Small-Group Sightseeing Boat Tour in Chicago

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!

Go City Chicago All-Inclusive Pass: Choose from 39 Attractions

If you’re in Chicago for a short stay and want to tick off the city’s must‑see sights, the All‑Inclusive Pass has you covered.

Skydeck Chicago: Entry Ticket

See the Windy City from the very best vantage point: 103 floors above the ground!

Art Institute of Chicago tickets and self-guided audio tour

Explore the world's most remarkable art pieces at the Art Institute of Chicago with your personal self-guided audio tour.

Chicago Scenic Driving Tour

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and then proceed with the exploration of the beautiful windy city.

Go City Chicago Explorer Pass: Choose from 39 Attractions

Chicago opens up effortlessly with the Go City Chicago Explorer Pass.

360 Chicago Observation Deck: Entry Ticket

Visit 360 Chicago Observation Deck, located 1,000 ft above Michigan Avenue on the 94th floor of 875 N. Michigan (formerly known as the John Hancock Center). It offers views of the Chicago skyline and Lake Michigan.

Go City | Chicago All-Inclusive Pass

Get your Go City's All-Inclusive Pass and take advantage of unlimited access to 25+ top attractions in Chicago and a downloadable guide to help you plan your itinerary.

Chicago CityPASS®

See amazing animals, incredible views, fascinating science, world-class art, and more with Chicago CityPASS tickets.

Chicago Walking Tour: Connecting Past and Present

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions. On this tour, we'll make seven stops in downtown Chicago where we can compare the histories and styles of buildings located within sight of each other. The tour features 19th-Century Commercial, Beaux-Arts, Mid-Century Modern and Postmodern buildings, as well as the latest in architecture from Frank Gehry, Renzo Piano and Adrian Smith. At each stop, we’ll look at the connections between the past and present and discover what inspires design today. The tour culminates with a visit to Millennium Park, where world-class art and architecture combine, creating a unique urban fabric. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

Big Bus Chicago: Hop-on Hop-off Bus Tour

Flexible sightseeing in the Windy City is a breeze with Big Bus Chicago. Hop on the bus from 11 different stops and snap a selfie under the Bean, at the Chicago Riverwalk, or in front of Willis Tower.

The Chicago Theatre Tour Experience

Guided, behind‑the‑scenes tour of The Chicago Theatre, covering 60–75 minutes of history, design, and star stories.

360 Chicago Observation Deck Tickets

Admire Chicago from the 94th floor. Learn about Chicago's history and architecture and discover the CloudWalk and the 3D mural by Nate Baranowski.

Chicago Photo Walk to Bean and Landmarks

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together, we’ll visit a rooftop spot for skyline views, cross the scenic DuSable Bridge, and stop by the elegant Wrigley Building - all perfect for beautiful photos. Along the way, I’ll guide you with natural poses and creative ideas, helping you feel relaxed and confident. By the end of this walk, you’ll not only have a beautiful photo gallery - you’ll have also visited many of the MUST-SEE places in downtown Chicago.

The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries, like the Met, Louvre, and the British Museum - and with good reason!

45-Minute Chicago Architecture River Cruise

Discover Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.

Chicago Haunts and Hooligans Tour

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicago or have lived among the Windy City’s ‘others’ for years, you’re about to get a haunted history that may leave you with more memories than you dare to retain.   Tours begin at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago. A costumed guide will lead tour goers on a walking journey exploring the creepy past of one of Chicago’s most famous bootleggers, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chicago home.

Chicago's West Loop Underground Donut Tour

Get ready to discover Chicago's delicious gastronomic scene on this sweet underground donut tour of the West Loop.

Chicago: Craft Brewery Barrel Bus Tour

Travel between breweries on the unique Barrel Bus for a Chicago brewery tour.

Chicago West Loop Pizza Crawl

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 just deep-dish. Go back in some of the kitchens to see how pizzas are made, and taste the differences. Expert doughcents will share the history of Chicago pizza as well other interesting tidbits about the neighborhood you're exploring. We need to know if there are any vegetarians in your group the day before please.

Chicago Premier Lake Michigan lunch cruise

Hop on the majestic Odyssey for a special lunch cruise in Chicago and start your weekend off with a splash of finesse.

