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 Freedom Trail History Pub Crawl Small-Group Tour 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 →

City Cruises Boston Premier Brunch Cruise on Odyssey

Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious …More

Boston, USA

4.6 (28)

City Cruises Boston Premier Brunch Cruise on Odyssey

Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious...

2 hours Free Cancellation

4.6 (28)

from
$149

Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original food tours. Our North End Neighborhood Tour offers a …More

Boston, USA

5.0 (33)

Private North End Neighborhood Tour

Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original food tours. Our North End Neighborhood Tour offers a...

3 hours 30 minutes Free Cancellation

5.0 (33)

from
$135

Boston Haunted Donut Tour: Sweet Treats and Spooky Stories

Discover the sweeter and spookier side of Boston on this haunted donut walking tour. Enjoy delicious donuts and sweet treats while exploring the city’s eerie …More

Boston, USA

5.0 (21)

Boston Haunted Donut Tour: Sweet Treats and Spooky Stories

Discover the sweeter and spookier side of Boston on this haunted donut walking tour. Enjoy delicious donuts and sweet treats while exploring the city’s eerie...

2 hours Free Cancellation

5.0 (21)

from
$70

Boston North End Italian Food Tour: Pizza, Pasta & Pastry

Discover why Boston's North End is one of America's most beloved food neighborhoods on your Pizza, Pasta and Pastry Tour. Stroll charming cobblestone streets while …More

Boston, USA

5.0 (11)

Boston North End Italian Food Tour: Pizza, Pasta & Pastry

Discover why Boston's North End is one of America's most beloved food neighborhoods on your Pizza, Pasta and Pastry Tour. Stroll charming cobblestone streets while...

3 hours Free Cancellation

5.0 (11)

from
$135

Calling all chocoholics! Let us romance your senses on a Harvard Square, Cambridge Chocolate Tour! Join us for a delectable adventure through historical Harvard Square. …More

Cambridge, USA

4.4 (14)

Harvard Square Chocolate Tour

Calling all chocoholics! Let us romance your senses on a Harvard Square, Cambridge Chocolate Tour! Join us for a delectable adventure through historical Harvard Square....

1 hour 30 minutes

4.4 (14)

from
$60

Boston Food & Cocktail Tour: Discover the South End After Hours

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit …More

Boston, USA

5.0 (13)

Boston Food & Cocktail Tour: Discover the South End After Hours

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit...

2 hours 30 minutes Free Cancellation

5.0 (13)

from
$135

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful …More

Boston, USA

5.0 (14)

Pizza Beer and Paul Revere Tour

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful...

2 hours Free Cancellation

5.0 (14)

from
$75

Toast to Ptown’s past on a Commercial Street stroll blending craft cocktails and bohemian history. Perfect for drink lovers and history buffs, this tour celebrates …More

Cape Cod, USA

5.0 (27)

The Martinis & Mingle Tour

Toast to Ptown’s past on a Commercial Street stroll blending craft cocktails and bohemian history. Perfect for drink lovers and history buffs, this tour celebrates...

1 hour 30 minutes Free Cancellation

5.0 (27)

from
$88

Boston Seafood Tour: A Taste of New England History

Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years. …More

Boston, USA

4.3 (6)

Boston Seafood Tour: A Taste of New England History

Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years....

3 hours Free Cancellation

4.3 (6)

from
$160

Boston North End Food and History Tour Stories Behind the Bites

Discover Boston's oldest neighborhood on a food tour that's equal parts delicious and "mostly" accurate. Join a local guide as you wander the cobblestone streets …More

Boston, USA

5.0 (8)

Boston North End Food and History Tour Stories Behind the Bites

Discover Boston's oldest neighborhood on a food tour that's equal parts delicious and "mostly" accurate. Join a local guide as you wander the cobblestone streets...

3 hours Free Cancellation

5.0 (8)

from
$99

Freedom Trail and North End History and Culinary Delights Tour

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on …More

Boston, USA

5.0 (1)

Freedom Trail and North End History and Culinary Delights Tour

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on...

