: Las Vegas to Flagstaff – Route 66 and Classic Americana

    Today, it's goodbye Vegas and hello Route 66! This is your first big stretch of the Mother Road, packed with classic roadside Americana, retro diners, and neon-lit nostalgia.
    Morning: Depart Las Vegas and Route 66 Begins
    Hackberry General Store – A Route 66 time capsule, packed with vintage petrol pumps, classic cars, and retro signs. A must-stop for photos!
    Kingman, Arizona – The heart of Route 66 in Arizona, home to the Arizona Route 66 Museum and some of the best-preserved roadside relics.
    Lunch at Mr. D’z Route 66 Diner – A retro 50s diner, complete with jukebox tunes, neon lights, and classic milkshakes.
    Afternoon: Classic Route 66 to Flagstaff
    Seligman, Arizona – One of Route 66’s most famous towns, where you’ll find quirky retro diners, vintage signs, and a blast from the past.
    Delgadillo’s Snow Cap Drive-In – Grab a milkshake at this legendary 50s-style roadside café, known for its quirky humor and rockabilly vibes.
    Arrive in Flagstaff – A gateway to Arizona’s high country, nestled among towering Ponderosa pines.
    Evening: Flagstaff and Route 66 Vibes
    Check into Little America Hotel – A tranquil retreat offering comfort and charm after a day on the road.
    Dinner at Galaxy Diner – Step back into the 1950s with a jukebox, neon lights, and a rockabilly atmosphere—the perfect end to a Route 66 day.
    🏨 Stay: Little America Hotel, Flagstaff
    🍽️ Eat: Mr. D’z Route 66 Diner (lunch), Galaxy Diner (dinner)

  • Day 6: Flagstaff to Albuquerque – Route 66 and Rock ‘n’ Roll Vibes

    Today’s journey takes you along one of the most scenic stretches of Route 66, packed with retro stops, musical connections, and classic Americana before arriving in Albuquerque.
    Morning: Depart Flagstaff, AZ
    Winslow, Arizona – “Standin’ on the Corner” Park 🎸🛻

    A must-stop for Eagles fans, this quirky roadside attraction pays tribute to the famous lyric from Take It Easy.
    Snap a photo with the Route 66 mural, vintage flatbed Ford, and life-size statues of musicians.
    Holbrook, Arizona – Wigwam Motel (Drive-By Stop)

    One of Route 66’s most famous motels, featuring teepee-shaped rooms that inspired Pixar’s Cars.
    Great for a quick photo stop before continuing east.
    Afternoon: Route 66 through New Mexico
    Gallup, New Mexico – The El Rancho Hotel 🎬✨

    This legendary hotel hosted Hollywood stars and musicians traveling Route 66 in the 1940s and 50s.
    Stop for a drink or lunch, and soak up the classic Western charm.
    Albuquerque, New Mexico – Route 66 Nostalgia

    Check into Hotel Andaluz, a stylish historic hotel once owned by Conrad Hilton.
    Take a cruise down Central Avenue, Albuquerque’s stretch of Route 66, lined with neon-lit motels and retro diners.
    Evening: Rock and Blues in Albuquerque
    Dinner at The Frontier Restaurant – A beloved Route 66 diner serving Southwest-style comfort food.
    Live Music at Marble Brewery – For a relaxed evening, catch local blues and rock acts at this popular Albuquerque brewery.
    🏨 Stay: Hotel Andaluz, Albuquerque (historic, stylish, and centrally located)
    🍽️ Eat: The Frontier Restaurant (classic diner with Southwestern flavours)

