Boomer Travel Vacation Packages & Things to Do

Medieval Times Dinner and Tournament Illinois in Schaumburg, Illinois

Enjoy a thrilling tournament and feast.

LEGOLAND® Discovery Center Chicago in Schaumburg, Illinois

Tickets from

$22

Experience the ultimate indoor LEGO® playground.

Big Bus Tours Chicago in Chicago, Illinois

Get a panoramic top-deck view with a Hop On Hop Off bus pass.

Chicago Crime Tours in Chicago, Illinois

Tickets from

$43

Go behind-the-headlines of Chicago's infamous mobsters, gangsters, & criminals.

Blue Man Group Chicago in Chicago, Illinois

Explosive entertainment. May require poncho.

360 CHICAGO in Chicago, Illinois

Tickets from

$27

Do you dare to TILT?

Find a Specific Chicago Experience:

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Chicago Crime Tours in Chicago, Illinois

Save $3 Tickets from $43

Art Institute of Chicago Skip-the-Line Guided Tour in Chicago, Illinois

Save $6 Tickets from $105

Go Chicago All-Inclusive Pass in Chicago, Illinois

The Congress Plaza Hotel in Chicago, Illinois

Our Top Picks

Great price on both the things you know as well as unique, new experiences

Medieval Times Dinner and Tournament Illinois in Schaumburg, Illinois

LEGOLAND® Discovery Center Chicago in Schaumburg, Illinois

Save $3 Tickets from $22

Big Bus Tours Chicago in Chicago, Illinois

Bikes, Bites, & Brews - Chicago's Signature Dishes in Chicago, Illinois

Go Chicago All-Inclusive Pass in Chicago, Illinois

Blue Man Group Chicago in Chicago, Illinois

Chicago Crime Tours in Chicago, Illinois

Save $3 Tickets from $43

The Congress Plaza Hotel in Chicago, Illinois