Curator’s statement
As Bourbon's popularity grows, many men choose to celebrate their coming nuptials with a Louisville bachelor party trip to Kentucky, the heartland of bourbon. This long-weekend itinerary is designed to give you the best of Bourbon Country, with great experiences for lifelong memories.
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Day 1: Arrive in Louisville
Time to kick off your Louisville bachelor party! Arrive in Louisville and meet your group before heading to Proof on Main, an eatery and bourbon bar that is the perfect place to start your adventure. Proof on Main features local comfort food that's elevated to seemingly upscale fare at accessible prices, along with hundreds of bourbons (both the commonplace and the quite rare). After dinner and some tastings, head to the hotel to rest for the night.
Day 2: Distillery tours
It's day 2 of your bachelor party in Lousiville, and today is the day to visit some Kentucky legends. Rent a car/van with a designated driver or get on a tour to see three or four distilleries. I suggest Maker's Mark, Heaven Hill & Bardstown Bourbon Co., which make for an easy loop and a beautiful experience. Maker's Mark is one of the most beautiful distillery campuses in Kentucky and the hospitality is above and beyond. If you have it as your final stop, or if you plan ahead and get a reservation, eat at Star Hill Provisions for a most incredible meal. Make sure to pace yourself at the distilleries so you don't overdo it before you finish the day! After your distillery tours, head back to your hotel to freshen up and prepare for dinner.
Grab dinner at Doc Crow's Southern Smokehouse and Raw Bar. Not only does Doc Crow's have an impressive list of whiskeys, but they also have good barbecue and a selection of fresh oysters. The "Swipe Right" cocktail is a great way to endcap your dinner here. Now, you're free to go back to the hotel and get some rest, or head out with your bachelor party crew to partake in Louisville nightlife!
Day 3: The Kentucky Bourbon Trail (A Louisville bachelor party must-do!)
Get up and grab breakfast at Porch Kitchen. It's a great place to get a nice foundational meal for your second day of bourbon adventures! After your meal head to The Frazier History Museum. This beloved institution is the westernmost anchor of Whiskey Row and home of the Official Welcome Center for the Kentucky Bourbon Trail. Make sure you have a UBT passport to get your stamps today!
After visiting the museum, head four blocks east to the Evan Williams Experience. The hour-long Traditional Tour and Tasting begins every 30 minutes. You'll go back in time through top-quality reproductions of the Louisville riverfront of the early 1800s.
Grab some lunch by walking another four blocks east to Merle’s Whiskey Kitchen. This place is part of the Urban Bourbon Trail (UBT) – a collection of 44 restaurants and bars in Louisville that embrace and represent the bourbon culture. Also, once you eat or drink at six UBT locations, trade in your passport for a free t-shirt (because there are few things better than bourbon clout).
Head another four blocks to the Angel’s Envy distillery, the only full-production distillery on Whiskey Row. The tour is great, as well as immersive, and at the end you get an incredible tasting flight of Angel's Envy whiskeys.
For dinner, grab a ride to Momma’s Mustard, Pickles & BBQ, another UBT member. To visit Momma’s you'll head about 5 miles off Whiskey Row into the historic St. Mathews neighborhood. Momma’s serves Kansas City-style barbecue and it's a good representation of the style.
Now, depending on what you're into, head over to another UBT spot for a cocktail or go get some of that energy out at a place like PBR Louisville or Somewhere Restaurant and Bar. Hit up 4th Street Live! if you really need to burn the midnight oil.
Day 4: Say goodbye to Kentucky (for now)
After two packed days of bourbon fun, get your group together for some goodbyes at Biscuit Belly - Nulu. Enjoy unexpected flavors in Southern classics that satisfy your tastebuds along with *expletive* good biscuits. Head on home with a mind full of memories from an epic Louisville bachelor party.
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Bijoy Shah
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This guide is part of our ongoing series on Bachelor Party Destinations, and part of our larger series on Group Travel. After planning your Louisville bachelor party, check out my guide to Scotland: A Whisky Lover's 12 Days in Scotland.