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Top things to do in Massachusetts in Summer (Updated November 2026)

Massachusetts, USA
Private Culinary Walking Tour in Boston Historic Districts

This private culinary walking tour introduces Boston’s historic districts through authentic regional flavors. You begin in the Blackstone Block where narrow streets reflect early commercial …More

This private culinary walking tour introduces Boston’s historic districts through authentic regional flavors. You begin in the Blackstone Block where narrow streets reflect early commercial...

3 hours Free Cancellation
5.0 (1)
from
$328
Beacon Hill + Public Garden Walking Tour: History+ Fun Photo Tips

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and …More

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and...

2 hours Free Cancellation
4.9 (76)
from
$55
Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own …More

Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own...

2 to 3 hours Free Cancellation
4.4 (292)
from
$8
Experience Martha's Vineyard #1 Private Tours for up to 6 people

This private tour for up to 6ppl will introduce the history of our 6 unique towns! Oak Bluffs, a Victorian seaside, built around the Methodist …More

This private tour for up to 6ppl will introduce the history of our 6 unique towns! Oak Bluffs, a Victorian seaside, built around the Methodist...

3 hours Hotel pickup offered Free Cancellation
4.9 (128)
from
$550
MIT Campus Guided Walking Tour

Meet your guide and group at a location in Cambridge and embark on a 70-minute student-led walking tour of the Massachusetts Institute of Technology (MIT). …More

Meet your guide and group at a location in Cambridge and embark on a 70-minute student-led walking tour of the Massachusetts Institute of Technology (MIT)....

1 hour 10 minutes Free Cancellation
4.6 (189)
from
$23
Best Boston Small Group Tour: I Know the Secrets Others Don't!

Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where …More

Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where...

6 to 8 hours Hotel pickup offered Free Cancellation
4.8 (76)
from
$199
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 …More

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...

3 hours Free Cancellation
3.7 (9)
from
$49
Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul …More

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul...

3 to 4 hours Free Cancellation
4.5 (118)
from
$10
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 (181)
from
$160
Plymouth Night /Ghost Tour

This is the ghost tour where guests join the investigation. We provide the paranormal equipment as you wander through the lamp lit streets and back …More

Likely to Sell Out
Likely to Sell Out

This is the ghost tour where guests join the investigation. We provide the paranormal equipment as you wander through the lamp lit streets and back...

2 hours Free Cancellation
4.7 (131)
from
$30
Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

-Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. -Relax and enjoy …More

-Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. -Relax and enjoy...

3 hours Free Cancellation
4.9 (91)
from
$650
Secrets of Salem Hidden Dark History Tour

Join us for our Secrets of Salem Dark History tour--right in the heart of Witch City! You might be surprised to learn that Salem has …More

Join us for our Secrets of Salem Dark History tour--right in the heart of Witch City! You might be surprised to learn that Salem has...

2 hours Free Cancellation
4.8 (63)
from
$31
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 …More

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...

2 hours Free Cancellation
4.9 (90)
from
$30
Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Architecture and Culture of Boston. See the Victorian brownstone homes …More

Likely to Sell Out
Likely to Sell Out

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Architecture and Culture of Boston. See the Victorian brownstone homes...

2 hours Free Cancellation
4.5 (45)
from
$45
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 …More

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...

1 hour 30 minutes Free Cancellation
4.8 (90)
from
$30
Boston Sightseeing Tour - a fully-narrated driving tour

This tour will begin at your home, hotel or cruise ship and take you past the most interesting places in Boston including the Paul Revere …More

Likely to Sell Out
Likely to Sell Out

This tour will begin at your home, hotel or cruise ship and take you past the most interesting places in Boston including the Paul Revere...

3 hours Hotel pickup offered Free Cancellation
4.9 (63)
from
$549
Private City Tour of Boston and Cambridge

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul …More

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul...

7 hours Hotel pickup offered Free Cancellation
5.0 (45)
from
$149
Boston: Harvard & Cambridge Walking Food Tour

On our Secret Food Tour: Boston – Harvard & Cambridge, you'll escape the hustle and bustle of downtown to explore a charming New England college …More

Likely to Sell Out
Likely to Sell Out

On our Secret Food Tour: Boston – Harvard & Cambridge, you'll escape the hustle and bustle of downtown to explore a charming New England college...

3 hours Free Cancellation
4.9 (18)
from
$119
Boston South End Food Tour: Local Flavors Off the Beaten Path

Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover Boston’s South End through its vibrant food scene and creative energy …More

Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover Boston’s South End through its vibrant food scene and creative energy...

3 hours Free Cancellation
4.9 (76)
from
$135
North End-Little Italy Boston Walking Tour: History + Photo Tips

Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about …More

Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about...

1 hour 30 minutes Free Cancellation
5.0 (28)
from
$45
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