Top Shore Excursions for your Victory 2 10 Night Great Lakes, Milwaukee, Mackinac Island & More Cruise
Sunday, May 30, 2027
Monday, May 31, 2027

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to …More
Chicago River 90 Minute Architecture Tour
Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...
$45

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
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...
$39

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich …More
Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...
$28

Discover Chicago at your own pace with Big Bus. Travel aboard an open-top, double-decker bus and enjoy panoramic views of the city's most famous landmarks, …More
Discover Chicago at your own pace with Big Bus. Travel aboard an open-top, double-decker bus and enjoy panoramic views of the city's most famous landmarks,...
$49

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...
$57

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities. …More
Chicago Crime and Mob Bus Tour
Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities....
$49

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years …More
Chicago Lake and River Architecture Tour
An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...
$45

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 …More
Lake Michigan Skyline Cruise in Chicago
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...
$30

Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the …More
Skydeck - Willis Tower Admission
Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the...
$44

Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to …More
Lake Michigan 30 Minute Speedboat Ride
Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to...
$45

The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. …More
Frank Lloyd Wright Robie House Admission
The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture....
$27

Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits of …More
Chicago's Original Gangster Tour by Bus
Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits of...
$48

Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the …More
Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the...
$35

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago …More
Lake Michigan Sunset Cruise in Chicago
The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago...
$45

Housed in the only remaining building from the 1893 World's Fair, Griffin MSI is a Chicago must-see. When visiting the largest science museum in the …More
Housed in the only remaining building from the 1893 World's Fair, Griffin MSI is a Chicago must-see. When visiting the largest science museum in the...
$26

Step into the captivating realm of illusions, where reality is never exactly as it appears. Museum of Illusions is a one-of-a-kind, visual, sensory, and educational …More
Step into the captivating realm of illusions, where reality is never exactly as it appears. Museum of Illusions is a one-of-a-kind, visual, sensory, and educational...
$43

The Flyover experience takes 30 minutes from beginning to end. First, on-the-ground stories connect you with the spirit of the Windy City. Then, you’ll discover …More
Flyover in Chicago
The Flyover experience takes 30 minutes from beginning to end. First, on-the-ground stories connect you with the spirit of the Windy City. Then, you’ll discover...
$28

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night! Enjoy breathtaking views of the dramatic skyscrapers …More
Chicago By Night River and Lake Cruise
Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night! Enjoy breathtaking views of the dramatic skyscrapers...
$50

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's …More
UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's...
$35

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking …More
Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking...
$35

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy …More
Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy...
$35

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
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...
$37

Explore over 40 million artifacts, including SUE, the world’s largest, most complete T. rex ever discovered! Discover 23 mummified remains in a recreated Egyptian tomb, …More
Explore over 40 million artifacts, including SUE, the world’s largest, most complete T. rex ever discovered! Discover 23 mummified remains in a recreated Egyptian tomb,...
$29

Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedies, …More
Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedies,...
$35

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 …More
Chicago City Private Tours
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...
$199

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. ✔️ …More
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. ✔️...
$150

Experience 5 top attractions and save up to 50% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax …More
Chicago CityPASS — Save 40%
Experience 5 top attractions and save up to 50% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax...
$143

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
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, &...
$50

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the …More
Chicago Favorites Ultimate Food and Walking Tour
The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the...
$85

Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with curated photo stops at Cloud Gate ("The Bean"), Museum Campus, …More
Chicago City Minibus Tour
Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with curated photo stops at Cloud Gate ("The Bean"), Museum Campus,...
$50

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...
$39

Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the …More
Chicago Night Crimes Tour by Bus
Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the...
$55

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...
$43

Come on our chilling ghost tour presented by US Ghost Adventures! Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks …More
Come on our chilling ghost tour presented by US Ghost Adventures! Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks...
$26

Access top Chicago attractions, tours and activities with Go City's Explorer Pass. Save on entry to your choice of up to seven top things to …More
Access top Chicago attractions, tours and activities with Go City's Explorer Pass. Save on entry to your choice of up to seven top things to...
$84

LEGOLAND® Discovery Center Chicago, located at Schaumburg’s Streets of Woodfield shopping center, is a 30,000-square-foot indoor LEGO playground designed for families with children aged 2 …More
LEGOLAND® Discovery Center Chicago, located at Schaumburg’s Streets of Woodfield shopping center, is a 30,000-square-foot indoor LEGO playground designed for families with children aged 2...
$23

