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Kentucky Derby Hats 2025 Kassi Kaitlynn. Witness the historic running of the Kentucky Derby in the newly renovated Churchill Downs with two 2nd or 3rd floor Grandstand tickets (reserved tip-up seats with backs; partially covered) on Saturday, May 3, 2025.You'll have an elevated view of the First Turn of the track. Our exclusive 2025 Kentucky Derby Packages combine private jet travel, premium Derby tickets, and one-of-a-kind experiences in Louisville or Lexington..