Kentucky Derby 2027

April 28 - May 2, 2027

Louisville, Kentucky

Your Derby Moment Has Arrived

Some experiences are worth dressing up for.

The hats. The traditions. The long quiet moment before the gate opens, and the roar that follows.

You have watched this weekend from a couch for years. Someone else’s hat. Someone else’s box. Someone else’s photos on Sunday morning.

This time you are in the seat. Covered, all afternoon, with food and a julep in your hand and 14 other women who decided the same thing you did.

Five days in Louisville. Two days at Churchill Downs. These are the stories your grandchildren will tell their grandchildren.

More Than a Seat

The Race Lasts Two Minutes. Your Seat Lasts All Day.

Most people at Churchill Downs spend Derby Day on their feet. They park far out and walk in. They stand in line for a warm drink. They watch the race on a screen with a crowd pressed in around them, and they pay for every bite.

That is not your day.

You are seated in reserved covered seating in the Starting Gate Pavilion, near the action, both Oaks Day and Derby Day. Covered matters in Louisville. Derby runs rain or shine, and the weather that weekend does what it wants. You will be comfortable either way.

From the time gates open at 9:00 AM, the food and the bar are yours. Gourmet service all afternoon. Mint juleps, bourbon, wine, and spirits, poured as long as the racing runs. No lines. No tabs. Nothing to keep up with but your hat.

A motorcoach carries you from the Galt House to the track and brings you back, both days. You arrive dressed and you stay that way.

Two full days at Churchill Downs, seated, covered, and taken care of. This is the part of Derby weekend most people never get to buy.

Trip Highlights

What Your Weekend Holds

The 153rd Kentucky Derby

Experience the pageantry, anticipation, and energy of Derby Day at Churchill Downs.

Kentucky Oaks

Wear your pink and experience one of Derby Week’s most celebrated traditions.

A Stylish Welcome

Begin your stay with dinner overlooking Louisville from Swizzle at the Galt House.

Louisville Culture

Discover the story and legacy of Louisville icon Muhammad Ali and his lasting connection to the city.

Kentucky Traditions

Experience the bourbon, horses, rolling countryside, and traditions that make Kentucky distinctive.

Derby Sisterhood

Share a milestone experience with women ready to enjoy this season of life right alongside you.

Your Derby weekend

Five days, Start to Finish

Day 1

April 28

Welcome to Louisville

Arrive, settle into the Galt House, and give yourself time to enjoy the waterfront surroundings before gathering for your welcome dinner at Swizzle. A beautiful beginning to an unforgettable few days.

Day 2

April 29

Discover Kentucky

Explore the legacy of Muhammad Ali at the Muhammad Ali Center.
Admission to the Muhammad Ali Center is not included.

Day 3

April 30

Kentucky Oaks — bring the pink

Oaks Day blends racing, tradition, fashion, and celebration for a full day at Churchill Downs. Includes all-inclusive gourmet food and a premium open bar, mint juleps, bourbon, wine, and spirits, from gates open to the last race.

Day 4

May 1

The Kentucky Derby — this is the moment

Take your seat at Churchill Downs and experience the traditions, excitement, fashion, and unforgettable energy surrounding the 153rd Kentucky Derby. Includes all-inclusive gourmet food and a premium open bar, mint juleps, bourbon, wine, and spirits, from gates open to the last race.

Day 5

May 2

Until Next Time

Enjoy breakfast, exchange one more round of hugs, and head home with memories that will make every Derby season feel a little more personal from now on.

Good to know

What to Expect

Travel style

Elevated event experience with culture, dining, fashion, and iconic sporting moments.

Itinerary pace

Moderate, with two full race days and time built around planned experiences.

Native language

English

Race day transportation

Roundtrip transportation between the Galt House and Churchill Downs is planned for Oaks and Derby race days.

Cuisine

Southern flavors, steak and seafood, Kentucky bourbon, cocktails, and race-day dining. All included!

Dress & style

Part sporting tradition, part fashion moment. Pink takes center stage for Oaks Day; Derby Day is yours to make your own.

The details

Package Includes

Where you’ll stay

The Galt House

Your Louisville home for Derby weekend

Set along the Ohio River in downtown Louisville, the Galt House places you close to the city’s dining, culture, and Derby Week energy while giving you a comfortable place to return to between experiences. Your stay is planned in the hotel’s West Tower.

