Custom VIP 2020 Kentucky Derby Packages

Experience the most exciting two minutes in sports with our luxury 2020 Kentucky Derby packages. Your personalized Derby weekend experience can include Louisville’s best hotels, tickets to the Derby and the Kentucky Oaks, race day transfers, an arrival reception, attentive service from our on-site host team and much more.

So much more than just a horse race, the Kentucky Derby is the original springtime sports party of extravagance, tradition, and celebrity! Every year, Churchill Downs draws an impressive crowd that includes some of the biggest names in entertainment and sport, as everyone who’s anyone descends upon the Twin Spires for the famed Run for the Roses.

The 2020 Kentucky Derby will go down in history and is a day that none of the 150,000 that were in attendance will ever forget. It’s an event unlike any other. Whether you’re there for the horses, the star sightings, the intricacies of fashion, or the refreshing mint juleps, Derby weekend is one of the most exciting parties of the year! Join us and cross this incredible event off your bucket list.

Complete 2020 Kentucky Derby packages available from $3,405 per person (based on double occupancy).

Why Roadtrips?

2020 Kentucky Derby in Louisville



2020 Kentucky Derby Package Inclusions:

Reserved seating at the Kentucky Derby (Saturday) Four days, three nights first class accommodations in Louisville Transportation passes for roundtrip Churchill Downs transfers (downtown hotels)
Arrival reception with hors d’oeuvres and cocktails (Thursday, Galt House packages only) Reserved chair seating for the Pegasus Parade Commemorative gift package
Sunday farewell brunch (Brown Hotel only) Roadtrips onsite host team Roadtrips custom ticket holder and lanyard
Personalized itinerary Expert pre-trip travel planning & concierge services of the Roadtrips At-Your-Service Team All taxes and service charges

Additional options and possibilities:

  • Reserved seat for the Kentucky Oaks including roundtrip transfers (Friday)
  • Multi-course dinner for two at Rivue in the Galt House Hotel
  • Private sedan roundtrip transfer between hotel and Churchill Downs
  • Private sedan airport transfers
  • Mint Julep Sunset Social tickets (Thursday)
  • Taste of Derby Gala Dinner (Thursday)
  • Kentucky Bourbon Trail Tour
  • Horse Country Tour
  • Best of Kentucky Tour
  • Extra nights and/or room upgrades
  • Rounds of golf or spa treatments
  • Airfare (economy, first class, private jet)
Our Reputation

Everyone was wonderful to work with!!! Roadtrips went out of their way to make my clients’ experience a trip of a lifetime!!

D’Ann Kolan, St. Clair Travel

Kentucky Derby


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louisville travel guide download

Louisville Travel Guide

“I just love the tradition of picking out my hat to go with my Derby outfit! It’s a great way to start the trip: settle into downtown Louisville and start shopping for the perfect, locally-designed hat or fascinator to get into the spirit of the Derby and join in on the pageantry.” – Louisville Travel Guide Expert Lauren Lehotsky

Download Louisville Travel Guide

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