Kentucky Derby Weekend

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Advisor - Jenna Doyle
Curated By

Jenna Doyle

  • Louisville

  • Kentucky

  • Active Travel

  • Adventure Travel

  • Food & Wine

  • Outdoors

  • Entertainment

  • Sightseeing

Grey concrete bridge above a body of water
Curator’s statement

Louisville, Kentucky, is home to the best racing in the world. The world famous Kentucky Derby is an experience like no other. If you have the ability to experience this exclusive event, you want to do it right. Let me help you.

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Day 1: Arrival, Lunch, Distillery Tour

large bridge next to body of water at dusk

Fly into Louisville SDF. Check into your hotel, you can find me at Omni Louisville. Grab a heavy lunch at Guy Fieri's Smokehouse, this is an important step because we are headed to the whiskey distilleries. You have a wide variety of them to choose from, Angel's envy, Woodford Reserve, etc.. Soak up the hangover with dinner at 610 magnolia.

Day 2: Kentucky Oaks, City Exploration, Fine Dining

Kentucky whiskey bottle in nature.

Today is the Kentucky Oaks, if you are headed there wear your best dressed and biggest hat. If you have a free day, grab breakfast at your hotel, or fan favorite Biscuit Belly. Walk off breakfast while exploring a little bit of the city. You can head to fourth street live for some entertainment. If you are interested in the Horse racing world, I suggest visiting one of the many breeding farms they have, it is a beautiful experience. For dinner tonight, were going to the famous Jeff Rubys Steakouse.

Day 3: FInal Day

Wooden whiskey barrels.

It's Kentucky derby day, put on your most "most out there" outfit and you will fit right in, and grab your cash because we are off to the races. After a full day of racing and betting, finish with dinner at Vincenzo for some Italian cuisine. And start planning your trip for next derby!!

Advisor - Jenna Doyle

Travel Advisor

Jenna Doyle

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For more travel tips, check out my guide, A Bachelorettes guide to Scottsdale, AZ.

This guide is part of our ongoing series on travel to Louisville.