Sisterhood in her words

What Divas Are Saying

Reserve your trip now

Land Only Package

Single Occupancy

$11,499
per person

Double Occupancy

$8,299
per person

$1,500 Deposit Required

Only 15 spots available.

Fine print

Additional Information

WHAT’S NOT INCLUDED:

  • Travel to and from Louisville, Kentucky
  • Transfers from the airport to the hotel or to the port are not included in your package.
  • Travel insurance
  • Gratuities for guides, drivers, and service staff, where applicable
  • Meals and beverages except where specifically noted such as at Churchill Downs. (all meals and drinks included there)
  • Items of a personal nature
  • Admission to the Muhammad Ali Center
  • Optional activities or experiences not listed as included

Health, Mobility & Accessibility Considerations:

This trip includes hotel accommodations, motor coach transportation, sightseeing experiences, and extended time at Churchill Downs. Accessibility may vary by venue, transportation provider, and activity.

Activities may involve extended walking and standing, stairs, uneven surfaces, crowded venues, and getting on and off motor coaches.

Travelers requiring mobility assistance, medical accommodations, or special support are encouraged to notify us in advance so requests can be submitted to the appropriate suppliers. While every effort will be made to assist, accommodations cannot be guaranteed.

Monthly Payments & Auto Pay:

Due to contractual obligations with our suppliers, monthly or bi-weekly payments are required unless your reservation is paid in full. Auto pay is highly encouraged to help keep your reservation current and avoid missed payments.

Automatic billing is complimentary and allows your remaining balance to be divided into scheduled payments after your initial deposit. Payment dates and amounts will be outlined on your invoice at the time of booking.

TRAVEL INSURANCE:

Missing a vacation is bad enough. Losing the money you paid for it is even worse. Travel insurance is highly recommended to protect your trip. Please read this important information regarding travel insurance before making your final payment.
Coverage options and pricing vary based on your total trip cost. Travel protection becomes effective upon receipt of the premium and may not be available after your final payment.
Suggested travel insurance providers:

TRAVEL NOTES:

  • This is a LAND ONLY trip. Travelers are responsible for arranging their own transportation to and from Louisville, Kentucky.
  • Please plan to arrive in Louisville on Wednesday, April 28, 2027, in time for hotel check-in and the scheduled welcome experience.
  • Hotel accommodations are contracted for 4 nights, with check-in on Wednesday, April 28, 2027, and check-out on Sunday, May 2, 2027.
  • The Kentucky Oaks takes place on Friday, April 30, 2027, and the 153rd Kentucky Derby takes place on Saturday, May 1, 2027.
  • Roundtrip transportation between the Galt House and Churchill Downs is included for both Oaks Day and Derby Day.
  • Roommate Matching is available for this trip. If you would like to be matched with a roommate, please enter “Roommate Requested” on the reservation form. Roommate assignments will be finalized approximately 60 days before departure.
  • A detailed itinerary will be emailed approximately 60 days before departure.
  • Diva Talks are our pre-departure Zoom calls designed to help prepare you for your trip. Calls are typically held approximately 30 days before departure, and access information will be emailed before the call.
  • Our private Facebook group typically opens approximately 60 days before departure. Invitations are sent to the email address on file.

TERMS & POLICIES:

  • Making reservations for this package signifies your acceptance of our Terms and Conditions.
  • All payments to Premier Travel One and Travel Divas are non-refundable and non-transferable.
  • Reservations must be made in your full legal name.
  • Prices are subject to change without notice. Your package rate is secured at the available price at the time of booking, subject to the applicable terms and conditions.
  • You are responsible for keeping your reservation current according to the payment schedule listed on your invoice.
  • You must ensure your roommate, if applicable, also maintains the required payment schedule.
  • You can log in to our client portal at any time to view your reservation and account information.
  • Name changes are permitted up to the applicable deadline and are subject to a $250 name change fee plus any additional vendor fees.
  • A $250 per person late payment fee will automatically be added to reservations with a balance remaining after the final payment due date.
  • Late payment arrangements must be requested and approved by management before the final payment deadline. Requests must be submitted in writing to info@thetraveldivas.com.
  • Hotel reward points, if available, are awarded at the discretion of the hotel and are not guaranteed.
  • You are responsible for keeping Premier Travel One and Travel Divas informed of any changes to your email address, as email is our primary method of communication.