Tours

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Featured Attractions
Boston

Boston North End

North End

★★★★☆4.7 (35,586)
Boston

Boston Common

115 Boylston St., Beacon Hill

★★★★☆4.6 (31,804)
Boston

Boston Tea Party Ships & Museum

306 Congress St., Waterfront

★★★★☆4.5 (18,300)

Featured Winthrop Tours
Harvard University Campus Guided Walking Tour Free Cancellation
Boston

Harvard University Campus Guided Walking Tour

What better way to see Harvard than through the eyes of a student? Join us for an unforgettable 75-minute student-led walking tour of Harvard University, where history and tradition come alive! Stretching about a mile, 


🕐 1 hour ★★★★☆4.7 (3,696)
Boston's Freedom Trail: A Revolutionary Walking Tour Free Cancellation
Boston

Boston's Freedom Trail: A Revolutionary Walking Tour

Redcoats, Riots, Smugglers, Gangs, Midnight Riders, and some 92,000 pounds of tea all feature in the tales on this tour. Tour goers will get to relive the Revolution as it unfolded in one the rowdiest seaports of colonia


🕐 2 hours and a half ★★★★☆4.9 (1,456)
Classic Tall Ship Cruise in Boston Harbor Free Cancellation
Boston

Classic Tall Ship Cruise in Boston Harbor

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water wi


★★★★☆4.7 (619)
Wonderful Winthrop Scavenger Hunt Save 20% Free Cancellation
Massachusetts

Wonderful Winthrop Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Aust


🕐 2 hours
Boston's Freedom Trail and Charming Beacon Hill Tour Free Cancellation
Boston

Boston's Freedom Trail and Charming Beacon Hill Tour

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history.  From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide 


🕐 2 hours ★★★★☆4.9 (633)
Boston's Food & History: North End, Freedom Trail, Beacon Hill Free Cancellation
Boston

Boston's Food & History: North End, Freedom Trail, Beacon Hill

Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza, and a classic Italian deli sandwich. Visit a legen


🕐 5 hours ★★★★☆4.9 (1,797)
Boston Record Breakers: Self-Guided Scavenger Hunt Free Cancellation
Boston

Boston Record Breakers: Self-Guided Scavenger Hunt

Learn about Boston’s rich history and its standing in the U.S history of being “first in the nation” to build and enact many things. You’ll see the architecturally beautiful Public Library, historic State House, lush Bos


🕐 1 hour and a half ★★★★☆4.0 (5)
Sightseeing Day Sail around Boston Harbor Save 10% Free Cancellation
Boston

Sightseeing Day Sail around Boston Harbor

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport distri


★★★★☆4.8 (544)
Boston: Underground Railroad History Tour of Beacon Hill Free Cancellation
Boston

Boston: Underground Railroad History Tour of Beacon Hill

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best experienced on foot, in a small group, with a knowledgeable local guide! You


🕐 2 hours and a half ★★★★☆5.0 (153)
Relive 1776: See Boston's History in Augmented Reality (AR) Free Cancellation
Boston

Relive 1776: See Boston's History in Augmented Reality (AR)

See Boston's history come back to life in a 5-part immersive tour along The Freedom Trail. Using augmented reality (AR) technology, we tell a chronological series of events from 1765 to 1775 as if they are taking place a


🕐 2 hours ★★★★☆4.9 (89)
Boston

Boston City View Bicycle Tour: History and Landmarks

Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in Boston’s North End and pass sites like Copley Square, Fenway Park and the Faneuil H


🕐 2 hours and a half ★★★★☆4.8 (640)
Boston Harbor Sightseeing Cruise Save 10% Free Cancellation
Boston

Boston Harbor Sightseeing Cruise

Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for more sweeping views of the Harbor. Some notable sites include great v


🕐 1 hour and a half ★★★★☆4.5 (204)
Walking Tour of Boston's Freedom Trail Free Cancellation
Boston

Walking Tour of Boston's Freedom Trail

Tours run at 9:30, 12:30 and 2:30 M-W, and 9:30, 12:30, 2:30, Boston’s Revolutionary War history explored on a 90-minute walking tour of the Freedom Trail. We cover the first 11 historic sites starting in Boston Common,


🕐 1 hour and a half ★★★★☆4.5 (81)
Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour Free Cancellation
Boston

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant atmosphere and wonderful architecture on this 2-hr Guided Walking 


🕐 2 hours ★★★★☆4.6 (475)
Beacon Hill Boston Walking Tour: History + Fun Photo Tips Free Cancellation
Boston

Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks while listening to insightful commentary with insider perspective on the area’s history, architecture, and famo


🕐 1 hour and a half ★★★★☆4.9 (167)
Freedom Trail: Boston Common, Old State House, Faneuil Hall Free Cancellation
Boston

Freedom Trail: Boston Common, Old State House, Faneuil Hall

Join this 2 hour guided walking tour with a local Boston tour guide to share the stories and history. Stroll the Freedom Trail's sites from Boston Common, past historic cemeteries, the old and new State Houses, the site 


🕐 2 hours ★★★★☆4.8 (24)
Private Departure Transfer to Boston Airport BOS Free Cancellation
Boston

Private Departure Transfer to Boston Airport BOS

Why stress waiting for unreliable taxis or shuttle transfers to Boston International Airport? Ensure peace of mind with a private transfer from your downtown Boston or Cambridge accommodation to Boston International Airp


🕐 1 hour ★★★☆☆3.4 (63)
Boston

Boston's Revolutionary and Drunken Past with Ye Olde Tavern Tours

When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to see 10 sites on the Freedom Trail-including the site of the Boston Massacre 


🕐 2 hours ★★★★☆5.0 (197)
Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour Free Cancellation
Boston

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off trolley tour! Explore Boston at your leisure, which allows you to create your own itinerary and see the most p


★★★☆☆4.0 (198)
Boston to New Hampshire Fall Foliage White Mountains Day Trip Free Cancellation
Boston

Boston to New Hampshire Fall Foliage White Mountains Day Trip

Enjoy a spectacular day in the White Mountains of New Hampshire viewing the magnificent fall foliage. Your day will begin with front door hotel pick up service and be brought 2.5 hours north to White Mountains New Hampsh


🕐 12 hours ★★★★☆4.9 (251)
Guided Boston City Walking Tour Free Cancellation
Boston

Guided Boston City Walking Tour

Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate about our city's rich tapestry of history. We're not just guides; we're storytellers and history buffs eager to share Boston


🕐 2 hours ★★★★☆4.9 (75)
An Epic Scavenger Hunt: Boston Parks & Works of Art Private Tour
Boston

An Epic Scavenger Hunt: Boston Parks & Works of Art

Let’s Roam leads the way in app-led adventure hunts! Explore top landmarks and uncover hidden gems, tackling trivia and challenges with your team. Perfect for any occasion – from everyday adventures to bachelorette par


🕐 2 hours ★★★☆☆3.0 (2)
Boston City Day Trip to Harvard University, MIT and Quincy Market Free Cancellation
Boston

Boston City Day Trip to Harvard University, MIT and Quincy Market

Start your journey in Cambridge, MA, with an in-depth visit to the historic Harvard University. Then head over to the MIT campus, where you’ll have the opportunity to take photos with its iconic academic buildings. Back 


★★★☆☆3.0 (2)
Boston Highlights: Self‑Guided Walking Tour Free Cancellation
Boston

Boston Highlights: Self‑Guided Walking Tour

Discover Boston’s revolutionary heritage and intellectual vitality with this self-guided audio tour, allowing you to explore America’s most historic city at your own pace. Walk the Freedom Trail’s red brick line past six


🕐 8 hours and a half