What to do and see in Kentucky, United States: The Best Historical & Heritage Tours

January 7, 2022 Concepcion Newsome

Famous for Bourbon Country and horse farms, civil war battlefields and beautiful natural parks, Kentucky offers a delightful mix of experiences. You might begin in Lexington, where the 1200-acre Kentucky Horse Park is a popular attraction. The university adds exciting sports, impressive art and a vibrant student/professor population to the city. Louisville is similar, where renowned Churchill Downs hosts the annual Kentucky Derby and the Belle of Louisville, the nation’s oldest steam-driven river paddlewheeler, hosts enchanting lunch and dinner cruises along the beautiful Ohio River. Next, head south to visit Mammoth Cave National Park for a day of touring the cave (the world’s longest known cave), hiking and canoeing on the Green River. Paducah, Berea, Bowling Green – so many places to explore and enjoy!
Restaurants in Kentucky

1. Bourbon Barrel Tours from Louisville - Frazier Museum

Miller Transportation Bourbon Barrel Tours
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5.0 based on 1 reviews

Come along with Miller Transportation as we explore America’s native spirit, Bourbon.  This 4-hour all inclusive experience includes luxury transportation from downtown Louisville to one distillery along the Kentucky Bourbon Trail, a distillery tour, tasting, light refreshments and admission to the Frazier Museum, the official start of the Kentucky Bourbon Trail where you can explore the new "Spirit of Kentucky" exhibit.

Inclusions: Your tour purchase includes everything to make your experience a once in a lifetime opportunity., Snacks, Bottled water

Exclusions: Gratuities

2. Newport Gangster Tour

Gangsters Dueling Piano Bar, 18 E 5th St, Newport, KY 41071, USA American Legacy Tours
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5.0 based on 5 reviews

Explore the streets where the mob made their millions, gamblers lost their lives, and ladies of the night earned their reputations. Join our gangster guides for a raucous, high energy tour to explain the historical significance of Newport, and discover how this little town gave birth to the modern day gaming industry. Our Newport Gangster Tours is one of the most popular greater Cincinnati tours and a must-do for any history buff.

Inclusions: Experienced guide

Exclusions: Alcoholic Beverages, Parking

Reviewed By 156janicep

We thoroughly enjoyed our underground tour today with Miranda. We are low goals and learned so much about the beautiful Over the Rhine area in Cincinnati. Thank you so much for a great afternoon!

3. Triple Crown Experience

1081 E New Circle Rd, Lexington, KY 40505, USA HORSE AND BARREL TOURS INC.
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5.0 based on 3 reviews

We provide private tour services for as few as two guests and as many as twenty guests. Our guides are personable and very well trained. All of them reside in the central Kentucky area so have knowledge of the best spots to visit during your stay. As we have 3 venues listed, during the pandemic we have been able to modify based upon the venues availability and have alternative venues available.

Inclusions: Private transportation, Air-conditioned vehicle

Exclusions: Lunch

Louisville Historic Tours - Recommended by The New York Times!, Corner South 4th Street &, W Ormsby Ave, Louisville, KY 40208, USA Old Louisville
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5.0 based on 15 reviews

March through November, daily; limited dates in the off-season! Our tours include more than St. James Court. We see twice as much as other neighborhood walking tours, visiting Ormsby Avenue, Park Avenue cottages, Floral Terrace, the Witches' Tree, and Millionaires Row. Bourbon barons, racetrack royalty, and titans of tobacco settled here in the 1800s. Today, impressive Victorian mansions and quirky residents have earned national attention for Old Louisville. Author David Dominé often guides groups himself. The New York Times recommends his tours as a MUST during a visitor's "36 Hours in Louisville." Learn more in A DARK ROOM IN GLITTER BALL CITY, David's next book—out in October 2021! Narrated walks depart from the transitional edge of the neighborhood. If you love old houses, this is the tour for you! If you do not like an up-and-coming neighborhood with a diverse racial make up, please stay home. If you can't go 90 minutes without a bathroom, this is not for you!

Inclusions: Certified Guide

Exclusions: Private transportation

Reviewed By nlaplace

Fantastic experience. David was knowledgeable kept the tour interesting. The houses were beautiful and the stories were fascinating.

5. Bourbon History River Tour

701-680 Wilkinson Blvd, Frankfort, KY 40601, USA Kentucky River Tours
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5.0 based on 32 reviews

THE ONLY BOURBON TOUR IN THE UNITED STATES OFFERED FROM THE WATER! The perfect addition to any Kentucky Bourbon Trail visit! Just read our reviews! We operate in Frankfort Kentucky. We offer guided historical tours of the Kentucky River, and take a different look at bourbon and how the river helped make it what it is. Tours run approx. 50 minutes and are filled with history, river lore and FUN!

Inclusions: Bottled water, Soda/Pop

Exclusions: Alcoholic Beverages

Reviewed By George A

Tremendous tour! Knowledgeable friendly crew. Definitely will be my go to tour next time I am in Kentucky

Louisville Historic Tours - Recommended by The New York Times!, Corner South 4th Street &, W Ormsby Ave, Louisville, KY 40208, USA Louisville Historic Tours
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4.9 based on 129 reviews

March through November, daily; limited dates in the off-season! Our tours include more than St. James Court. We see twice as much as other neighborhood walking tours, visiting Ormsby Avenue, Park Avenue cottages, Floral Terrace, the Witches' Tree, and Millionaires Row. Bourbon barons, racetrack royalty, and titans of tobacco settled here in the 1800s. Today, impressive Victorian mansions and quirky residents have earned national attention for Old Louisville. Author David Dominé often guides groups himself. The New York Times recommends his tours as a MUST during a visitor's "36 Hours in Louisville." Learn more in A DARK ROOM IN GLITTER BALL CITY, David's next book—out in October 2021! Narrated walks depart from the transitional edge of the neighborhood. If you love old houses, this is the tour for you! If you do not like an up-and-coming neighborhood with a diverse racial make up, please stay home. If you can't go 90 minutes without a bathroom, this is not for you!

