No New Notifications
close
UP TO 75% OFF

City & Landmark Tours in and near Brookline, MA


Guided Walking Tour of the Freedom Trail in Downtown Boston
Guided Walking Tour of the Freedom Trail in Downtown Boston

Dive into early American history and architecture as you explore the Freedom Trail in Downtown Boston. On a 70-minute walking tour, admire the architecture, and learn about the history and culture of the city as you pass attractions and landmarks like Faneuil Hall, King's Chapel, and Boston Common.

101 Tremont Street, Boston 3.5 mi
4.9
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
30 Ratings
$20.00
Guided Walking Tour of the Freedom Trail in Downtown Boston
Boston Freedom Trail Scavenger Hunt Adventure
Boston Freedom Trail Scavenger Hunt Adventure

Turn Boston into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a 3-hour city walking tour. Using your smart phone to guide you, make your way through Boston among well-known and overlooked gems of the city, solving clues and completing challenges while learning local history. Great for families, friends and those ready to have fun while seeing the city!

1 Beacon Street, Boston 3.6 mi
3.0
icon-full icon
icon-full icon
icon-full icon
icon-blank icon
icon-blank icon
1 Ratings
$20.52
Boston Freedom Trail Scavenger Hunt Adventure
Boston Tours from Urban Adventures (Up to 46% Off). Two Options Available.
Boston Tours from Urban Adventures (Up to 46% Off). Two Options Available.

Boston tour guides provide historical insights and visit many of the city’s most sightseeing worthy landmarks

222 State Street, Boston 4.0 mi
5.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-full icon
6 Ratings
$46.00 $35.00$33.00
 Sale Ends 4/16
Boston History and Highlights
$21.75 for Self-Guided Salem Witch City Tour from Go Trivia ($47 Value)
icon-trending icon
Trending
$21.75 for Self-Guided Salem Witch City Tour from Go Trivia ($47 Value)

Patrons can uncover Salem’s lurid history and explore its most interesting landmarks on an interactive Go Trivia scavenger hunt tour

2 New Liberty Street, Salem 17.6 mi
$47.00 $29.00$21.75
 Sale Ends 4/16
Two-Hour Self-Guided Salem Witch City Tour for up to 5 People
1 bought
Boston to Newport Small-Group Day Trip with Breakers & Elms Mansion Admission
Boston to Newport Small-Group Day Trip with Breakers & Elms Mansion Admission

Escape to the lovely coastal city of Newport, Rhode Island, on this day trip that includes both a guided tour and free time. Explore The Breakers mansion, the summer home of Cornelius Vanderbilt II's family, as well as the French chateau-styled mansion of The Elms. See top Newport attractions such as St Mary's Parish, Ocean Drive and the Naval War College on a narrated tour. Then discover this quaint and historic city further on your own. This small-group tour is limited to 14 people for a more intimate experience.

44 Ochre Point Avenue, Newport
5.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-full icon
69 Ratings
$94.50
Boston to Newport Small-Group Day Trip with Breakers & Elms Mansion Admission
Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $93 Off)
Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $93 Off)

Passes for Madame Tussauds wax attraction, Empire State Building, and Midtown harbor cruise

2 Locations
4.1
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
15,660 Ratings
$109.00 $77.50$69.14
 Sale Ends 4/16
Three-attraction pass for one
Private Boston Bar Crawl Trivia from Brews & Clues (Up to 70% Off). Two Options Available.
Private Boston Bar Crawl Trivia from Brews & Clues (Up to 70% Off). Two Options Available.

Participants explore Boston’s revolutionary history and visit bars in the Old City

117 Chestnut Street, Philadelphia
4.4
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
157 Ratings
$45.00 $29.00$21.75
 Sale Ends 4/16
Boston Freedom Trail Bar Crawl with History Tour for Team of 1–5 Players
$36.50 for Scavenger Hunt Adventure for Team of Up to Five People from Urban Adventure Quest ($49 Value)
icon-trending icon
Trending
$36.50 for Scavenger Hunt Adventure for Team of Up to Five People from Urban Adventure Quest ($49 Value)

On a citywide, smartphone-based scavenger hunt, racers decode clues and complete challenges while brushing up on local history

online_deal
4.6
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
443 Ratings
$49.00 $36.50
25% discount_off
$36.50 for a Scavenger Hunt Adventure for One Team of Up to Five People
Boston City Center Private Exploration Game
Boston City Center Private Exploration Game

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 Boston Common, and many more iconic firsts.

