Top Massachusetts Luxury Tours

Q: What are the best options for Massachusetts Luxury Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Luxury Tours are: Private Cultural Walk Through Historic Salem’s Legends Day Trip from Boston To Salem Witch Exhibits Nantucket Self-Guided Audio Walking Tour: Beyond the Cobblestones Martha’s Vineyard Self-Guided Driving & Walking Audio Tour Boston Freedom Trail Self-Guided Audio Tour

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Luxury Tours are: MA Cape and The Island Tour Boston to Niagara Falls 6 Day Adventure East Coast Cities and Niagara Falls 4-Day Tour Boston Walk Through History Private & All-Inclusive Tour From Boston: Niagara Falls 2-Day Tour with Overnight Stay View all kid-friendly Tours →

Q: Which Massachusetts Luxury Tours have Instant Confirmation?

Massachusetts Luxury Tours with Instant Confirmation include: 7 Day Boston, New York City and Philadelphia Explorer Cambridge, Lexington and Concord Private Half-Day Tour by Car Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria 4 Day Boston and North East Coast Exploration Private Day Trip From Boston to the Newport Mansions View all Tours with Instant Confirmation →

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

No problem. These Massachusetts Luxury Tours include Hotel Pickup: Cambridge, Lexington and Concord Private Half-Day Tour by Car Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria Private Day Trip From Boston to the Newport Mansions Boston to Coastal Maine Private Day Trip Private Plymouth Day Trip from Boston with Historic Stops 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 →

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

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic …More

Boston, USA

4.6 (53)

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic...

12 hours Free Cancellation

4.6 (53)

from
$100

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 Food Tour: Taste Boston's Italian Heritage

Welcome to the North End Food Tour! One of Boston's oldest and most important neighborhoods, the North End is most known for its multi-generation Italian-American …More

Boston, USA

5.0 (57)

North End Food Tour: Taste Boston's Italian Heritage

Welcome to the North End Food Tour! One of Boston's oldest and most important neighborhoods, the North End is most known for its multi-generation Italian-American...

2 to 3 hours Free Cancellation

5.0 (57)

from
$100

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

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

Central Square Cambridge Food and Mural Arts Guided Walking Tour

Have fun and unleash your inner art critic while exploring Central Square, Cambridge with us. Home to a vibrant public art scene, including iconic Graffiti …More

Cambridge, USA

4.0 (3)

Central Square Cambridge Food and Mural Arts Guided Walking Tour

Have fun and unleash your inner art critic while exploring Central Square, Cambridge with us. Home to a vibrant public art scene, including iconic Graffiti...

2 hours 30 minutes

4.0 (3)

from
$100

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 (849)

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 (849)

from
$99

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the …More

Boston, USA

5.0 (218)

2 Hour Boston Segway Tour

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the...

2 hours 30 minutes

5.0 (218)

from
$99

Boston's Emerald Necklace Guided Bicycle Tour: E-Bikes/City Bikes

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you …More

Boston, USA

4.7 (15)

Boston's Emerald Necklace Guided Bicycle Tour: E-Bikes/City Bikes

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you...

4 hours

4.7 (15)

from
$99

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

North End Boston Food Tour: Pizza, Pasta, Pastry, Wine,Apertivo

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with. …More

Boston, USA

5.0 (596)

North End Boston Food Tour: Pizza, Pasta, Pastry, Wine,Apertivo

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with....

2 to 3 hours Free Cancellation

5.0 (596)

from
$98

From Boston Day Trip to Plimoth Patuxet Museums and Mayflower II

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned …More

Plymouth, USA

5.0 (3)

From Boston Day Trip to Plimoth Patuxet Museums and Mayflower II

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned...

8 hours Free Cancellation

5.0 (3)

from
$98

Truro Cape Cod Lighthouse and Highland House Museum Tour

Step into Cape history with a visit to Highland Lighthouse—Cape Cod’s oldest and tallest lighthouse, proudly standing watch over the Atlantic since 1797. Once a …More

Cape Cod, USA

4.7 (21)

Truro Cape Cod Lighthouse and Highland House Museum Tour

Step into Cape history with a visit to Highland Lighthouse—Cape Cod’s oldest and tallest lighthouse, proudly standing watch over the Atlantic since 1797. Once a...

2 hours Free Cancellation

4.7 (21)

from
$95

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'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

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

North of Boston Island Lighthouse Kayak Tour

Unlike typical kayak tours, North of Boston Island Lighthouse Tour is a refined, personalized coastal experience. Your expertly trained guides combine deep knowledge of local …More

5.0 (3)

North of Boston Island Lighthouse Kayak Tour

Unlike typical kayak tours, North of Boston Island Lighthouse Tour is a refined, personalized coastal experience. Your expertly trained guides combine deep knowledge of local...

2 hours Free Cancellation

5.0 (3)

from
$90

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

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 (1,676)

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 (1,676)

from
$86