Top Kentucky Private Sightseeing Tours

26 results

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Enjoying a view of Conrad's Castle from Olmsted-designed Central Park, the green heart of Old Louisville

Attractively priced at $10 per person for groups of 5 to 15, this EXCLUSIVE tour is for those who don't have much time, but still want to see and learn a lot about the fascinating Old Louisville neighborhood. Only 1 or 2 in your party? No worries, you can still book this as a private tour! At the pace YOU set, stroll shady walking courts in the gas-lamp district and down the city's old Millionaires Row where bourbon barons, racetrack royalty, and the titans of tobacco made their homes. Landmarks you'll admire from the sidewalks include the Samuel Culbertson Mansion, Conrad's Castle, the William Wathen House, the Pink Palace, and the emblematic Fountain at St. James Court. On this jaunt you'll be treated to a treasure trove of grand architecture from the late 1800s, including stunning examples of Richardsonian Romanesque and Renaissance Revival styles, not to mention many variations on the Italianate, Châteauesque, Queen Anne, Federal, Neo-Georgian, and Arts & Crafts genres.

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The Best of Old Louisville: 60-Minute PRIVATE Guided Walking Tour

1 hour

5.0

(24)

from $25

Price varies by group size

You can try the large variety of spirits including KY Bourbon that has been crafted from their one of a kind still.

Experience the most future-favoring tour on the Kentucky Bourbon Trail Craft Tour®! Unravel the mysteries of distillation, hear tales of circus life, and get the tall tale story of how two childhood friends came together to build a distillery through luck, bartering, and Craigslist finds. Tours always include a tasting of our Oak Eye Kentucky Bourbon, the ever-popular hazelnut liqueur, our fine rums, and maybe even a couple of moonshines.

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Distillery Tour at Second Sight Spirits with Spirits Tasting

1 hour 15 minutesFree Cancellation

5.0

(2)

from $18

Discover the dark, sordid past of Newport, Kentucky, located across the river from Cincinnati, on this guided tour. In the 1920s, the town had declared itself an independent municipality, free of state and federal controls, which attracted nefarious characters. Explore the streets and learn about the historical significance of Newport, and discover how this town gave birth to the modern-day gaming industry.

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Newport Gangster Tour

2 hoursFree Cancellation

4.9

(94)

from $32

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Welcome to the Most Haunted Neighborhood in the USA! From the chilling tales of St. James Court to the haunted Witches Tree, this tour will guide you in the footsteps of the past, uncovering the stories and secrets of Old Louisville. Go at your own pace this tour is on our walking tour app, take it anytime. The tour never expires. The tour takes more than one hour without stopping. But feel free to stop in at one of the haunted sites to explore more, if you dare! It's all outside and you'll see the most haunted sites in the most haunted neighborhood. Why choose this tour? Great price for a great experience! See the sites at your own pace. The tour is location aware and plays as you walk. Stop anytime. Continue anytime.

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Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

50 minutes to 1 hour 10 minutesFree Cancellation

4.8

(8)

from $10

Kentucky Bourbon Trail Audio Guided Tour of Top Distilleries

Explore the rich heritage of Kentucky bourbon with a unique driving tour that transforms your journey into an engaging experience to make your drive come alive! With the phone-guided audio tours, you’ll hear captivating stories from the makers themselves as you visit renowned distilleries like Jim Beam, Maker's Mark, Four Roses, and Woodford Reserve. This is a perfect way for bourbon enthusiasts and curious travelers to enjoy the Kentucky Bourbon Trail at their own pace, without the crowd or cost of a traditional bus tour. Phone-guided tours allow for a flexible, self-driven experience Visit iconic distilleries such as Jim Beam, Maker’s Mark, and Four Roses Choose between a single day or a more relaxed two-day tour Travelers choosing a two-day option get to pick one of Bardstown's famous distilleries to start their second day Perfect for bourbon lovers looking to deepen their understanding of bourbon production

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Kentucky Bourbon Trail Audio Guided Tour of Top Distilleries

2 days

from $25

Per group

Group poses in front of Buffalo Trace Distillery

Private Kentucky Bourbon Trail Tour

8 to 10 hoursFree Cancellation

5.0

(93)

from $1,017

Price varies by group size

Explore the heart of Kentucky's rich bourbon heritage with SIP Tours on our exclusive private tour of the world-renowned Kentucky Bourbon. This personalized journey offers an immersive experience into the craftsmanship and history behind America's native spirit. Tour Highlights: Custom Itinerary: Tailored to your preferences, visit iconic distilleries such as Buffalo Trace, Woodford Reserve, Bulleit, and more. VIP Access: Enjoy exclusive tastings, behind-the-scenes tours, and meet master distillers who share their expertise and passion for bourbon making. Scenic Landscapes: Traverse picturesque Kentucky countryside known for its rolling hills and historic distillery architecture. Details: Embark on a memorable journey through Kentucky's Bourbon Country with SIP Tours, where every sip tells a story of tradition, craftsmanship, and Southern hospitality.