See the first and architecturally beautiful Boston Public Library and learn about the first state constitution in the United States, discover where Alexander Graham Bell first used the telephone. Try a new type of experience, the perfect mix between a tour, an outdoor escape game, and a treasure hunt.

Each clue will lead you from one place to another by providing you with exact directions. As you answer the questions, solve the challenge, or guess the answer, the secret story of each place is unlocked.

The city game will take you about 1 hour and 20 minutes to complete, but there’s no time limit which will allow you to go at your own pace. Just download the app, go to the starting point, and begin the adventure.

online_deal
$9.11
Boston City Center Private Exploration Game
Bowling, Bites & Boat Ride Small Group Tour
Bowling, Bites & Boat Ride Small Group Tour

Enjoy Boston at its finest and join us across the harbor for an East Boston experience you will always remember.  Ride along the oldest subway line in the USA, eat your way through the bakeries, shops, and restaurants, bowl the old-fashioned way or play a game of billiards, enjoy the best waterfront in the city, and take in amazing views of the skyline during a ride on a water taxi. Immerse yourself in this truly diverse immigrant neighborhood that most tourists don't know about, with a local by your side!

online_deal
$102.30
Bowling, Bites & Boat Ride Small Group Tour
Salem Witch Trials Self-Guided Audio Tour
Salem Witch Trials Self-Guided Audio Tour

Welcome to the self-guided Salem Witch Trials Tour in Salem, Massachusetts!

The quaint and picturesque town of Salem hides a seriously dark history. Over 300 years ago, this was the site of the infamous Salem Witch Trials, where innocent townspeople were ruthlessly killed for being “witches”. Explore all of Salem’s grim past and present with this self-guided, GPS-enabled, and professionally-narrated tour. Visit the poignant sites that still stand as a testament to Salem’s history.

Within 30 min, we'll send you two things: a unique password and an app. Download the app onto your phone, enter the password, and download the tour. When you arrive, go to the Salem Visitor Center, launch the app, and follow the instructions! Stick to our recommended route for the best experience.

No expiration — the tour is available from the minute you book until forever!

This is not a ticket to attractions along the route. Check COVID rules and opening hours before your visit.

online_deal
$7.99
Salem Witch Trials Self-Guided Audio Tour
Private Family Tour of Boston's Freedom Trail
Private Family Tour of Boston's Freedom Trail

In a few hours, your private half-day highlights tour will cover several major sights and attractions, venturing into the many narrow streets of Beacon Hill and ending at the oldest maritime ship still afloat.

First, begin your tour in Boston Common, the oldest green public space in America, dating from 1634. Across the road, the Massachusetts State House holds court over Beacon Hill where your tour continues. Enjoy the centuries-old cobblestone roads and federalist homes which make this neighborhood one of Boston’s most photographed.

Then, continue down the Freedom Trail to the home of silversmith and the man who took America’s most famous horse-ride. Paul Revere’s home is just one of the many historic stops you’ll pass by on your way across the river to the historic Charlestown Navy Yard. Visit the USS Constitution Museum, where your guide will spend half an hour at the museum with you, before departing.

online_deal
$145.00
Private Family Tour of Boston's Freedom Trail
Private Day Trip From Boston to the Newport Mansions
Private Day Trip From Boston to the Newport Mansions

Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to the extravagant mansions overlooking the ocean. Take your time visiting as few or as many mansions as you'd like, exploring their stately grounds and learning about the wealthy families who once occupied them.

online_deal
$880.48
Private Day Trip From Boston to the Newport Mansions
Go Boston Pass to 40+ Things to Do - Six Flags, Aquarium, Museums, Whale Watching Cruise, Zipline & Tours
icon-trending icon
Trending
Go Boston Pass to 40+ Things to Do - Six Flags, Aquarium, Museums, Whale Watching Cruise, Zipline & Tours

Go Boston Pass: Things to do, Kids Activities, Fenway Park, Cruises, Museum of Science, Foxwoods, New England Aquarium, and Whale Watching

26 Locations 1.2 mi
$44.00
1-Day Go Boston Pass for 1 Child
440+ bought
Boston Explorer Pass: Access to Things to Do from 20+ Museums, Aquarium, Cruise, Zoo, Bike Rental & More
Boston Explorer Pass: Access to Things to Do from 20+ Museums, Aquarium, Cruise, Zoo, Bike Rental & More

