Massachusetts Luxury & Special Occasions

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

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 (22)
from
$70
Santa Brunch Cruise in Boston Harbor

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise …More

Boston, USA

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise...

2 hours Free Cancellation
4.8 (9)
from
$106
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

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
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

Likely to Sell Out
Likely to Sell Out
Boston, USA

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 to Salem by Train: Historic 400th Anniversary Walking Tour

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you...

3 hours Free Cancellation
5.0 (1)
from
$150
Boston Walk Through History Private & All-Inclusive Tour

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a …More

Boston, USA

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a...

3 to 6 hours Free Cancellation
4.6 (11)
from
$339
Salem half day private tour from Boston

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour …More

Boston, USA

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour...

4 hours Hotel pickup offered Free Cancellation
5.0 (16)
from
$695
Salem & North Shore Full Day Private Tour from Boston

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and …More

Boston, USA

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and...

6 hours Hotel pickup offered Free Cancellation
5.0 (15)
from
$995
Salem Through a New Lens: Anniversary of Joseph White Murder

A walking tour and photography workshop in one! Experience a fascinating, in-depth exploration of Salem’s most notorious murder with a local guide. Along the way, …More

Salem, USA

A walking tour and photography workshop in one! Experience a fascinating, in-depth exploration of Salem’s most notorious murder with a local guide. Along the way,...

90 to 120 minutes Free Cancellation
5.0 (12)
from
$36
Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at your own pace with this …More

Boston, USA

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at your own pace with this...

120 to 160 minutes
4.9 (16)
from
$15
Spirits and Superstitions A Friday the 13th Tour

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets …More

Salem, USA

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets...

1 hour 30 minutes
4.9 (7)
from
$48
30-Min Private Helicopter Skyline Tour of Boston

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and …More

Boston, USA

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and...

1 hour Free Cancellation
5.0 (7)
from
$349
Boston Historical Freedom Trail and Cheers Landmark Tour

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into …More

Boston, USA

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into...

2 hours 30 minutes Free Cancellation
5.0 (7)
from
$51
East Coast Cities and Niagara Falls 4-Day Tour

Travel from Boston through New York, Philadelphia, Washington D.C., Corning, and Niagara Falls on a four-day East Coast tour. Experience Manhattan landmarks, historic Philadelphia, the …More

Boston, USA

Travel from Boston through New York, Philadelphia, Washington D.C., Corning, and Niagara Falls on a four-day East Coast tour. Experience Manhattan landmarks, historic Philadelphia, the...

4 days
4.7 (14)
from
$691
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

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
Run 'Boston' Sports Running Tour

Traverse your own 'Mini Boston Marathon' - warm up from the Common to Kenmore and then run the last mile of the marathon route across …More

Boston, USA

Traverse your own 'Mini Boston Marathon' - warm up from the Common to Kenmore and then run the last mile of the marathon route across...

2 hours Free Cancellation
5.0 (1)
from
$35
Private Customized Walking Tour of Boston

Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itinerary with your guide to ensure you see …More

Boston, USA

Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itinerary with your guide to ensure you see...

2 to 2.5 hours Hotel pickup offered Free Cancellation
4.9 (11)
from
$595
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

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
New York Bus Day Tour-One World Trade&Liberty Cruise From NY/BOS

Travel with a knowledgeable sightseeing coach and our professional trained tour escort. Visit one of the world’s greatest financial centers at Wall Streets! Take a …More

Brooklyn, USA

Travel with a knowledgeable sightseeing coach and our professional trained tour escort. Visit one of the world’s greatest financial centers at Wall Streets! Take a...

8 hours
4.5 (2)
from
$119
Plymouth Pilgrims Self-Guided Walking Audio Tour

Visit the place where the Pilgrims landed! As one of the earliest English settlements in North America, Plymouth is an essential stop for any history …More

Plymouth, USA

Visit the place where the Pilgrims landed! As one of the earliest English settlements in North America, Plymouth is an essential stop for any history...

2 to 3 hours Free Cancellation
4.1 (31)
from
$15
North End Boston Mafia Exploration Game and Tour

Discover Boston’s Mafia past by solving challenges and unlocking stories on your phone, leading you to new places and amazing stories. Play our engaging exploration …More

Boston, USA

Discover Boston’s Mafia past by solving challenges and unlocking stories on your phone, leading you to new places and amazing stories. Play our engaging exploration...

130 to 160 minutes Free Cancellation
4.3 (10)
from
$6

Frequently Asked Questions

These answers are based on answers previously given to City Sky Diving customers' questions.

Recent tour reviews
Activity name

Massachusetts Tours
Attractions
Guides
Calendar