10 Small-Group Walking Tours in the USA We Would Walk Twice

1.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★5.0 · 6,450 reviews · 2 hours 30 minutes (approx.) · from $35Our pick

This 2.5-hour small-group walk follows all 16 official Freedom Trail landmarks, from Boston Common to Copp’s Hill Terrace. Guides such as Jon, Maura, Mark, and Alejandro bring the years 1760 to 1775 to life with clear stories, quotes, and plenty of time for questions. You will walk through downtown and the North End, but museum admission is not included.

“Excellent tour, our guide made it very interactive and fun. She was very informative and answered all our questions in detail.”

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2.New Orleans Food Walking Tour of the French Quarter with Small-Group Option

★★★★★★★★★★5.0 · 6,118 reviews · 3 hours (approx.) · from $75

Spend three hours walking New Orleans’ French Quarter with a guide such as Jack, Susan, Nate, or Lauren. Stop for generous tastings that may include seafood gumbo, oysters, Creole brisket, po-boys, jambalaya, pralines, and beignets. The standard tour holds up to 18 people, or you can choose a small group capped at 13.

“Thoroughly enjoyed this food tour!!! Our guide, Jack, was wonderful!!! Shared much history information in an enjoyable manner!! The foods we sampled were all delicious…sufficient portions of everything…we had 13 people in our group and everyone seemed to enjoy the tour…I’ve been on numerous food tours in the past and this one ranks among my favorites!!! Highly recommend and hopefully you’ll have Jack as your guide!!”

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3.The Full Revolutionary Story Epic Small Group Boston Walking Tour

★★★★★★★★★★5.0 · 2,356 reviews · 3 hours to 3 hours 30 minutes (approx.) · from $55

Join Tyler, Mike, Chris, or Tom for a three to three-and-a-half-hour Boston walking tour that follows the Revolution in historical order. You’ll visit key Freedom Trail sites, burying grounds, Faneuil Hall, the North End, and Boston Harbor, with maps, props, and lively explanations. Groups are limited to 15 people.

“Chris, our tour guide, is a trained and certified historian. He delivered his dialogue with authority, enlightened us with little known facts, made the tour engaging, and provided humor. I noticed other nearby tour “entourages” being drawn to our group, fascinated by the discourse. This tour offered things beyond the basic common knowledge of the colonial revolution. I highly recommend this tour to those who wish to add another level to their historical knowledge. It is well worth it.”

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4.Hidden Alleyways and Historic Sites Small-Group Walking Tour

★★★★★★★★★★5.0 · 2,335 reviews · 2 hours (approx.) · from $34

Walk Charleston’s South of Broad and French Quarter districts with a licensed local guide. You’ll explore four to six alleys, see Rainbow Row, Philadelphia Alley, St. Philip’s Episcopal Church, and the Heyward-Washington House, and hear stories from the Revolutionary and Civil War eras. Guides may include Dennis, Duggar, Evans, Al, or Mark.

“This 2 hour tour opened my eyes to the beauty and history of the historic area of Charleston. Al, our tour guide, was knowledgeable and funny.”

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5.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★4.9 · 1,590 reviews · 2h 30m · from $35

Follow Boston’s Freedom Trail from Boston Common to Copp’s Hill Terrace in a group of 15 or fewer. An English-speaking guide such as Maura, Nick, Cyrus, or Alejandro leads you past 16 official landmarks, burial grounds, meeting houses, Paul Revere’s home, and Revolutionary sites. Plan on 2.5 hours and about 2 miles of city walking.

“The Freedom Trail Walking Tour was an excellent experience for our family. The guide was very engaging and knowledgeable of American history and of the city of Boston, past and present. We would definitely recommend this tour for anyone looking to learn more about early American history and the role played by the people of Boston.”

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6.New Orleans Small-Group Garden District Walking Tour

★★★★★★★★★★5.0 · 1,384 reviews · 2 hours (approx.) · from $35

Spend two hours walking New Orleans’ Garden District with a local guide such as Libby, Tim, Renée, James, Lesley, or Yvonne. You’ll hear stories about grand 19th-century homes, burial customs, Mardi Gras, famous residents, and neighborhood life. The route includes Lafayette Cemetery No. 1, viewed through its gates, and is limited to 12 people.

“Presley was very knowledgeable and was able to give us tons of information about the history and buildings. Loved that it was a small group”

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7.Austin Small Group Morning Walk

★★★★★★★★★★5.0 · 412 reviews · 1 hour 15 minutes to 1 hour 30 minutes (approx.) · from $32Best value

Start at Jo’s Coffee on West 2nd Street for a relaxed 75 to 90 minute walk through downtown Austin. Guides such as Tyler, William, Audrey, and Jake explain the city’s past, music scene, restaurants, and changing streets, with stops at the Moody Theater, Congress Avenue, the Driskill Hotel, the Speakeasy, and 2nd Street District.

“A great day, with a great guide. Learned lots of interesting facts about Austin and received excellent recommendations of things to do and places to visit.”

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8.San Antonio: Small Group Night Tour with River Walk Cruise

★★★★★★★★★★4.8 · 136 reviews · from $124

Spend three hours seeing San Antonio after dark with a guide such as Alfred, Rene, or Brandon. Ride 623 feet up the Tower of the Americas, cruise the illuminated River Walk, and hear city history during a 45-minute narrated drive. Pickup and return to a downtown hotel are included, with groups limited to seven.

“I enjoyed the tour. The tour guide Rene was very friendly.”

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9.Full Revolution Story Epic Small Group Walking Tour

★★★★★★★★★★4.9 · 132 reviews · 3h 30m · from $57

Follow guides such as Mike, Tyler, Rob, Tom, and Chris on a 210-minute walking tour from City Hall Plaza to Lewis Wharf. You’ll connect Boston’s landmarks in the order events unfolded, use maps and props to follow the story, visit the Freedom Trail and North End, and get local dining advice.

“Our guide was excellent. Very knowledgeable and great pace and explanation throughout the tour. The group was kept together at all times whilst you did not feel you were waiting for others. The tour itself myself and the information was second to none. Its a must book on your first day visit”

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10.Deep Dive into Denver: Small-Group Walking Tour

★★★★★★★★★★4.8 · 119 reviews · 2 hours · from $39

Spend two hours walking central Denver with an English-speaking local guide. Visit the Center for Colorado Women’s History, see the Capitol exterior, enter the Brown Palace atrium, and finish in Larimer Square. Guides such as Kristina, Bruce, Lisa, and Anne are known for lively storytelling and useful city tips. Groups are limited to 12.

“Learned a lot about Denver and Colorado - adding to my building knowledge of US history. Bruce was interactive and charismatic, and a great tour guide.”

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