  • Day 7: Albuquerque to Clovis – Rock ‘n’ Roll History

    Today, your journey takes you off Route 66 and into rock ‘n’ roll history as you head toward Clovis, New Mexico, where Buddy Holly and Roy Orbison recorded their first hits.
    Morning: Depart Albuquerque
    Santa Rosa, NM – Route 66 Auto Museum 🚗✨
    A fantastic pit stop for classic car lovers, featuring vintage hot rods, neon signs, and rockabilly memorabilia.
    Optional lunch at the nearby Silver Moon Café, a Route 66 staple since the 1950s.
    Afternoon: Arrive in Clovis – Buddy Holly’s Recording Legacy 🎸🎤
    Norman Petty Recording Studios – The birthplace of rock ‘n’ roll hits
    Visit the studio where Buddy Holly, Roy Orbison, and Waylon Jennings recorded.
    The studio remains preserved in time, offering an incredible glimpse into the early rock ‘n’ roll recording era.
    Tours are by appointment only, so plan ahead!
    Evening: Small-Town Rockabilly Vibes
    Dinner at Leal’s Mexican Restaurant – A local favorite serving classic New Mexican flavors.
    Relax at La Quinta Inn and Suites, Clovis – A comfortable and modern stay to unwind after a day steeped in music history.
    🏨 Stay: La Quinta Inn and Suites, Clovis
    🍽️ Eat: Leal’s Mexican Restaurant (classic New Mexican cuisine)

  • Day 8: Clovis to Lubbock – Buddy Holly’s Hometown

    Today, you’re heading to Lubbock, Texas, birthplace of Buddy Holly. First stop is the Buddy Holly Center, where you can see his signature black-framed glasses, guitars, and stage outfits. Outside, pose by the Buddy Holly statue before visiting the nearby J.I. Allison House, where Buddy and his band wrote some of their biggest hits.
    Check into the Cotton Court Hotel, a stylish boutique stay near downtown. For dinner, head to Triple J Chophouse, where you can enjoy steaks and live music (most nights). Check what’s on at the Historic Cactus Theater, where Buddy Holly once performed.
    🏨 Stay: Cotton Court Hotel (Modern boutique with a retro feel)
    🍽️ Eat: Triple J Chophouse (Live rockabilly and Texas BBQ)

  • Day 9: Lubbock to Oklahoma City – Rockabilly and Route 66

    Back on Route 66, today’s journey takes you across the Texas-Oklahoma border into Oklahoma City. Along the way, stop at Elk City, home to the National Route 66 Museum, where you can learn about the road’s incredible history.
    Once in Oklahoma City, check into the Ambassador Hotel, a boutique stay with a retro music lounge. For dinner, visit Cattlemen’s Steakhouse, one of the most famous Route 66 dining spots that’s been around since 1910.
    🏨 Stay: Ambassador Hotel (Classic boutique hotel with music heritage)
    🍽️ Eat: Cattlemen’s Steakhouse (Historic Route 66 eatery)

  • Day 10: Oklahoma City to Fort Smith – Rockabilly and Blues Stop

    Leaving Oklahoma, you’ll cross into Arkansas, heading for Fort Smith, a city with deep ties to Southern blues and early rock ‘n’ roll. Stretch your legs in Muskogee, where you can visit the Oklahoma Music Hall of Fame, honouring artists like Gene Autry and Wanda Jackson.
    Once in Fort Smith, check into The Inn at Carnall Hall, a beautifully restored historic hotel. For dinner, AJ’s Oyster House offers Cajun food and blues music, setting the perfect mood.
    🏨 Stay: The Inn at Carnall Hall (Elegant historic hotel)
    🍽️ Eat: AJ’s Oyster House (Live blues and Cajun food)

