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Home » Kentucky Derby » Road Trip to the Kentucky Derby
Kentucky DerbyTrip Reports

Road Trip to the Kentucky Derby

Matthew Klint Posted onMarch 11, 2017March 11, 2017 3 Comments

It started with a phone call. “Hey Matthew! You ever been to the Kentucky Derby?” When I responded negatively, the answer was quick: “Well, you’re going to this one!”

This post introduces a mini trip-report I will publish over the next several days about my visit to the Kentucky Derby last year. Award Expert clients hail from all over the world and include a number of fascinating people. Sometimes, especially after many years of working together, a friendship is struck up. I had worked with this particular client since the very beginning and had helped send him and his family around the world.

His invitation was extended to my wife Heidi and me. It would include not just an admission ticket to the Kentucky Derby itself, but a number of additional activities. Unfortunately, Heidi was in the midst of her pregnancy and determined that her attendance would not be prudent. Considering so much of the time revolved around alcohol…this was a wise choice. So I brought John!

Of course flying into and out of Kentucky would have been too easy. John and I have set a goal to attend every Presidential library. When we saw one-way fares to Louisville or Lexington were $350+ but American had fares to Dallas for only $59, we decided to kill two birds with one stone. More than two actually.

Dallas is home to the George W. Bush Presidential Library at Southern Methodist University. We could fly there, then drive to Kentucky with some stops on the way. Our first stop would be in Little Rock, Arkansas to visit the William Clinton Presidential Library. From there we would continue to Nashville to visit John’s family and finally end up in Lexington. The Derby would take place in Louisville a couple days later.

Kentucky Derby Road Trip

A Disclaimer

I found out that my client worked for the Kentucky State Tourism board. The trip was funded not out of his pocket, but by the Commonwealth of Kentucky. Nevertheless, I was never asked to blog or write about this. As far as my client was concerned, I was just the guy who booked a dozen trips for him. I write this because I think you will find this interesting and because there is still time to plan for this year’s Kentucky Derby. But full disclose: once I arrived in Kentucky, I did not have to open my wallet…except to bet on horses…which is another great story…

This trip report is a bit unconventional from the usual flights + hotels, but I hope you will enjoy it. It turned out well.

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About Author

Matthew Klint

Matthew is an avid traveler who calls Los Angeles home. Each year he travels more than 200,000 miles by air and has visited more than 135 countries. Working both in the aviation industry and as a travel consultant, Matthew has been featured in major media outlets around the world and uses his Live and Let's Fly blog to share the latest news in the airline industry, commentary on frequent flyer programs, and detailed reports of his worldwide travel.

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3 Comments

  1. JH Reply
    March 11, 2017 at 10:00 pm

    You won’t be able to see the Kentucky Derby from Lexington (unless it’s on TV).

    • Matthew Reply
      March 11, 2017 at 10:06 pm

      Correct, but the trip began in Lexington. We spent the day before the Derby around Frankfort and Versailles.

  2. Tee Robinson Reply
    March 13, 2017 at 11:27 am

    Aloha Matt & Good Morning, I love your article about your trip to the “Kentucky Derby “. I am going to the “Kentucky Derby ” this year 2017, May 5 & 6. I will be staying a total of 4 days there. I will be getting a horse tattooed on my leg to represent the “Kentucky Derby “. I cannot wait to go there to see those lovely & beautiful horses run. This is a dream that has come true for me. I have always wanted to go to the “Kentucky Derby “. I tried to get a place to stay close to the Derby. The prices was outrageous so I decided to stay 45 minutes away. I know that I am going to have fabulous & good time there. God Bless you Matt. Matt please give me a call or email me with some things to do for a 1 st timer in Louisville, Kentucky. 619-339-9686. Blessings

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