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 the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Office Building. Marvel at the magnificent city skyline as you pass by over 40 notable buildings, includ…
★★★★★★★★★★4.8(17,219)Rated 4.8 out of 5 from 17219 reviews1 h 15 minFree cancellation
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 Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. As a cert…
★★★★★★★★★★4.9(7,646)Rated 4.9 out of 5 from 7646 reviews1 h 30 min
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 enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130…
★★★★★★★★★★4.7(11,323)Rated 4.7 out of 5 from 11323 reviews1 h 30 minFree cancellation
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 history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.
★★★★★★★★★★4.6(3,780)Rated 4.6 out of 5 from 3780 reviews45 minFree cancellation
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 guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on well known structures such as the Civic Opera House, Trump Tower & the Merchandise Mart, passengers…
★★★★★★★★★★4.8(1,993)Rated 4.8 out of 5 from 1993 reviews1 h 30 minFree cancellation
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 of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close perspective of Chicago's internationally-known architecture as seen from the Chicago River. Then vent…
★★★★★★★★★★4.7(2,493)Rated 4.7 out of 5 from 2493 reviews1 h 30 minFree cancellation
Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s first city bike tour company, on this exciting & informative adventure which recently ranked Top 20 Food Tours in the World by TripAdvisor. The journey is a leisurely paced 13mi & includes deep dish pizza, Chicago-style hot dog, Italian Beef, & desser…
★★★★★★★★★★4.9(773)Rated 4.9 out of 5 from 773 reviews4 h 30 minFree cancellation
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, & the historic Palmer House. Begin at the Palmer House, birthplace of the brownie, & see Frank Lloyd Wright’s design at the Rookery. View icons like Willis Tower & Soldier Field while learning local history. Step off at Buckingham Fountain & Museum…
★★★★★★★★★★4.8(747)Rated 4.8 out of 5 from 747 reviews4 hFree cancellation
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 Chicago from a whole new perspective, as Flyover transports you over, around and through remarkable locations. You'll explore in motion with scenes captured by an award-winning creative team using custom-made drones and helicopter-mounted…
★★★★★★★★★★4.7(787)Rated 4.7 out of 5 from 787 reviews30 minFree cancellation
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 the sights. Perfect for Fire enthusiasts, families and everyone in between! Our flagship vessel is a retired Chicago fire boat, the Fred A Busse, Engine 41, which served Chicago from 1937 to 1981. Firefighter patches from around the world and memorab…
★★★★★★★★★★4.9(515)Rated 4.9 out of 5 from 515 reviews2 hFree cancellation
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 of Chicago's renowned skyscrapers from a unique vantage point. This tour offers an amazing opportunity to admire the city's breathtaking skyline and architectural wonders. Sunday – Friday Cruises departing prior to 8:00pm featu…
★★★★★★★★★★4.4(956)Rated 4.4 out of 5 from 956 reviews45 minFree cancellation
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 and enjoy your memories in the making. With 9 days to use your tickets, you’ll have plenty of time to explore the best sights. Chicago CityPASS® bundles one-time admission to 5 attractions. Includes: • Chicago's Famous Aquarium • Skydeck Chicago Plus…
★★★★★★★★★★4.4(542)Rated 4.4 out of 5 from 542 reviews216 h
Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice leisurely pace), you’ll get up close and personal with Chicago’s legendary Museum Campus, Grant Park,…
★★★★★★★★★★4.9(280)Rated 4.9 out of 5 from 280 reviews3 hFree cancellation
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 and Buckingham Fountain's spectacular light display. Hear lively commentary as you feel the night breeze and see Chicago’s skyline transformed into a glittering jewel. A one-of-a-kind experience to scratch off your Chicago bucket list. Family-frie…
★★★★★★★★★★4.5(468)Rated 4.5 out of 5 from 468 reviews1 h 30 minFree cancellation
This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods Chicago Bike Tour is what started it all. Join one of Bobby’s e…
★★★★★★★★★★4.9(268)Rated 4.9 out of 5 from 268 reviews3 hFree cancellation
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 the Chicago Harbor Locks to the River’s iconic skyscrapers. Enjoy amusing and informative narration for a fascinating tour through the city’s architectural history as you pass the Civic Opera House, the Merchandise Mart, and the Willi…
★★★★★★★★★★4.5(317)Rated 4.5 out of 5 from 317 reviews1 h 15 minFree cancellation
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 view Chicago from the water. Seadog offers fun for the whole family (and the dog, too!) combining an exciting speedboat ride along the shoreline with informative and amusing descriptions of the world-famous Chicago skyline!
★★★★★★★★★★4.1(360)Rated 4.1 out of 5 from 360 reviews30 minFree cancellation
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, upgrade your lunch with a chef-prepared buffet and sweeping views of Chicago’s iconic landmarks, such as Adler Planetarium and Navy Pier. This fun and relaxed lunch cruise experience is complete with live DJ entertainment, a fully stocked cash bar, da…
★★★★★★★★★★4.0(388)Rated 4.0 out of 5 from 388 reviews2 hFree cancellation
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 captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection t…
★★★★★★★★★★5.0(73)Rated 5.0 out of 5 from 73 reviews2 hFree cancellation
No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this exciting and thunderous spectacle.
★★★★★★★★★★4.2(142)Rated 4.2 out of 5 from 142 reviews3 h
Step into a world of color, creativity, and sweetness at the Museum of Ice Cream in Chicago! This immersive, Instagram-worthy experience brings together art, interactive exhibits, and, of course, ice cream. Wander through vibrant rooms filled with unique, larger-than-life installations, from sprinkle-filled pools to playful, ice cream-inspired art. Indulge in a variety of delicious ice cream trea…
★★★★★★★★★★3.4(478)Rated 3.4 out of 5 from 478 reviews1 h 30 min
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 panoramas of the city’s iconic architecture are marveled at from our glass-enclosed vessel. Enjoy the awe-inspiring views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office in the comfortable interior…
★★★★★★★★★★4.5(89)Rated 4.5 out of 5 from 89 reviews2 hFree cancellation
Experience the best Chicago kayak rentals and Chicago SUP & paddleboard rentals from our unbeatable location at Ohio Street Beach, just steps from Navy Pier in the heart of downtown Chicago. Paddle the calm, clean, turquoise waters of Lake Michigan at your own pace while taking in breathtaking skyline views—voted the Best Views in Chicago. Stay within the protected waters inside the breakwall for…
★★★★★★★★★★4.8(26)Rated 4.8 out of 5 from 26 reviews2 hFree cancellation
Feel the thrill of skydiving without jumping out of an airplane. It's true! Head to iFLY Chicago in Rosemont, a premier indoor skydiving facility powered by a state-of-the-art vertical wind tunnel. After a training session, you'll experience free-fall conditions with the help of an instructor. No experience is necessary, and afterward, you can take home a personalized flight certificate.
★★★★★★★★★★4.4(35)Rated 4.4 out of 5 from 35 reviews1 h 15 minFree cancellation
