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!

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Walk the Freedom Trail with a Local Tour Guide

The Freedom Trail is Boston's historic backbone, guiding you through key sites that shaped American history. This 2-hour walking tour offers an engaging exploration of …More

The Freedom Trail is Boston's historic backbone, guiding you through key sites that shaped American history. This 2-hour walking tour offers an engaging exploration of...

2 hours Free Cancellation
5.0 (1)
from
$39
Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This …More

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This...

8 hours Free Cancellation
5.0 (1)
from
$5
Salem Pirate Expeditions 1 Hour Walking Tour with Costumed Guide

Before witches made Salem famous, the city was a thriving maritime powerhouse, and its harbor attracted pirates and merchants from around the world. On this …More

Before witches made Salem famous, the city was a thriving maritime powerhouse, and its harbor attracted pirates and merchants from around the world. On this...

1 hour
5.0 (1)
from
$29
Astounding Scavenger Hunt: Boston The Story of America

Let’s Roam leads the way in adventure hunts! Explore the top landmarks and uncover hidden gems while tackling trivia questions and conquering challenges. Whether you …More

Let’s Roam leads the way in adventure hunts! Explore the top landmarks and uncover hidden gems while tackling trivia questions and conquering challenges. Whether you...

2 hours Free Cancellation
3.4 (5)
from
$15
Oak Bluffs, Martha's Vineyard Audio Tour

Knockabout Travel takes you to Martha's Vineyard, with this self-paced audio tour of the most popular town on the island. Discover the origin story of …More

Knockabout Travel takes you to Martha's Vineyard, with this self-paced audio tour of the most popular town on the island. Discover the origin story of...

60 to 90 minutes
3.6 (7)
from
$13
Self-Guided "The North End Pizza, Cannoli and Picnic" Tour

You will go to the best local pizza and cannoli spots, stop by authentic Italian shops and you’ll even get a chance to have a …More

You will go to the best local pizza and cannoli spots, stop by authentic Italian shops and you’ll even get a chance to have a...

50 to 70 minutes Free Cancellation
4.3 (4)
from
$6
Boston’s Freedom Trail: Private Tour including Paul Revere House

Visit the best of Boston on a half-day tour, discovering the best of the Freedom Trail on your private tour of Boston’s highlights. Along your …More

Visit the best of Boston on a half-day tour, discovering the best of the Freedom Trail on your private tour of Boston’s highlights. Along your...

3 hours Free Cancellation
3.0 (1)
from
$65
Harvard’s Secret Society: Exploration Game and Tour

Discover iconic locations from Harvard Yard by solving clues and unlocking stories on your phone. Play the engaging exploration game, reenacting the story of Owen …More

Discover iconic locations from Harvard Yard by solving clues and unlocking stories on your phone. Play the engaging exploration game, reenacting the story of Owen...

80 to 110 minutes Free Cancellation
4.0 (3)
from
$5
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

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
Salem Ghost Tour, 6 Languages (Self-Guided Audio Driving/Walking)

Walk the haunted streets of Salem on this chilling self-guided audio ghost tour through the most notorious and paranormally active sites in the city. From …More

Walk the haunted streets of Salem on this chilling self-guided audio ghost tour through the most notorious and paranormally active sites in the city. From...

1 hour 30 minutes
4.0 (3)
from
$10
Plymouth Pilgrim Historic Self Guided GPS Audio Walking Tour

The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ ship, and end at the historic Jabez …More

The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ ship, and end at the historic Jabez...

60 to 90 minutes Free Cancellation
3.6 (8)
from
$10
Haunted Salem: Witch Trials and Ghosts Tour

Walk Salem’s dark past under moonlit streets and learn true stories of witch trials, haunted houses, and restless spirits. A clear, friendly voice leads you …More

Walk Salem’s dark past under moonlit streets and learn true stories of witch trials, haunted houses, and restless spirits. A clear, friendly voice leads you...

1 to 3 hours Free Cancellation
4.0 (3)
from
$10
Astonishing Scavenger Hunt: Boston Back Bay & Beyond

Let’s Roam leads the way as the top app-led adventure hunt company. Explore the finest landmarks and uncover hidden gems, tackling trivia and challenges along …More

Let’s Roam leads the way as the top app-led adventure hunt company. Explore the finest landmarks and uncover hidden gems, tackling trivia and challenges along...

2 hours
4.0 (1)
from
$12
The Ghosts of Boston's Past Haunted Self-guided Tour

This an on demand, smart phone guided haunted walking tour in Boston. Go to 10 1/2 Beacon Street, press play and put your phone in …More

This an on demand, smart phone guided haunted walking tour in Boston. Go to 10 1/2 Beacon Street, press play and put your phone in...

30 to 45 minutes Free Cancellation
3.5 (4)
from
$5
An Epic Scavenger Hunt: Boston Parks & Works of Art

Let’s Roam leads the way in app-led adventure hunts! Explore top landmarks and uncover hidden gems, tackling trivia and challenges with your team. Perfect for …More

Let’s Roam leads the way in app-led adventure hunts! Explore top landmarks and uncover hidden gems, tackling trivia and challenges with your team. Perfect for...

2 hours
3.0 (2)
from
$12
Self-Guided Scavenger Hunt: The Crown Jewel of Cape Cod

Hey, adventurers and trivia masters! Let me introduce you to Let’s Roam—the ultimate scavenger hunt experience that’s as wild as it is educational! Imagine strolling …More

Hey, adventurers and trivia masters! Let me introduce you to Let’s Roam—the ultimate scavenger hunt experience that’s as wild as it is educational! Imagine strolling...

2 hours
3.0 (2)
from
$12
Self-Guided Audio Walking Tour of Salem’s Witch Trials

Explore the haunting history of Salem with a self-guided walking tour that focuses on the notorious witch trials. Visit significant sites like Howard Street Cemetery, …More

Explore the haunting history of Salem with a self-guided walking tour that focuses on the notorious witch trials. Visit significant sites like Howard Street Cemetery,...

120 to 150 minutes Free Cancellation
3.0 (1)
from
$10
Candlelit Ghostly Walking Tour of Historic Salem

Wander through the mystique of Salem on this guided Candlelit Ghostly Walking Tour, exploring the city's haunted history. Discover notorious sites such as the Joshua …More

Wander through the mystique of Salem on this guided Candlelit Ghostly Walking Tour, exploring the city's haunted history. Discover notorious sites such as the Joshua...

45 minutes Free Cancellation
3.0 (1)
from
$25
Boston 4 Hour Private Walking Tour Freedom Trail and Beacon Hill

Boston’s history and present-day culture come together on a private half-day walking tour from Faneuil Hall through Copley Square. Follow the Freedom Trail past the …More

Boston’s history and present-day culture come together on a private half-day walking tour from Faneuil Hall through Copley Square. Follow the Freedom Trail past the...

4 hours Free Cancellation
from
$405
Lowell City Scavenger Hunt Excursion by Zombie Scavengers

In Zombie Scavengers of Lowell, players will use an app to try to survive a zombie apocalypse. You'll do so by finding survival objects around …More

In Zombie Scavengers of Lowell, players will use an app to try to survive a zombie apocalypse. You'll do so by finding survival objects around...

1 hour Free Cancellation
from
$20
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