Indiana

10 days

The Classic Indiana Loop

Route: A circular drive taking in Indiana's iconic landscapes, gateway towns, and signature stays.

Our most-requested itinerary for first-time visitors to Indiana — a balance of headline sights and quiet, off-grid retreats.

7 days

Indiana Hidden Corners

Route: Lesser-known back roads, working ranches, and locally-owned inns across Indiana.

Designed with our regional partners for travellers who have already seen the postcards and want the unfiltered version.

19 days · Chicago to New Orleans

Get Your Vibe On I-65

Route: Chicago → Indianapolis → Louisville → Nashville → Florence/Muscle Shoals → Huntsville → Birmingham → Montgomery → Orange Beach/Gulf Shores → Mobile → New Orleans

End-to-end on Interstate 65 from the Great Lakes to the Gulf — Chicago's skyline, Indy's Motor Speedway, Louisville bourbon, Nashville's Music City, the legendary Muscle Shoals studios, Huntsville's Space & Rocket Center, Birmingham's Civil Rights heritage, Montgomery's history, the white-sand Alabama Gulf Coast, historic Mobile and a New Orleans finale.

• •Chicago — Millennium Park, the Bean, Navy Pier & Magnificent Mile
• •Indianapolis — Motor Speedway, Eiteljorg Museum & the Cultural Trail
• •Louisville — Kentucky Derby Museum, Bourbon Trail, Muhammad Ali's home & Louisville Slugger Museum
• •Nashville — Ryman Auditorium, Country Music Hall of Fame, Grand Ole Opry & Printer's Alley
• •Florence/Muscle Shoals — Muscle Shoals Sound Studio, Alabama Music Hall of Fame, W.C. Handy's birthplace & Frank Lloyd Wright's Rosenbaum House
• •Huntsville — U.S. Space & Rocket Center, Botanical Garden, Burritt on the Mountain & The Orion amphitheater
• •Birmingham — Civil Rights District, Vulcan statue, Barber motorcycle museum & James Beard kitchens
• •Montgomery — Civil Rights Memorial Center, Rosa Parks Museum, Hank Williams Museum & State Capitol
• •Orange Beach & Gulf Shores — Gulf State Park, sugar-white beaches, Fort Morgan & The Wharf
• •Mobile — birthplace of Mardi Gras, USS Alabama Battleship, Bellingrath Gardens & Dauphin Island
• •New Orleans — French Quarter, Creole cuisine, jazz & riverboats on the Mississippi

15 days · Chicago loop

The Great Lakes

Route: Chicago → Milwaukee → Green Bay → Hiawatha National Forest → St. Ignace → Mackinac Island → Traverse City → Detroit → Toronto → Niagara Falls → Cleveland → Chicago

A grand circuit of four Great Lakes — Chicago's skyline, Milwaukee's brewing heritage, Lambeau Field, Michigan's Upper Peninsula, the timeless resort island of Mackinac, the Motor City, Toronto, the mighty Niagara Falls and Cleveland's rock 'n' roll waterfront, before returning to Chicago via Indiana Dunes.

• •Chicago — Willis Tower, 360 CHICAGO, Cloud Gate, the Lakefront & Navy Pier
• •Milwaukee — Harley-Davidson Museum, Milwaukee Art Museum & brewery tours
• •Green Bay — Lambeau Field, National Railroad Museum & Bay Beach Wildlife Sanctuary
• •Hiawatha National Forest & St. Ignace — Gateway to the Upper Peninsula on Lake Huron
• •Mackinac Island — Fort Mackinac, the Grand Hotel & 70 miles of car-free trails
• •Traverse City & Petoskey — Mackinac Bridge crossing & cherry country
• •Detroit — The Henry Ford, Ford Piquette Plant, Motown studio & the Riverwalk
• •Toronto — CN Tower, Royal Ontario Museum, Distillery District & Toronto Islands
• •Niagara Falls — Skylon Tower, Journey Behind the Falls & nightly illumination
• •Presque Isle State Park & Cleveland — Lake Erie shoreline, Rock & Roll Hall of Fame & Great Lakes Science Center
• •Indiana Dunes National Lakeshore en route back to Chicago

15 days · Nashville loop

Bourbon, Bluegrass & Horse Country

Route: Nashville → Tullahoma → Pigeon Forge → Lexington → Versailles → Cincinnati → Indianapolis → Louisville → Owensboro → Nashville

A DriveAmerica-curated fly-drive through the heart of bourbon and bluegrass country — Nashville's honky-tonks and Ryman Auditorium, Tennessee whiskey at Jack Daniel's and George Dickel, Dollywood and the Smokies in Pigeon Forge, thoroughbred farms and Keeneland racecourse in Lexington, the Kentucky Bourbon Trail (Wild Turkey, Buffalo Trace, Woodford Reserve, Jim Beam and Maker's Mark), Cincinnati's riverfront, Indianapolis's craft distillery scene, Churchill Downs and the Kentucky Derby Museum in Louisville and the Bluegrass Music Hall of Fame in Owensboro. Offered by our DriveAmerica partner ATI.

• •Day 1 — Nashville: Ryman Auditorium, bluegrass venues & Nelson's Green Brier Distillery
• •Day 2 — Nashville to Tullahoma: Jack Daniel's in Lynchburg, Miss Mary Bobo's, Short Springs waterfalls & George Dickel at Cascade Hollow
• •Day 3 — Tullahoma to Pigeon Forge: WDVX Blue Plate Special in Knoxville & Dollywood in the foothills of the Smokies
• •Day 4 — Pigeon Forge to Lexington: Daniel Boone National Forest & the Kentucky Music Hall of Fame in Mount Vernon
• •Days 5–7 — Lexington: Darley at Jonabell, Keeneland racecourse, Blue Door Smokehouse BBQ & Claiborne Farm
• •Day 8 — Lexington to Versailles: WinStar Farm, Lane's End, Wild Turkey, Buffalo Trace, Woodford Reserve & Ashford Stud
• •Day 9 — Versailles to Cincinnati: the Purple People Bridge, Newport riverfront & New Riff Distilling
• •Day 10 — Cincinnati to Indianapolis: 12.05 Distillery, West Fork Whiskey, Hotel Tango & dinner at Bluebeard
• •Day 11 — Indianapolis to Louisville: Churchill Downs, the Kentucky Derby Museum, Stitzel-Weller (Bulleit) & Doc Crow's on Whiskey Row
• •Day 12 — Louisville to Owensboro: Jim Beam American Stillhouse, Oscar Getz Museum of Whiskey History & Maker's Mark in Loretto
• •Day 13 — Owensboro: Bluegrass Music Hall of Fame & Museum and O.Z. Tyler Distillery
• •Day 14 — Owensboro back to Nashville via Rosine and the Bill Monroe Museum, home of the 'father of bluegrass'
• •Day 15 — Nashville: return car at BNA for departure