2025 Kentucky Derby Travel Package Add-Ons

Kentucky Derby Optional Add-ons

There’s always a lot going on in and around Louisville on Derby weekend. Starting on Thursday night, the area is full of exciting events and there are plenty of ways to enhance your Derby experience. Take a look below for some of our favorite things to do during Kentucky Derby.

Mint Julep Sunset Social

Kick off your weekend with a lively and fun Kentucky experience. This Thursday evening event includes transportation between downtown Louisville and Hermitage Farm, where guests will enjoy a sunset tour of the picturesque property including the stud barn. Following the tour, you’ll have the opportunity to build your own mint julep to sip as you enjoy the views. Later, a delicious farm-to-table dinner will be served featuring southern cuisine.

Kentucky Oaks

The Kentucky Oaks is one of the biggest races in the country, and the most lucrative for 3-year-old fillies. It has a long history dating back to 1875 and is a great way to get yourself into the Derby spirit. In addition to the great racing, it also includes the Kentucky Oaks Fashion Contest, where ladies of all ages walk the pink carpet in their finest attire. Pink is the color of the day in honor of both the Oaks’ official flower (the stargazer lily) and their charity, Horses & Hope, so make sure to think pink when choosing your outfit!

Taste of Derby

Mingle with horse racing VIPs as you enjoy an upscale social evening complete with wonderful food and drink. Savor the exquisite Kentucky flavors of nationally renowned chefs as they compete in a live cooking showdown. The regional dishes created will be paired with great wines and followed up with live music.

Kentucky Bourbon Trail Tour

Experience all things bourbon as you are expertly guided through bourbon country in this full day excursion. You’ll learn about the beverage’s long history, enjoy tastings at two premier distilleries, and discover what makes bourbon such an important part of Kentucky’s culture. Lunch and transportation from downtown Louisville is included.

Horse Country Tour

What better way to spend Derby weekend than by touring horse country? This full day tour allows you to experience two different thoroughbred farms, each located on acres of beautiful rolling hills in the Bluegrass region. You’ll see past and present Derby stars as your expert guide escorts you through this beautiful part of the state. Lunch and transportation from downtown Louisville is included.

Best of Kentucky Tour

Experience the two things Kentucky is best known for in this full day tour. Start the day at a local horse farm, learning about these magnificent creatures and taking in the lovely rural scenery. Following a great local lunch, you’ll head to Bourbon Country to check out a historic distillery, complete with samples of course. Lunch and transportation from downtown Louisville is included in the tour.

Barnstable Brown Gala

Louisville’s quintessential Derby Eve party, the Barnstable Brown Gala has been held on the eve of the “Run for the Roses” for decades. Each year, this black-tie gala is attended by some of the biggest names in film, television, music, fashion, and sport. This exclusive event is the place to see and be seen on Friday night.

Churchill Downs Backside Stable Tour

We’ve arranged a very special Churchill Downs Backside Stables tour, available only to Roadtrips’ guests. This exclusive tour provides an up close and personal experience with the horses that will be running in the Kentucky Oaks and Kentucky Derby. Alongside your knowledgeable insider guide, you’ll also meet jockeys and trainers, watch the ponies workout on the track, and gain entrance to select stables. Space is limited for this rare behind-the-scenes tour.