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Full Day Private Bourbon Tour

8 to 9 hours

5.0

(16)

from $875

Price varies by group size

Custom Kentucky Bourbon Trail Tours Sip Savor Explore

Discover the rich heritage of bourbon with guided tours through Kentucky's iconic distilleries. Every stop reveals the artistry behind bourbon-making, complemented by Southern hospitality. Travel in luxury, whether you're part of a romantic couple’s retreat or a lively group of friends, aboard stylish SUVs or spacious buses. Each tour includes round-trip transportation, distillery admissions, and complimentary snacks and water for a comfortable experience. Perfect for couples, friends, or corporate events, this tour invites you to sip and savor the finest bourbons while enjoying the scenic landscapes of bourbon country. - Guided tours through Kentucky's renowned distilleries - Luxury transportation options for groups of all sizes - Round-trip transport, distillery admissions, and snacks included - Ideal for couples, friends, and corporate retreats

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Custom Kentucky Bourbon Trail Tours Sip Savor Explore

6 to 9 hoursFree Cancellation

from $564

Price varies by group size

Private Tour of Kentucky's Small Batch Bourbon Distilleries

from $1,250

Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other

2 days

4.3

(648)

from $189

Special Offer

Craft Bourbon Kentucky’s Hidden Distilleries Experience

from 3 Kentucky distilleries in one day • Tastings • Hidden craft gems • Private transportation • Local bourbon expert guide. Pick up on the door • Visit up to five carefully selected Kentucky distilleries in one day (depending on availability. • Discover iconic names and hidden craft distilleries that are part of Kentucky’s authentic Craft Bourbon Trail. • Tastings at each distillery, guided by the distillery’s own professionals. • Distillery tours available upon request and depending on schedule availability. • Private transportation • Smart itineraries designed by area —maximizing distillery time and minimizing time on the road. • Lunch stop available at distillery restaurants, local Kentucky favorites (at your own cost). • Dedicated bourbon expert guide sharing local stories, bourbon knowledge, and Kentucky culture. • Personalized attention before and during the tour via email or phone. • Water included during the journey. • Light gourmet snacks provided for the ride.

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Craft Bourbon Kentucky’s Hidden Distilleries Experience

6 to 10 hoursFree Cancellation

Welcome to KMAC Contemporary Art Museum, Louisville's premier downtown arts and culture experience! Get a personalized introduction to Kentucky's bountiful arts scene with this private tour of KMAC. Please meet us at our location in the heart of the Historic Downtown district of Louisville, where a specialized guide will lead you through our exhibitions. We will begin on our first floor, where you can explore our gift shop and art. Discover exclusive fun facts about our featured artists, including names such as Picasso, Simone Leigh, and more! Along with your private tour, enjoy a 25% on drinks from our Barista Bar and a 15% discount in the KMAC Shop. Your tour is flexible according to your needs, as we are available for tours Wednesday-Sunday, 10:00 AM-5:00 PM. Following your tour, enjoy the surrounding scenic views, vibrant restaurant scene, and culture in the downtown area. Don't skip this experience to remember during your time in Louisville!

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Private Tour of KMAC Contemporary Art Museum

45 minutesFree Cancellation

4.8

(8)

from $15

We offer customized bourbon distillery tour transportation and help you build the perfect day for your group. There are tour experiences, tastings, cocktail bars, and great food. With so many choices, it’s essential that we talk about them and make sure that you and your group have the perfect day. There are 2 groups of distilleries. First, the distilleries to the south are Jim Beam, Four Roses Bottling and Warehouse, Heaven Hill, Willett, Lux Row Distillers, Bardstown Bourbon Company, Preservation Distillery, Log Still Distillery, Makers Mark, and Limestone Branch. To the east towards Frankfort and Lexington, there is Buffalo Trace, Woodford Reserve, Four Roses, Wild Turkey, Bulleit, Glenn’s Creek Distillery, Whiskey Thief Distilling Company, Castle & Key, Jeptha Creed, and J. Mattingly 1845 Distillery. Whiskey Thief Distilling lets you taste straight from the barrels. You can also hand-fill your own bottle. You can make your own blend at J. Mattingly.

