7 days in Kentucky Itinerary

7 days in Kentucky Itinerary

Created using Inspirock Kentucky trip planner

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Cave City
— 1 night
— 2 nights
— 3 nights


Cave City

— 1 night
Originally intended as a resort city to serve the Mammoth Cave attraction, Cave City has taken on a life of its own.
Kick off your visit on the 14th (Sat): see the interesting displays at Dinosaur World, Head underground at Onyx Cave, then hike along Cedar Sink Trail, and finally Head underground at Mammoth Cave.

For other places to visit, reviews, ratings, and tourist information, you can read our Cave City road trip planner.

The Route module shows you all the different ways you can get to Cave City. In May, daytime highs in Cave City are 76°F, while nighttime lows are 56°F. Finish up your sightseeing early on the 15th (Sun) so you can go by car to Lexington.

Things to do in Cave City

Parks · Nature · Outdoors · Trails

Side Trip


— 2 nights

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
On the 15th (Sun), identify plant and animal life at Unique Horse Farm Tours, then see the interesting displays at American Saddlebred Museum, and then trek along Legacy Trail. Get ready for a full day of sightseeing on the next day: kick your exploration up a notch at Boone Creek Outdoors, then explore the different monuments and memorials at Lexington Cemetery, then do a tasting at Equus Run Vineyard & Winery, and finally explore and take pictures at Coolmore America - Ashford Stud.

For reviews, where to stay, other places to visit, and other tourist information, read our Lexington trip itinerary planning app.

Getting from Cave City to Lexington by car takes about 2.5 hours. Other options: do a combination of car and bus; or do a combination of taxi and bus. Due to the time zone difference, you'll lose 1 hour traveling from Cave City to Lexington. Expect a daytime high around 76°F in May, and nighttime lows around 55°F. Finish your sightseeing early on the 17th (Tue) so you can drive to Louisville.

Things to do in Lexington

Outdoors · Tours · Wildlife · Parks

Side Trips


— 3 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
You'll explore the less-touristy side of things at Conrad-Caldwell House Museum (Conrad's Castle) and The Speed Art Museum. Your inner history buff will appreciate Historic Locust Grove and Louisville Water Tower Park (Call for Appointment). Next up on the itinerary: sample the fine beverages at Kentucky Artisan Distillery, steep yourself in history at Farmington Historic Home, make a trip to Zachary Taylor National Cemetery, and examine the collection at Kentucky Derby Museum.

For traveler tips, other places to visit, ratings, and more tourist information, read our Louisville day trip site.

You can drive from Lexington to Louisville in 1.5 hours. Alternatively, you can drive; or take a bus. In May, daily temperatures in Louisville can reach 77°F, while at night they dip to 58°F. Finish your sightseeing early on the 20th (Fri) so you can drive back home.

Things to do in Louisville

Historic Sites · Museums · Parks · Casinos

Side Trips

Kentucky travel guide

Caves · Specialty Museums · Distilleries
The Bluegrass State
A diverse region of sprawling farmland and rich cultural heritage, Kentucky is the birthplace of American horse racing and home to the world-famous Kentucky Derby. While the cities of Lexington and Louisville experience the majority of the state's tourism, Kentucky is also a favorite among outdoor enthusiasts with its array of natural attractions, including the Cumberland Gap and the world's longest cave system at Mammoth Cave National Park. Take a tour through original Civil War battlefields to delve into the nation's history, or head to one of the many bourbon distilleries to learn more about Kentucky's most famous export.