OFFICIAL 153RD KENTUCKY DERBY TOUR
PACKAGES WITH / WITHOUT FLIGHTS AVAILABLE TO BOOK TODAY!
PRICE FROM £5,795.00 PER PERSON
Kentucky, USA
Monday 26th April - Monday 3rd May 2027
Limited to 30 Guests
We are delighted to officially launch our 153rd Kentucky Derby Tour for 2027, following our recent visit to Louisville and Churchill Downs as we prepare to work closely alongside the team behind one of the most iconic sporting events in the world.
Known as ‘The Most Exciting Two Minutes in Sports’, the Kentucky Derby is far more than just a horse race. From the atmosphere around Louisville to the traditions, fashion and world class racing on track, Derby week is one of the true bucket list experiences in global sport.
Our 2027 tour has been carefully designed to give you the ultimate Derby week experience, combining world class racing, exclusive access and some of the very best experiences Kentucky has to offer both on and off the racecourse.
The tour begins with flights from the UK to Louisville, where we will enjoy a welcome drink on arrival before settling in ahead of an unforgettable week. During the trip, we will head to Lexington for a tour of Keeneland Racecourse alongside an exclusive stud visit, followed by a welcome dinner with a special racing guest.
Alongside the racing, the tour also includes an Old Forester Bourbon Tour, visits around Louisville including the Muhammad Ali Museum, and the chance to experience the atmosphere building around Churchill Downs during Derby week, including morning trackwork and the option to attend Thurby Day.
Oaks Day and Kentucky Derby Day will both include covered reserved grandstand seating, complimentary bar and buffet food throughout the day, placing you right in the heart of one of the biggest sporting occasions in the world. Oaks Day regularly attracts crowds of over 100,000, while approximately 150,000 people attend Kentucky Derby Day itself.
To round off the tour, we will enjoy a farewell lunch at one of Louisville’s iconic restaurants before our overnight flight back to the UK.
Packages with and without flights are available, alongside flexible options for those wishing to extend their stay or create a bespoke Derby itinerary around the tour.
Click Here to Read Our Kentucky Derby 2026 Blog!
ITINERARY
Monday 26th April
Your journey begins with your flight from the UK to Louisville, arriving early evening with time to settle in ahead of an incredible week at the Kentucky Derby. This evening we will come together for a welcome drink and the perfect chance to soak up the atmosphere in Louisville.
DAY 1 - CLICK TO SEE MORE
Tuesday 27th April
Following breakfast, we head to the heart of Kentucky horse country with an exclusive stud visit and tour of the Lexington area with lunch. This evening we will enjoy a welcome dinner with a special racing guest.
DAY 2 - CLICK TO SEE MORE
Wednesday 28th April
Today we experience two of Louisville’s most famous attractions with visits to the Old Forester Distillery and the Muhammad Ali Museum before an evening at leisure.
DAY 3 - CLICK TO SEE MORE
Thursday 29th April
After breakfast, we head to Churchill Downs to watch some of the Derby contenders doing trackwork ahead of the big weekend before free time to explore Louisville or attend Thurby Day.
DAY 4 - CLICK TO SEE MORE
Friday 30th April
This morning, we will head to The Condrad Caldwell House Museum for the Brown Forman Brunch. Transfer to Churchill Downs for Kentucky Oaks Day, one of the biggest and most fashionable race days in the United States. Your premium Homestretch Club Reserved Seating tickets include excellent racecourse views alongside access to a private indoor hospitality club with Chef’s Table buffet dining and complimentary bar facilities throughout the day.
DAY 5 - CLICK TO SEE MORE
Saturday 1st May
Today we return to Churchill Downs for the 153rd Kentucky Derby, one of the world’s great sporting occasions. Once again, your Homestretch Club Reserved Seating tickets provide fantastic views of the racing along with access to private hospitality facilities, buffet dining and complimentary bar access throughout Derby Day.
DAY 6 - CLICK TO SEE MORE
Sunday 2nd May
Enjoy a leisurely final morning in Louisville before a farewell lunch and evening flight back to the UK.
DAY 7 - CLICK TO SEE MORE
Monday 3rd May
Arrive back into the UK following an unforgettable Kentucky Derby experience.
DAY 8 - CLICK TO SEE MORE
HOTELS
HAMPTON INN - CLICK TO SEE MORE
Located in the heart of downtown Louisville, Hampton Inn Louisville Downtown offers a great base for your Kentucky Derby experience. You are within walking distance of Whiskey Row, Fourth Street Live! and a range of restaurants and bars, while Churchill Downs is just a short drive away. Complimentary breakfast and WiFi are also included throughout your stay.
All Derby guests receive a Mint Julep Reception on the Thursday evening inc a complimentary Mint Julep and Hors d’oeuvres.
4* HYATT REGENCY - CLICK TO SEE MORE
Located in the centre of downtown Louisville, Hyatt Regency Louisville offers an excellent location for your Kentucky Derby experience. You are within walking distance of Fourth Street Live!, Whiskey Row and a wide range of restaurants, bars and attractions, while Churchill Downs is just a short drive away. The hotel also features spacious modern rooms along with an indoor pool, fitness centre and complimentary WiFi throughout your stay.
All of our Derby guests on the Thursday night receive complimentary locally themed hors d’oeuvres, cocktails, a bourbon tasting and live entertainment in our lobby. There are delighters for guests throughout the weekend. We also have a local milliner, Hat Haven, creating hats for men and women for that special Oaks/Derby touch.
