The Best Massachusetts Activities for Seniors and Over 50s – 10% Promo Code (November 2026)

Massachusetts, USA

Use promo code: WISDOM (must book on this website) and save 10% on the best tours, tickets, and things to do for seniors in Massachusetts. Pick your tour below and use code WISDOM (savings are shown at checkout). The WISDOM Promo Code discount cannot be used with other promotions, is only redeemable on Cool Shore Excursions, and is a limited-time offer, so reserve your spot today while it lasts!

Read More
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 …More

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
The Lucinda Lipol Tour of Boston

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from …More

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from...

45 to 60 minutes Free Cancellation
5.0 (5)
from
$35
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

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

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

Likely to Sell Out
Likely to Sell Out

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 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

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 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

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 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'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'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

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
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

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
Salem Witch Tour

Learn about how the city once known for the infamous Salem Witch Trials has become the home of one of the largest communities of Wiccans …More

Learn about how the city once known for the infamous Salem Witch Trials has become the home of one of the largest communities of Wiccans...

1 to 2 hours Free Cancellation
5.0 (12)
from
$80
Salem Bewitched Tour With Tarot Reading

This tour is designed for who is interested in esotericism, clairvoyance, history and mystery Join us for a thrilling Psychic and Witch walking tour in …More

This tour is designed for who is interested in esotericism, clairvoyance, history and mystery Join us for a thrilling Psychic and Witch walking tour in...

2 to 3 hours
5.0 (11)
from
$135
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

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
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

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
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

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
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

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
Private Photoshoot in Boston

You don’t need to know how to pose, the photographer will help you with that throughout the session. You’ll be guided with posing suggestions, flattering …More

You don’t need to know how to pose, the photographer will help you with that throughout the session. You’ll be guided with posing suggestions, flattering...

1 hour Free Cancellation
5.0 (6)
from
$239
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

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
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

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
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

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
Recent tour reviews
Activity name

Massachusetts Tours
Attractions
Guides
Calendar