Chicago

Route 66 Ultimate Road Trip and Adult Only Mexican Riviera Cruise - 24 Nights

See America's legendary Mother Road and Mexico's sun-drenched Pacific coastline on one extraordinary 24-night holiday. With return UK flights, a full-size hire car, hotel stays and an adults-only cruise included, this itinerary combines adventure, flexibility and relaxation in perfect balance. Begin in Chicago before heading west through the historic Route 66 towns of Missouri, Oklahoma and Texas, where each stop reveals fascinating stories, local culture and classic roadside attractions.

Enjoy a mix of memorable experiences throughout your drive, including a guided walking tour of St Louis and a horseback ride with lunch through the Joshua Tree Forest to spot buffalo. Continue through the colourful landscapes of New Mexico, from the adobe architecture of Santa Fe to the desert scenery surrounding Gallup and Monument Valley. Arizona offers even more highlights, including the chance to visit the spectacular West Rim of the Grand Canyon and discover Wild West ghost towns.

Spend two exciting nights in Las Vegas before reaching the golden beaches of Santa Monica. Your adventure continues aboard Virgin Voyages Brilliant Lady for a 7-night adults-only cruise from Los Angeles. Visit Cabo San Lucas, Mazatlán and Puerto Vallarta while enjoying a refreshing approach to cruising that includes up to 20 eateries, Wi-Fi, essential drinks and late disembarkation.

Pairing an epic Route 66 self-drive holiday with a contemporary adults-only cruise creates a unique way to experience the best of 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)
  • One night's four-star bed-and-breakfast accommodation in Flagstaff Arizona (in hotel featured or similar)
  • Arizona Route 66 Self Guided Driving tour commentary
  • 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 Virgin Voyages Brilliant Lady
  • 20 Dining options, Wifi package and essential drinks package onboard
  • Late check out upto 12 noon on the day of disembarkation
  • NB: Please note that hotel taxes and resort fees may be collected at check in at each hotel - Please call for details

Ship

Brilliant Lady

Virgin Voyages

110,000 tonnes 2,700 passengers 1,300 crew Taking the ordinary to extraordinary, Virgin didn't just build a cruise. They set out to create a revolutionary way to explore the world. Plus, each voyage includes access to all the premium dining at 20+ eateries with menus curated by Michelin star chefs. This is a refreshing new take on premium cruising for adults only – the young and the young at heart. Forget everything you know or have heard about cruising this is a completely different experience. Tips, wi-fi and all dining choices are included in the fare- plus a basic bevies packages of water, teas, coffees, sodas and juices. Also, at the end of your cruise check out can be as late as 12 noon... amazing! With unforgettable parties and mouth-watering food and cruise itineraries that are centred around this concept - these are just some of the unexpected twists that make Virgin Voyages one of a kind. There is weird and wonderful entertainment – some of it a surprise and unexpected. There is even a tattoo parlour on board. Towards the end of the cruise prepare you for 24/7 party central on-board culminating in Scarlet Night - the party to end all parties at the end of your Virgin Voyage- pack red!

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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March 2027

MoTuWeThFrSaSu

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

OriginStart dateInteriorOceanviewBalconySuite
Heathrow25 Mar 2027Thursday£3,659£3,859£3,969£5,749
Heathrow1 Apr 2027Thursday£4,179£4,099£4,219£5,689
Heathrow8 Apr 2027Thursday£4,119£4,189£4,239£5,659
Heathrow1 Sep 2027Wednesday£4,079£4,229£4,449£6,099
Heathrow8 Sep 2027Wednesday£4,059£4,159£4,379£6,259
Heathrow6 Oct 2027Wednesday£4,629£4,769£4,989£6,829
Heathrow27 Oct 2027Wednesday£4,019£4,229£4,449£6,389
Heathrow3 Nov 2027Wednesday£3,959£4,089£4,329£6,089

Check availability

Adults
2
Children
0

Deck plan