Chicago

Route 66 Ultimate Road Trip and All Inc' Mexican Riviera Cruise - 24 Nights

Discover the perfect combination of legendary highways, iconic cities and tropical coastlines on this incredible 24-night Route 66 and Mexican Riviera holiday. Flying from the UK, you'll collect your full-size hire car in Chicago and set off on a journey that traces the world-famous Route 66 all the way to the Pacific Ocean. Along the route, enjoy stays in characterful towns and cities including St Louis, Springfield, Oklahoma City, Amarillo, Santa Fe, Gallup, Monument Valley and Las Vegas

This itinerary offers far more than simply driving from one destination to another. Walk the streets of St Louis with an included city tour, take a horseback ride with lunch through the Joshua Tree Forest and witness the dramatic scenery of the American Southwest as you travel through New Mexico and Arizona. Opportunities to experience the West Rim of the Grand Canyon, discover ghost towns and spend two nights on the vibrant Las Vegas Strip create a journey filled with memorable contrasts.

The road trip concludes with two relaxing nights in Santa Monica, home to the famous western end of Route 66. From Los Angeles, step aboard Norwegian Encore and exchange the open road for seven nights of all-inclusive cruising. Visit the sun-soaked resorts of Cabo San Lucas, Mazatlán and Puerto Vallarta while enjoying premium drinks, speciality dining, Wi-Fi access and shore excursion credits included in your fare.

This unique holiday combines the independence of a self-drive adventure with the comfort and value of a modern cruise, delivering an outstanding way to experience both the USA and Mexico in one seamless trip.

What’s included

  • Return flights from the UK
  • 15 days hire car with tax , insurance, unlimited mileage and one-way drop off fee included
  • Two nights' four-star room-only accommodation in Chicago (in hotel featured or similar)
  • One night's three-star bed-and-breakfast accommodation in St Louis Missouri (in hotel featured or similar)
  • Small group private walking tour of St Louis.
  • One night's four-star room-only accommodation in Springfield Missouri (in hotel featured or similar)
  • One night's three-star bed-and-breakfast accommodation in Oklahoma City (in hotel featured or similar)
  • One night's four-star bed-and-breakfast accommodation in Amarillo Texas (in hotel featured or similar)
  • Two nights' three-star bed-and-breakfast accommodation in Santa Fe New Mexico (in hotel featured or similar)
  • One night's three-star bed-and-breakfast accommodation in Gallup New Mexico (in hotel featured or similar)
  • One night's three-star bed-and-breakfast accommodation in Kayenta - Monument Valley on the Navajo Reservation (in hotel featured or similar)
  • Arizona Route 66 Self Guided Driving tour commentary
  • One night's four-star bed-and-breakfast accommodation in Flagstaff Arizona (in hotel featured or similar)
  • Two nights' four-star bed-and-breakfast accommodation in Kingman Arizona (in hotel featured or similar)
  • Horseback Buffalo Ride and Joshua Tree Forest with Lunch
  • Two nights' four-star room-only accommodation on the Las Vegas Strip (in hotel featured or similar)
  • Arizona Ghost Towns and Wild-West Day Trip from Las Vegas with lunch
  • Two nights' four-star bed-and-breakfast accommodation in Santa Monica L.A. near Venice Beach (in hotel featured or similar)
  • Seven nights' full-board cruise accommodation on board Norwegian Encore
  • Specialty dining package
  • 150 minute wifi package pp
  • $50 per stateroom per port shore excursion credit
  • NB: Please note that hotel taxes and resort fees may be collected at check in at each hotel - Please call for details

Ship

Norwegian Encore

Norwegian Cruise Line

Norwegian Encore is the line's seventeenth ship and will follow in the success of her sister ship Norwegian Bliss featuring the largest competitive racetrack at sea and an enhanced open-air laser tag course. At approximately 167,800 gross tonnes and accommodating 4,000 guests, Norwegian Encore will boast excitement around every corner and delight guests with thrills, with activities spanning the entirety of the ship's top deck. With 28 dining choices and 21 bars on-board foodies and cocktail connoisseurs will be able to dine, sip and savour to their heart's delight with the breadth of dining and bars. The Local offers guests pub fare in a relaxed neighbourhood atmosphere 24 hours a day free of charge. Cool down at the ship's expansive pool and sundeck featuring two spacious pools and six infinity hot tubs that scale the side of the ship.The ship's Aqua Park also includes two multi-story waterslides. There is an incredible line up of entertainment offerings including the hit musical - Kinky Boots and the fabulous Choir of man. There is a huge observation lounge at the front of the ship and the thrilling Virtual reality Pavillion at the rear of the ship.

Itinerary

Fly to Chicago and make your way to your hotel for an overnight hotel stay. Millennium Knickerbocker Chicago. Located just steps from Chicago's vibrant Rush Street, this luxurious hotel offers stylish accommodations with premium amenities, state-of-the-art event facilities, and exceptional dining experiences. A prime destination for shopping, dining, and business in downtown Chicago, the hotel is conveniently located near iconic attractions such as Water Tower Place, Michigan Avenue, the John Hancock Tower, and Navy Pier. World-class museums, including the Museum of Contemporary Art and the Art Institute of Chicago, are also within easy walking distance. The hotel boasts an impressive 5, 480 square meters of flexible function space, ideal for a variety of meetings and events. Its famed Crystal Ballroom, complete with a built-in illuminated dance floor and stunning crystal chandeliers, has hosted countless elegant wedding receptions. Please note, an additional fee of $20 per person applies for guests over 13 years old. Overnight stays are $76 (including tax) with unlimited in/out privileges. Shorter stay options are also available, ranging from $28 to $45 (including tax) for stays between 2 and 8 hours. Self-parking is available for $55 per night without in/out privileges.

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October 2026

MoTuWeThFrSaSu

Calendar shows the cheapest cabin that day. The table below is the full list.

OriginStart dateInteriorOceanviewBalconySuite
Heathrow29 Oct 2026Thursday£4,239£4,269£4,319£4,579
Heathrow5 Nov 2026Thursday£4,629£4,669£4,839£5,029
Heathrow12 Nov 2026Thursday£3,299£3,519£3,579£3,819
Heathrow19 Nov 2026Thursday£4,349£4,389£4,469£4,659
Heathrow26 Nov 2026Thursday£3,899£3,949£4,049£4,279
Heathrow3 Dec 2026Thursday£3,849£4,029£4,089£4,379
Heathrow10 Dec 2026Thursday£4,479£4,569£4,889£5,239
Heathrow17 Dec 2026Thursday£4,249£4,319£4,429£4,589
Heathrow24 Dec 2026Thursday£4,219£4,249£4,329£4,569
Heathrow31 Dec 2026Thursday£3,979£4,049£4,199£4,319

Check availability

Adults
2
Children
0

Deck plan