Top Boston Overnight Tours

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Boston Freedom Trail Self-Guided Audio Tour

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at your pace, letting you explore iconic sites like Paul Revere’s House, the Old North Church, and Boston Common while uncovering hidden stories and bold personalities that shaped the nation. Hear expert insights, stop and start anytime, and skip the pricey tour guides—just download, plug in, and let history unfold in your ears. Join thousands of travelers who’ve rediscovered Boston’s past like never before—start your journey today! *Download the Shaka Guide app to access the purchased tours*

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Boston Freedom Trail Self-Guided Audio Tour

2 daysFree Cancellation

Member Pricing

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

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Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

Member Pricing

From Boston: Niagara Falls 2-Day Tour with Overnight Stay

2 daysFree Cancellation

Price varies by group size

Member Pricing

Boston: Freedom Trail History Small Group Walking Tour

2 hours 30 minutesFree Cancellation

Member Pricing

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

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Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

Member Pricing

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

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Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

Member Pricing

Explore Boston’s Freedom Trail as you wish with this self-guided audio tour. Download the iPhone or Android GPS app and start along the trail when it suits you. As you wander between the sites, dip in and out of their backstories, deep-dive into topics that grab your interest, and stop and resume the audio when you wish. The benefit? You’ll enjoy more flexibility than on a fixed-itinerary tour and have more information at your fingertips than if exploring alone.

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Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

3 to 4 hoursFree Cancellation

Member Pricing

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

2 daysFree Cancellation

Member Pricing

Boston Ghosts and Gravestones Trolley Tour

2 hoursFree Cancellation

Member Pricing

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

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Boston Harbor Sunset Cruise

2 hoursFree Cancellation

Member Pricing

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

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Boston to Martha's Vineyard Day Trip with Optional Island Tour

12 hoursFree Cancellation

Member Pricing

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

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Boston Hop-On Hop-Off Trolley Tour with 13 Stops

2 hoursFree Cancellation

Member Pricing

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hoursFree Cancellation

Member Pricing

Boston's 250th Freedom Trail Tour

1 hour 45 minutesFree Cancellation

Member Pricing

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

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

5 hoursFree Cancellation

Member Pricing

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

2 to 3 hoursFree Cancellation

Member Pricing

Explore the best of Boston on this hop-on hop-off trolley tour. Board at one of the stops, then hop off wherever you like, explore independently, and get back onto the trolley when you’re ready. Alternatively, ride the 2-hour loop in one go, listening to the informative commentary. Tickets are valid for one or two days, and while admission tickets aren’t included, enjoy discounts to some top Boston attractions.

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Historic Boston HOP-ON/HOP-OFF Narrated Trolley Tour

1 hour 15 minutesFree Cancellation

Member Pricing

Trade the bustle of the big city for some of New England’s most dramatic natural scenery on this hassle-free, 2-day trip to Maine. On the first day, admire highlights such as Cadillac Mountain and Sand Beach, and upgrade to visit Portland Head Light and enjoy an in-depth tour of Acadia National Park. The next day, upgrade to cruise Frenchman Bay before exploring the vibrant college town of Bar Harbor.

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Boston to Acadia National Park, Maine Coast 2-Day Tour, Transfers

2 daysFree Cancellation

Price varies by group size

Member Pricing

Boston Freedom Trail History Pub Crawl Small-Group Tour

2 hours 15 minutesFree Cancellation

Must-Dos in Boston

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Top Boston Overnight Tours

19 results

Must-Dos in Boston

Boston Tea Party Ships & Museum

Boston North End

Granary Burying Ground

Quincy Market

Faneuil Hall Marketplace

Boston Common

Boston Tea Party Ships & Museum

Boston North End

Granary Burying Ground

Quincy Market

Faneuil Hall Marketplace

Boston Common

Boston Tea Party Ships & Museum

Boston North End

Granary Burying Ground

Quincy Market