Top Chicago Holiday & Seasonal Tours

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...

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...

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...

Experience a getaway without leaving the city on this 3D Fireworks Cruise, departing Wednesdays and Saturdays from the Chicago Riverwalk every week during the summer...

Sunday Funday Mimosa Cruise – Chicago’s Floating Tiki Bar Adventure! Sundays are Fun-Days aboard our vibrant floating tiki bar, Island TIme, where the drinks are...

On this nostalgic and educational tour, we will lead you on a "Christmas treasure hunt" through downtown Chicago in search of the most stunning and...

Ease into the evening with a relaxing glide through the parks and lakefront in Chicago. This evening ride offers cooler temperatures and beautiful sunset views...

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about...

Experience the story of Chicago through its skyline on a walking tour that stretches from the city’s 19th-century roots to its most striking modern towers....

Shoreline water taxis are the fast and fun way to get to Chicago’s top attractions. Our water taxis aren’t tours, but they are a great...

This summer, marvel at jaw-dropping views of the Chicago skyline illuminated by Navy Pier’s dazzling fireworks display from Lake Michigan on our Seadog Lakefront Fireworks...

One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Times Critics' Pick!...

Start your immersive walking tour at a Chicago icon: the Centennial Fountain at River Esplanade Park. From here, your guide will take you on a...

Elevate your evening with a delicious dinner and jaw-dropping panoramic views of the Navy Pier fireworks display illuminating the Chicago city skyline! On our Fireworks...

Explore the wonders of the Field Museum with general admission that covers all open general exhibitions, including the Griffin Halls of Evolving Planet & SUE...

Taste four different styles of pizza in about three hours. Learn about Chicago's 10 pizza styles, and discover why there's more to The Windy City than...

A breathtaking evening of elevated dining and spectacular fireworks views awaits on our Fireworks Premier Dinner Cruise on Lake Michigan! There’s no better way to...

Set sail for an exquisite evening of gourmet dining set to the backdrop of Navy Pier’s awe-inspiring fireworks show on our Fireworks Premier Plus Dinner...

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through...