April 2-5, 2020

For the first time, we’re inviting you to Kentucky to join us for our barrel selection at Four Roses Distilling!  Taste bourbon straight from the barrel and know that the next time you cozy up to the Pope House bar and the bartender grabs one of those bottles, you had a hand in the selection process that brought this bourbon from Kentucky to your glass.  On top of this exclusive experience, we’ll taste other Kentucky bourbons and gins before heading to the internationally renowned Keeneland’s Racetrack to test our luck at the opening Saturday of the Spring Race Meet.  It’s been a long time coming and we’re excited to finally be able to enjoy this experience with our amazing community!

Follow Pope House Bourbon Lounge on Social Media and visit their website here

$1,645 per person

When you book before September 27, 2019

Activity Level ●○○○○


Arrive in Lexington on your own. In the afternoon you’ll meet the rest of the group for a gathering in the hotel. Your hotel is central to the downtown Lexington area so take the rest of the night to explore this vibrant city!

Hotel: Downtown Hilton Lexington or similar


Today, we’re hitting the distilleries.  We’ll have a tour and bourbon tasting at Woodford Reserve Distillery and then we’ll mix it up with a tour and gin tasting at Castle & Key Distillery.  But, the real highlight of this experience is helping Pope House choose their very own barrel at Four Roses Distillery.  We’ll try bourbon straight from the barrels and pick our favorite to have bottled and sent back to Portland for everyone to enjoy!  Don’t worry, you’ll have the opportunity to purchase a bottle(s) from the barrel that gets selected to take home with you.

Meals Included: Breakfast, Lunch & Dinner

Hotel: Downtown Hilton Lexington or similar


We’re headed to the racetrack! Today, we’re leaving Lexington for the internationally renowned Keeneland Racetrack Spring Race Meet’s opening Saturday. We’ll get to watch the exhilarating $1 million Toyota Blue Grass and $500,000 Central Bank Ashland from the comfort of a dining and race viewing room. After an exciting and hopefully prosperous day, we’ll keep the fun going with dinner together at a local restaurant.

Meals Included: Breakfast, Lunch & Dinner

Hotel: Downtown Hilton Lexington or similar


Today, you’ll say goodbye to Lexington and depart at any time.

Meal Included: Breakfast


✓ 3 Breakfasts

✓ 2 Lunches

✓ 2 Dinners

✓ 3 Nights hotel accommodation

✓ Exclusive barrel selection at Four Roses Distillery

✓ Activities included in the itinerary

✓ Local tour guide throughout the tour

✓ Photo book filled with memories from the trip


× Flight to and from Lexington Airport

× Incidental expenses

× Tips for drivers, guides + tour leaders

× Travel Insurance (purchasing travel insurance for this trip is not mandatory but it is recommended.  You can request a quote here)


  • 1/5: On this tour we’ll leave the strenuous activity to our taste buds and the race horses.

    This is trip is for anyone who loves bourbon and wants to experience a barrel selection firsthand.


  • Typically, your order status will be pending once you complete the registration process. In most cases, your order status will be confirmed about 24 hours after booking. In cases where the trip hasn’t reached the minimum number of bookings required for confirmation, your pending status can last longer. While we typically notify much sooner, you’ll get notified on whether your spot on the trip is confirmed or not at least 60 days prior to your trip. Please hold off on booking your flight and making other arrangements until your tour is confirmed.

  • Our trips are priced based on double accommodations.  You can share a room with a significant other, friend, or whoever else, but you must be comfortable sharing a room.  If you are traveling solo and choose to forgo the single supplement, you will be placed in a room with another solo traveler of the same gender.

    The cost of the trip is $1,645 per person sharing a room if you book before September 27, 2019.  If you book after September 27, 2019 the price per person sharing a room is $1,745.  If you’re traveling solo and would like to guarantee your own room for the duration of the trip the additional cost is $425.  Please note that there are limited single rooms available.  To guarantee your reservation, you must make a 25% deposit.  The 25% deposit is non-refundable and final payment is due no later than 90 days prior to departure.  Please read our Terms & Conditions for more information about our cancellation policy.


  • Travel insurance for this tour is not mandatory but it is recommended.  You can request a quote here .

  • This is a small group experience tour.  It is limited to 12 travelers.


Have any additional questions?  Check out our F.A.Q. page!


I would totally do this trip again in a heartbeat, this was my first trip where someone did all the planning and it was great. I just sat back and enjoyed every activity, no complaints or regrets here.



15 elephants….in the wild…..o….m….g….AH-MAZING



I honestly can’t say enough good things about this trip. It was life changing to say the least, and also made me realize how doable travel can be. International travel has always been something I’ve wanted to do more of, but I just had no idea how within reach it was. Thank you for putting this trip together, and for also being an incredibly knowledgeable resource. I’ll definitely be traveling with you again in the (hopefully) very near future!