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

Boston, 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 Boston. 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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Boston Civil War and Abolition Movement: A Self-Guided Audio Tour

Are you looking for a way to discover Boston without joining a tour group? Explore at your own pace with this self-guided walking tour. • …More

Are you looking for a way to discover Boston without joining a tour group? Explore at your own pace with this self-guided walking tour. •...

90 to 120 minutes
5.0 (2)
from
$12
Private Historical Walking Tour in Boston Cultural Landmarks

This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade …More

This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade...

2 hours Free Cancellation
5.0 (1)
from
$179
Private Walking Tour with a Local Guide in Boston

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour. …More

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour....

3 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$74
Self-Guided Boston Christmas Tour

Explore the gas lit winter wonderland streets of Boston and Beacon Hill as we discover the Christmas tales of Boston's past walking on cobbled stoned …More

Explore the gas lit winter wonderland streets of Boston and Beacon Hill as we discover the Christmas tales of Boston's past walking on cobbled stoned...

40 to 50 minutes Free Cancellation
5.0 (2)
from
$10
Boston Harvard Half Day Tour

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail, …More

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail,...

4 hours Free Cancellation
5.0 (1)
from
$425
Freedom Trail and Salem Witch Trials App-Guided Audio Tour

Dive into New England history with this tour combo of Salem and the Boston Freedom Trail. In Salem, uncover the truth behind the Witch Trials. …More

Dive into New England history with this tour combo of Salem and the Boston Freedom Trail. In Salem, uncover the truth behind the Witch Trials....

2 to 4 hours Free Cancellation
5.0 (2)
from
$25
Boston Record Breakers: Self-Guided Scavenger Hunt

Learn about Boston’s rich history and its standing in the U.S history of being “first in the nation” to build and enact many things. You’ll …More

Learn about Boston’s rich history and its standing in the U.S history of being “first in the nation” to build and enact many things. You’ll...

1 hour 20 minutes Free Cancellation
4.0 (5)
from
$5
Boston Haunted History Self-Guided Walking Audio Tour

Traverse Boston’s oldest neighborhoods and hear about the lost souls still trapped within—from the poor, perpetually burning victims of a gas explosion in Boylston Station …More

Traverse Boston’s oldest neighborhoods and hear about the lost souls still trapped within—from the poor, perpetually burning victims of a gas explosion in Boylston Station...

1 to 2 hours Free Cancellation
5.0 (1)
from
$15
Self-Guided Audio Tour of Boston North End

Discover the North End, Little Italy's history, Paul Revere, Italian Food, immigration history of the Italians, Irish, Jewish and Africans on this Smart Phone navigated, …More

Discover the North End, Little Italy's history, Paul Revere, Italian Food, immigration history of the Italians, Irish, Jewish and Africans on this Smart Phone navigated,...

50 to 60 minutes Free Cancellation
4.2 (5)
from
$6
French-American Guided Tour of the Freedom Trail, Boston

Follow a professional historian, concerned about historical accuracy, able to address adults and children alike, in joy and good humor, to discuss the links between …More

Follow a professional historian, concerned about historical accuracy, able to address adults and children alike, in joy and good humor, to discuss the links between...

90 to 120 minutes Free Cancellation
5.0 (1)
from
$85
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly …More

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly...

2 days Free Cancellation
4.7 (3)
from
$50
Interactive Mystery Scavenger Hunt in Boston

Channel your inner Sherlock Holmes in this mystery scavenger hunt around Boston! In "Murder by Boston Common," you are transported back to the year 1895. …More

Channel your inner Sherlock Holmes in this mystery scavenger hunt around Boston! In "Murder by Boston Common," you are transported back to the year 1895....

1 to 2 hours Free Cancellation
5.0 (1)
from
$59
4 Day Boston and North East Coast Exploration

Begin your journey in Boston, immersing yourself in the rich history of the Freedom Trail, and exploring landmarks like Faneuil Hall. Delight in the food …More

Begin your journey in Boston, immersing yourself in the rich history of the Freedom Trail, and exploring landmarks like Faneuil Hall. Delight in the food...

4 days
4.5 (2)
from
$1,650
Boston Self Guided Audio Experience

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours …More

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours...

3 to 9 hours
5.0 (1)
from
$6
Boston Holiday Food Tour: Donuts, Sweet Treats & Holiday Cheer

Your holiday tour begins in the Financial District at Kane’s Donuts where we’ll sample several of their daily flavors. After which, we’ll take a leisurely …More

Your holiday tour begins in the Financial District at Kane’s Donuts where we’ll sample several of their daily flavors. After which, we’ll take a leisurely...

2 hours Free Cancellation
5.0 (1)
from
$70
Self-Guided Boston Freedom Trail Walking Audio Tour

Download GuideAlong’s self-guided audio walking tour of Boston’s Freedom Trail and uncover the birthplace of the American Revolution. Step back in time as you visit …More

Download GuideAlong’s self-guided audio walking tour of Boston’s Freedom Trail and uncover the birthplace of the American Revolution. Step back in time as you visit...

2 to 3 hours Free Cancellation
5.0 (1)
from
$10
Boston Murder Mystery: Outdoor Detective Escape Game

Solve a murder mystery while exploring Boston’s streets Enjoy a mix of storytelling, puzzles, and real-world exploration Play at your own pace—pause, resume, or replay …More

Solve a murder mystery while exploring Boston’s streets Enjoy a mix of storytelling, puzzles, and real-world exploration Play at your own pace—pause, resume, or replay...

1 hour 30 minutes Free Cancellation
5.0 (1)
from
$6
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
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
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
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