Top Massachusetts Food, Wine & Nightlife

Q: Which Massachusetts Food, Wine & Nightlife have Instant Confirmation?

Massachusetts Food, Wine & Nightlife with Instant Confirmation include: Boston Pizza Lovers Food and History Walking Tour Boston’s Politically Incorrect North End Food Tour Boston’s North End Food Tour: Italian Flavors and Heritage Walk Haunted Boston Booze and Boos Ghost Walking Tour Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More View all Tours with Instant Confirmation →

Q: I need a ride! Which Massachusetts Food, Wine & Nightlife have Hotel Pickup?

No problem. These Massachusetts Food, Wine & Nightlife include Hotel Pickup: Boston Private Food and History Tour With Revolutionary Sites Boston to Woods Hole & Martha's Vineyard Ferry Private Chauffeur Service 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 Pizza Lovers Food and History Walking Tour

Feed BIG appetites, at small prices! A true Pizza Lover never settles for just samples. Enjoy three different FULL SIZE slices during this fun and …More

Boston, USA

4.8 (1,113)

Boston Pizza Lovers Food and History Walking Tour

Feed BIG appetites, at small prices! A true Pizza Lover never settles for just samples. Enjoy three different FULL SIZE slices during this fun and...

2 hours 30 minutes Free Cancellation

4.8 (1,113)

from
$59

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

Boston, USA

4.8 (841)

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...

3 hours Free Cancellation

4.8 (841)

from
$99

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

This Boston food tour goes beyond the tourist trail—discover hidden gems, learn fascinating stories, and experience why the North End is the heart of Boston’s …More

Boston, USA

4.9 (1,712)

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

This Boston food tour goes beyond the tourist trail—discover hidden gems, learn fascinating stories, and experience why the North End is the heart of Boston’s...

2 hours Free Cancellation

4.9 (1,712)

from
$60

Haunted Boston Booze and Boos Ghost Walking Tour

Unearth the spooky history of Boston on this 2.5-hour guided ghost tour and pub crawl. A costumed guide will lead you through historic streets and …More

Boston, USA

4.7 (172)

Haunted Boston Booze and Boos Ghost Walking Tour

Unearth the spooky history of Boston on this 2.5-hour guided ghost tour and pub crawl. A costumed guide will lead you through historic streets and...

2 hours 30 minutes Free Cancellation

4.7 (172)

from
$36

Boston North End Food Tour with Authentic Local Flavors & Dishes

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

Boston, USA

4.8 (1,675)

Boston North End Food Tour with Authentic Local Flavors & Dishes

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...

2 to 3 hours Free Cancellation

4.8 (1,675)

from
$86

Take a detour to some of Salem’s best local watering holes to enjoy brew and booze while listening to sordid stories of ghostly ghouls and …More

Salem, USA

4.6 (677)

Salem Booze and Brews Haunted Pub Crawl

Take a detour to some of Salem’s best local watering holes to enjoy brew and booze while listening to sordid stories of ghostly ghouls and...

1 hour 30 minutes Free Cancellation

4.6 (677)

from
$36

Boston Freedom Trail History Pub Crawl Small-Group Tour

The Independence Pub Crawl combines Boston’s revolutionary history with four iconic and unique pubs along the Freedom Trail. An expert local guide will share the …More

Boston, USA

4.9 (1,081)

Boston Freedom Trail History Pub Crawl Small-Group Tour

The Independence Pub Crawl combines Boston’s revolutionary history with four iconic and unique pubs along the Freedom Trail. An expert local guide will share the...

2 hours 15 minutes Free Cancellation

4.9 (1,081)

from
$60

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 (1,451)

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 (1,451)

from
$70

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

Boston, USA

4.9 (1,930)

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,...

5 hours Free Cancellation

4.9 (1,930)

from
$91

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s …More

Boston, USA

4.9 (698)

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s...

2 hours 30 minutes Free Cancellation

4.9 (698)

from
$77

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

Boston, USA

4.9 (245)

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...

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

Boston, USA

5.0 (540)

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...

3 hours Free Cancellation

5.0 (540)

from
$100

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

Boston, USA

4.9 (185)

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...

3 hours 30 minutes Free Cancellation

4.9 (185)

from
$125

A Taste of the Freedom Trail: Iconic Boston Food & History Tour

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll, …More

Boston, USA

5.0 (63)

A Taste of the Freedom Trail: Iconic Boston Food & History Tour

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll,...

3 hours Free Cancellation

5.0 (63)

from
$135

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

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

Boston, USA

4.9 (175)

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....

3 hours 30 minutes Free Cancellation

4.9 (175)

from
$149

Museum of Ice Cream Boston Admission Ticket

The Museum of Ice Cream is a self-guided interactive ice cream museum in Boston’s Seaport District and a must-see attraction for families, couples, and friends. …More

Boston, USA

3.3 (35)

Museum of Ice Cream Boston Admission Ticket

The Museum of Ice Cream is a self-guided interactive ice cream museum in Boston’s Seaport District and a must-see attraction for families, couples, and friends....

1 hour 30 minutes

3.3 (35)

from
$44

City Cruises Boston Signature Lunch Cruise

Enjoy the Boston skyline with Boston's Signature Lunch Cruise - perfect for family sightseeing, lunch dates, and more. Enjoy our delicious lunch buffet, cocktails, wine, …More

Boston, USA

4.5 (133)

City Cruises Boston Signature Lunch Cruise

Enjoy the Boston skyline with Boston's Signature Lunch Cruise - perfect for family sightseeing, lunch dates, and more. Enjoy our delicious lunch buffet, cocktails, wine,...

2 hours Free Cancellation

4.5 (133)

from
$79

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

Boston, USA

5.0 (216)

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...

2 hours

5.0 (216)

from
$91

Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary …More

Boston, USA

4.8 (76)

2 Hour Historic Pub Crawl in Boston

Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary...

2 hours Free Cancellation

4.8 (76)

from
$35

Frequently Asked Questions

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

What are the best options for Massachusetts Food, Wine & Nightlife?

What are the best kid-friendly options for Massachusetts Food, Wine & Nightlife Tours?

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

View all kid-friendly Tours →

Which Massachusetts Food, Wine & Nightlife have Instant Confirmation?

Which Massachusetts Food, Wine & Nightlife have Free Cancellation?

Massachusetts Food, Wine & Nightlife 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 Food, Wine & Nightlife have Hotel Pickup?

Got any more Massachusetts trip ideas?

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