7 days in Kentucky Itinerary

7 days in Kentucky Itinerary

Created using Inspirock Kentucky tour itinerary planner

Make it your trip
Mammoth Cave National Park
— 1 day
— 3 nights
— 3 nights


Mammoth Cave National Park

— 1 day
Mammoth Caves National Park is the longest cave system in the world so far discovered.
Kick off your visit on the 18th (Tue): hike along Cedar Sink Trail, then explore the fascinating underground world of Mammoth Cave, and then trek along Fat Man's Misery.

To see maps, photos, traveler tips, and other tourist information, use the Mammoth Cave National Park vacation planner.

New York City to Mammoth Cave National Park is an approximately 3.5-hour flight. You can also drive; or do a combination of bus and taxi. Due to the time zone difference, you'll gain 1 hour traveling from New York City to Mammoth Cave National Park. When traveling from New York City in May, plan for somewhat warmer days and about the same nights in Mammoth Cave National Park: temperatures range from 76°F by day to 56°F at night. Cap off your sightseeing on the 18th (Tue) early enough to go by car to Louisville.

Things to do in Mammoth Cave National Park

Parks · Trails · Outdoors · Nature


— 3 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Louisville is known for nature, museums, and breweries & distilleries. Your plan includes some of its best attractions: try to win big at Churchill Downs, Head underground at Louisville Mega Cavern, sample the fine beverages at Copper & Kings American Brandy Distillery, and examine the collection at Louisville Slugger Museum & Factory.

For reviews, more things to do, ratings, and other tourist information, go to the Louisville road trip planning website.

You can drive from Mammoth Cave National Park to Louisville in 2 hours. Another option is to do a combination of taxi and bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In May in Louisville, expect temperatures between 77°F during the day and 58°F at night. Finish up your sightseeing early on the 21st (Fri) so you can go by car to Lexington.

Things to do in Louisville

Breweries & Distilleries · Museums · Tours · Parks


— 3 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.
Venture out of the city with trips to Claiborne Farm (in Paris), Ark Encounter (in Williamstown) and Sun Valley Farm (in Versailles). There's still lots to do: bet on a winner at Keeneland, surround yourself with nature on Unique Horse Farm Tours, relax in the rural setting at Old Friends at Dream Chase Farm, and brush up on your knowledge of spirits at Bluegrass Distillers.

To find other places to visit, reviews, and other tourist information, use the Lexington trip planner.

Traveling by car from Louisville to Lexington takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 76°F in May, and nighttime lows around 55°F. Finish up your sightseeing early on the 24th (Mon) so you can catch the flight back home.

Things to do in Lexington

Casinos · Museums · Fun & Games · Wildlife

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.