Top Massachusetts Tours & Sightseeing

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

No problem. These Massachusetts Tours & Sightseeing include Hotel Pickup: Private Walking Tour with a Local Guide in Boston Private Half-Day Driving Tour of Boston and Cambridge Private Tour of Boston for Families & Kids Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston Private Open-Air Pedicab Tour in Provincetown 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 →

Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great …More

Boston, USA

4.7 (9,893)

Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great...

1 hour 20 minutes Free Cancellation

4.7 (9,893)

from
$62

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 (707)

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 (707)

from
$65

Boston’s Freedom Trail: Private Tour including Paul Revere House

Visit the best of Boston on a half-day tour, discovering the best of the Freedom Trail on your private tour of Boston’s highlights. Along your …More

Boston, USA

3.0 (1)

Boston’s Freedom Trail: Private Tour including Paul Revere House

Visit the best of Boston on a half-day tour, discovering the best of the Freedom Trail on your private tour of Boston’s highlights. Along your...

3 hours Free Cancellation

3.0 (1)

from
$65

Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind …More

Boston, USA

5.0 (9)

Boston and Cambridge City Tour

Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind...

3 hours 30 minutes Free Cancellation

5.0 (9)

from
$68

We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to …More

Boston, USA

5.0 (75)

1 Hour Boston Segway Tour

We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to...

1 hour 30 minutes

5.0 (75)

from
$69

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

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

Boston, USA

4.9 (1,456)

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...

2 hours Free Cancellation

4.9 (1,456)

from
$70

Private Walking Tour with a Local Guide in Boston

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour. …More

Boston, USA

5.0 (2)

Private Walking Tour with a Local Guide in Boston

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour....

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$74

Please Note: During the summer of 2026, our family experienced a devastating medical emergency involving multiple immediate family members. A small number of tours were …More

Martha's Vineyard, USA

4.5 (52)

Martha Vineyard Bus Tour

Please Note: During the summer of 2026, our family experienced a devastating medical emergency involving multiple immediate family members. A small number of tours were...

3 hours Free Cancellation

4.5 (52)

from
$75

Outdoor Escape Room in Boston - the North End

An immersive clue-solving adventure around Boston's North End. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule …More

Boston, USA

4.7 (43)

Outdoor Escape Room in Boston - the North End

An immersive clue-solving adventure around Boston's North End. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule...

2 hours

4.7 (43)

from
$75

National Seashore Tour with Guided Hike from Provincetown

Experience the Cape Cod National Seashore and all its charm & beauty! Our first stop will be at Pilgrim Landing for stunning views of the …More

Cape Cod, USA

4.9 (7)

National Seashore Tour with Guided Hike from Provincetown

Experience the Cape Cod National Seashore and all its charm & beauty! Our first stop will be at Pilgrim Landing for stunning views of the...

2 hours Free Cancellation

4.9 (7)

from
$75

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live …More

Boston, USA

4.8 (118)

Boston's Historic Electric Bike Tour

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live...

2 hours 30 minutes Free Cancellation

4.8 (118)

from
$78

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

Boston, USA

4.9 (636)

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...

2 hours 30 minutes Free Cancellation

4.9 (636)

from
$78

Cambridge Guided Bicycle Tour: E-bike/City Bike Tour

On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience …More

Boston, USA

4.9 (35)

Cambridge Guided Bicycle Tour: E-bike/City Bike Tour

On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience...

2 hours 30 minutes Free Cancellation

4.9 (35)

from
$78

Family Friendly Guided Bike Tour of Boston: E-Bike/City Bike Tour

The Tour de Boston Bicycle Tour is the perfect family tour for those with young children or who would prefer to enjoy a more leisurely …More

Boston, USA

4.8 (18)

Family Friendly Guided Bike Tour of Boston: E-Bike/City Bike Tour

The Tour de Boston Bicycle Tour is the perfect family tour for those with young children or who would prefer to enjoy a more leisurely...

2 hours 30 minutes Free Cancellation

4.8 (18)

from
$78

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

Boston, USA

5.0 (914)

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...

4 hours Free Cancellation

5.0 (914)

from
$79

Group Guided Walking Food Tour of Hyannis and Local Insights

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along …More

Cape Cod, USA

5.0 (2)

Group Guided Walking Food Tour of Hyannis and Local Insights

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along...

3 hours

5.0 (2)

from
$80

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

Private Half-Day Driving Tour of Boston and Cambridge

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you …More

Boston, USA

5.0 (7)

Private Half-Day Driving Tour of Boston and Cambridge

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you...

4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$88

An Artful Christmas: Holiday Trip from Boston to the Crane Estate

Step into a holiday wonderland at one of Massachusetts' most magnificent historic estates! Christmas at Castle Hill is a beloved New England tradition, featuring stunning …More

5.0 (3)

An Artful Christmas: Holiday Trip from Boston to the Crane Estate

Step into a holiday wonderland at one of Massachusetts' most magnificent historic estates! Christmas at Castle Hill is a beloved New England tradition, featuring stunning...

6 hours

5.0 (3)

from
$90

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Tours & Sightseeing are:

View all kid-friendly Tours →

Which Massachusetts Tours & Sightseeing have Instant Confirmation?

Massachusetts Tours & Sightseeing with Instant Confirmation include:

View all Tours with 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?