The Best Boston Activities for Seniors and Over 50s – 10% Promo Code (October 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 City Helicopter Tours, and is a limited-time offer, so reserve your spot today while it lasts!

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174 Results
North End Boston Food Tour: Pizza, Pasta, and Pastries

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 (534)
from
$98
Boston North End Food Tour with Wine and Limoncello Tasting

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so …More

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so...

3 hours Free Cancellation
5.0 (525)
from
$100
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

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 (362)
from
$30
Cocktails & Cannoli: Boston's North End Dessert Tour

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. …More

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End....

2 hours Free Cancellation
5.0 (310)
from
$125
2-Hour Beacon Hill True Crime Expert Guided Tour

Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit …More

Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit...

2 hours Free Cancellation
4.9 (255)
from
$35
Boston Seafood Lovers Food and History Walking Tour

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique …More

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique...

2 hours 45 minutes Free Cancellation
4.9 (236)
from
$169
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

Likely to Sell Out
Likely to Sell Out

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 (214)
from
$91
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

Likely to Sell Out
Likely to Sell Out

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 (199)
from
$35
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 (182)
from
$125
Boston Historic Pubs Tour with Drinks and Tastings Included

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. …More

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston....

3 hours 30 minutes Free Cancellation
4.9 (172)
from
$129
Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks while listening to insightful commentary with insider …More

Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks while listening to insightful commentary with insider...

1 hour 30 minutes Free Cancellation
4.9 (171)
from
$45
2 Hour North End 'Little Italy' Walking Tour

Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks …More

Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks...

2 hours Free Cancellation
4.9 (154)
from
$35
Public North End Neighborhood Food Tour

Recognized by Yelp as Massachusetts' #1 food tour in 2025! Small, intimate tours. Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent …More

Recognized by Yelp as Massachusetts' #1 food tour in 2025! Small, intimate tours. Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent...

3 hours 30 minutes Free Cancellation
4.9 (122)
from
$120
Boston Architectural Landmarks & History Tour with Photo Tips

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous …More

Likely to Sell Out
Likely to Sell Out

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous...

2 hours Free Cancellation
5.0 (111)
from
$55
Boch Center Wang Theatre Behind the Scenes Tour

Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Boston’s most prominent theatrical landmarks - plus get an …More

Likely to Sell Out
Likely to Sell Out

Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Boston’s most prominent theatrical landmarks - plus get an...

1 hour 15 minutes Free Cancellation
4.9 (101)
from
$25
1 If By Land Walking Tours

We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will …More

Likely to Sell Out
Likely to Sell Out

We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will...

2 hours 30 minutes Free Cancellation
5.0 (100)
from
$45
Boston Crime Tour

If you're looking for a different, casual and fun way to see the city, we're the tour for you. You'll see that our guides love …More

If you're looking for a different, casual and fun way to see the city, we're the tour for you. You'll see that our guides love...

2 hours 20 minutes Free Cancellation
4.9 (99)
from
$34
Relive 1776: See Boston's History in Augmented Reality (AR)

See Boston's history come back to life in a 5-part immersive tour along The Freedom Trail. Using augmented reality (AR) technology, we tell a chronological …More

See Boston's history come back to life in a 5-part immersive tour along The Freedom Trail. Using augmented reality (AR) technology, we tell a chronological...

2 hours Free Cancellation
4.9 (90)
from
$30
Walking Tour of Boston's Freedom Trail

Tours run at 9:30, 12:30 and 2:30 M-W, and 9:30, 12:30, 2:30, Boston’s Revolutionary War history explored on a 90-minute walking tour of the Freedom …More

Tours run at 9:30, 12:30 and 2:30 M-W, and 9:30, 12:30, 2:30, Boston’s Revolutionary War history explored on a 90-minute walking tour of the Freedom...

1 hour 30 minutes Free Cancellation
4.8 (88)
from
$30
Boston Walking Tour of The Freedom Trail, Small Group

Join Captain Pickles, as he takes you back in time, through the American Revolution in Boston. Take notes and ask questions on this easy stroll, …More

Join Captain Pickles, as he takes you back in time, through the American Revolution in Boston. Take notes and ask questions on this easy stroll,...

1 hour 15 minutes Free Cancellation
5.0 (81)
from
$25
Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and …More

Likely to Sell Out
Likely to Sell Out

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and...

2 hours Free Cancellation
4.9 (76)
from
$55
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