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
Boston Freedom Trail History Tour with Optional Food Tastings

Walk Boston’s Freedom Trail with a local guide who brings the city’s history — and its food scene — to life. This tour pairs landmark …More

Walk Boston’s Freedom Trail with a local guide who brings the city’s history — and its food scene — to life. This tour pairs landmark...

2 hours Free Cancellation
4.6 (23)
from
$29
History and Culture Storytelling Walking Tour of Salem

Step beyond Salem’s most familiar legends on this storytelling walk through history, culture, and the people who shaped the city. A Storytelling Walk Through Salem …More

Step beyond Salem’s most familiar legends on this storytelling walk through history, culture, and the people who shaped the city. A Storytelling Walk Through Salem...

1 hour Free Cancellation
5.0 (17)
from
$27
App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

Dig Deeper into Downtown Boston's historical sites between the Boston Common Visitors Center and Blackstone Corner at your own pace and schedule on this location …More

Dig Deeper into Downtown Boston's historical sites between the Boston Common Visitors Center and Blackstone Corner at your own pace and schedule on this location...

50 to 100 minutes Free Cancellation
4.3 (24)
from
$5
Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

This is not a ticket to attractions along the route. Immerse yourself in the stories of the American Revolution, Boston Tea Party, and Sons of …More

This is not a ticket to attractions along the route. Immerse yourself in the stories of the American Revolution, Boston Tea Party, and Sons of...

2 to 3 hours Free Cancellation
4.7 (19)
from
$10
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

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
Salem Movie Town tour Hocus Pocus Film locations Tour

North Shore Tours Presents: A unique small group tour into Salem's long history with the film industry and Hollywood. We will stop at several iconic …More

North Shore Tours Presents: A unique small group tour into Salem's long history with the film industry and Hollywood. We will stop at several iconic...

45 to 80 minutes Free Cancellation
4.7 (18)
from
$30
Tides Tales and Treasures A Salem Waterfront Walking Tour

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives …More

Likely to Sell Out
Likely to Sell Out

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives...

2 hours 30 minutes
5.0 (7)
from
$49
Visit Historic Concord on a Private Day Trip from Boston

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from …More

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from...

5 hours Hotel pickup offered Free Cancellation
5.0 (10)
from
$205
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 …More

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
Private Tour of Boston for Families & Kids

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole …More

Likely to Sell Out
Likely to Sell Out

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole...

4 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$104
Spirits Of The Dead - A Boston Ghost Tour

Explore the eerie side of Boston as you take a stroll through some of its most haunted locations with a local guide. Learn about Boston's …More

Likely to Sell Out
Likely to Sell Out

Explore the eerie side of Boston as you take a stroll through some of its most haunted locations with a local guide. Learn about Boston's...

1 hour 30 minutes Free Cancellation
5.0 (9)
from
$35
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

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

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
Discovering Oak Bluffs: A Self-Guided Audio Tour

Discover how a small religious summer camp transformed into one of Martha’s Vineyard’s most popular island destinations on this walking tour through the town of …More

Discover how a small religious summer camp transformed into one of Martha’s Vineyard’s most popular island destinations on this walking tour through the town of...

75 to 90 minutes Free Cancellation
from
$12
Wandering Witches

"Why do Witches wear black?" "Why do Witches ride brooms?" "What exactly is Witchcraft, and does it even work?" Have you ever wondered the answers …More

"Why do Witches wear black?" "Why do Witches ride brooms?" "What exactly is Witchcraft, and does it even work?" Have you ever wondered the answers...

30 to 45 minutes
4.4 (34)
from
$26
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. …More

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
Title Town Sports Walking Tour

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its …More

Likely to Sell Out
Likely to Sell Out

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its...

2 hours Free Cancellation
5.0 (4)
from
$35
America's 250th Anniversary Revolutionary Boston History Tour

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten …More

Likely to Sell Out
Likely to Sell Out

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten...

1 hour 15 minutes Free Cancellation
5.0 (2)
from
$35
Beyond Boston Freedom Trail: Private Half-Day Walking Tour

Whether this is your first time in Boston or your fiftieth, this tour is the insider’s tour, which will take you through the heart of …More

Whether this is your first time in Boston or your fiftieth, this tour is the insider’s tour, which will take you through the heart of...

3 hours Free Cancellation
5.0 (3)
from
$45
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

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
Recent tour reviews
Activity name

Massachusetts Tours
Attractions
Guides
Calendar