Destinations
Chicago, St. Louis, Oklahoma City, Santa Fe, Las Vegas & Los Angeles
From
£1,829
Per Person
Tell us about your dream holiday and our team will get back to you within 2 hours with bespoke options.
Your comfort, safety, and complete satisfaction are our highest priorities throughout your 15-day journey from Chicago to Los Angeles. This comprehensive vacation package includes everything you need for a completely stress-free and memorable American road trip experience. Complete Package Inclusions: • Return international flights from major UK airports with generous checked baggage allowances. • Intermediate SUV hire with full insurance and unlimited mileage for the duration of the trip. • Luxury 4-star and 5-star hotels in prime locations near major attractions. • Private airport transfer upon arrival to your hotel and car hire depot. • 24/7 emergency assistance and multilingual travel support team. • Comprehensive pre-departure travel documentation, a detailed road map, and insider tips. • Flexible payment plans with low deposits from £199 per person. • Full ATOL and ABTA financial protection for complete peace of mind. Why Book With Our Award-Winning Team: We specialize in creating exceptional American vacation experiences that combine authentic cultural immersion with luxurious comfort and exceptional value. Moreover, our travel specialists have personally driven stretches of this route and carefully vetted every hotel and key attraction in your itinerary. Furthermore, with over 15 years of experience designing luxury USA holidays, we ensure every detail not only meets but exceeds your expectations. Additionally, our partnerships with premium hotels and leading airlines allow us to offer competitive pricing and exclusive service. Flexible Customization Options: Choose your preferred travel dates from our extensive availability throughout 2026, 2027, and 2028. Furthermore, upgrade your vehicle to a convertible or luxury SUV for the ultimate road trip. Additionally, add exclusive experiences including helicopter tours over the Grand Canyon, VIP show tickets in Las Vegas, or private guided city tours. Moreover, extend your stay in any city to explore more thoroughly. Consequently, our expert travel consultants work closely with you to create a personalized itinerary. Safe, Secure & Protected Travel: Travel with complete confidence knowing your vacation is comprehensively protected. Therefore, we partner exclusively with reputable international airlines, premium hotel brands, and trusted car hire companies to guarantee the highest standards of safety and quality. Furthermore, our 24/7 UK-based support team is always available for assistance or emergency support. Consequently, full ATOL and ABTA protection provides financial security and peace of mind.
Experience an extraordinary Route 66 Holiday, the ultimate American road trip from Chicago to Los Angeles, with unmatched luxury over 15 incredible days. Moreover, this thoughtfully curated package delivers unforgettable memories as you cross eight states and three time zones. Furthermore, our expertly planned itinerary perfectly balances must-see attractions with leisure time for personal discovery. Therefore, every moment maximizes your vacation enjoyment while maintaining a relaxed, comfortable pace for this once-in-a-lifetime journey.
This comprehensive package includes return flights from major UK airports, luxury 4-star hotels, and 14-day intermediate SUV hire with full insurance. Additionally, a private airport transfer on arrival ensures a smooth start to your adventure. Moreover, ATOL and ABTA protection guarantees complete financial security and peace of mind. Furthermore, 24/7 multilingual concierge support provides assistance whenever needed. Therefore, stress-free travel is guaranteed from your UK departure to your safe return home.
Stay in handpicked luxury hotels offering premium amenities, prime locations, and authentic local character, from historic city landmarks to comfortable desert retreats. Furthermore, each property has been personally inspected by our travel specialists for quality and service. Meanwhile, modern comforts ensure complete relaxation after a day on the road. Additionally, strategic locations provide easy access to attractions and dining. Consequently, your accommodations become a vital, luxurious part of your Route 66 Holiday experience.
Save 28% on this exceptional Route 66 Holiday package with our current promotional pricing. Moreover, flexible payment plans with deposits from just £199 per person make this iconic luxury road trip highly accessible. Additionally, early booking discounts and seasonal offers can maximize your savings. Furthermore, complimentary room upgrades are often available subject to availability at select properties. Therefore, reserve today for the best pricing, preferred travel dates, and guaranteed availability for your adventure.
Welcome to Chicago! Upon arrival, a private transfer will take you to your luxurious downtown hotel. Moreover, the rest of the day is yours to settle in and perhaps take a stroll along the magnificent Lake Michigan shoreline.
Today is for discovering the architectural wonders of the Windy City. Furthermore, you can explore Millennium Park to see the famous Cloud Gate sculpture. Subsequently, consider an architectural river cruise for stunning views of the city’s iconic skyscrapers.
Enjoy a full day at your leisure in Chicago. Therefore, you could visit world-class institutions like the Art Institute of Chicago or ascend the 360 Chicago observation deck. In the evening, immerse yourself in the city’s legendary live blues music scene.
Pick up your hire car and officially begin your legendary drive on Route 66. Your first leg takes you through the Illinois countryside to the state capital, Springfield. Furthermore, this city is rich in Abraham Lincoln history, offering a deep dive into American heritage.
Continue your journey southwest to St. Louis, Missouri. The iconic Gateway Arch, a symbol of westward expansion, dominates the skyline. Therefore, take a tram ride to the top for breathtaking panoramic views of the Mississippi River.
Travel through the scenic Ozark Highlands to Springfield, Missouri, recognized as the official birthplace of Route 66. Moreover, this is a great opportunity to explore more classic roadside motels and diners that evoke the highway’s golden age.
Drive through Kansas and into Oklahoma, the state with the most drivable miles of the original Mother Road. Furthermore, your destination is Oklahoma City, where you can explore the vibrant Bricktown district and the poignant Oklahoma City National Memorial.
Head into the Texas Panhandle to Amarillo. This leg of the journey is famous for its vast, open landscapes. Consequently, a must-see stop is the quirky and iconic Cadillac Ranch, a unique public art installation just outside the city.
Journey into New Mexico, the ‘Land of Enchantment,’ arriving in the beautiful city of Santa Fe. Moreover, the city’s unique Pueblo-style architecture and thriving arts scene make it a highlight of the trip. Therefore, take time to explore the historic Plaza.
A full day to immerse yourself in Santa Fe’s rich culture. Furthermore, you can browse the numerous art galleries on Canyon Road, visit historic missions, and savor the unique flavors of northern New Mexican cuisine. The city’s atmosphere is truly captivating.
Travel through Arizona’s stunning desert landscapes towards Holbrook. On the way, you can visit the Petrified Forest National Park, a surreal landscape of fossilized trees. Additionally, Holbrook itself is home to the iconic Wigwam Motel.
Today you journey towards the dazzling oasis of Las Vegas. The drive offers a dramatic change in scenery as you leave the quiet desert behind. Moreover, you could take a detour to see the awe-inspiring Grand Canyon National Park.
Enjoy a full day to experience the spectacle of Las Vegas. Furthermore, you can explore the famous Strip, try your luck in a casino, or see a world-class show. The city offers an endless array of entertainment options for every taste.
Drive the final leg of your historic journey, crossing the Mojave Desert into California. Your adventure concludes as you reach the Santa Monica Pier in Los Angeles, the official end of Route 66. Consequently, it’s a perfect moment for celebration.
Your incredible Route 66 adventure comes to an end. Depending on your flight schedule, you may have some time for last-minute souvenir shopping before returning your car and heading to Los Angeles International Airport (LAX) for your flight home.
All prices are per person based on two adults sharing. Includes return flights and accommodation. Click any month to enquire.
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