Frankfort may be Kentucky’s capital, but it’s got all the charm of a small town with a big personality. Think historic streets, scenic river views, and, of course, great bourbon!
Whether you’re cruising down the Kentucky River, pedaling your way through downtown, or indulging in decadent bourbon balls, Frankfort has something for every kind of traveler. So, grab your sense of adventure and check out these nine experiences that will have you head over heels for Frankfort!
Stroll Through an Outdoor Art Wonderland
If you love art with a side of fresh air, Josephine Sculpture Park is your kind of place. This 40-acre outdoor gallery blends contemporary sculptures with rolling fields and wooded trails, making every turn a new discovery.
Step inside the Sky Chamber, an immersive installation that shifts your perspective of the sky. Add your own creative touch to the graffiti wall, or join hands-on workshops like sculpting and nature journaling. If you’re visiting in the fall, don’t miss the Fall Arts Festival, where live music, art demonstrations, and local bites take center stage.
Cruise the Kentucky River on a Classic Riverboat
Hop aboard the “Bourbon Belle,” a vintage-style riverboat that drifts along the Kentucky River, offering unbeatable views of limestone cliffs, rolling hills, and historic distilleries. It’s more than just a scenic ride—guides share stories about the river’s role in Kentucky’s bourbon legacy, giving you a glimpse into the past.
Want to level up your experience? Book a themed cruise, like a bourbon-tasting voyage or a history tour. If you time it right, a sunset cruise will give you the best golden-hour views of downtown Frankfort.
Sip Rare Bourbons at a One-of-a-Kind Library
If you consider yourself a bourbon enthusiast—or even if you don’t—House of Commons is a must-visit. This refined yet welcoming bourbon library boasts walls lined with rare bottles, and the knowledgeable staff is happy to guide you through the stories and flavors behind each one.
Slide into a leather chair and sample hard-to-find Kentucky bourbons, including limited-edition pours you won’t see anywhere else. Don’t leave without trying the Frankfort Cocktail, a smooth, well-balanced mix of local bourbon, sweet vermouth, bitters, maple syrup and an orange peel.
Taste Kentucky’s Iconic Bourbon Balls
For a sweet taste of Kentucky history, visit the Rebecca Ruth Candy Factory, home of the original bourbon ball. This family-run confectionery has been perfecting its craft for over a century, and its bourbon-infused chocolates are legendary.
Take a guided tour to see antique candy-making equipment, hear the story of the pioneering founders, and watch the chocolatiers at work. Before you go, stop by the on-site museum to check out vintage candy molds, old-school advertisements, and other cool memorabilia.
Pedal Your Way Through Downtown Frankfort
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For a sightseeing adventure with a twist, climb aboard the Bourbon Blazer, a pedal-powered bar on wheels. Gather a group and cycle through downtown Frankfort, stopping at local watering holes like Cooperage and Howser Tavern for bourbon tastings.
Not into bourbon? No problem. Opt for a coffee crawl to discover Frankfort’s best cafes and bakeries. If you’re traveling with a group of six or more, book a private ride to customize your stops.
Ride a Nostalgic Streetcar Through the City
If you love old-school charm, take a spin on the Frankfort Trolley. This vintage-style streetcar offers free narrated tours through the city’s most iconic landmarks, including the Old State Capitol, Capital City Museum, and Kentucky History Center.
The trolley runs on a 45-minute loop, so you can hop on and off at your leisure to explore deeper. Along the way, you’ll hear fascinating tidbits about Frankfort’s history—perfect for those who want a dose of culture without all the walking.
Fill Your Own Bottle at Whiskey Thief Distilling Co.
Bourbon lovers, this one’s for you. Located at Three Boys Farm, Whiskey Thief Distilling Co. takes the “grain-to-glass” experience to the next level.
Tour the farm, sample small-batch whiskeys straight from the barrel, and fill your own bottle to take home. If you visit on a Friday or Saturday, you can enjoy bourbon slushies and local food trucks for an extra treat.
Pay Tribute to a Legendary Frontiersman
Nestled in the historic Frankfort Cemetery, the Daniel Boone Monument pays homage to the legendary frontiersman and his wife, Rebecca. The monument stands atop a hill with breathtaking views of the Kentucky River and the Capitol—a picture-perfect spot for history lovers and photographers alike.
While you’re here, stroll the grounds of the Frankfort Cemetery. You’ll find elaborate memorials, Civil War-era tombstones, and the resting places of Kentucky governors and other historical figures.
Step Inside the Kentucky State Capitol
No first-time visit to Frankfort is complete without touring the Kentucky State Capitol. This Beaux-Arts beauty is as grand inside as it is outside, with ornate rotunda murals, marble staircases, and statues of notable Kentuckians.
Join a guided tour to dive into Kentucky’s political history, or wander at your own pace. Don’t miss the famous floral clock, a massive 34-foot-wide timepiece surrounded by seasonal blooms.
After exploring the Capitol, take a short walk to the Governor’s Mansion, another architectural gem worth seeing (be sure to snap some pictures).