Recently voted one of Cool Shore Excursions's top food tours in the US. Discover the sweet side of the Windy City on the Underground Donut …More
Recently voted one of Cool Shore Excursions's top food tours in the US. Discover the sweet side of the Windy City on the Underground Donut...
$70

The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into …More
The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into...
$40
Tuesday, June 1, 2027
Wednesday, June 2, 2027
Thursday, June 3, 2027
Friday, June 4, 2027
Saturday, June 5, 2027
Sunday, June 6, 2027
Sunday, June 6, 2027
Monday, June 7, 2027
Tuesday, June 8, 2027
Tuesday, June 8, 2027
Wednesday, June 9, 2027
Frequently Asked Questions
Victory 2 is in Chicago on Monday, May 31, 2027 and on Monday, May 31, 2027. If the cruise line changes those hours, we’ll move your tour to a time that fits or refund it in full, except on bookings marked All Sales Final.
You often pay less than for a similar tour through the ship, and you choose from every tour in port instead of the ship’s shortlist. You keep the same peace of mind: Guaranteed Return to Ship, free cancellation on most tours and help 24/7.
Yes. Groups can book online, up to each tour’s limit. For groups of 10 or more, call us and our group bookings team will help. Each tour page lists its age limits, child prices and accessibility details. If you need to check something specific, call us before you book.
Yes. Shore excursions earn rewards like every booking you make directly with Cool Shore Excursions, and you can spend them on your next trip. See how rewards work.
Book a tour that ends at least an hour before all-aboard. If a delay on that tour ever makes you miss your ship, Cool Shore Excursions pays to get you to the ship’s next port of call, including a hotel if you need one.
Pick a tour that ends at least an hour before all-aboard (all-aboard is usually 30 to 60 minutes before your ship sails). Your cruise page shows the hours your ship is in Chicago, and each tour page shows how long the tour lasts. Booking two tours on the same day? Leave at least an hour between them. Book this way and our Guaranteed Return to Ship has you covered.
Change your tour yourself under Bookings in your account, or call us any time. We’ll move you to a time that fits your new hours, and if none does, you get a full refund, except on bookings marked All Sales Final.
If your cruise line cancels the stop in Chicago, for weather or a change of itinerary, you get a full refund with no fees or, if you prefer, the same amount toward an excursion at another port of call. Bookings marked All Sales Final are not refunded.
Most tours start within walking distance of the cruise piers. The exact meeting point is in your booking confirmation.
Your cruise card and a photo ID: you need both to get back on board. Bring your booking confirmation (on your phone is fine), comfortable shoes, sunscreen, a hat and a little cash for tips.
Call us any time, day or night: our number is in your confirmation email. Your confirmation also has a local contact number for your tour. To check, change or cancel your booking yourself, go to Bookings in your account.
Most shore excursions can be canceled free up to 24 hours before they start (Chicago time). A few tours have a different policy, and each tour page shows its own. Cancel under Bookings in your account, or call us. If your ship skips Chicago, you get a full refund, except on bookings marked All Sales Final.
If your tour is canceled because of the weather, we’ll offer you another time that day that still fits your ship. If there isn’t one, you get a full refund or, if you prefer, the same amount toward an excursion at another port of call. Bookings marked All Sales Final are not refunded.
Yes, and it’s free. Change the date or time yourself under Bookings in your account up to 24 hours before the tour, subject to availability, or call us and we’ll do it for you.
Yes, Cool Shore Excursions is a legit business. We are a registered travel and excursion booking platform based in Florida, serving customers worldwide. We hold active licenses with the Florida Department of Agriculture & Consumer Services and maintain strong customer ratings across major review platforms.
On Trustpilot, we maintain a high rating, with users frequently praising our guides’ professionalism, the quality of our local tours, and our customer support. We are officially registered with the Better Business Bureau (BBB) as a professionally licensed travel agency with an A+ rating. In addition to stellar Trustpilot & BBB ratings, we feature tour reviews collected by Cool Shore Excursions and partner sites such as Viator and TripAdvisor
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