Pass to 20+ Things to Do - Boston: New England Aquarium, Boston Duck Tour, Hop-On Hop-Off Trolley, Museum of Science

15 Locations 1.2 mi
$35.15
Two-Attraction Go Boston Explorer Pass for One Child (Ages 3–12)
760+ bought
Boston City view Bicycle Tour
Boston City view Bicycle Tour

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 at Little Italy in Boston’s North End and pass sites like Copley Square, Fenway Park and the Faneuil Hall marketplace. Cruise through Beacon Hill and admire the diverse neighborhoods as your knowledgeable guide provides insightful commentary on Boston’s unique history. You may also choose to do this tour on an e-bike (select e-bike option at checkout, but note: you must be 16 or older to select the E-bike option).

4 Yawkey Way, Boston 1.5 mi
5.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-full icon
130 Ratings
$68.00
Boston City view Bicycle Tour
Boston's Beacon Hill Guided Photography Walking (Small Group)
Boston's Beacon Hill Guided Photography Walking (Small Group)

Walking along the picturesque streets of Beacon Hill is an immersion into a 19th-century English-inspired neighborhood that's rich in history and charm. 

Learn how to compose amazing pictures of Beacon Hill’s diverse architecture, antique gas lamps lining the brick sidewalks, colorful flowers spilling out of the window boxes, the most photographed street in Boston as well as an exclusive enclave and other surprises hidden in unexpected places. 

Fascinating commentary on Beacon Hill's historical sites along the itinerary is also provided throughout the tour.

Tremont Street, Boston 2.5 mi
4.7
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
12 Ratings
$42.67
Boston's Beacon Hill Guided Photography Walking (Small Group)
Boston Chocolate Tours w/ Private Tour Option
Boston Chocolate Tours w/ Private Tour Option

Boston is a city known for its significant role in shaping American history and its contribution during the American Revolution. Alongside this historical significance, Boston has long been known as one of the leaders in the chocolate movement. In fact, the first chocolate shop in the colonies opened in 1740 in the North End of Boston with a "drinking chocolate". And we didn't stop there! Boston takes pride in the creation of several iconic desserts that we'll sample during our chocolate-filled journey through the city!

Tremont Street, Boston 2.5 mi
$206.94
Boston Chocolate Tours w/ Private Tour Option
1 bought
Pro-Photoshoot in Historic Boston or Cambridge, Massachusetts
Pro-Photoshoot in Historic Boston or Cambridge, Massachusetts

An urban style photoshoot in historic Boston! Let me take you to my favorite locations: -Copley Square -Newbury St. -Public Gardens -Beacon Hill We will walk through this historic landmarks and we will explore the area while I take the best photos of your trip. We will walk a lot, so make sure to bring comfortable shoes. In about 48 hours after the end of the photo session​,​ you will get an email with a link to your digital gallery with your edited images so you can download them on your computer or laptop and share your memories with friends and family. You can also print your photos in your preferred​ printing shop and showcase the images of your vacation in Boston in your living room, your office or just post them on your social media!!!!​ Note: if you have a special request related to a specific time of day, location and or a big group, please do not hesitate to write me and let me know about it, I will work with you to have your photo-needs happen.

560 Boylston Street, Boston 2.6 mi
$163.47
Pro-Photoshoot in Historic Boston or Cambridge, Massachusetts
1 bought
Boston CityPASS Tickets for Adult or Child
Boston CityPASS Tickets for Adult or Child

Discover Boston’s best attractions at great savings and enjoy instant delivery with convenient mobile tickets.

4 Locations 2.6 mi
5.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-full icon
1 Ratings
$64.00
Boston CityPASS
Tour of MIT for Two or Four People
Tour of MIT for Two or Four People

MIT students steer groups to notable landmarks while imparting college factoids

300 Main Street, Cambridge 2.7 mi
4.8
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
48 Ratings
$26.58 $18.00$16.88
 Sale Ends 4/16
Tour of MIT for Four People
$18.74 for Team Scavenger Hunt Tour for Up to 12 People from Puzzling Adventures  ($49.99 Value)
$18.74 for Team Scavenger Hunt Tour for Up to 12 People from Puzzling Adventures ($49.99 Value)

Players explore the city via an adventure combining the fun of a scavenger hunt with the information of a self-guided tour

179 Locations 2.8 mi
4.1
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
1,667 Ratings
$49.99 $24.99$18.74
 Sale Ends 4/16
One Team Scavenger Hunt Tour for Up to 12
Harvard University Campus Guided Walking Tour
Harvard University Campus Guided Walking Tour

