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

Massachusetts, USA
Boston’s Politically Incorrect North End Food Tour

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour …More

Likely to Sell Out
Likely to Sell Out

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour...

3 hours Free Cancellation
4.8 (841)
from
$99
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 …More

Likely to Sell Out
Likely to Sell Out

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...

90 to 120 minutes Free Cancellation
4.8 (654)
from
$54
Self-Guided Smartphone Ghost Walking Tour in Salem

This is a Smartphone Guided ghost tour on our walking tour app. Go to the Ropes Mansion, press play and put your phone in your …More

This is a Smartphone Guided ghost tour on our walking tour app. Go to the Ropes Mansion, press play and put your phone in your...

40 to 50 minutes Free Cancellation
4.3 (253)
from
$8
Boston's 250th Freedom Trail Tour

The Tour of The Freedom Trail by the Histrionic Academy is the best way to see Boston. Depending on your chosen timeslot, guests will either …More

Likely to Sell Out
Likely to Sell Out

The Tour of The Freedom Trail by the Histrionic Academy is the best way to see Boston. Depending on your chosen timeslot, guests will either...

1 hour 45 minutes Free Cancellation
4.7 (1,268)
from
$26
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has to offer with this self-guided driving tour, from …More

Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has to offer with this self-guided driving tour, from...

3 to 4 hours Free Cancellation
4.1 (208)
from
$25
Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More

Recently voted as one of Cool Shore Excursions's top food tours in the US. Explore Boston’s sweetest side on the Underground Donut Tour, a delicious …More

Recently voted as one of Cool Shore Excursions's top food tours in the US. Explore Boston’s sweetest side on the Underground Donut Tour, a delicious...

2 hours Free Cancellation
4.9 (1,451)
from
$70
Best Salem Witch Trials Historical Walking Tour

Examine the demographics, theories and personal stories comprising the 1692 Salem Witchcraft trials. Learn why the hysteria actually began and how it consumed the town …More

Examine the demographics, theories and personal stories comprising the 1692 Salem Witchcraft trials. Learn why the hysteria actually began and how it consumed the town...

1 hour 30 minutes Free Cancellation
4.2 (858)
from
$30
Ultimate Historic Salem and Witch Trials Self-Guided Walking Tour

Uncover the truth behind the infamous Salem Witch Trials with this self-guided walking tour of Salem, Massachusetts! See Salem Armory, the Old Burying Point Cemetery, …More

Uncover the truth behind the infamous Salem Witch Trials with this self-guided walking tour of Salem, Massachusetts! See Salem Armory, the Old Burying Point Cemetery,...

1 to 2 hours Free Cancellation
4.3 (78)
from
$14
70-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

Travel back 400 years to the founding of Boston, rich with history and pivotal moments that shaped the United States. Hear how the city played …More

Travel back 400 years to the founding of Boston, rich with history and pivotal moments that shaped the United States. Hear how the city played...

1 hour 10 minutes Free Cancellation
4.4 (477)
from
$38
Boston's Food and 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, …More

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,...

5 hours Free Cancellation
4.9 (1,930)
from
$91
Boston City View Bicycle Tour: Historical E-bike/City Bike 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 in …More

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...

2 hours 30 minutes Free Cancellation
4.9 (636)
from
$78
The Salem Witch Walk

Welcome to the Salem Witch Walk! You will enter the Enchanted Garden where the magic begins! With a: -Musical Light Show -Dragons -Cauldrons -Fog and …More

Likely to Sell Out
Likely to Sell Out

Welcome to the Salem Witch Walk! You will enter the Enchanted Garden where the magic begins! With a: -Musical Light Show -Dragons -Cauldrons -Fog and...

1 hour
4.8 (1,324)
from
$35
Best of Martha's Vineyard 3 hour Full-Island Tour

Perfect tour to see all six towns on Martha's Vineyard in 3 hours, and to stop and get out to see the the beautiful seaport …More

Perfect tour to see all six towns on Martha's Vineyard in 3 hours, and to stop and get out to see the the beautiful seaport...

3 hours Free Cancellation
4.7 (705)
from
$65
Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with …More

Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with...

4 hours Free Cancellation
5.0 (913)
from
$79
Best Historic Overview of Salem Walking Tour

The witch trials made Salem infamous, but there’s so much more. Explore Salem’s critical role in the American Revolution, how it led the great Age …More

The witch trials made Salem infamous, but there’s so much more. Explore Salem’s critical role in the American Revolution, how it led the great Age...

1 hour 30 minutes Free Cancellation
4.5 (124)
from
$30
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

Likely to Sell Out
Likely to Sell Out

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...

1 hour 30 minutes Free Cancellation
4.6 (261)
from
$46
Boston Architectural Landmarks & History Tour with Photo Tips

Boston’s architectural history is spread across several neighborhoods—this small-group walking tour links Back Bay, the Public Garden, and Beacon Hill with commentary from a Boston …More

Likely to Sell Out
Likely to Sell Out

Boston’s architectural history is spread across several neighborhoods—this small-group walking tour links Back Bay, the Public Garden, and Beacon Hill with commentary from a Boston...

2 hours Free Cancellation
5.0 (113)
from
$55
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 (245)
from
$179
Boston North End Food Tour with Wine and Limoncello Tasting

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so …More

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so...

3 hours Free Cancellation
5.0 (540)
from
$100
Triple Threat Combo Pass: 3 TOURS (3:30pm, 5pm, & 7pm or 8:30pm)

Save $10 when you embark on all three captivating tours! Immerse yourself in tales of History, Mystery, and Magick through Salem's past and present: 1. …More

Save $10 when you embark on all three captivating tours! Immerse yourself in tales of History, Mystery, and Magick through Salem's past and present: 1....

3 hours 15 minutes
4.7 (224)
from
$82
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