Halloween in Boston (Updated 2026)

Boston, USA
329 Results
Walk the Historic Freedom Trail with Costumed Guide

Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at …More

Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at...

1 hour 30 minutes Free Cancellation
4.8 (362)
from
$30
Cocktails & Cannoli: Boston's North End Dessert Tour

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. …More

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End....

2 hours Free Cancellation
5.0 (310)
from
$125
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 …More

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...

12 hours Hotel pickup offered Free Cancellation
4.9 (276)
from
$150
Signature Boston Guided Brewery Tour with snack

As we pick you up in downtown Boston in our comfortable brew van, get prepared for the the ultimate all-inclusive Boston craft beer experience!  For …More

As we pick you up in downtown Boston in our comfortable brew van, get prepared for the the ultimate all-inclusive Boston craft beer experience!  For...

3 hours
4.9 (268)
from
$119
2-Hour Beacon Hill True Crime Expert Guided Tour

Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit …More

Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit...

2 hours Free Cancellation
4.9 (255)
from
$35
Boston Seafood Lovers Food and History Walking Tour

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique …More

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique...

2 hours 45 minutes Free Cancellation
4.9 (236)
from
$169
Boston's Revolutionary and Drunken Past with Beer Included

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 …More

Likely to Sell Out
Likely to Sell Out

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...

2 hours
5.0 (214)
from
$91
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 …More

Likely to Sell Out
Likely to Sell Out

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...

2 hours 30 minutes Free Cancellation
5.0 (199)
from
$35
2 Hour Boston Segway Tour

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the …More

Likely to Sell Out
Likely to Sell Out

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the...

2 hours 30 minutes
5.0 (198)
from
$99
Boston Harbor Sunset Sail Tour

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. …More

Likely to Sell Out
Likely to Sell Out

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon....

2 hours Free Cancellation
4.9 (187)
from
$82
North End and Boston Market District Food Tour with Local Guide

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part …More

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part...

3 hours 30 minutes Free Cancellation
4.9 (182)
from
$125
Boston Signature Guided Brewery Tour

The Signature Boston Brew Tour is the perfect introduction to Boston's impressive and world-renowned craft beverage scene. On this compact, three and a half hour …More

The Signature Boston Brew Tour is the perfect introduction to Boston's impressive and world-renowned craft beverage scene. On this compact, three and a half hour...

3 hours 30 minutes Free Cancellation
4.9 (182)
from
$105
Boston Private Food Tour with 6+ Authentic Tastings

Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will …More

Likely to Sell Out
Likely to Sell Out

Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will...

3 hours
5.0 (178)
from
$160
Boston Historic Pubs Tour with Drinks and Tastings Included

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. …More

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston....

3 hours 30 minutes Free Cancellation
4.9 (172)
from
$129
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 …More

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...

1 hour 30 minutes Free Cancellation
4.9 (171)
from
$45
2 Hour North End 'Little Italy' Walking Tour

Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks …More

Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks...

2 hours Free Cancellation
4.9 (154)
from
$35
Boston Private 3-Hour Tour by Car

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On …More

Likely to Sell Out
Likely to Sell Out

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On...

3 hours Hotel pickup offered Free Cancellation
5.0 (146)
from
$550
Lexington & Concord 250th Birthday Tour with Concord Museum Entry

A Once-In-A-Lifetime Historical Tour Event! The 250th Anniversary Celebration of America's Independence Birthday departs from Boston to Lexington and Concord. Great Boston Tours offers America's …More

A Once-In-A-Lifetime Historical Tour Event! The 250th Anniversary Celebration of America's Independence Birthday departs from Boston to Lexington and Concord. Great Boston Tours offers America's...

7 to 8 hours Free Cancellation
4.8 (131)
from
$159
Newport Small-Group Day Tour: The Breakers & Marble House

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included …More

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included...

8 to 10 hours Hotel pickup offered Free Cancellation
4.8 (124)
from
$128
Public North End Neighborhood Food Tour

Recognized by Yelp as Massachusetts' #1 food tour in 2025! Small, intimate tours. Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent …More

Recognized by Yelp as Massachusetts' #1 food tour in 2025! Small, intimate tours. Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent...

3 hours 30 minutes Free Cancellation
4.9 (122)
from
$120
Boston Architectural Landmarks & History Tour with Photo Tips

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous …More

Likely to Sell Out
Likely to Sell Out

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous...

2 hours Free Cancellation
5.0 (111)
from
$55
Recent tour reviews
Activity name

Boston Tours
Attractions
Guides
Calendar