What better way to see Harvard than through the eyes of a student! This tour is a 70-minute student-led walking tour of America's oldest university, designed to be a funny and educational journey through Harvard's campus. After meeting your tour guide, an enthusiastic Harvard student, in the heart of Harvard Square, you'll be led into historic Harvard Yard. Enjoy the sights while your guide entertains and inspires with tales of Harvard history and personal experience at the university they call home. You'll get an up-close look at major Harvard landmarks including Johnston Gate, the John Harvard Statue, Memorial Hall, and Widener Library. You'll even become privy to a few Harvard secrets along the way! Whether you're a student visiting colleges or a family on vacation, the Hahvahd Tour is undoubtedly the top way to see Harvard.

1350 Massachusetts Avenue, Cambridge 2.8 mi
5.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-full icon
35 Ratings
$19.50
Harvard University Campus Guided Walking Tour
Self-Guided Boston Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 64% Off)
Self-Guided Boston Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 64% Off)

Participants gear up and launch the ScavengerHunt.com app to start their own adventure, racing against the clock at a time of their choosing

2 Locations 2.9 mi
3.9
icon-full icon
icon-full icon
icon-full icon
icon-half icon
icon-blank icon
3,681 Ratings
$60.00 $34.50$25.88
 Sale Ends 4/16
Boston Scavenger Hunt for Two People
$14.99 for One Augmented Reality Detective Game from YouSleuth ($35 Value)
$14.99 for One Augmented Reality Detective Game from YouSleuth ($35 Value)

Augmented Reality Game users can play detectives in their neighborhood using a real-world map on their smartphones

313 Locations 3.0 mi
$35.00 $14.99
57% discount_off
One Augmented Reality Detective Game
320+ bought
Walking Tour for Two, Four, or Six from Showbiz Boston (Up to 58% Off)
Walking Tour for Two, Four, or Six from Showbiz Boston (Up to 58% Off)

Tour-goers explore Boston’s colorful history through its grand theaters and scandalous celebrities

139 Tremont St., Boston 3.3 mi
4.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-blank icon
3 Ratings
$40.00 $25.00$18.75
 Sale Ends 4/16
Walking Tour for Two People, valid Saturday or Sunday
$21.75 for Two-Hour Self-Guided Boston Freedom Trail Tour from Go Trivia ($47 Value)
$21.75 for Two-Hour Self-Guided Boston Freedom Trail Tour from Go Trivia ($47 Value)

Patrons can enjoy a self-guided tour with elements of scavenger hunt and trivia and learn more about Boston

24 Beacon Street, Boston 3.5 mi
$47.00 $29.00$21.75
 Sale Ends 4/16
Two-Hour Self-Guided Boston Freedom Trail Tour for up to Five
2.5-Hour Walking Tour of Boston for One or Two from Roger's Wicked Fun Tours (Up to 37% Off)
2.5-Hour Walking Tour of Boston for One or Two from Roger's Wicked Fun Tours (Up to 37% Off)

Focusing on the evolution of Boston, this tour highlights Boston’s rise from colonial era’s port city to today’s global metropolis

24 Beacon Street, Boston 3.5 mi
$35.00 $25.00
28% discount_off
2.5-Hour Walking Tour of Boston for One
2 bought
Private Boston Movie Mile Walking Tour
Private Boston Movie Mile Walking Tour

Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This tour is a must for film buffs, and is also a great way to explore Boston and its many attractions. On this Boston walking tour, your guide, a local actor, will provide a unique sightseeing tour with an entertaining twist!

1 Beacon Street, Boston 3.6 mi
4.2
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-half icon
5 Ratings
$56.25
Private Boston Movie Mile Walking Tour
Boston Freedom Trail Day Trip from New York City
Boston Freedom Trail Day Trip from New York City

See the historical sights and famous universities of the Boston area on this full-day trip from New York City. After a scenic drive through Connecticut, arrive in Boston, Massachusetts. See top Boston attractions including Harvard University, Trinity Church and the site of the Boston Tea Party. Follow the red-brick Freedom Trail, which leads to important historical locations. You'll learn all about the rich and colorful history of Boston from your informative and engaging guide.

1 Beacon Street, Boston 3.6 mi
5.0
icon-full icon
icon-full icon
icon-full icon
icon-full icon
icon-full icon
192 Ratings
$169.00
Boston Freedom Trail Day Trip from New York City