Inclusions: Certified Guide

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Reviewed By ginoNavarro

Money well spent, David puts alot of effort and passion into this. Must try! Even locals should give it a shot!

4th @ Ormsby, Louisville, KY, USA Louisville Historic Tours
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4.8 based on 107 reviews

March through November, daily; limited dates in the off-season! Impressive Victorian mansions and quirky residents have earned national attention for Old Louisville, where bourbon barons, racetrack royalty, and titans of tobacco settled in the 1800s. This narrated walk comes from books by David Dominé, who often guides groups himself. Tales involve personal experiences and neighborhood gossip. The New York Times recommends this as the first thing to do during a visitor's "36 Hours in Louisville." You'll also learn about A DARK ROOM IN GLITTER BALL CITY, David's next book—out in October 2021! Specializing in "America's Most Haunted Neighborhood," we depart from the corner of Fourth and Ormsby, at the transitional edge of the neighborhood. If you love old architecture and spooky history, this is the tour for you! If you do not like an up-and-coming neighborhood with a diverse racial make up, this tour is not for you! If you can't go 90 minutes without a bathroom, this is not for you!

Inclusions: Guided Tour

Exclusions: Private transportation

Reviewed By amosell

It was a very good tour. I learned a lot about the city and it’s history. Don’t hesitate...you will walk away knowing you had a great time.

Old Louisville, Louisville, KY, USA Old Louisville
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4.8 based on 25 reviews

March through November, daily; limited dates in the off-season! Impressive Victorian mansions and quirky residents have earned national attention for Old Louisville, where bourbon barons, racetrack royalty, and titans of tobacco settled in the 1800s. This narrated walk comes from books by David Dominé, who often guides groups himself. Tales involve personal experiences and neighborhood gossip. The New York Times recommends this as the first thing to do during a visitor's "36 Hours in Louisville." You'll also learn about A DARK ROOM IN GLITTER BALL CITY, David's next book—out in October 2021! Specializing in "America's Most Haunted Neighborhood," we depart from the corner of Fourth and Ormsby, at the transitional edge of the neighborhood. If you love old architecture and spooky history, this is the tour for you! If you do not like an up-and-coming neighborhood with a diverse racial make up, this tour is not for you! If you can't go 90 minutes without a bathroom, this is not for you!

Inclusions: Walking tour, Certified guide

Exclusions: Private transportation

Reviewed By Gordon993

Excellent tour of an area I would have missed. David is very knowledgeable and proud of his City. He has many stories about the area in addition to architectural knowledge.

9. Private Tour of Kentucky's Small Batch Bourbon Distilleries

Pegasus Distillery Experiences

Immerse yourself in the rich history and heritage of 3 Kentucky bourbon craft distilleries on this truly unique private sightseeing tour. Relax and sip rare spirits with distillers and expert guides knowing the driving and logistics are managed by your dedicated host. Your personally committed local chauffeur/host will guide you throughout the day to ensure a truly impeccable day trip. They will lead you to 3 distilleries known for their small batch crafted bourbons. Three Boys Farm, Stitzel-Weller and Kentucky Artisan Distillery home of Jefferson’s Reserve Bourbon. From tastings straight from the barrel at Three Boys Farm to behind the scenes experiences at the famous prohibition-era Stitzel-Weller Distillery your group will see it all! Tastings, tours, and a base gratuity are included in cost. Depending on your itinerary and groups individual diet restrictions we plan a lunch respectively. Lunch and distillery gift shop purchases are not included in cost.

Inclusions: Private transportation, Bottled water, Only +18 years old allowed, Soda/Pop, All Fees and Taxes

Exclusions: Lunch will be planned but not paid in advance

Reviewed By apeditto

We booked the Manhattan tour, and had Glenn as our tour guide. He was very accommodating, and even went out of his way to pick us up at my group's Airbnb. We got an early start at Woodford Reserve, while Glenn gave us a bit of history as we drove into the area. After an amazing tour at Woodford, we stopped for lunch. My group was all vegan, and Glenn called the restaurant to make sure they would have an option for us. After that we hit Buffalo Trace, which was fantastic as well. We took a mini coffee break before wrapping up at Angel's Envy. Glenn provided snacks, drinks, and even bubble wrap for any bottles we purchased (for our luggage). I would certainly recommend Pegasus. 10/10.

10. Private Smartphone-Guided Walking Tour of Downtown Louisville

Clark Statue, Unnamed Road, Louisville, KY 40202, USA Wandering Tours Louisville

With no in-person contact, our smartphone-guided tour brings the real facts and stories behind Downtown Louisville to life with the quality of a personal private tour crafted by Louisville locals. We've taken the same stops and sights we share with our friends and families when they come to town, and created an interactive web-based tour. Read the stories behind the city, answer questions about what you've seen to reveal fun facts, and experience what makes Downtown Louisville incredible! Purchase your tour and then navigate to our website to enter your access code and launch the tour. You can either start immediately or create an account and come back when you've reached the starting location and are ready to explore.

Inclusions: 24/7 support by phone or email, Family friendly stops and questions, Easy-to-use web interface

Exclusions: But, we'll point you to some of our favorite places to get some!, Admissions fees to museums highlighted on our tour

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