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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Tour Boston's Rock and Roll Past, Present, and Future

Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walking tour through Boston’s Fenway neighborhood. Visit the sites …More

Likely to Sell Out
Likely to Sell Out

Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walking tour through Boston’s Fenway neighborhood. Visit the sites...

1 hour 30 minutes Free Cancellation
5.0 (39)
from
$40
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
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
Boston Strong Sports Walking Tour

Journey from the Boston Marathon finish line to the Red Sox home at Fenway Park and walk in the footsteps of sports legends! Come discover …More

Likely to Sell Out
Likely to Sell Out

Journey from the Boston Marathon finish line to the Red Sox home at Fenway Park and walk in the footsteps of sports legends! Come discover...

2 hours 30 minutes Free Cancellation
5.0 (20)
from
$35
Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Architecture and Culture of Boston. See the Victorian brownstone homes …More

Likely to Sell Out
Likely to Sell Out

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Architecture and Culture of Boston. See the Victorian brownstone homes...

2 hours Free Cancellation
4.5 (45)
from
$45
Boston South End Food Tour: Local Flavors Off the Beaten Path

Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover Boston’s South End through its vibrant food scene and creative energy …More

Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover Boston’s South End through its vibrant food scene and creative energy...

3 hours Free Cancellation
4.9 (76)
from
$135
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 (90)
from
$30
North End-Little Italy Boston Walking Tour: History + Photo Tips

Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about …More

Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about...

1 hour 30 minutes Free Cancellation
5.0 (28)
from
$45
Private City Tour of Boston and Cambridge

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul …More

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul...

7 hours Hotel pickup offered Free Cancellation
5.0 (45)
from
$149
Boston: Votes for Women History Tour of Back Bay

Boston’s leading role in the American fight for women’s suffrage is found on the tree-lined streets of its elegant Back Bay neighborhood. This masterpiece of …More

Boston’s leading role in the American fight for women’s suffrage is found on the tree-lined streets of its elegant Back Bay neighborhood. This masterpiece of...

2 hours 30 minutes Free Cancellation
5.0 (65)
from
$42
Guided Boston City Walking Tour

Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate about our city's rich tapestry of history. We're not just …More

Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate about our city's rich tapestry of history. We're not just...

2 hours Free Cancellation
5.0 (78)
from
$44
Boston Freedom Trail Walking Tour: Revolutionary History

Walk through the heart of historic Boston with a local guide who brings the American Revolution to life through the stories of the people, conflicts, …More

Walk through the heart of historic Boston with a local guide who brings the American Revolution to life through the stories of the people, conflicts,...

2 hours Free Cancellation
4.8 (25)
from
$39
Highlights of Boston Private Tour

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the …More

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (37)
from
$135
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
4.8 (161)
from
$35
Private Day Tour of Salem and Boston

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic …More

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...

7 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (31)
from
$143
Freedom Trail Walking Tour in Boston in French

It's a perfect tour to see the essentials of Boston. We'll delve into the fascinating history of Boston's founding. You'll discover the Freedom Trail's 16 …More

It's a perfect tour to see the essentials of Boston. We'll delve into the fascinating history of Boston's founding. You'll discover the Freedom Trail's 16...

2 hours 30 minutes Free Cancellation
5.0 (19)
from
$45
Ghosts and Gravestones Boston Nightwalk

Discover the dark history of Boston on this 90-minute Nightwalk Tour, where chilling tales of curses and ghosts come to life. Guided by knowledgeable storytellers, …More

Discover the dark history of Boston on this 90-minute Nightwalk Tour, where chilling tales of curses and ghosts come to life. Guided by knowledgeable storytellers,...

1 hour 30 minutes Free Cancellation
4.9 (49)
from
$33
Small Group Day Trip to Salem and Hammond Castle from Boston

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond …More

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond...

7 to 9 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$225
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
2-Hour Boston North End Food Tour with Authentic Italian Flavors

Dive into the historic grit and gourmet soul of the "Cradle of Liberty". We’ll bypass the typical tourist traps to explore the city’s oldest corridors, …More

Dive into the historic grit and gourmet soul of the "Cradle of Liberty". We’ll bypass the typical tourist traps to explore the city’s oldest corridors,...

2 hours Free Cancellation
4.9 (43)
from
$69
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