14 days in Kentucky Itinerary

14 days in Kentucky Itinerary

Created using Inspirock Kentucky planner
Make it your trip
Fly
1
Louisville
— 3 nights
Drive
2
Lexington
— 4 nights
Drive
3
Lebanon
— 2 nights
Drive
4
Bowling Green
— 3 nights
Fly

S M T W T F S
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Louisville — 3 nights

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 trip includes some of its best attractions: explore the fascinating underground world of Louisville Mega Cavern, examine the collection at Louisville Slugger Museum & Factory, don't miss a visit to Fourth Street Live!, and indulge your taste buds at Food & Drink.

For reviews, ratings, maps, and other tourist information, you can read our Louisville journey planning tool.

Nairobi, Kenya to Louisville is an approximately 28-hour flight. You can also fly. The time zone difference moving from East Africa Time (EAT) to Eastern Standard Time (EST) is minus 8 hours. Traveling from Nairobi in December, things will get much colder in Louisville: highs are around 10°C and lows about 0°C. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Lexington.
Museums · Breweries & Distilleries · Tours · Nature

Lexington — 4 nights

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Get out of town with these interesting Lexington side-trips: Frankfort (Buffalo Trace Distillery & Castle & Key Distillery), Ark Encounter (in Williamstown) and Versailles (Woodford Reserve Distillery & Sun Valley Farm). Next up on the itinerary: sample the tasty concoctions at West Sixth Brewing, brush up on your knowledge of spirits at Bluegrass Distillers, and admire the majestic nature at Kentucky Horse Park.

To see reviews, maps, other places to visit, and other tourist information, go to the Lexington trip planner.

Getting from Louisville to Lexington by car takes about 1.5 hours. Other options: take a bus. In December, plan for daily highs up to 10°C, and evening lows to 0°C. Finish up your sightseeing early on the 17th (Fri) so you can go by car to Lebanon.
Breweries & Distilleries · Museums · Nature · Parks
Side Trips

Lebanon — 2 nights

Lebanon is a home rule-class city in Marion County, Kentucky, in the United States. Kick off your visit on the 18th (Sat): steep yourself in history at Abraham Lincoln Birthplace National Historical Park and then see the interesting displays at The Great American Dollhouse Museum. Get ready for a full day of sightseeing on the next day: sample the fine beverages at Maker's Mark and then brush up on your knowledge of spirits at Limestone Branch Distillery.

To see more things to do, other places to visit, ratings, and tourist information, read our Lebanon online trip planner.

Traveling by car from Lexington to Lebanon takes 1.5 hours. In December, plan for daily highs up to 9°C, and evening lows to 0°C. Wrap up your sightseeing on the 19th (Sun) early enough to travel to Bowling Green.
Breweries & Distilleries · Museums · Historic Sites
Side Trips

Bowling Green — 3 nights

Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Explore the numerous day-trip ideas around Bowling Green: Mammoth Cave National Park (Cedar Sink Trail, Mammoth Cave, &more). There's more to do: see the interesting displays at National Corvette Museum and take in the dramatic natural features at Lost River Cave.

To find other places to visit, more things to do, ratings, and tourist information, refer to the Bowling Green travel itinerary planner.

Traveling by car from Lebanon to Bowling Green takes 2 hours. Traveling from Lebanon to Bowling Green, you'll gain 1 hour due to the time zone difference. In December, daytime highs in Bowling Green are 12°C, while nighttime lows are 0°C. Wrap up your sightseeing by early afternoon on the 22nd (Wed) to allow time for the flight back home.
Parks · Nature · Trails · Outdoors
Side Trip

Kentucky travel guide

4.6
Caves · Distilleries · Specialty Museums
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.