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

Chicago, 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 Chicago. 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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154 Results
Illinois Holocaust Museum Experience360 Admission

Illinois Holocaust Museum presents Experience360 offers a profound journey through the narratives of survival and resilience during the Holocaust and other genocides. This immersive experience …More

Illinois Holocaust Museum presents Experience360 offers a profound journey through the narratives of survival and resilience during the Holocaust and other genocides. This immersive experience...

1 to 2 hours Free Cancellation
5.0 (26)
from
$12
Private Chicago Highlights Photography Session

Visitors to Chicago who want to capture fantastic vacation photos shouldn’t settle for smartphone selfies when you can book a professional photographer. With this photo …More

Visitors to Chicago who want to capture fantastic vacation photos shouldn’t settle for smartphone selfies when you can book a professional photographer. With this photo...

1 hour 30 minutes Free Cancellation
5.0 (5)
from
$200
Chicago Perfume Making Classes on Magnificent Mile

Step into the world of perfumery and unleash your creativity in a guided workshop! Explore a treasure trove of fragrance notes, from vibrant florals to …More

Step into the world of perfumery and unleash your creativity in a guided workshop! Explore a treasure trove of fragrance notes, from vibrant florals to...

1 hour 15 minutes Free Cancellation
4.9 (99)
from
$85
Chicago Candle Making Class On Magnificent Mile

Looking to experience something new? Great crafty event for date night, girl's night out, corporate events, or just plain ole solo. Learn step by step …More

Looking to experience something new? Great crafty event for date night, girl's night out, corporate events, or just plain ole solo. Learn step by step...

1 hour 15 minutes Free Cancellation
4.7 (27)
from
$75
Chicago BYOT Screen Printing Workshop: Make Your Own Art Tee

Remade in Chicago is the upcycling studio where surplus textiles are transformed into one-of-a-kind wearable art, braided rugs, and hand-stitched quilts. We host public and …More

Remade in Chicago is the upcycling studio where surplus textiles are transformed into one-of-a-kind wearable art, braided rugs, and hand-stitched quilts. We host public and...

1 hour 30 minutes Free Cancellation
5.0 (5)
from
$65
DIY Cocktail Candle and Wine Bottle Cutting Class in Chicago

Get ready to unleash your creativity at the BYOB Candle-Making Class at Chicago Candle Co. This hands-on workshop invites you to craft stunning, personalized candles …More

Get ready to unleash your creativity at the BYOB Candle-Making Class at Chicago Candle Co. This hands-on workshop invites you to craft stunning, personalized candles...

2 hours Free Cancellation
5.0 (1)
from
$60
Glow Workshop Neon Art Experience at Studio WIP

Unleash your creativity at the Glow Workshop, a unique art experience where vibrant neon paints glow under blacklight. Guided by talented street art instructors, you’ll …More

Unleash your creativity at the Glow Workshop, a unique art experience where vibrant neon paints glow under blacklight. Guided by talented street art instructors, you’ll...

1 hour 15 minutes Free Cancellation
5.0 (1)
from
$40
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed …More

Likely to Sell Out
Likely to Sell Out

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed...

2 hours Free Cancellation
5.0 (71)
from
$508
City Cruises Chicago: Premier Lake Michigan Brunch Cruise

Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet …More

Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet...

2 hours Free Cancellation
4.3 (28)
from
$120
City Cruises Chicago: River Architectural Lunch Cruise

Fine dining and unrivaled skyline views await from the moment you step aboard our Premier Plus Chicago Lunch Cruise. A selection of delectable plated lunch …More

Fine dining and unrivaled skyline views await from the moment you step aboard our Premier Plus Chicago Lunch Cruise. A selection of delectable plated lunch...

2 hours Free Cancellation
4.7 (40)
from
$105
City Cruises Chicago: Signature Brunch Cruise on Lake Michigan

Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is as scenic as it is delicious! You'll savor …More

Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is as scenic as it is delicious! You'll savor...

2 hours Free Cancellation
4.0 (8)
from
$100
City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled …More

Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled...

2 hours Free Cancellation
4.6 (89)
from
$94
Chicago Fireboat Fireworks Cruise

Enjoy an unforgettable evening on Lake Michigan with the Chicago Fireworks Cruise. Witness the stunning skyline as you glide across the water, leading up to …More

Enjoy an unforgettable evening on Lake Michigan with the Chicago Fireworks Cruise. Witness the stunning skyline as you glide across the water, leading up to...

1 hour 30 minutes Free Cancellation
4.5 (17)
from
$63
City Cruises Chicago: Signature Lunch Cruise on Lake Michigan

Join us for an unforgettable afternoon on Lake Michigan with a Signature Chicago Lunch Cruise. Whether it’s a family outing or a meal with friends, …More

Join us for an unforgettable afternoon on Lake Michigan with a Signature Chicago Lunch Cruise. Whether it’s a family outing or a meal with friends,...

2 hours Free Cancellation
4.2 (342)
from
$63
Chicago Architecture Center River Cruise aboard First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only …More

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only...

1 hour 30 minutes
5.0 (7,634)
from
$57
Chicago City Tour with Architecture River Cruise Option

Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with photo stops at Cloud Gate "The Bean", Museum Campus, & …More

Likely to Sell Out
Likely to Sell Out

Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with photo stops at Cloud Gate "The Bean", Museum Campus, &...

2 to 4 hours Free Cancellation
4.8 (728)
from
$50
Chicago River Tiki Bar Party Cruise from Chicago River Wednesdays

See Chicago the Island Party Way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax …More

See Chicago the Island Party Way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax...

1 hour 15 minutes
4.4 (112)
from
$43
Chicago Seadog River & Lake Architectural Tour

Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Sail through …More

Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Sail through...

1 hour 15 minutes Free Cancellation
4.6 (302)
from
$43
Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of …More

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of...

60 to 75 minutes Free Cancellation
4.9 (16,682)
from
$39
Historical and Architectural Chicago Fireboat River & Lake Cruise

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing …More

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing...

2 hours Free Cancellation
4.9 (492)
from
$39
Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional …More

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional...

1 hour 30 minutes Free Cancellation
4.9 (1,958)
from
$37
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