Louisville & Beyond
Events Calendar
Reserve your luxury transport for Louisville's most celebrated events and beyond. Book early, availability is limited.
April 24 – May 1, 2027
153rd Kentucky Derby Week
The most exciting week in Louisville and our busiest. From Opening Night at Churchill Downs all the way through Derby Day, we provide seamless luxury transport for every event, every party, and every moment in between. Dedicated driver and vehicle packages available for the entire week.
Sat, Apr 24
Opening Night / Opening Day
Sun, Apr 25
Sunday Funday
Mon, Apr 26
Dawn at the Downs
Tue, Apr 27
502's Day
Wed, Apr 28
Winsday
Thu, Apr 29
Thurby
Fri, Apr 30
Kentucky Oaks
Sat, May 1
153rd Kentucky Derby
THE BIG RACE
We Transport You To & From
Dedicated driver & vehicle packages available for the entire Derby Week experience.
Derby Week Package
Your Dedicated Chauffeur. All Week.
Reserve the same driver and vehicle for the entire week. From airport arrivals to late-night gala drop-offs, your chauffeur is on call exclusively for you. No waiting, no surprises.
Premium rates apply Thu–Sat. Book early.
Thunder Over Louisville
North America's largest annual fireworks display and air show. Hundreds of thousands pack the riverfront. Skip the gridlock entirely and arrive in comfort with Bluegrass Transportation.
October 30–31, 2026 · Keeneland, Lexington KY
Breeders' Cup World Championships
Halloween Weekend in Lexington. The world's greatest Thoroughbred racing event at Keeneland. We offer exclusive car service from Louisville, Cincinnati, and beyond, with three distinct package options.
Daily Van Service
Daily round-trip van service from Louisville to Lexington. Departs from your location, returns after the races. Perfect for groups.
Stay & Ride Package
Stay the weekend in Lexington and we come back for you. Daily hotel-to-track service included. One & two day packages available.
Exclusive Experience
The same dedicated driver and vehicle for your entire Breeders' Cup experience. Airport to hotel, hotel to track, dinner, after parties, all of it.
DEPOSITS REQUIRED · LIMITED AVAILABILITY · ROUND-TRIP SERVICE · RATES VARY
Reserve Breeders' Cup TransportSeptember 2026
Louisville's Festival Season
Louder Than Life
Shuttle service to & from the venue. Hotels, airports, downtown, and more. Let us handle the traffic and parking while you enjoy every set.
Book Your RideHeadliners
Bourbon & Beyond
Shuttle service to & from the venue. Hotels, airports, downtown, and more. Let us handle the traffic and parking while you enjoy every set.
Book Your RideHeadliners
Kentucky · Year-Round
Sporting Events & Live Entertainment
From Rupp Arena to Freedom Hall, Kroger Field to KFC Yum! Center. We have been in the parking lot, on the road, and at the door for Kentucky's biggest nights. Skip the traffic. Arrive like you belong there.
Freedom Hall · Rodeo
Louisville, KY
KFC Yum! Center · WWE
Louisville, KY
Rupp Arena · UK Basketball
Lexington, KY
Kroger Field · UK Football
Lexington, KY
Louisville, KY
KFC Yum! Center
Louisville Cardinals Basketball, Concerts, WWE, Disney on Ice
Louisville, KY
Freedom Hall
Rodeo, Monster Trucks, Concerts, Graduations, Trade Shows
Lexington, KY
Kroger Field
UK Wildcats Football, SEC Games, Bowl Watch Parties
Lexington, KY
Rupp Arena
UK Wildcats Basketball, Concerts, WWE, Graduations
Louisville, KY
Lynn Family Stadium
Louisville City FC, USL Championship Soccer
Louisville, KY
Louisville Slugger Field
Louisville Bats AAA Baseball, Fireworks Nights
Year-Round
More Louisville Events
Thunder Over Louisville
AnnualNorth America's largest annual fireworks display and air show kicks off Derby season in spectacular fashion over the Ohio River. With hundreds of thousands of spectators flooding downtown, skip the gridlock and arrive in comfort.
Mother's Day at Churchill Downs
AnnualTreat mom to an unforgettable afternoon at the historic Churchill Downs. Arrive in style and let the whole family enjoy the day without worrying about parking or traffic.
Breeders' Cup World Championships
FeaturedThe world's greatest Thoroughbred racing event at Keeneland. Halloween Weekend in Lexington. We offer private car service, daily van service, Stay and Ride packages, and dedicated driver packages for the full experience.
St. James Court Art Show
AnnualOne of the top outdoor art shows in the nation, set in the stunning Victorian neighborhood of Old Louisville. A refined day out made even better with door-to-door luxury transport.
Forecastle Festival
FestivalLouisville's beloved music, art, and activism festival on the banks of the Ohio River. Three days of incredible performances. We handle the logistics so you enjoy every set.
Louisville City FC Matches
SportsSupport Louisville City FC in style all season long. Group transport for corporate suites, birthday parties, and die-hard fans who want to arrive like VIPs.
Kentucky · Indiana · Ohio
Regional Casino & Racing Destinations
Why deal with parking, designated drivers, or rideshare surge pricing? Bluegrass Transportation offers premium luxury shuttle and black car service to the region's top casino and racing destinations. Arrive in style, leave whenever you're ready.
Bally's Casino · Louisville, KYKentucky
Churchill Downs
Derby & Oaks · Spring/Fall Meets · VIP Clientele
Keeneland Race Course
Luxury Racing · Breeders Cup · Bourbon Tourism
Ellis Park Racing & Gaming
Historical Racing · Overnight Shuttle Opportunities
Red Mile Gaming & Racing
Historical Racing · Lexington Nightlife
Oak Grove Racing Gaming & Hotel
Gaming + Hotel · Nashville Crossover
Cumberland Run
Newer Gaming Destination · Southern KY
Indiana
Caesars Southern Indiana
Strong Louisville Market · Recurring Shuttle Nights
French Lick Resort Casino
Upscale Resort · Golf + Spa + Casino · Luxury Clientele
Belterra Casino Resort
Resort Atmosphere · Overnight Package Opportunities
Horseshoe Indianapolis
Horse Racing + Casino · Great Day Trip Market
Bally's Evansville Casino
Long-Distance Premium Route · Strong Overnight Market
Hollywood Casino Lawrenceburg
Cincinnati Crossover · Busy Weekends
Ohio
Hard Rock Casino Cincinnati
Huge Nightlife Market · Concerts + Casino · Luxury Groups
Group rates available · Overnight packages · Round-trip service · Rates vary by destination
Book a Casino RunGroups Welcome
Any Size Group,
Large or Small. We Cover Them All
From a solo executive to a 15-person party, our fleet handles every occasion. Corporate groups, event shuttles, VIP transport, all with the same white-glove service.