Frequently Asked Questions
These answers are based on answers previously given to Cool Destinations customers' questions.

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and enjoy stunning views...

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...

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art...

Experience the magic of Chicago at dusk on a live-guided panoramic adventure that captures the city in its most captivating light. Watch the entire skyline...

Set sail on our flagship vessel, where style meets comfort in a Tiki Chic atmosphere. Your adventure begins on the iconic Chicago Riverwalk, where you’ll...

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...

Fireworks Cruise Aboard Island Time – See the Sparks Fly the Island Party Way! Experience Chicago’s dazzling fireworks like never before—from the deck of our...

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold...

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s....

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...

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...

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a...

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

We are Chicago's first and best Devil in the White City tour, offering the history, legends and lore surrounding H.H.Holmes, the World's Fair and Victorian...

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...

Each dish is crafted with the freshest ingredients and a focus on traditional cooking techniques, resulting in a dining experience that is both authentic and...

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...

Skip the corny jokes and never-ending speeches — our shared tours are built for travelers who want the real Chicago, not a stand-up routine. ✔️...

Kick off your Sunday the right way—with mimosas, Bloody Marys , and unbeatable views of Chicago’s stunning skyline aboard Enchantment, our flagship vessel. This ticketed...

Take part in a unique evening Happy Hour Cruise, featuring fresh craft beers while cruising the stunning Chicago skyline. Every Thursday and Friday evening, this...
These answers are based on answers previously given to Cool Destinations customers' questions.