  • Day 11: Fort Smith to Little Rock – Johnny Cash’s Roots

    Leaving Fort Smith, take a scenic drive along Interstate 40, with a worthwhile detour to Petit Jean Mountain. Here, visit the Museum of Automobiles, a hidden gem showcasing classic and vintage cars, including vehicles once owned by Elvis Presley and JFK.
    Arriving in Little Rock
    Little Rock has a surprising rock ‘n’ roll history, with ties to some of the biggest names in music. Barton Coliseum was a major tour stop for legends like Elvis Presley, The Rolling Stones, and ZZ Top, while the Dreamland Ballroom hosted early greats like Ray Charles, Louis Armstrong, and Duke Ellington. In the 1960s, KAAY's “Beaker Street” became one of the first underground rock radio programs in the U.S., introducing Arkansas to the sounds of psychedelic and progressive rock. Even modern rock has roots here—Evanescence, the Grammy-winning band, hails from Little Rock.
    Check into the Capital Hotel, a grand Southern landmark where Johnny Cash and Elvis once stayed. Spend the afternoon exploring:
    The William J. Clinton Presidential Library and Museum – A deep dive into modern U.S. history, featuring a full-scale replica of the Oval Office.
    River Market District – A lively downtown hub with restaurants, live music venues, and food stalls, perfect for soaking in Little Rock’s energy.
    Little Rock Central High School National Historic Site – An essential visit to understand the city’s role in the civil rights movement.
    Evening in Little Rock
    For dinner, head to Cotham’s Mercantile, a rustic diner where Johnny Cash used to eat. For a true rock ‘n’ roll evening, check out Stickyz Rock 'n' Roll Chicken Shack, a local live music venue with an energetic atmosphere and great late-night eats.

    🏨 Stay: Capital Hotel (A historic stopover for rock legends)
    🍽️ Eat: Cotham’s Mercantile (Johnny Cash’s favourite Arkansas diner)

  • Day 12: Little Rock to Memphis- The Home of Elvis

    Before heading to Memphis, take a legendary detour to Dyess, Arkansas, home of the Johnny Cash Boyhood Home. This historic site offers a glimpse into Cash’s early years, growing up in a tough farming community that deeply influenced his music. Walk through the modest home where The Man in Black spent his childhood, and explore the museum detailing his family’s life in one of the first government-planned farming colonies in America.
    Arriving in Memphis
    After checking into The Guest House at Graceland, head to Beale Street, the beating heart of Memphis' live music scene. This neon-lit street is where legends like B.B. King and Muddy Waters made their mark. Soak in the atmosphere as blues, soul, and rock pour out of every venue.
    For dinner, The Arcade Restaurant, a 50s-style diner where Elvis used to eat, is a must. Grab a booth where The King himself once sat and enjoy a classic Southern meal before diving into Memphis’ electric nightlife.
    🏨 Stay: The Guest House at Graceland (Elvis-themed luxury stay)
    🍽️ Eat: The Arcade Restaurant (Elvis’ favourite diner)

  • Day 13: Memphis - The Ultimate Elvis Experience

    Memphis: The Ultimate Elvis Experience
    Today is all about The King as you embark on a private 8-hour Elvis car tour, retracing his footsteps through Memphis. Ride in a classic vintage car with a personal guide, making stops at key locations that shaped Elvis' life and career.
    Your Exclusive Elvis Tour (8 hours)
    The Orpheum Theatre – Start your day at the historic Orpheum Theatre, a Memphis landmark that has hosted legendary performances for nearly a century. Marvel at its stunning architecture and learn about its role in shaping Memphis' entertainment history.

    Beale Street – Cruise down the legendary "Home of the Blues," where Elvis was influenced by the sounds of B.B. King, Muddy Waters, and Howlin’ Wolf. Feel the vibrant energy as you pass iconic venues like B.B. King’s Blues Club and Rum Boogie Café.

    Downtown Memphis – Explore the heart of the city, where music, culture, and history converge. Your guide will point out historic landmarks and hidden gems as you soak in the atmosphere of this famous music city.

    Overton Park Shell – Visit the outdoor amphitheater where Elvis performed his first-ever paid concert in 1954. This is where rock ‘n’ roll history began, and it’s a must-see for any Elvis fan.

    Graceland – The ultimate Elvis pilgrimage. Wander through The King’s mansion, admire his pink Cadillac, and visit his final resting place in the Meditation Garden. This is your chance to step inside Elvis' world, from his private jets to his legendary Jungle Room.

