Top 5 Historical Tours in Boston

1.Freedom Trail History Small Group Walking Tour

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

Walk Boston’s Freedom Trail with a historian guide, see all 16 official sites, and follow the story of the Revolution in a small group.

“Our travel guide Alejandro was knowledgeable and enthusiastic in his depiction of each historical destination. He was sympathetic to the frigid cold temperatures and we had warm-up breaks, which were appreciated. His overall presentation was educational and informative to even the Boston resident!”

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2.Tour of Historic Fenway Park, America’s Most Beloved Ballpark

★★★★★★★★★★4.5 · 3,013 reviews · 1 hour (approx.) · from $45

Tour Fenway Park’s Green Monster, roof deck, memorabilia museum, and Red Sox history in a lively one-hour guided visit.

“Fantastic experience, large group, toured the entire stadium from one side to the other, guide was great!”

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3.Boston Food & History: Pizza, North End & Freedom Trail

★★★★★★★★★★5.0 · 1,772 reviews · 5 hours (approx.) · from $90

Taste North End bread, pizza, and Italian deli fare, then follow Boston’s Freedom Trail from the harbor to Beacon Hill on foot.

“We had a great time with Olivia, even though it was raining so much we were all soaked by the end. Olivia kept us in high spirits with all her stories and her welcoming personality. The food was delicious. Highly recommend!”

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4.City Cruises Historical Sightseeing Cruise

★★★★★★★★★★4.6 · 1,771 reviews · 1 hour · from $46

Cruise Boston Harbor for one hour of history, skyline views, the USS Constitution, Castle Island, and lively narration from the water.

“We had a wonderful time and our caption was funny and easy to listen to during the tour.”

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5.City Cruises Boston Historic Sightseeing Harbor Cruise

★★★★★★★★★★4.5 · 1,388 reviews · 1 hour (approx.) · from $46

Review of Boston’s 60-minute harbor cruise, with USS Constitution, Boston Light, skyline views, history, practical tips, and value advice.

“Sit on the upper deck on the left side for best views. Tour guide gave a good overview of the harbor. He did have a bit of an attitude. The woman lining everybody up to board was excellent - gave us great tips to enjoy the cruise. She should have given the tour.”

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