Best Sightseeing walking tours in Charlestown, Boston

Local Recommendations from our My Guide Boston team

Immerse yourself in the rich history and vibrant culture of Boston with our sightseeing walking tours. Step back in time as you stroll through historic neighborhoods like Beacon Hill and the North End, admiring the charming architecture and learning about the city's colonial past. Marvel at iconic landmarks such as the Freedom Trail, the Boston Common, and the Prudential Center as our expert guides share fascinating stories and insider tips. Take in the scenic beauty of the Charles River Esplanade and the Boston Harbor, and discover hidden gems off the beaten path. Whether you're a first-time visitor or a lifelong resident, our walking tours offer a unique perspective on Boston's top attractions and hidden treasures. Join us for an unforgettable journey through the heart of this historic city.

Book Top Experiences and Tours in Boston:

If youʻre booking your trip to Boston last minute, we have you covered. Below are some of the top tours and experiences!

Filter Sightseeing walking tours in Charlestown, Boston

Boston: Freedom Trail, Bunker Hill, & USS Constitution Tour

Boston: Freedom Trail, Bunker Hill, & USS Constitution Tour

Boston: Freedom Trail, Bunker Hill, & USS Constitution Tour

Join a guided tour of the entire Freedom Trail, including Bunker Hill and the USS Constitution. Learn about the people and events significant to the trail so you know what really happened here.

Boston: Freedom Trail Small Group Guided Walking Tour

Boston: Freedom Trail Small Group Guided Walking Tour

Boston: Freedom Trail Small Group Guided Walking Tour

Discover the iconic Freedom Trail on a small-group walking tour with a local guide. Visit historic landmarks in Downtown Boston and the North End while listening to stories about Revolutionary Boston.

~~From $39.00~~

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Boston: Guided Walking Tour of the Freedom Trail

Boston: Guided Walking Tour of the Freedom Trail

Boston: Guided Walking Tour of the Freedom Trail

Experience the American Revolution on Boston's iconic Freedom Trail on a guided walking tour of all 16 official sites. Pass by Faneuil Hall, the USS Constitution, and the Boston Massacre Site.

Boston Citywalks: Private Personalized Walking Tour

Boston Citywalks: Private Personalized Walking Tour

Boston Citywalks: Private Personalized Walking Tour

Your local guide will take you on a Walking Tour of the city’s highlights - and any special places you’d like to visit as well. You’ll see what it is that makes Boston so popular and special!

New York City Day Tour with Pick-up & Drop-off

New York City Day Tour with Pick-up & Drop-off

New York City Day Tour with Pick-up & Drop-off

We can provide you the better facilities of the travel. Customer can enjoy the good time with economic price. Your tour will be memorable with us.

Boston History and Freedom Trail Private Walking Tour

Boston History and Freedom Trail Private Walking Tour

Boston History and Freedom Trail Private Walking Tour

This tour hits all of the major sites in and around Boston. Each neighborhood has its own distinct character, whether it’s the charming streets of the North End or cobblestone alleys of the Back Bay.

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Boston: Epic Story of Revolution Small Group Walking Tour

Boston: Epic Story of Revolution Small Group Walking Tour

Boston: Epic Story of Revolution Small Group Walking Tour

Enjoy an epic walking tour of Boston connecting the Freedom Trail sights. Explore the city through the unfolding story of America and stop at sites like Faneuil Hall and Granary Burying Ground.

Boston: North End Pizza Walking Tour with 3 Slices & Cannoli

Boston: North End Pizza Walking Tour with 3 Slices & Cannoli

Boston: North End Pizza Walking Tour with 3 Slices & Cannoli

Explore Boston's North End and see 5 different sites of the Freedom Trail. Stop to enjoy 3 different slices from some of the city's best pizzerias, and finish with a cannoli from a popular bakery.

Discover the Battle of Bunker Hill: Historic Walking Tour

Discover the Battle of Bunker Hill: Historic Walking Tour

Discover the Battle of Bunker Hill: Historic Walking Tour

Relive the battle that shaped the American Revolution at the Bunker Hill Monument, from the first shots fired to the final retreat, and uncover the surprising aftermath of this pivotal historic event.

Boston: Historic Taverns Tour

Boston: Historic Taverns Tour

Boston: Historic Taverns Tour

Hoist a Pint at the same Historic Taverns as Paul Revere and Samuel Adams on this unique food and drink tour. Enjoy a drink and appetizer at two Boston Taverns, plus a scenic round-trip ferry ride.

Boston: Official Freedom Trail® Walking Tour

Boston: Official Freedom Trail® Walking Tour

Boston: Official Freedom Trail® Walking Tour

Walk through history along the Boston Freedom Trail's famous red line to experience some of the most seminal landmarks of America's revolutionary founding.

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