Ultimate Route 66 Fly-Drive Adventure: 15 Nights from Chicago to Los Angeles in a Convertible Mustang

Return UK Flights | Convertible Included | Hotels & Insurance | Iconic Americana Road Trip

Turn your American dream into reality with this Skylord Exclusive Route 66 Fly-Drive, a legendary 15-night journey across the world's most iconic road. Begin in Chicago, end in Los Angeles, and experience the neon signs, retro diners, desert landscapes, quirky roadside attractions and classic Americana that make Route 66 the ultimate bucket-list adventure.

This self-drive experience includes return UK flights with baggage, carefully selected hotels, and a head-turning Ford Mustang Convertible (or similar)—perfect for cruising the Mother Road in style. Insurance and extras are included for a seamless, worry-free road trip. Want to save? Choose a standard vehicle instead and get £250pp OFF.

For the young at heart, you can even add a Las Vegas wedding or vow renewal with Elvis from just £350—an unforgettable moment on an already unforgettable trip.

What’s Included

Flights & Car

  • Return UK flights with full baggage allowance

  • Convertible Mustang or similar included

  • Fully insured vehicle + all extras

  • Optional non-convertible discount: Save £250pp

  • Optional car upgrade available

Accommodation

  • 15 nights of hotels along Route 66

  • Hand-picked for great locations and comfort

Extras

  • Optional Elvis Las Vegas wedding/vow renewal from £350

  • Skylord Special Pricing & 24/7 support

  • Iconic bucket-list journey with curated stops

Full Route 66 Itinerary & Highlights

Days 1–2: Chicago

Your adventure begins in the Windy City—official starting point of Route 66. Explore Millennium Park, Navy Pier, the Magnificent Mile and iconic architecture. Snap a photo under the historic “Route 66 Begins” sign before picking up your convertible and hitting the open road.

Day 3: St. Louis

Cruise to the gateway of the West. St. Louis is home to the famous Gateway Arch, blues music, BBQ dining, and vibrant neighbourhoods like Soulard. Visit historic Route 66 landmarks including Ted Drewes Frozen Custard and the retro-style Chain of Rocks Bridge.

Day 4: Springfield, Missouri

Experience true Americana as you pass neon signs, classic motels and roadside diners. Visit the Route 66 Car Museum, admire restored retro signage and enjoy small-town charm straight out of the golden age of road travel.

Day 5: Oklahoma City

Discover cowboy culture, western heritage and Route 66 icons such as the Milk Bottle Building and historic gas stations. Explore Bricktown’s riverwalk, museums, live music and hearty southern comfort food.

Day 6: Amarillo

Welcome to Texas! Don’t miss the Cadillac Ranch, where old Cadillacs stand nose-down in the desert—perfect for photos. Enjoy ranch-style dining and experience the rugged cowboy spirit.

Days 7–8: Santa Fe

Immerse yourself in Southwestern culture, adobe architecture, art galleries and markets. Santa Fe is famous for its rich Native American and Spanish heritage. Visit Route 66 highlights such as quirky trading posts and shimmering desert viewpoints.

Day 9: Gallup

Known for its Native American culture and historic motels, Gallup showcases authentic Route 66 charm. Browse trading posts, murals and artisan jewellery shops while enjoying dramatic red-rock scenery.

Day 10: Flagstaff

Nestled amid pine forests and mountain landscapes, Flagstaff is a cool, artistic stop on the route. Explore breweries, small cafés and historic buildings. It's also a gateway to the Grand Canyon—ideal for optional excursions.

Day 11: Kingman

Kingman is one of Route 66’s best-preserved stops, home to the Route 66 Museum, vintage motels and retro neon signage. Experience authentic roadside Americana and quirky photo ops at every turn.

Days 12–13: Las Vegas

Arrive in dazzling Las Vegas for two nights of bright lights, luxury hotels, dazzling shows and themed mega resorts. Ride the High Roller, catch a headline show or dine in world-class restaurants.

Optional Add-On:
Make your road trip even more legendary with a Vegas wedding or vow renewal with Elvis from just £350, including singing, ceremony and fun memories you’ll never forget.

Days 14–15: Los Angeles

Finish your journey at the Pacific Ocean in the glamour of LA. Visit Santa Monica Pier—the official end point of Route 66—then explore Hollywood, Beverly Hills, and Venice Beach. Relax on the beaches or shop in trendy neighbourhoods. The perfect ending to your Mother Road adventure.

Departure Dates & Lead Prices (Per Person)

  • 05 Jan – 20 Feb 2026: From £3,099pp NOW £2,479pp

  • 21 Feb – 21 Apr 2026: From £3,199pp NOW £2,559pp

  • 22 Apr – 17 May 2026: From £3,499pp NOW £2,799pp

  • 18 May – 29 Aug 2026: From £3,999pp NOW £3,199pp

  • 30 Aug – 31 Oct 2026: From £3,499pp NOW £2,799pp

  • 01 Nov – 30 Nov 2026: From £3,299pp NOW £2,639pp

  • 01 Dec – 20 Dec 2026: From £3,399pp NOW £2,719pp

Skylord Exclusive – Special Pricing – Iconic Bucket-List Journey – 24/7 Support

Note :- The above offer is subject to availability at the time of booking