posted in: TRAVEL | 2


In September I spent three amazing weeks in America driving Route 66. We drove a total of 3500 miles from Chicago to Los Angeles with a few small detours off the original Route 66 and I want to share this fantastic experience with you. As there is so much to tell, I will do it in parts to make sure you don’t miss a thing. Our trip was planned and arranged by Medway travel who created a bespoke itinerary for us, arranged a rental car and booked accommodation for our trip. Their customer service was excellent, they were very patient with us when we changed our mind regarding the dates and desired locations three times.

Our adventure began in Chicago where we flew from London Heathrow airport. We stayed at the DoubleTree by Hilton Chicago Magnificent Mile hotel for three nights. I absolutely fell in love with Chicago’s architecture and its magnificent skyscrapers. What really surprised me was the traffic. It was not bad at all and you could actually comfortably drive through the city which is something you can only dream of in Central London!




We had our first dinner at my favourite restaurant Bubba Gump Shrimp Co. located on the beautiful Navy Pier. Bubba Gump serve amazing seafood dishes and out of this world cocktails. If you are not a big fan of seafood, they also do tasty steak and ribs. Bubba Gump opened one of their restaurants in Piccadilly Circus in London in 2014 however I would not recommend it as the food and atmosphere could not compare to the American experience.

We had two days for sightseeing and getting rid of the jet lag. In reality I fully adjust to the new time zone and start functioning normally after 5-7 days.  Despite being a bit tired we wanted to see Chicago’s most famous sites.

We took a 75 minute River and Lake Architectural boat tour along the Chicago River. We had an opportunity to admire the famous bridges and buildings and listen to the fascinating stories about them. The tour finished with an exciting speed boat ride on Lake Michigan.





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Chicago is famous for its pizza so we had lunch at Pizano’s . The pizza was delicious, with a crust that was not too thick and melted cheese covering all the other ingredients. On the way back from the restaurant we took some photos of the famous sign that marks the start of Route 66.




We also went for a walk through Millenium Park where you can find a state-of-the-art collection of architecture, landscape design and art.




On the third day after checking out from the hotel we collected our rental car which was a brand new Ford Expedition. We did not go down the classic car route as having considered the mileage, road conditions and temperatures we were going to drive in we wanted to make sure our car was comfortable, reliable, had four wheel drive and fully working air conditioning. Our Ford Expedition truly exceeded all expectations.


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We left Chicago and our next stops were Springfield, Illinois, St. Louis, MO and Springfield, MO which I will tell you about in my next post.

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2 Responses

  1. Christina
    | Reply

    I’d like to travel the same Road in the next year,so I will be watching your story about your driving Route 66
    Amazing Photos 👍

  2. milex
    | Reply

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