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Bourbon Distillery Tour Transportation

6 to 12 hoursFree Cancellation

5.0

(5)

from $1,800

Per group

Private Kentucky Bourbon Trail - The Outlaws and Inlaws Tour

Discover the essence of Kentucky's vibrant bourbon heritage with a personal "Sipping Director", on an exclusive private tour of the acclaimed Kentucky Bourbon Trail. This customized experience immerses you in the artistry and history behind America's signature spirit. Learn about Kentucky bourbon before heading to two to three distilleries for tours and tastings. A meal and round-trip transport from Louisville is also included.

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Private Kentucky Bourbon Trail - The Outlaws and Inlaws Tour

from $3,200

Sipping in the South was born from a bold idea: bourbon deserves more than a bus ride, a stamp in a book, and a cookie-cutter, self-guided checklist. That’s where we come in. We’re the local experts who take the trail less traveled and aren't afraid to tell the real stories. This tour dives deep into the legendary Pappy Heist, led by none other than the mastermind himself. Its bold, unfiltered and straight from the source - a once in a lifetime experience you won't find in any tasting room brochure! The mastermind will be your guide for the day and every tour begins with our Bourbon 101 Social — an interactive, hands-on introduction to nosing and sipping that gives you the tools to truly enjoy what you’re tasting. Because when you understand bourbon, everything else gets better. We show you how they rolled it right out the distillery and the other juicy gossip. And yes — we even save 30 minutes for rare finds at local liquor stores.

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Off the Record Private Legendary Pappy Heist Bourbon Tour

6 hours

4.5

from $350

A VIP Bourbon Tour is more than just a visit to a distillery—it’s a curated, luxury experience designed for true bourbon enthusiasts. With private transportation, personalized guidance from expert hosts, and exclusive access to historic areas and rare bourbon tastings, a VIP tour elevates every moment. Choosing a VIP tour means skipping the crowds, enjoying tailored insights into the distillation and aging process, and sampling select or limited-edition bourbons. It's perfect for those who want an immersive, educational, and sophisticated experience that combines comfort, style, and a deeper appreciation of Kentucky's bourbon heritage.

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B&C Private Bourbon Trail

8 hours 30 minutesFree Cancellation

5.0

(2)

from $550

Private Nashville To The Kentucky Bourbon Trail Tour

Travel from Nashville, Tennessee to the Kentucky Bourbon Trail with Mint Julep Experiences. Your 10-hour tour includes two distilleries with guaranteed reservations, a local lunch, private transportation, and an expert Tour Leader. Available daily for groups of 1–22 guests; groups 23+ contact us for options. All tours depart from your desired location in Nashville, TN Once booked, we will confirm and plan your itinerary based on your chosen distillery route. Add-on experiences are subject to availability. Since 2008, Mint Julep Experiences has crafted thousands of bourbon adventures. With nearly 20 years of expertise, 1 million guests served, and 5,000+ 5-star reviews, we are the leading experts on the Kentucky Bourbon Trail. Available distilleries: Bardstown Bourbon Co., Boundary Oak, Heaven Hill, Jim Beam, Limestone Branch, Log Still, Lux Row, Maker’s Mark, Preservation, Willett.

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Private Nashville To The Kentucky Bourbon Trail Tour

10 hoursFree Cancellation

5.0

from $782

Price varies by group size

The Trail Less Traveled - An Authentic Kentucky Bourbon Tour

Sipping in the South was born from a bold idea: bourbon deserves more than a bus ride, a stamp in a book, and a cookie-cutter, self-guided checklist. That’s where we come in. We’re the local experts who take the trail less traveled, curating exclusive experiences with up to 5 handpicked distilleries. We book the best each one has to offer rare tastings, sipping straight from the barrel with the owner, blending your own bourbon, or mixing your own cocktail. The Kentucky Bourbon Trail® is a nice start, but it’s not the whole story. It features a select group that pay to participate — but some of Kentucky’s best experiences aren’t even on their map. We’re here to change that. Every tour begins with our Private Bourbon 101 Social — a hands-on introduction to nosing and sipping that gives you the tools to truly enjoy what you’re tasting. Because when you understand bourbon, everything else gets better. And yes — we even save 30 minutes for rare finds at local liquor stores.

