Boston Walking Tours: 2024 Best Deals

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This frightful and fun Boston Ghosts and Gravestones Tour explores the city’s frightening past and sinister characters. Take the Boston ghost tour trolley to two of the oldest burial grounds in Boston for an exclusive night-time walking tour. Along the way, view Boston’s most haunted hotel and learn about the Boston Strangler, serial killer Jolly Jane, and more. Details
TripAdvisor user rating 4.50 out of 5
1460 Reviews
$47.20 $44.95
Total Price: $47.06 (USD)
You Save: $2.25
This private Boston walking tour not only takes you to the famed Boston Freedom Trail but also to notable sights like picturesque Beacon Hill, Faneuil Hall, Boston Public Market, and more. You’ll enjoy an insider’s appreciation of the city’s architectural marvels and rich history as you explore the sites and their storied past with your local guide. Details
TripAdvisor user rating 5.00 out of 5
8 Reviews
$518.00
Total Price: $528.36 (USD)
Come and join the Boston North End Pizza Tour for a fun time filled with mouthwatering slices of pizza and remarkable history. This educational walking tour visits five Freedom Trail historical sites, including the Paul Revere House, Old North Church, and USS Constitution, and stops at some of the best Italian restaurants in the country and the world! Details
$49.00 $47.00
Total Price: $47.94 (USD)
You Save: $2.00
Relish Boston’s most iconic seafood dishes like clam chowder, crab cakes, and a full-size lobster roll on this 2.5-hour Boston seafood tour. Explore the city’s historic North End, Long Wharf, Blackstone Block, and Boston Harbor, as you savor award-winning eats. This delicious walking tour includes three seafood stops and rich Colonial and Revolutionary history. Details
$129.00
Total Price: $131.58 (USD)
Explore one of America’s oldest cities with your own private guide. This Boston Freedom Trail walking tour begins at the Boston Common and includes an inside tour of Paul Revere House, the colonial home of the famous American patriot. You’ll briefly step off the Freedom Trail to visit the Boston Public Market for some fresh cider snacks (included). Details
TripAdvisor user rating 5.00 out of 5
8 Reviews
$549.00
Total Price: $559.98 (USD)
Stroll along cobblestoned pathways and beautiful buildings steeped in history on this private walking tour of Cambridge. Walk along the Charles River, explore the campuses of MIT and Harvard, plus discover the city’s best places to eat and hidden side streets with your private guide. Stop for a craft beer or coffee at a local bar or café before parting ways. Details
TripAdvisor user rating 4.50 out of 5
8 Reviews
$428.00
Total Price: $467.90 (USD)
Enjoy drinks and snacks along the Freedom Trail and hoist your glass at the oldest Boston bar once frequented by Paul Revere and Sam Adams on this informative walking tour of Boston. Visit the city’s most historic landmarks with a local guide, including two of the most historic taverns in Boston, plus journey across the Harbor on a round-trip ferry ride. Details
$89.00
Total Price: $90.78 (USD)
Join this fun and unique Boston bar crawl pub tour for an adventure along Boston’s famous Freedom Trail. Uncover untold stories of colonial and revolutionary times while laughing with global travelers. Sip drinks in iconic pubs guided by a local expert. Choose from Happy Hour with four draft beers or Dry Run for personalized drinks. Details
TripAdvisor user rating 5.00 out of 5
1170 Reviews
$50.00
Total Price: $53.48 (USD)
Experience history firsthand on Boston's VIP Freedom Trail Walking Tour. Explore 13 iconic sites with a local guide, from Boston Common to the North End. See Paul Revere’s home and enjoy private access to Old North Church's bell chamber and crypt. Hear stories of patriots, the Boston Massacre, and pivotal Revolutionary events on America's path to independence. Details
TripAdvisor user rating 4.00 out of 5
25 Reviews
$59.00
Total Price: $60.18 (USD)

Welcome to your comprehensive guide on embarking upon a Boston Walking Tour. As you stride through the charming lanes of the historic sites, you open up the book of Boston history, iconic landmarks, alluring parks, traditional cuisine, and vibrant culture. Join an immersive journey that combines snippets of history with today's modern life in a tour of Boston.

What to Expect From This Guide?


Walk through the iconic Boston Common and feel the buzz of the city, appreciate the stately charm of Beacon Hill, taste the delectable clam chowder at the Faneuil Hall Marketplace, and step back in time as you stroll along the Freedom Trail.

  • Local Gastronomy: Recommendations for traditional food joints to enrich your journey with Boston's culinary delights.

  • Exciting Anecdotes: Not the dry data, instead peppered with interesting stories to make your small group guided tour engaging and enjoyable.

  • Travel Tips: Common pit stops, local etiquettes, off-beaten paths, the best time for a visit, and so on for a hassle-free walking tour.


Let's lace up those walking shoes and prepare ourselves for an enlightening walking tours Boston. Ready? Let's dive in!

Do Boston walking tours operate year-round?


Whether you're delighted by the city's paradisiacal summer gloom or its ethereal winter charm, there's always a chance to discover Boston's history and culture on foot.

During spring and summer, fresh breezes from the Boston Harbor make the heat pleasant, while public gardens and parks bloom with magnificent flowers. The sunshine and blue skies provide perfect light and weather for exploring the city.

As autumn arrives, Boston transforms into a world of fiery reds, brilliant oranges, and beautiful yellows as leaves change colors. The crisp air, clear skies, and spectacular foliage make it a wonderful season for Boston walking tours.

In winter, Boston manifests as a picturesque winter wonderland. The snow-capped buildings, frosted trees, and icy ripples on the Charles River batch together portray a scenery that straightly leaped out from a postcard.

Embark on an Unforgettable Journey with Boston Walking Tours - Book Your Tickets Today on Tripster!


As you journey, whether on a paid or free walking tour Boston, take the time to reflect on the rich historical landscape you've navigated. Each footstep on the age-old cobblestone streets has taken you through storied eras, revealing the transformative growth of an iconic city. There's always more to explore, more history to uncover, and more memories to be made. So, when's your next Boston tour?