29 days in Virginia, Tennessee & Kentucky Itinerary

29 days in Virginia, Tennessee & Kentucky Itinerary

Created using Inspirock United States route planner

Make it your trip
Fly
1
Virginia Beach
— 4 nights
Drive
2
Williamsburg
— 4 nights
Fly
3
Pigeon Forge
— 6 nights
Drive
4
Ocoee
— 1 night
+2
Taxi to Dalton, Shuttle to Atlanta, Fly to Memphis
5
Memphis
— 3 nights
Drive
6
Nashville
— 4 nights
Drive
7
Louisville
— 2 nights
Drive
8
Mammoth Cave National Park
— 3 nights
Drive to Louisville Muhammad Ali International Airport, Fly to Jeddah

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Virginia Beach

— 4 nights

The Resort City

Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Kids will appreciate attractions like Virginia Beach Boardwalk and Virginia Beach. The adventure continues: get up close and personal with brilliant marine life at Virginia Aquarium & Marine Science Center, let the kids burn off some steam at Grommet Island Park, learn about all things military at Military Aviation Museum, and explore the world behind art at Chrysler Museum of Art.

To find traveler tips, reviews, where to stay, and other tourist information, read Virginia Beach tour planning tool.

Jeddah, Saudi Arabia to Virginia Beach is an approximately 21.5-hour flight. The time zone difference when traveling from Jeddah to Virginia Beach is minus 8 hours. Traveling from Jeddah in June, things will get slightly colder in Virginia Beach: highs are around 34°C and lows about 24°C. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to Williamsburg.

Things to do in Virginia Beach

Parks · Museums · Outdoors · Beaches

Side Trips

Williamsburg

— 4 nights

Colonial Capital

Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Attractions like Busch Gardens Williamsburg and Water Country USA make great kid-friendly stops. The adventure continues: contemplate the long history of Colonial Williamsburg, take an in-depth tour of Historic Jamestowne, step aboard Jamestown Settlement, and look for gifts at Quirks of Art.

To see maps and more tourist information, read Williamsburg trip website.

Traveling by car from Virginia Beach to Williamsburg takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In June, daily temperatures in Williamsburg can reach 36°C, while at night they dip to 23°C. Cap off your sightseeing on the 26th (Sat) early enough to catch the flight to Pigeon Forge.

Things to do in Williamsburg

Theme Parks · Historic Sites · Museums · Shopping

Pigeon Forge

— 6 nights

Center of Fun in the Smokies

A tiny town with big tourist appeal, Pigeon Forge bills itself as the "Center of Fun in the Smokies." Just a short drive from the national park protecting the diverse plant and animal life of the Great Smoky Mountains, the town features numerous places to visit, such as bars, restaurants, cafes, theaters, and shops.
Kids will enjoy River Rafting & Tubing and Ripley's Aquarium of the Smokies. Explore the numerous day-trip ideas around Pigeon Forge: Zipline (in Hartford) and Clingmans Dome (in Great Smoky Mountains National Park). Next up on the itinerary: make a splash at Dollywood, walk around Chimneys Picnic Area, take in the awesome beauty at Mount LeConte, and see the interesting displays at Titanic Museum Attraction.

To see other places to visit, photos, traveler tips, and tourist information, read Pigeon Forge trip itinerary maker.

Getting from Williamsburg to Pigeon Forge by flight takes about 5.5 hours. Other options: drive; or do a combination of bus and car. In June, daily temperatures in Pigeon Forge can reach 35°C, while at night they dip to 22°C. Finish your sightseeing early on the 2nd (Fri) to allow enough time to drive to Ocoee.

Things to do in Pigeon Forge

Parks · Theme Parks · Outdoors · Adventure

Side Trips

Ocoee

— 1 night
On the 3rd (Sat), contemplate the waterfront views at Ocoee River and then relax and float downstream with a rafting and tubing tour.

For traveler tips, other places to visit, ratings, and other tourist information, you can read our Ocoee trip itinerary maker.

You can drive from Pigeon Forge to Ocoee in 2.5 hours. In July, plan for daily highs up to 37°C, and evening lows to 23°C. Finish your sightseeing early on the 3rd (Sat) so you can travel to Memphis.