    Evening in Memphis
    After returning to The Guest House at Graceland, head back to Beale Street for more live music, or enjoy dinner at The Arcade Restaurant, one of Elvis’ favorite diners. Grab a seat in his regular booth and enjoy a classic Southern meal to end your day in true rock ‘n’ roll style.
    🏨 Stay: The Guest House at Graceland
    🍽️ Eat: Charlie Vergos’ Rendezvous (Elvis and Johnny Cash dined here)

  • Day 14: Memphis to Nashville – The Music Capital

    It’s time to roll into Nashville, where country, blues, and rock ‘n’ roll legends collide. Your first stop? RCA Studio B, where Elvis recorded over 200 songs, including Are You Lonesome Tonight?. Take the tour and stand where The King once stood at the microphone.
    After checking into Graduate Nashville, a music-themed boutique hotel with Dolly Parton-inspired décor, it’s time to experience Lower Broadway, the buzzing street filled with honky-tonk bars and live rockabilly bands. Grab dinner at Puckett’s Grocery, a country joint with live rockabilly and soul music, then end the night with a drink at Tootsie’s Orchid Lounge, a bar where Elvis, Johnny Cash, and Willie Nelson once hung out.
    🏨 Stay: Graduate Nashville (Dolly Parton-inspired boutique hotel)
    🍽️ Eat: Puckett’s Grocery (Live rockabilly and BBQ)

  • Day 15: More of Nashville – The Johnny Cash Experience

    Morning: Explore at Leisure
    Start the day at your own pace, taking in some of Nashville’s top highlights. Whether you want to dive deeper into music history or just soak up the city’s energy, here are a few options:
    RCA Studio B – See where Elvis Presley, Dolly Parton, and Roy Orbison recorded some of their biggest hits.
    Country Music Hall of Fame – A must-visit for country and rock fans alike, with exhibits featuring Johnny Cash, Elvis, and more.
    The Ryman Auditorium – Walk in the footsteps of legends at the original Grand Ole Opry venue.
    Music Row – Take a self-guided stroll past the recording studios where Nashville’s biggest hits were born.
    Relax at a Café – Enjoy a coffee at Frothy Monkey or brunch at Puckett’s Grocery and Restaurant, both local favorites.
    Afternoon: Private Walking Tour (3 Hours)
    Join your guide for an exclusive deep dive into Nashville’s music history, stopping at some of the city’s most iconic landmarks:
    Bicentennial Capitol Mall State Park – Start with a stroll through Nashville’s political heart, learning how its status as the state capital shaped its culture and development.
    Music City Walk of Fame – See the stars honoring Grammy-winning country music legends, with insider stories about their impact on the industry.
    Honky Tonk Highway – Walk the famous stretch of Broadway, where live music pours from the honky-tonk bars lining the street.
    Ernest Tubb Record Shop – A legendary country music store known for its bluegrass, gospel, and classic vinyl collections. You’ll also get insider recommendations on where to grab the perfect pair of cowboy boots for line dancing!
    Johnny Cash Museum – End the tour at this must-visit tribute to The Man in Black, filled with rare memorabilia, guitars, and handwritten lyrics. Your guide will part ways here, leaving you to explore at your own pace.
    Evening: Honky Tonk and Live Music
    After the tour, Nashville’s nightlife awaits!
    Dinner at The Stillery – A casual but top-rated spot for burgers, hot chicken, and craft cocktails.
    Honky Tonk Bars – If you're up for live music, head to Tootsie’s Orchid Lounge, Robert’s Western World, or The Stage on Broadway for a true Nashville honky-tonk experience.
    The Bluebird Café – If you prefer acoustic storytelling and songwriting legends, this intimate venue is an incredible way to end your day.

