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 Key West Private Charters, and is a limited-time offer, so reserve your spot today while it lasts!

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Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s …More

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s...

2 hours 30 minutes Free Cancellation
4.9 (704)
from
$77
North End and Boston Market District Food Tour with Local Guide

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part …More

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part...

3 hours 30 minutes Free Cancellation
4.9 (185)
from
$125
Boston: Underground Railroad History Tour of Beacon Hill

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best …More

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best...

2 hours 30 minutes Free Cancellation
5.0 (203)
from
$35
Boston Seafood Lovers Food and History Walking Tour

All tours are led by local Stand-Up Comics! A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at …More

All tours are led by local Stand-Up Comics! A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at...

2 hours 45 minutes Free Cancellation
4.9 (245)
from
$179
Downtown Freedom Trail Walking Tour - History & Architecture

No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in …More

No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in...

1 hour 10 minutes Free Cancellation
4.6 (188)
from
$30
A Taste of the Freedom Trail: Iconic Boston Food & History Tour

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll, …More

Likely to Sell Out
Likely to Sell Out

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll,...

3 hours Free Cancellation
5.0 (63)
from
$135
Boston "Death and Dying" Walking Ghost Tour

Looking for a ghost tour that goes beyond the bumps in the night? Welcome to Death & Dying, Boston’s adults-only ghost tour—and easily the most …More

Looking for a ghost tour that goes beyond the bumps in the night? Welcome to Death & Dying, Boston’s adults-only ghost tour—and easily the most...

1 hour 30 minutes Free Cancellation
4.5 (221)
from
$35
Boston Historic Pubs Tour with Drinks and Tastings Included

All tours are led by a local Stand-Up Comic! Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you …More

All tours are led by a local Stand-Up Comic! Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you...

3 hours 30 minutes Free Cancellation
4.9 (175)
from
$149
Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant …More

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant...

2 hours Free Cancellation
4.7 (463)
from
$45
2 Hour Historic Pub Crawl in Boston

Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary …More

Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary...

2 hours Free Cancellation
4.8 (76)
from
$35
Boston's Beacon Hill Underground Railroad Audio Walking Tour

Discover Beacon Hill's Underground Railroad history while walking its cobbled stones streets. On this historic adventure you'll see the old hidden alley's slave catchers once …More

Discover Beacon Hill's Underground Railroad history while walking its cobbled stones streets. On this historic adventure you'll see the old hidden alley's slave catchers once...

45 to 55 minutes Free Cancellation
4.7 (30)
from
$10
Boston's Revolutionary and Drunken Past with Beer Included

When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to …More

When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to...

2 hours
5.0 (216)
from
$91
Boston Freedom Trail Walking Tour | Small Group

Explore Boston on a small-group walking tour along the iconic Freedom Trail, where the events leading up to the American Revolution come to life through …More

Explore Boston on a small-group walking tour along the iconic Freedom Trail, where the events leading up to the American Revolution come to life through...

1 hour 30 minutes Free Cancellation
4.6 (99)
from
$45
Lexington, MA Battle Green 360 Walking Tour

Guides in authentic colonial dress will immerse you in colonial Massachusetts, where events that occurred on the Lexington Green 250 years ago changed the course …More

Likely to Sell Out
Likely to Sell Out

Guides in authentic colonial dress will immerse you in colonial Massachusetts, where events that occurred on the Lexington Green 250 years ago changed the course...

1 hour
4.9 (74)
from
$15
Private Day Trip to Lexington and Concord from Boston

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and …More

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and...

6 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (36)
from
$149
2 Hour Boston Historical and Heritage Walking Tour

The Story of Boston told on the Freedom Trail differs from all other Freedom Trail offerings in that it covers not only our celebrated Revolutionary …More

The Story of Boston told on the Freedom Trail differs from all other Freedom Trail offerings in that it covers not only our celebrated Revolutionary...

2 hours 15 minutes Free Cancellation
4.7 (78)
from
$5
Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

A 90-minute walking tour of the Freedom Trail that covers the first 11 historic sites. It starts in Boston Common at the Visitor Information Center …More

A 90-minute walking tour of the Freedom Trail that covers the first 11 historic sites. It starts in Boston Common at the Visitor Information Center...

90 to 240 minutes Free Cancellation
4.8 (44)
from
$450
North End Boston Food Tour: Pizza, Pasta, Pastry, Wine,Apertivo

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with. …More

Likely to Sell Out
Likely to Sell Out

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with....

2 to 3 hours Free Cancellation
5.0 (606)
from
$98
Boston Haunted Pub Crawl

Ready to mix spirits with… well, spirits? Join Boston’s premier haunted pub crawl, where the drinks are strong and the ghost stories are even stronger. …More

Ready to mix spirits with… well, spirits? Join Boston’s premier haunted pub crawl, where the drinks are strong and the ghost stories are even stronger....

2 hours Free Cancellation
4.0 (72)
from
$35
Salem Full Day Private Tour from Boston

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past …More

Likely to Sell Out
Likely to Sell Out

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past...

8 hours Hotel pickup offered Free Cancellation
5.0 (10)
from
$155
Walk the Historic Freedom Trail with Costumed Guide

Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at …More

Likely to Sell Out
Likely to Sell Out

Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at...

1 hour 30 minutes Free Cancellation
4.8 (371)
from
$30
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