PACKAGE INCLUSIONS
You will be met by Racing Around The World Staff at the airport for your seamless transfer to the hotel.
Throughout the tour, all relevant transfers to excursions and Churchill Downs are included.
Enjoy your 6-night stay in the hotel of your choice, with all the Kentucky Derby extras as listed above. Please note that breakfast is only included in the Hampton Inn package.
On the first evening, we will have welcome drinks in a local Louisville bar.
Tuesday - a trip to Lexington for a Stud Tour visit at one of Kentucky's world famous studs followed by a tour of the area and lunch.
Wednesday - we will visit the Old Forester Bourbon Distillery for a tour and tasting. Old Forester is one of Kentucky Derby's main sponsors and is renowned for its Mint Julep. Following that tour, we will head to the Muhammed Ali Museum.
On Tuesday evening, we will enjoy a dinner at a local Louisville restaurant with a racing guest.
On Sunday, we have arranged a farewell lunch in the city.
On Thursday morning, you will have the first chance to experience Churchill Downs with the opportunity to see some of the Oaks and Derby contenders put through their paces before the big days.
For both Oaks and Derby Day, included in the package are official Homestretch Club Reserved Seating Tickets. These offer excellent views of the track in the key moment of the race as well at the Big Board. Enjoy indoor access to a private temperature controlled club on the first level with ambient lighting and contemporary finishes. This area offers a complimentary Chef's Table Buffet along with a complimentary bar at the longest bar in Kentucky called Bar 97.
A variety of further Hospitality upgrade options are available.
On the morning of Oaks day, you will enjoy the famous Brown-Forman Oaks Day Brunch at the Conrad Caldwell Museum. This includes a Brunch Buffet and Live Music.
Return International Flight from the UK.
Exclusive evening events on both Oaks and Derby Day.
Services of an experienced Racing Around The World Tour Manager throughout the tour.
For your piece of mind, your trip will be ATOL protected (only for flight inclusive packages)
HOSPITALITY
Homestretch Club Reserved Seat - Package Included
The Homestretch Club offers excellent views of the track in the key moment of the race as well as the Big Board; Enjoy indoor access to a private temperature-controlled club on the first level with ambient lighting and contemporary finishes; Take a break to place a wager, enjoy the Chef’s Table Buffet, and grab a drink from the 97’ bar, the longest bar in Kentucky. Further access to the Clubhouse offers additional race viewing options to complete this premium hospitality experience.
Turf Club Balcony
See and be seen at the famous Turf Club. Typically a members-only club during the race meet, this exclusive premium dining space features a party atmosphere with live entertainment, a bourbon bar, and an interactive Chef’s kitchen including a brick oven and gelato station. Two covered outdoor dining options include the Turf Club Balcony, facing the Paddock, and the Turf Terrace, facing the track.
Turf Club - Interior Dining
See and be seen at the famous Turf Club. Typically a members-only club during the race meet, this exclusive premium dining space features a party atmosphere with live entertainment, a bourbon bar, and an interactive Chef’s kitchen including a brick oven and gelato station. Two covered outdoor dining options include the Turf Club Balcony, facing the Paddock, and the Turf Terrace, facing the track.
Stakes Room
The Stakes Room blends 150 years of tradition with a fresh and contemporary atmosphere that celebrates a storied past and spectacular future for Churchill Downs. The oval-shaped bar in the Stakes Tavern is designed in the shape of the track, complete with pole markings. This area caters to the horsemen and distinguished guests that carry on the legacy of horseracing.
Silks Balcony & Loge
Silks Balcony and Loge provides an elevated view of the Paddock in a covered open-air setting; This area offers both dining tables and box seats; Enjoy easy access to a dedicated race viewing location in our 3rd floor Clubhouse in Section 320.
Matt Winn's
Matt Winn’s is our fine dining offering with a 7-coursed, curated menu complimented by a luxury bar experience in a traditionally elegant dining room with a relaxed ambiance. This culinary-focused experience honors its namesake Matt Winn, the celebrated former president of the racetrack that brought a sense of grandeur back to racing in the first half of the 20th Century.
Paddock Club
The Woodford Reserve Paddock Club & Enclosure is an equine enthusiast’s dream, offering rare access into the Paddock, coupled with views directly into the Paddock stalls; this space offers the opportunity to watch the races railside, seconds before the finish line alongside contenders’ connections.
ABOUT THE EVENT:
The Kentucky Derby is the highlight of the American racing calendar and one of the most recognised horse racing events in the world. Held annually at the legendary Churchill Downs in Louisville, Kentucky, the race was first run in 1875 and is contested over 1¼ miles on dirt for three year olds.
Kentucky Derby week begins with Kentucky Oaks Day on the Friday, a Grade 1 contest for three year old fillies and one of the biggest racedays in America in its own right, before attention turns to the Kentucky Derby on Saturday. Often referred to as ‘The Most Exciting Two Minutes in Sports’, the Derby attracts crowds of over 150,000 spectators each year and remains one of the most watched sporting events in the United States.
The 2026 renewal saw Golden Tempo produce a remarkable late run under Jose Ortiz to win the 152nd Kentucky Derby, giving trainer Cherie DeVaux a historic first success in the race as the first female trainer to win the event.