    🏨 Stay: Graduate Nashville
    🍽️ Eat: Hattie B’s (Nashville hot chicken and rock ‘n’ roll vibes)

  • Day 16: Nashville to St. Louis - Chuck Berry’s Legacy

    Leaving Tennessee, you’ll drive north to St. Louis, home to Chuck Berry, the Father of Rock ‘n’ Roll. Once in town, check into the Moonrise Hotel, a rock ‘n’ roll-themed boutique accommodation right near The Loop, a historic street packed with music clubs and neon signs.
    Next, visit Blueberry Hill, Chuck Berry’s personal club, where he performed monthly for decades. Inside, the walls are covered in rock memorabilia, and you can still catch a live rockabilly or blues performance here. Be sure to grab dinner at Blueberry Hill, ordering their famous “Hail! Hail! Rock ‘n’ Roll” burger, named after Berry’s legendary song.
    🏨 Stay: Moonrise Hotel (Music-inspired boutique hotel)
    🍽️ Eat: Blueberry Hill (Chuck Berry’s personal music club)

  • Day 17: St. Louis to Springfield - Route 66 and Classic Americana

    Time to soak up small-town Route 66 nostalgia as you journey through Illinois, stopping at retro roadside gems along the way.
    Morning: Depart St. Louis
    Chain of Rocks Bridge – Start the day with a drive over this iconic Route 66 bridge spanning the Mississippi River. This unique mile-long bridge, with a sharp 22-degree bend in the middle, was a famous crossing for early road trippers.
    Stops Along Route 66:
    Litchfield, IL – The Ariston Café – One of the oldest restaurants on Route 66, serving travelers since 1924. Stop by for a photo op or a classic slice of homemade pie.
    Afternoon: Springfield, IL – Route 66 and Lincoln History
    Arrive in Springfield, the capital of Illinois, packed with both Route 66 nostalgia and Abraham Lincoln history.
    Route 66 Hall of Fame and Museum – Explore vintage gas station signs, neon relics, and memorabilia from the Mother Road's golden era.
    The Cozy Dog Drive-In – Grab a late lunch at this Springfield staple, where the corn dog on a stick was invented.
    Lincoln Home National Historic Site – Walk through Abraham Lincoln’s only home, beautifully restored to its 1860s appearance.

    🏨 Stay: Inn at 835 Boutique Hotel
    🍽️ Eat: Cozy Dog Drive-In

  • Day 18: Springfield to Chicago

    Your final day on Route 66 takes you through small-town Americana, quirky roadside attractions, and the music history that helped shape rock ‘n’ roll.
    Morning: Depart Springfield, IL
    Hit the road early, heading north along the Mother Road, with a series of classic Route 66 stops along the way:
    Lincoln, IL – The World’s Largest Covered Wagon – Snap a photo with this quirky roadside attraction, featuring a giant Abraham Lincoln seated in a 20-foot-tall covered wagon.
    Atlanta, IL – Paul Bunyan Statue – Another classic Route 66 “Muffler Man”, this version holds a giant hot dog instead of an axe—an essential Route 66 photo stop.
    Braidwood, IL – Polk-a-Dot Drive-In – Enjoy a retro lunch stop at this classic 50s-style diner, where you can sit next to life-sized statues of Elvis, Marilyn Monroe, and James Dean while sipping a classic American milkshake.
    Afternoon: Welcome to Chicago
    Arrive in Chicago, your final stop on this legendary rock ‘n’ roll road trip. Check into the Chicago Athletic Association Hotel, a stylish, historic hotel with sweeping views of Millennium Park—a fitting home base for your last night.
    Rock ‘n’ Roll Finale in Chicago
    Chess Records Studio (Willie Dixon’s Blues Heaven Foundation) – Head straight to the birthplace of Chicago blues, where Chuck Berry, Muddy Waters, and Howlin’ Wolf recorded some of the most influential rock tracks of all time.
    Buddy Guy’s Legends – End your journey with an unforgettable night of live blues at this famous club, owned by guitar icon Buddy Guy, who inspired Hendrix, Clapton, and The Rolling Stones. Enjoy Cajun cuisine, a glass of bourbon, and a final taste of America’s greatest music history.