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The Trail Less Traveled - An Authentic Kentucky Bourbon Tour

8 to 9 hoursFree Cancellation

5.0

(1)

from $3,192

Per group

Barrels & Bourbon: Private Distillery and Cooperage Tour

Immerse yourself in the spirit of Kentucky on this exclusive full-day private tour through the heart of bourbon country. From the craftsmanship of barrel-making to sampling high-end whiskeys straight from the source, this 8-hour experience is perfect for whiskey lovers and cultural explorers alike. Discover the full story behind Kentucky’s iconic spirits—from stave to still. Starting and ending at your hotel in Louisville, this seamless day includes premium transportation, tastings, guided tours, and a hearty lunch in the scenic bluegrass region. Important Notes: Closed-toe shoes are required for the cooperage tour. PLEASE BE ADVISED ANYONE NOT WEARING CLOSED-TOE SHOES WILL NOT BE ALLOWED ON TOUR. NO EXCEPTIONS No cameras allowed inside the cooperage. Valid ID required for all alcohol tastings.

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Barrels & Bourbon: Private Distillery and Cooperage Tour

8 hours

from $1,253

Price varies by group size

Likely to Sell Out

2-hr Day or Night PRIVATE Haunted Old Louisville Walk (1-15 pp)

The Old Louisville historic preservation district is home to hundreds of impressive Victorian mansions that trace back to wealthy families in the 1800s. This daytime walking tour includes the same stories featured on our popular evening ghost tours, and is perfect for those who love a combination of ghosts and history. A trained guide will help you uncover the eerie past of the neighborhood while sharing entertaining legends and lore. This tour is entirely outdoors and includes stops outside several points of interest including the Conrad-Caldwell House Museum, the Witches' Tree, Central Park, and the Filson Historical Society.

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2-hr Day or Night PRIVATE Haunted Old Louisville Walk (1-15 pp)

1 hour 40 minutes to 2 hours

5.0

(1)

from $150

Price varies by group size

This tour requires 8 passengers to book. This tour is all about you! We customize the itinerary based upon your preferences and availability of the distilleries. Have an awesome time with your friends at truly memorable distilleries and learn about Kentucky’s rich history in bourbon with a full-day bourbon tour. We will pick you up at your hotel or bed and breakfast and take you for a full day of fun and learning. We provide the water, soda, and light snacks during the day so you don’t get tired! You’ll receive a guided tour or tasting at three distilleries, depending on availability. If you have an absolutely must-see distillery, you may want to check now to see if they have availability. Otherwise, leave it to our experts in fun and bourbon to plan it for you.

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Bourbon Wine Tour In Kentucky

9 to 10 hoursFree Cancellation

5.0

(3)

from $295

A Bourbon Tour for the expert by the expert. We visit 3 distilleries plus visit a members only social lounge. If you are a bourbon expert looking for a real bourbon experience where you taste fantastic bourbons and sip award winners. this is the tour for you. We put the big dog bourbons head to head against the underdogs. We will introduce you to good bourbons, maybe a master distiller or a master blender and take an in-depth look into the industry. See bourbon in its natural habitat, distilleries, liquor stores and right from the barrels. The entire day is designed to hunt for bourbon and fill a suitcase to take home. With private transportation and a personal guide, our concierge-style tours go beyond the Kentucky Bourbon Trail This tour is all inclusive for up to 8 persons including: tickets, transportation, lunch, dinner reservations, cigar stop and a few special touches.

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Private Kentucky Bourbon Trail for the Expert by the Expert

8 to 9 hoursFree Cancellation

5.0

(4)

from $3,200

Per group

Sip Kentucky Tours makes creating a once in a like time experience easy. We have done all the hard work by packaging the best Bourbon tour with the 3 most iconic distilleries Kentucky has to offer. We have thought of every detail from luxury transportation to an authentic, hearty lunch between stops to keep you energized. Our guides are all Bourbon lovers and know how to deliver 5 star experiences. By scheduling your tour with Sip Kentucky you will be pampered from pick up to drop off.

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Iconic 3 Distillery Bourbon Experience

8 to 9 hours

5.0

(19)

from $900

Price varies by group size

3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling

This is not your average bourbon tour—it’s a fully immersive, luxury-crafted bourbon experience unlike anything else. Over three unforgettable days, you’ll travel in a private Maybach Executive Sprinter Van, stay at the exclusive Barrel Proof Bed & Breakfast, and enjoy curated dining and fireside bourbon socials. What truly sets this apart? You and your group will hand-select a private barrel of bourbon, then bottle and seal your personal share—complete with custom labels to take home. You’ll visit iconic distilleries with the choice to either enjoy tastings at 3–4 top spots or opt for one exclusive behind-the-scenes private tour. Every moment is tailored for comfort, connection, and craftsmanship. Perfect for bourbon collectors, group getaways, or milestone celebrations, this is a one-of-a-kind journey into the heart of Kentucky bourbon country—where luxury meets tradition.

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3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling

3 daysFree Cancellation

from $2,850

Price varies by group size

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