This raffle is for one lucky winner to get the chance to choose one of our 11 Gallop Gala Live Auction items. We will only be selling 150 chances, and one winner will be chosen on April 19th during the Gallop Gala.  You do not have to be present at the Gala to win. We will notify you if you hold the winning ticket.

When you purchase your raffle ticket(s), you will receive two emails.  The second email will provide instructions to choose one of our 11 Live Auction items that you want to claim if your name is drawn as the winner. Please follow the instructions and reply with your choice to be eligible to win! 

When you receive the instruction email, you must respond within 8 hours with your choice in order to be eligible to win. Once you choose your item, your choice will be locked in.  Changes will not be possible.

 
This item closes for online ticket purchases at noon on Thursday, April 18th.

The winner gets their choice of one of the following items from the Gallop Gala Live Auction:

This is an original art piece by DSL member and artist Corey Morgan.

Win your dream vacation courtesy of Capital Vacations and the Payne family. Enjoy a 7 Days/7 night condo stay at one of 200+ resorts across the country. Choose a beach vacation in Hawaii, Florida, or California, a mountain hike in Idaho or Utah, or a ski trip in Colorado. There are over 200 locations to select from…the choice is yours!

A complete collection of eight bottles spelling out each letter of Blanton’s and representing a horse race from start to finish. The Blanton’s Derby is a bourbon collector’s dream. Here is your opportunity to take home this unique piece of bourbon and Kentucky history. - Priceless!

Enjoy this delicious multi-course in-home dining experience for 10, prepared by Volare’s Executive Chef Joshua Moore. 

Since opening its doors in August 2004, Volare has remained one of the great locally-owned and operated treasures within Louisville’s thriving restaurant scene, serving locals and visitors alike. Volare’s Executive Chef and Managing Partner, Louisville’s own Joshua Moore, won Food Network’s Chopped in January 2019.

This promises to be an evening you will never forget! 

(excluding tax, alcohol & gratuity)

An amazing experience for six! 4560 Parkside Villa is a newly updated and tastefully furnished 3 bedroom, 3 bathroom Kiawah Island villa located in the popular East Beach Village area with fantastic lagoon views, a sunny screened porch, and a private dock. This villa is in the heart of Kiawah Island, only minutes to the beach, Night Heron Park, and world-class golf.
(Date is based on availability, and restrictions apply)

A Crawfish Boil at Trainer Dallas Stewart's Barn, a Churchill Downs Backside Tour, and a Race Day Trifecta Ticket Package for Eight on Millionaire's Row: Get an insider’s view of the track with a backside crawfish boil and tour. From there, head to Millionaire’s Row for a table for eight and a spectacular view of the track! Enjoy a day at the races unlike any other you have ever experienced.

This package provides dinner for 6 at some of Louisville's most exceptional dining destinations: Vincenzo's,  Jack Fry's, and Matt Winn's Steakhouse at Churchill Downs.
-Vincenzo's: Dinner for 6 in the restaurant*  
-Jack Fry's: Dinner for 6 in the restaurant*
Matt Winn's: Dinner for 6 in the restaurant*

This experience for six lucky individuals begins with a limo ride where you will be greeted with a special hand-selected bottle of Woodford Reserve and your own souvenir glass. When you arrive at Woodford Reserve Distillery, you will receive a VIP distillery tour. The highlight of the tour is the opportunity to personally select the bourbon for our annual barrel of Down Syndrome of Louisville engraved bottles, each signed by the Master Distiller. When the barrel is completed, each member of your party will receive a one-of-a-kind bottle of your selection. 

The Oaks and the Derby are the oldest continuously contested sporting events in history and the only horse races to be held at their original site since their conception. Secure this 2024 Kentucky Oaks Third Floor Box for six in section 324. All Food and Drink Included.

Churchill Downs Race Day Superfecta Ticket Package for 24. Bring your friends to the track with this package of a Jockey Club Suite with a $250 food voucher! Generously provided by Churchill Downs.

A stunning pair of round brilliant cut bezel set diamond stud earrings in 14-karat white gold with friction posts and backs. I1Clarity, i-j color. Enjoy a wonderful weekend at the Galt House with a two-night stay at an Executive Suite and a $100 gift certificate to Swizzle. 

IMPORTANT: This raffle will be drawn on April 19th during the Gallop Gala right before the Live Auction. If your name is drawn and you have not let us know your preference in advance and you are not present at the Gallop Gala to claim it, you will forfeit your win, and we will draw another winner. If you let us know in advance which item you choose, you do not need to be present at the Gala to win.  We will notify you if you hold the winning ticket.

After purchasing your ticket, you will receive two emails.  The second email will have instructions on selecting the item of your choice should you win. Please follow the instructions and reply with your choice within 8 hours to be eligible to win!