    🏨 Stay: The Chicago Athletic Association Hotel (Classic 1920s charm)
    🍽️ Eat: Buddy Guy’s Legends (Live blues and rock ‘n’ roll vibes)

  • Day 19: Exploring Chicago’s Rock ‘n’ Roll and Blues History

    Your final day is a celebration of Chicago’s music history and Route 66 nostalgia, packed with legendary sites, live blues, and classic diners.
    Morning: Route 66 Farewell and Rock History
    Route 66 "End of the Trail" Sign – Start the day at the official end of Route 66, located on Adams Street, marking the conclusion of your epic road trip.
    Lou Mitchell’s (Brunch Stop) – A Route 66 legend, where early rock bands and road trippers fueled up before heading west. Enjoy pancakes, omelets, and their famous donut holes.
    Chicago History Museum (Optional) – If you have time, explore the exhibits on Chicago’s influence on blues, jazz, and rock music.
    Midday: Rock and Blues Legends
    Willie Dixon’s Blues Heaven Foundation (Chess Records Studio) – Step inside one of the most important studios in rock history, where Chuck Berry, Muddy Waters, and Howlin’ Wolf recorded.
    The Rock and Roll McDonald’s (Drive-By Photo Stop) – While the original rock-themed McDonald's is gone, this site was a famous rock star hangout in the 60s and 70s, making it a fun historic nod to Chicago’s past.
    Afternoon: Chicago Blues Tour and Classic Americana
    Blues Tour of Chicago – Explore the venues where blues and early rock music were born, including legendary spots like Kingston Mines and Buddy Guy’s Legends. Your guide will share stories about how Chicago’s blues scene influenced rock icons like The Rolling Stones and Led Zeppelin.
    Evening: Classic Diner and Live Blues
    Dinner at Superdawg Drive-In – A 1950s-style car-hop diner, glowing in neon lights, with an authentic rockabilly charm—the perfect place for a last Route 66-style meal.
    Live Music at Buddy Guy’s Legends or Kingston Mines – End the night with live blues at one of Chicago’s most legendary venues, celebrating the music that inspired rock ‘n’ roll.
    🏨 Stay: Chicago Athletic Association Hotel
    🍽️ Eat: Lou Mitchell’s (Route 66 brunch), Superdawg Drive-In (50s diner), Buddy Guy’s Legends (live music and drinks)

  • Day 20: Chicago to Cleveland

    Your Route 66 and rock ‘n’ roll road trip continues as you journey from Chicago to Cleveland, home of the Rock and Roll Hall of Fame. This drive takes you through Midwest Americana, with optional music-themed stops along the way.
    Morning: Depart Chicago
    Fuel up with breakfast at Wildberry Pancakes and Café, a Chicago favorite, before hitting the road. Then, begin the 5.5-hour drive to Cleveland via Interstate 90, following the scenic route along Lake Erie.
    Optional Stops Along the Way:
    🎵 South Bend, Indiana – Studebaker National Museum (1.5 hours from Chicago)
    If you love vintage cars, this museum showcases classic Studebakers, many of which were featured in 1950s rockabilly culture.
    🎸 Toledo, Ohio – Glass City and Classic Rock Stops (3.5 hours from Chicago)
    Grab lunch at Tony Packo’s Café, famous for Hungarian hot dogs and a rock ‘n’ roll fan base.
    Visit Culture Clash Records, a cool indie record store packed with vinyl and music memorabilia.
    Afternoon: Arrive in Cleveland
    Check into the Drury Plaza Hotel Cleveland Downtown, a stylish and historic hotel within walking distance of the Rock and Roll Hall of Fame. Featuring complimentary evening snacks and drinks, it’s the perfect place to unwind after the drive.
    Evening: Rock ‘n’ Roll Warm-Up
    Dinner at The Music Box Supper Club – A fantastic live music venue and restaurant on the Cuyahoga River, serving Southern-inspired dishes with a killer view of the Cleveland skyline.
    Explore the Flats District – Walk along this revitalized entertainment area, home to bars, live music venues, and riverfront views. If you’re up for another dose of music history, visit The Agora Theatre, a legendary Cleveland concert venue where bands like Bruce Springsteen and U2 played early in their careers.
    🏨 Stay: Drury Plaza Hotel Cleveland Downtown (historic, great location, and includes evening snacks and drinks)
    🍽️ Eat: Tony Packo’s (Toledo lunch), Music Box Supper Club (dinner in Cleveland)

