Where to Go in Kentucky

Mountain Ski
Red River Gorge (Slade area)
Red River Gorge is a cathedral of stone carved by time, where towering sandstone cliffs embrace a winding river and over 100 natural arches frame Kentucky's wildest landscape. The Slade area serves as
28 itineraries

National Park
Cumberland Gap NHP
Cumberland Gap National Historical Park stands as a living gateway through the Appalachian Mountains, where pioneers once streamed westward through a dramatic natural pass that shaped American expansi
16 itineraries

Wine Culinary
Bluegrass Region (Lexington area)
The Bluegrass Region around Lexington is America's most storied horse country, where manicured pastures and white-fenced farms stretch beneath wide Kentucky skies. This is hallowed ground for equestri
10 itineraries

National Park
Daniel Boone NF (Stearns, London)
Daniel Boone National Forest stretches across 708,000 acres of rugged Kentucky wilderness, a place where waterfalls thunder through sandstone gorges and ancient ridgelines whisper tales of frontier ex
17 itineraries

National Park
Mammoth Cave area
Descend into one of Earth's greatest underground wonders, where the Mammoth Cave reveals millions of years of geological drama carved into limestone passages and adorned with delicate formations like
20 itineraries

Lake Cabin
Land Between the Lakes (KY side)
Nestled between Kentucky Lake and Lake Barkley, Land Between the Lakes is a sprawling 170,000-acre National Recreation Area where nature takes center stage and the pace slows to match the rhythm of th
26 itineraries

Character City
Owensboro area
Owensboro, Kentucky's hidden gem on the Ohio River, pulses with authentic bluegrass soul and small-city charm that feels genuinely welcoming. Home to the legendary Bluegrass Music Hall of Fame, this f
6 itineraries

Character City
Paducah area
Paducah is a charming river town where Southern hospitality meets creative spirit, anchored by the confluence of the Tennessee and Ohio Rivers. This understated gem has reinvented itself as a cultural
20 itineraries

Metro
Louisville, Kentucky
Louisville pulses with the spirit of the American South—a city where bourbon barrel craftsmanship meets riverfront romance and a deep musical heritage runs through every corner. Known worldwide for th
29 itineraries
Kentucky Itineraries

5 Days · Couples
Louisville, Kentucky, Kentucky
Bourbon, Bridges & Victorian Lace: 5 Days in Louisville
13 stops

5 Days · Young Families
Louisville, Kentucky, Kentucky
Bourbon, Bats & Big Lawns: 5 Fall Days in Louisville with Kids
11 stops

5 Days · Couples
Louisville, Kentucky, Kentucky
Bourbon, Bricks & Riverlight: Five Days in Louisville
15 stops

5 Days · Young Families
Louisville, Kentucky, Kentucky
Bourbon Barrels & Riverside Giggles: 5 Family Days in Louisville
11 stops

4 Days · Couples
Louisville, Kentucky, Kentucky
Bourbon, Bridges & Victorian Light: 4 Days in Louisville
11 stops

4 Days · Young Families
Louisville, Kentucky, Kentucky
Barrel, Bat & Riverbend: 4 Days in Louisville with Little Ones
9 stops

4 Days · Couples
Louisville, Kentucky, Kentucky
Bourbon, Bricks & River Light: 4 Days in Louisville
12 stops

4 Days · Teen Families
Land Between the Lakes (KY side), Kentucky
Prairie Light & Starlit Water: 4 Days in Land Between the Lakes
7 stops

4 Days · Solo
Land Between the Lakes (KY side), Kentucky
Elk, Stars, and Still Water: 4 Days Alone in Land Between the Lakes
7 stops

4 Days · Teen Families
Land Between the Lakes (KY side), Kentucky
Elk, Stars, and Still Water: 4 Days in Land Between the Lakes
7 stops

4 Days · Solo
Land Between the Lakes (KY side), Kentucky
Prairie Light & Quiet Water: 4 Days Alone in Land Between the Lakes
9 stops

2 Days · Teen Families
Paducah area, Kentucky
Murals, Quilts & River Light: 2 Days in Paducah
5 stops