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Bourbon Trail Tours

For those seeking the serene beauty of Kentucky golf paired with authentic Southern flavors, a journey along the Bourbon Trail offers the perfect blend, showcasing just as much charm off the course as on it.

With multiple championship courses, you will be able to test your game amid rolling bluegrass hills. After golf, relax with a glass of some of the state’s finest bourbons at a local distillery or take a visit to Keeneland Racecourse.

There are two packages, both showcasing the golf and other experiences. We offer both a 4-night and a 7-night vacation. Both will offer exclusive tours and tasting experiences, no matter the length of your trip.

You can look forward to a variety of course styles and terrains, complemented by luxury accommodations and unforgettable dining experiences.

5 Day, 4 Night Sample Itinerary

Boots, Bourbon, and Birdies

Day 1

  • Arrive and check in to the Aldenberg Hotel

Day 2

  • Golf at Bardstown Country Club

  • In the afternoon, explore Bardstown’s distilleries, boutiques, and galleries

Day 3

  • Tour Keeneland Racecourse

  • Tour Coolmore Ashford Stud Stallion farm

  • Spend a night in Midway Kentucky enjoying fine wines, dining, and distilleries

Day 4

  • Golf at The Woodford Club

  • Visit Castle & Key Distillery and enjoy a private tour and tasting

Day 5

  • Check out and depart back home.

Tour Summary

4 nights’ accommodation based on twin/double share

2 rounds of golf

Specialized tours of local sights

All taxes and fees included

From $2,210 per couple

All rates are subject to change without prior notice and vary according to seasonality and hotel or golf course availability. Travel insurance is always recommended.

7 day, 6 night Sample Itinerary

Kentukcy Bluegrass Escape

Day 1

  • Check in to Aldenberg Hotel

  • Explore downtown Versailles and dine at Silk’s Steakhouse

Day 2

  • Golf at The Woodford Club

  • Woodford Reserve tour and tasting/mixology experience

Day 3

  • Golf at Cherry Blossom Golf Club

  • Explore Midway, visit Equus Run Vineyards and Saddlestone Distillery.

Day 4

  • Keeneland Race Course tour and morning workout observation

  • Visit Castle & Key Distillery and enjoy a private tour and tasting

Day 5

  • Arrive in Bardstown and golf at Bardstown Country Club

  • Check in to the Trail Hotel, Bardstown

Day 6

  • Full Day: discovering Bardstown with visits to distilleries, boutiques, and museums

Day 7

  • Golf at GlenOaks Country Club

  • Lunch in Mt. Washington

Day 7

  • Check out and depart home

Tour Summary

7 nights accommodation

4 rounds of golf

Specialized tours of local vineyards, horse tracks, and distilleries

From $1,739 per person

All rates are subject to change without prior notice and vary according to seasonality and hotel or golf course availability. Travel insurance is always recommended.

Premier Golf Tip:

The best time to experience Kentucky’s Bourbon Trail is in the Fall. The changing of the leaves and the moderate temperatures provide the best atmosphere for the experience.

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Bourbon Trail Tours FAQs

You can book a golf trip on the Robert Trent Jones Trail with Premier Golf’s Bourbon Trail golf vacation package.

Caddies are not included, but may be available upon request.

The Bourbon Trail contains 4 different courses