  • Day 21: Rock and Roll Hall of Fame and Departure

    Your rock ‘n’ roll road trip ends with a morning visit to the Rock & Roll Hall of Fame, the ultimate tribute to the artists and music that shaped the world.
    Morning: Rock & Roll Hall of Fame 🎸🏆
    Arrive early to explore the Rock & Roll Hall of Fame, a must-visit pilgrimage for music lovers. Highlights include:
    The Roots of Rock Exhibit – Tracing the genre’s influences from blues and gospel to punk and hip-hop.
    Legends’ Memorabilia – See guitars, handwritten lyrics, and costumes from Elvis, The Beatles, Jimi Hendrix, David Bowie, and more.
    The Hall of Fame Inductees – Celebrate the artists who changed music history, from Chuck Berry and The Rolling Stones to Nirvana and Beyoncé.
    Midday: Final Lunch & Departure
    If time allows, grab a quick bite at The Land Deli, a casual downtown Cleveland spot serving classic deli sandwiches with a local twist.
    Head to Cleveland Hopkins International Airport for your return or onward journey—your ultimate rock 'n' roll road trip comes to an end!
    🎸 Final Milestone: You’ve followed the journey of rock music, from Chicago blues and Elvis' Memphis roots to the Mother Road nostalgia of Route 66, finishing at the Hall of Fame where legends are honoured.

Hotels
  • Los Angeles

    The Hollywood Roosevelt, Los Angeles:

    A legendary hotel on the Hollywood Walk of Fame, known for hosting rock stars, film icons, and Oscar history.

  • Las Vegas

    Westgate Las Vegas:

    Once home to Elvis Presley’s record-breaking Vegas residency, this hotel is steeped in rock ‘n’ roll and entertainment history.

  • Flagstaff

    Little America Hotel, Flagstaff:

    A tranquil retreat nestled among Ponderosa pines, offering classic Route 66 charm and modern comfort.

  • Albuquerque

    Hotel Andaluz, Albuquerque:

    A stylish historic hotel once owned by Conrad Hilton, blending Southwestern elegance with a vibrant cultural scene.

  • Clovis

    La Quinta Inn, Clovis:

    A comfortable, convenient stay near the legendary Norman Petty Recording Studios, where Buddy Holly made rock ‘n’ roll history.

  • Lubbock

    Cotton Court, Lubbock:

    A boutique hotel with Texas charm, located near the Buddy Holly Center, honoring Lubbock’s most famous rock pioneer.

  • Oklahoma City

    Ambassador Hotel, Oklahoma City:

    A luxurious Art Deco hotel blending historic charm with modern style, just minutes from the city’s live music venues.

  • Fort Smith

    Wyndham Hotel, Fort Smith:

    A comfortable and convenient base to explore Fort Smith’s musical heritage and historic downtown.

  • Little Rock

    Capital Hotel, Little Rock:

    A grand Southern landmark that has hosted music legends, offering timeless elegance and a rich history.

  • Memphis

    The Guest House at Graceland, Memphis:

    A rock ‘n’ roll-inspired hotel next to Graceland, designed to reflect Elvis Presley’s signature style and hospitality.

  • Nashville

    Graduate Hotel, Nashville:

    A playful, music-themed boutique hotel celebrating Nashville’s country and rock roots, steps from Music Row.

