Top Massachusetts Tours & Sightseeing

Q: What are the best options for Massachusetts Tours & Sightseeing?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Tours & Sightseeing are: Plymouth Half Day Private Tour from Boston Plymouth & South Shore Private Tour from Boston Private Tour of Lexington, Concord, and Boston Private Half-Day Driving Tour of Boston and Cambridge Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

Q: What are the best kid-friendly options for Massachusetts Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Tours & Sightseeing are: History and Hauntings of Salem Guided Walking Tour Whale Watching Tour in Gloucester Harvard University Campus Guided Walking Tour The Full Revolutionary Story Epic Small-Group Boston Walking Tour Boston Tea Party Ships and Museum Admission View all kid-friendly Tours →

Q: Which Massachusetts Tours & Sightseeing have Instant Confirmation?

Massachusetts Tours & Sightseeing with Instant Confirmation include: History and Hauntings of Salem Guided Walking Tour Harvard University Campus Guided Walking Tour The Full Revolutionary Story Epic Small-Group Boston Walking Tour Boston's Food and History: North End, Freedom Trail, Beacon Hill Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More View all Tours with Instant Confirmation →

Q: I need a ride! Which Massachusetts Tours & Sightseeing have Hotel Pickup?

No problem. These Massachusetts Tours & Sightseeing include Hotel Pickup: Boston Private 3-Hour Tour by Car Experience Martha's Vineyard #1 Private Tours for up to 6 people Day Trip from Boston To Salem Witch Exhibits Best Boston Small Group Tour: I Know the Secrets Others Don't! Boston Sightseeing Tour - a fully-narrated driving tour View all Tours with Hotel Pickup →

Q: Got any more Massachusetts trip ideas?

We sure do. Check out our curated lists of hand-picked Massachusetts Tours. Top 10 Massachusetts 2026 Senior-friendly tours Massachusetts The best tours and activities for culture lovers in Massachusetts Top Day Trips from Massachusetts Things to do in Massachusetts this summer View all Massachusetts Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Massachusetts?

Based on our sales data over the past year, the most popular styles of tours and activities in Massachusetts are: Massachusetts Luxury & Special Occasions Massachusetts Luxury Tours Massachusetts Tours & Sightseeing Massachusetts Cultural & Theme Tours Massachusetts Historical & Heritage Tours View all tour styles in Massachusetts →

Experience Martha's Vineyard #1 3hr shared Tour from Oak Bluffs

Experience our famous 3-hour full Island tour for a budget friendly rate! Our tour drivers - native Islanders & long-time "wash-a-shores" have years of tour …More

Martha's Vineyard, USA

4.7 (1,612)

Experience Martha's Vineyard #1 3hr shared Tour from Oak Bluffs

Experience our famous 3-hour full Island tour for a budget friendly rate! Our tour drivers - native Islanders & long-time "wash-a-shores" have years of tour...

3 hours Free Cancellation

4.7 (1,612)

from
$70

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

Boston, USA

4.7 (1,269)

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...

1 hour 45 minutes Free Cancellation

4.7 (1,269)

from
$26

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take …More

Boston, USA

4.7 (739)

Boston Harbor Sunset Cruise

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take...

2 hours Free Cancellation

4.7 (739)

from
$54

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

Martha's Vineyard, USA

4.7 (706)

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...

3 hours Free Cancellation

4.7 (706)

from
$65

Salem Ghosts: Witches & Wicked Whispers Guided Walking Tour

Embark on an unforgettable adventure through Salem's eerie streets with our gripping walking ghost tour! Guided by a knowledgeable local expert, you’ll uncover chilling tales …More

Salem, USA

4.6 (701)

Salem Ghosts: Witches & Wicked Whispers Guided Walking Tour

Embark on an unforgettable adventure through Salem's eerie streets with our gripping walking ghost tour! Guided by a knowledgeable local expert, you’ll uncover chilling tales...

1 hour Free Cancellation

4.6 (701)

from
$27

Plimoth Patuxet Admission with Mayflower II & Plimoth Grist Mill

It's America's Founding story! Plimoth Patuxet Museums is a living history museum that tells the story of the historic events of America's founding story: the …More

Plymouth, USA

4.5 (483)

Plimoth Patuxet Admission with Mayflower II & Plimoth Grist Mill

It's America's Founding story! Plimoth Patuxet Museums is a living history museum that tells the story of the historic events of America's founding story: the...

4 to 5 hours Free Cancellation

4.5 (483)

from
$35

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

Boston, USA

4.4 (479)

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...

1 hour 10 minutes Free Cancellation

4.4 (479)

from
$38

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant …More

Boston, USA

4.7 (463)

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant...

2 hours Free Cancellation

4.7 (463)

from
$45

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

Boston, USA

4.4 (292)

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...

2 to 3 hours Free Cancellation

4.4 (292)

from
$8

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

Boston, USA

4.6 (261)

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...

1 hour 30 minutes Free Cancellation

4.6 (261)

from
$46

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

Salem, USA

4.3 (253)

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...

40 to 50 minutes Free Cancellation

4.3 (253)

from
$8

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

Salem, USA

4.7 (224)

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....

3 hours 15 minutes

4.7 (224)

from
$82

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

Cambridge, USA

4.6 (189)

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)....

1 hour 10 minutes Free Cancellation

4.6 (189)

from
$23

Downtown Freedom Trail Walking Tour - History & Architecture

No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in …More

Boston, USA

4.6 (188)

Downtown Freedom Trail Walking Tour - History & Architecture

No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in...

1 hour 10 minutes Free Cancellation

4.6 (188)

from
$30

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island, …More

Boston, USA

4.6 (163)

Boston Harbor Brunch Cruise

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island,...

2 hours Free Cancellation

4.6 (163)

from
$106

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

Plymouth, USA

4.7 (131)

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...

2 hours Free Cancellation

4.7 (131)

from
$30

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

Salem, USA

4.5 (124)

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...

1 hour 30 minutes Free Cancellation

4.5 (124)

from
$30

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

Boston, USA

4.5 (118)

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...

3 to 4 hours Free Cancellation

4.5 (118)

from
$10

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Recommended: Purchase one tour per car, not per person. Everyone listens together! Discover the natural beauty of New England’s most picturesque coastline with this narrated …More

Gloucester, USA

4.3 (112)

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Recommended: Purchase one tour per car, not per person. Everyone listens together! Discover the natural beauty of New England’s most picturesque coastline with this narrated...

2 to 3 hours Free Cancellation

4.3 (112)

from
$17

Boston Freedom Trail Walking Tour | Small Group

Explore Boston on a small-group walking tour along the iconic Freedom Trail, where the events leading up to the American Revolution come to life through …More

Boston, USA

4.6 (99)

Boston Freedom Trail Walking Tour | Small Group

Explore Boston on a small-group walking tour along the iconic Freedom Trail, where the events leading up to the American Revolution come to life through...

1 hour 30 minutes Free Cancellation

4.6 (99)

from
$45

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Massachusetts Tours & Sightseeing?

What are the best kid-friendly options for Massachusetts Tours & Sightseeing Tours?

Which Massachusetts Tours & Sightseeing have Instant Confirmation?

Which Massachusetts Tours & Sightseeing have Free Cancellation?

Massachusetts Tours & Sightseeing with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Massachusetts Tours & Sightseeing have Hotel Pickup?

Got any more Massachusetts trip ideas?

What are the most popular styles of Tours and Activities in Massachusetts?