Things to do in Ocoee

Adventure · Tours · Parks · Nature

Side Trip

Memphis

— 3 nights

Birthplace of Rock 'n' Roll

The largest city on the Mississippi River, Memphis bills itself as both the "Birthplace of Rock" and "Home of the Blues." With such a rich musical heritage, it shouldn't come as a surprise that Elvis Presley chose to live in Memphis during his later years.
You'll visit kid-friendly attractions like Graceland and Sun Studio. There's lots more to do: pause for some photo ops at National Civil Rights Museum - Lorraine Motel, admire the masterpieces at Belz Museum of Asian & Judaic Art, get to know the resident critters at Memphis Zoo, and stop by Lansky.

For photos, where to stay, ratings, and tourist information, use the Memphis trip maker tool.

Traveling by combination of taxi, shuttle, and flight from Ocoee to Memphis takes 5.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. You'll gain 1 hour traveling from Ocoee to Memphis due to the time zone difference. Plan for a bit warmer nights when traveling from Ocoee in July since evenings lows in Memphis dip to 27°C. Wrap up your sightseeing on the 6th (Tue) to allow time to drive to Nashville.

Things to do in Memphis

Museums · Historic Sites · Parks · Zoos & Aquariums

Nashville

— 4 nights

Music City U.S.A.

Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
Bring the kids along to Country Music Hall of Fame and Museum and Lotz House Museum. Go for a jaunt from Nashville to Mount Juliet to see Charlie Daniels Park about 34 minutes away. The adventure continues: catch a live performance at Grand Ole Opry, take in the architecture and atmosphere at Downtown Presbyterian Church, take a stroll through Downtown Nashville, and take in nature's colorful creations at Gaylord Opryland Resort Gardens.

To find traveler tips, other places to visit, and other tourist information, you can read our Nashville attractions planner.

Getting from Memphis to Nashville by car takes about 3.5 hours. Other options: fly; or take a bus. In July in Nashville, expect temperatures between 38°C during the day and 24°C at night. Finish your sightseeing early on the 10th (Sat) to allow enough time to drive to Louisville.

Things to do in Nashville

Parks · Museums · Historic Sites · Neighborhoods

Side Trips

Louisville

— 2 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 11th (Sun): see the interesting displays at Louisville Slugger Museum & Factory, contemplate the long history of Conrad-Caldwell House Museum (Conrad's Castle), then Head underground at Louisville Mega Cavern, and finally explore the world behind art at 21c Museum Hotel. Keep things going the next day: examine the collection at Kentucky Derby Museum, examine the collection at Swope's Cars of Yesteryear Museum, and then pause for some photo ops at Veterans Memorial.

To find other places to visit, more things to do, ratings, and more tourist information, read our Louisville online day trip planner.

You can drive from Nashville to Louisville in 3 hours. Other options are to take a bus; or fly. You'll lose 1 hour traveling from Nashville to Louisville due to the time zone difference. Expect a daytime high around 36°C in July, and nighttime lows around 24°C. Finish your sightseeing early on the 12th (Mon) so you can drive to Mammoth Cave National Park.

Things to do in Louisville

Museums · Parks · Nature · Historic Sites

Side Trip

Mammoth Cave National Park

— 3 nights
Mammoth Caves National Park is the longest cave system in the world so far discovered.
You'll visit kid-friendly attractions like Mammoth Cave and Fat Man's Misery. There's much more to do: contemplate the waterfront views at Green River, get a dose of the wild on a nature and wildlife tour, stroll through Cedar Sink Trail, and trek along Tall Man's Misery.

Ask Inspirock to suggest an itinerary and make planning a trip to Mammoth Cave National Park fast, fun, and easy.

Traveling by car from Louisville to Mammoth Cave National Park takes 2 hours. Alternatively, you can do a combination of bus and taxi. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In July in Mammoth Cave National Park, expect temperatures between 35°C during the day and 22°C at night. Finish up your sightseeing early on the 15th (Thu) so you can travel back home.

Things to do in Mammoth Cave National Park

Parks · Nature · Outdoors · Trails

Side Trips

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.

Tennessee travel guide

4.4
Specialty Museums · Distilleries · Theaters
The Volunteer State
Divided by law, geography, and custom into three major regions, represented by the three stars on state's flag, Tennessee boasts a distinctive musical heritage that includes elements of bluegrass, country-western, and blues. With a countryside as diverse as its people, Tennessee includes landscapes ranging from a mountainous region in the east to the lowlands of the west, with gently rolling hills in the middle. For a well-rounded vacation, you can hike remote mountain trails in the morning and explore the crowded bars of Nashville in the evening. Visit the urban attractions, such as Elvis Presley's former residence in Memphis, but don't miss a chance to spend some time in the Great Smoky Mountains National Park, situated in the eastern part of the state.

Kentucky travel guide

4.5
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.