Kentucky Derby Day

Each spring, on the first Saturday in May, Kentucky captures the world’s attention—a day of style, spectacle, and splendor. On this day, legends are born and remembered for all time. Experience the greatest two minutes in sports in lasting style with The Colonel’s Reserve—an experience second to none, ensuring a story for the ages and memories to last a lifetime.

The 152nd Running of the Kentucky Derby

Saturday, May 2, 2026

Now Booking!

Book Kentucky Derby Day

An Arrival Worthy of the Tradition

Kentucky Derby Day

Group of women at the Kentucky Derby, wearing colorful dresses and elaborate hats, taking a selfie and smiling.
Three women in colorful dresses celebrating at the Kentucky Derby, smiling and cheering.

Each year, the world turns its gaze toward Churchill Downs for a day defined by elegance, energy, and Southern grace. With over a decade of Derby-week experience, The Colonel’s Reserve ensures your journey to the track is as unforgettable as the race itself. From the first turn onto Central Avenue to your grand arrival beneath the Twin Spires, every detail is handled with poise and polish — so you can arrive to see, and to be seen.

What’s Included:

  • Minimum of 10 hours of active and on-call service each day with a fully attentive Kentucky Colonel as your chauffeur — ready to take you wherever you need to be, whenever you wish.

  • Premium parking at Churchill Downs, arranged in advance, ensuring Charlene is always ready and waiting.

  • No extra charges. No hidden fees. Everything is included — every moment, accounted for.

Sample Itinerary — Kentucky Derby Day:

  • 10:30 AM – Pick-up at your hotel

  • 11:00 AM – Brunch reservation at your chosen restaurant

  • 12:30 PM – Drop-off at Churchill Downs (locations vary — from on-property to surrounding area lots)

  • 8:00 PM – Depart Churchill Downs

  • 8:30 PM – Final drop off at hotel
    - OR -
    Return to hotel to refresh and prepare for dinner (optional)

  • 9:00 PM – Dinner reservation / gala event / private party (optional)

  • 11:00 PM – Final drop-off at your hotel

A horse race at Kentucky Derby with jockeys on horses competing on the dirt track, crowd in the grandstands, and blue sky above.

Kentucky Derby and Kentucky Oaks days are Charlene’s most coveted days of the year and are extremely limited in availability!

To reserve your once-in-a-lifetime day with Charlene through The Colonel’s Reserve, just fill out the form below for a custom quote!

Make your Kentucky Derby experience legendary!

Book The Colonel’s Reserve

Interested in booking this once-in-a-lifetime Reserve experience with Charlene? Don’t wait! Fill out the required info and we will be in touch shortly. We can’t wait to welcome you!

Close-up of Charlene, a 1964 Cadillac Eldorado convertible, and her interior with white leather seats and a teal exterior, parked outdoors on a paved surface.