4 hours Free Cancellation

5.0 (1)

from
$102

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Enjoy award winning wines, wine jellies, and wine sauces in a tasting on historic Plymouth Bay. "Experience Delicious" a stone's throw away from Plymouth Rock. …More

Cape Cod, USA

4.8 (38)

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Enjoy award winning wines, wine jellies, and wine sauces in a tasting on historic Plymouth Bay. "Experience Delicious" a stone's throw away from Plymouth Rock....

Flexible Free Cancellation

4.8 (38)

from
$13

Private All-Inclusive Boston Famous Foodie Tour

Our Boston Food Tour will take you to the most iconic and delicious spots in Boston all in one day. If you are looking for …More

Boston, USA

4.7 (10)

Private All-Inclusive Boston Famous Foodie Tour

Our Boston Food Tour will take you to the most iconic and delicious spots in Boston all in one day. If you are looking for...

3 hours Free Cancellation

4.7 (10)

from
$288

Boston Private Food and History Tour With Revolutionary Sites

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End …More

Boston, USA

5.0 (10)

Boston Private Food and History Tour With Revolutionary Sites

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$213

Boston Revolutionary Pub Crawl History Bars and Drinks

This history-driven pub crawl combines Revolutionary Boston with four wildly different bars, drinks, and stories. Over two hours, you’ll discover what connects Sam Adams Brewery, …More

Boston, USA

5.0 (7)

Boston Revolutionary Pub Crawl History Bars and Drinks

This history-driven pub crawl combines Revolutionary Boston with four wildly different bars, drinks, and stories. Over two hours, you’ll discover what connects Sam Adams Brewery,...

2 hours 30 minutes Free Cancellation

5.0 (7)

from
$49

Harvard Square Cambridge Food & Walking Tour

Calling all foodies! We'd love to take you on a Food Tour neighborhood adventure in Harvard Square! Join us for a delicious culinary adventure through …More

Cambridge, USA

4.8 (5)

Harvard Square Cambridge Food & Walking Tour

Calling all foodies! We'd love to take you on a Food Tour neighborhood adventure in Harvard Square! Join us for a delicious culinary adventure through...

2 hours

4.8 (5)

from
$100

Sushi Making Class at a Local Brewery in Boston

Dive into the world of sushi-making with a talented chef, a seasoned expert with over 20 years of experience from California to Boston. In this …More

Boston, USA

4.8 (4)

Sushi Making Class at a Local Brewery in Boston

Dive into the world of sushi-making with a talented chef, a seasoned expert with over 20 years of experience from California to Boston. In this...

2 hours Free Cancellation

4.8 (4)

from
$75

Flavor Walk Boston Food Tour Haymarket through North End

Explore Boston's culinary scene on The Flavor Walk Food Tour, an immersive guided experience through historic Haymarket and the beloved North End. Enjoy six iconic …More

Boston, USA

5.0 (2)

Flavor Walk Boston Food Tour Haymarket through North End

Explore Boston's culinary scene on The Flavor Walk Food Tour, an immersive guided experience through historic Haymarket and the beloved North End. Enjoy six iconic...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$119

Union Square, Somerville Neighborhood Food Tour

Join us for a fun foodie adventure through Union Square, Somerville - a neighborhood like Brooklyn, NY that is bursting with culture, historical significance, and …More

Cambridge, USA

4.8 (5)

Union Square, Somerville Neighborhood Food Tour

Join us for a fun foodie adventure through Union Square, Somerville - a neighborhood like Brooklyn, NY that is bursting with culture, historical significance, and...

150 to 180 minutes

4.8 (5)

from
$100

The Candyland tour is unique because it is the only tour in Salem that explores the history of candy and the candy shops here in …More

Salem, USA

4.1 (11)

Tales of Salem Candyland Tour

The Candyland tour is unique because it is the only tour in Salem that explores the history of candy and the candy shops here in...

90 to 105 minutes Free Cancellation

4.1 (11)

from
$30

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?