Walking Adventure Tours & Trips in Eastern USA
Explore a wide diversity of walking adventure tours through Eastern USA. We have 19 adventures that vary from 4 days to 15 days. With the greatest number of departures in September, this is also the most popular time of the year.
10 best walking adventure Eastern USA tours
Compiled by

MelissaEastern USA travel expert at TourRadar
- Atlanta & American South - 14 days
- Southern Charms (from Charleston to Savannah)
- Mackinac Island (Chicago, IL to Detroit, MI) (2027)
- Untold Tales of Historic Trails with Extended Stay in New York City
- Untold Tales of Historic Trails
- Big Apple to Capital Adventure - 6 days
- Niagara Falls & Historic East Coast Explorer - 4 days
- Deep South Atlanta to New Orleans - 9 days
- Classic New England (11 destinations)
- Southern Charm Holiday (Charleston, SC to Jekyll Island, GA) (2027)
Duration 14 days Destinations Atlanta, Charleston, Savannah, Montgomery, Selma, New Orleans, Baton Rouge, Natchez, Memphis, NashvilleSee all destinations Age Range All Ages Welcome Operator On The Go Tours From
- US$3,280
Charleston's cobblestone streets run from the French Quarter to the Battery, and you'll walk Boone Hall's grounds by Wampacheone Creek from 1681. Savannah's 22 moss-covered squares get covered on a trolley with local guides, then there's walking trails past 19th-century cottages and bike paths at Jekyll Island Club resort.
Duration 7 days Destinations Charleston, Beaufort, Jekyll Island, Savannah Age Range All Ages Welcome Operator Globus From $4,399
6% Off- US$4,149You save $250
Duration 9 days Destinations Chicago, Mackinac Island, Grand Rapids, Detroit, Dearborn Age Range All Ages Welcome Operator Collette From
6% Off- US$4,199
See Eastern USA's Revolutionary and Civil War heritage on foot through 10 cities including stops at the Air Mobility Command Museum in Dover, Delaware, and walking tours of Richmond's Historic District. You'll stroll through the Fredericksburg Battlefield Visitor's Center, walk the mountaintop estate of Monticello with its experimental botanical gardens, and trek the grounds of Valley Forge where Washington's army endured winter. Guided walks take you across Gettysburg Battlefield where Pickett's Charge unfolded, then you can wander Kitchen Kettle Village's Pennsylvania Dutch market and check out Manhattan's streets during your two-night extended stay.
Duration 12 days Destinations Philadelphia, Mount Vernon, Fredericksburg, Richmond, Williamsburg, Charlottesville, Shenandoah National Park, Gettysburg, Lancaster, New York City Age Range All Ages Welcome Operator Cosmos From $3,339
4% Off- US$3,189You save $150
Walk through Independence National Historical Park and the cobblestone streets of Annapolis, a colonial seaport on the Chesapeake Bay. A local guide takes you across Gettysburg Battlefield, then you'll stroll the National Mall in Washington DC past the Washington Monument and Lincoln Memorial.
Duration 10 days Destinations Philadelphia, Mount Vernon, Fredericksburg, Richmond, Williamsburg, Charlottesville, Shenandoah National Park, Gettysburg, Lancaster Age Range All Ages Welcome Operator Cosmos From $2,839
5% Off- US$2,689You save $150
Walk New York's busy streets from Times Square through the Village and Little Italy to Battery Park, then see the Lincoln Memorial, Korean War Memorial, and Vietnam Veterans Memorial along the National Mall in Washington D.C. Later, walk through Lancaster's peaceful Amish countryside to see traditional farms and buggies.
Duration 6 days Destinations New York City, Philadelphia, Washington DC, Lancaster Age Range All Ages Welcome Operator On The Go Tours From
5% Off- US$1,780
Duration 4 days Destinations New York City, Niagara Falls (USA), Philadelphia, Lancaster, Washington DC Age Range All Ages Welcome Operator On The Go Tours From
5% Off- US$1,190
Duration 9 days Destinations Atlanta, Charleston, Savannah, Montgomery, Selma, New Orleans Age Range All Ages Welcome Operator On The Go Tours From
5% Off- US$2,460
Classic New England (11 destinations)
117 Reviews by TourRadar travelers“The tour was excellent. He really went out of his way to try to please the various factions.”
daniel, traveled in October
No departure dates availableDuration 9 days Destinations Boston, Portland, Bar Harbor, Acadia National Park, White Mountains National Forest, Montpelier, Middlebury, Woodstock, Brattleboro, Provincetown Age Range All Ages Welcome Operator Cosmos Southern Charm Holiday (Charleston, SC to Jekyll Island, GA) (2027)
4 Reviews by TourRadar travelersLearn about Gullah Geechee heritage at Pin Point Heritage Museum and see the Jekyll Island Historic Landmark District on a guided tram tour. Walk through Savannah's historic squares and hidden alleys, then visit Fort Sumter where the Civil War's first shots were fired. Stay at the exclusive Jekyll Island Club, once frequented by the Rockefellers and Vanderbilts, and enjoy a cooking demonstration dinner on River Street.
Duration 7 days Destinations Charleston, Savannah, St Simons Island, Jekyll Island, Jacksonville Age Range All Ages Welcome Operator Collette From
5% Off- US$3,699
What people love about Walking Adventure Tours in Eastern USA
- Classic New England (11 destinations)
Marissa, our guide, was excellent, and along with our driver, Hector, made an excellent team. They ensured we were relaxed and enjoyed our holiday, and if anyone had any problems (e.g., losing something), Marissa was quick to reassure and resolve. I felt unrushed and frequently some stops were not set too rigidly so a highlight could be enjoyed, whilst others needed to be on a set schedule. All our group of 37 were punctual and worked in well together as we got to know one another. Marissa's great people skills and sense of humour fostered this. Her knowledge of history and imparting of it was excellent and not overdone, and instructions were well timed. The hotels overall were good and pretty consistent; always on tour one will stand out and perhaps another not so fantastic. I don't mind Cosmos not being in the centre of towns, as the areas around can be interesting. Cosmos tours are good value, and thank you again for an excellent guide and driver.
- American Gateway – 4 Days
2 Very good guides.i like them





