  • St. Louis

    Moonrise Hotel, St. Louis:

    A quirky, space-themed boutique hotel with rooftop views and a funky retro vibe, near live music hotspots.

  • Springfield

    Inn at 835 Boutique Hotel, Springfield IL:

    A historic boutique hotel offering elegant accommodations with a touch of vintage charm in downtown Springfield.

  • Chicago

    Chicago Athletic Association, Chicago:

    A stunning, historic hotel in a former private club, blending old-school luxury with a lively, rock-inspired atmosphere.

  • Cleveland

    Drury Plaza Hotel, Cleveland:

    A classic and comfortable stay within walking distance of the Rock & Roll Hall of Fame, making it perfect for music lovers.

HIGHLIGHTS

  • Hollywood Walk of Fame (Los Angeles, CA) – Start your journey where music legends are immortalized on the sidewalks of Hollywood.

    The Hollywood Roosevelt Hotel (Los Angeles, CA) – Stay at this iconic hotel where rock stars and film legends have partied for decades.

    Westgate Las Vegas (Las Vegas, NV) – Visit the stage where Elvis Presley performed 636 record-breaking shows, defining the Vegas residency.

    Route 66 Standin’ on the Corner Park (Winslow, AZ) – Snap a photo at the famous Eagles tribute spot, celebrating Take It Easy.

    Hackberry General Store (Arizona, Route 66) – Step back in time at this quirky Route 66 roadside stop packed with vintage memorabilia.

    Delgadillo’s Snow Cap Drive-In (Seligman, AZ) – Grab a milkshake at this legendary 50s-style café, famous for its rockabilly charm.

    Norman Petty Recording Studios (Clovis, NM) – Stand inside the studio where Buddy Holly, Roy Orbison, and Waylon Jennings recorded their first hits.

    Buddy Holly Center (Lubbock, TX) – Visit the museum dedicated to Lubbock’s most famous rock ‘n’ roll pioneer, featuring his guitar and glasses.

    American Banjo Museum (Oklahoma City, OK) – Discover the roots of rock, country, and folk music through one of its most iconic instruments.

    Hotel Andaluz (Albuquerque, NM) – Stay at a historic Hilton hotel that once hosted celebrities and musicians traveling Route 66.

    Graceland (Memphis, TN) – Take the ultimate Elvis pilgrimage, exploring The King’s mansion, pink Cadillac, and final resting place.

    Sun Studio (Memphis, TN) – Step inside the recording studio where rock was born, home to Elvis, Johnny Cash, and Jerry Lee Lewis.

    Beale Street (Memphis, TN) – Walk down the birthplace of blues, where rock, soul, and blues legends shaped music history.

    Ryman Auditorium (Nashville, TN) – Visit the legendary venue where Elvis, Johnny Cash, and Jerry Lee Lewis played in the early days.

    Route 66 “End of the Trail” Sign (Chicago, IL) – Mark the official end of America’s most famous highway, where countless road trips have ended.

    Chess Records Studio (Chicago, IL) – Tour the studio where Muddy Waters, Howlin’ Wolf, and Chuck Berry helped shape rock ‘n’ roll.

    Buddy Guy’s Legends (Chicago, IL) – Enjoy live blues at this legendary club owned by guitar icon Buddy Guy, who influenced Hendrix and Clapton.

    Moonrise Hotel (St. Louis, MO) – Stay in a space-themed boutique hotel with a rooftop bar overlooking the Gateway Arch.

    Route 66 Hall of Fame (Springfield, IL) – Explore vintage gas station signs, neon relics, and memorabilia from the golden era of Route 66.

    Rock & Roll Hall of Fame (Cleveland, OH) – End your journey at the ultimate shrine to rock music, featuring Elvis’ jumpsuits, guitars from rock icons, and legendary memorabilia.

This tour itinerary is flexible and can be adapted as required. 

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