Chicago: Food and Prohibition Architecture Guided Tour

Join a food tour through Chicago’s Loop district and the River North neighborhood with a local guide who knows where to find the city’s most popular eats.

Chicago River Floating Tiki Bar Cruise Friday & Saturday

Set sail for an unforgettable evening aboard one of our River star, Island Time, where the drinks are flowing and the views are unbeatable. Enjoy a refreshing beverage as you cruise along the Chicago River, taking in the breathtaking iconic skyscrapers. .

Chicago Premier Lake Michigan brunch cruise

Hop on the majestic Odyssey for a special brunch cruise in Chicago. Start your weekend off with a splash of finesse!

Exclusive Sushi-Making Class in Chicago (Includes 3-Course Meal)

Discover the fundamentals of sushi-making in Chicago during this immersive class hosted through Cozymeal. Limited to 8 guests, the workshop showcases the precision and artistry of Japanese cuisine. The menu you will prepare includes: - Sushi: Spicy ahi-tuna roll with avocado, cucumber and aioli - Sushi: Shrimp tempura roll with jalapeño, cucumber and miso aioli - Dessert: Tropical fruit with tōgarashi and honey With step-by-step guidance from your local sushi chef, you’ll gain confidence in rolling techniques and flavor pairing. Guests are welcome to bring wine or beer to complement the meal, making the evening both educational and enjoyable.

Traveling Spoon Chicago-Style Deep Dish Pizza Private Online Cooking Class

Enjoy a private and authentic online cooking class and learn to make Nancy's recipe for Chicago-style Deep Dish Pizza, a style of pizza that originated in pizza, filled tall with cheese, toppings and a chunky tomato sauce. This is a perfect experience for anyone looking to connect with local culture over food. A fun and cultural virtual cooking experience with a United States native! • Learn to make traditional Chicago-style Deep Dish Pizza and an American dessert • Private, one-on-one online instruction with a Chicago native • Introduction to United States' culture and cuisine • Scheduled mutually at your convenience (host lives in Chicago, Illinois (GMT-5) • Recipes and ingredients list will be emailed in advance of class • Customization available for dietary restrictions or preferences • Travel from your own home and learn culinary traditions of United States! Please note you will be sent instructions to make the dough ahead of time as it takes a while to rise.

Chicago Hidden Gem: Mid-Century Cocktail Bars Walking Tour

-First, we will meet at the first location. -Then, we will enter a nice cozy lovely bar that offers local beers and affordable cocktails. -Then, we will enter a neighborhood tavern that offers spirit-forward cocktails, craft beer and wine. With interesting wall objects and beautiful outdoor space when weather permits. -Last, they will visit a landmark funky cocktail bar and intimate live music venue with an atmosphere that echoes another era.

Friday Night Pizza Crawl - River North, Chicago

Based on the book, "Pizza City USA," this tour features three different styles of pizza in less than 3 hours. You'll meet some of the pizza makers behind the pies, learn about Chicago pizza history (and the greater city at large) plus discover a pair of places few locals even know about. You'll be sampling deep-dish, artisan and Neapolitan-style pizzas on this tour. (Masks required)

Yucatan Delights by a Michelin Star-Trained Chef in Chicago

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 delicious. Whether you're a foodie looking to expand your palate or simply seeking a unique and memorable night out, Carla's Yucatan dinner is not to be missed. Book your seat at the table today and get ready to embark on a culinary journey you won't forget! Ronaldo and Carla also have a thing for Yucatan inspired cocktails so expect some delicious drinks to accompany all that food!

Pasta Making Cooking Class at a Local Distillery in Chicago

Experience the perfect pairing of fresh pasta and craft spirits in this hands-on cooking class with a talented chef, hosted at a local distillery in Chicago! Learn the time-honored techniques of pasta-making as you mix, knead, roll, and cut your own pasta from scratch using just eggs, flour, and olive oil. Then, prepare a rich marinara sauce with onions, mushrooms, spinach, and tomatoes, with the option to add beef for a meaty variation. Enjoy the lively atmosphere of the distillery, where you can sip on expertly crafted spirits while perfecting your culinary skills. Whether you’re a pasta lover, a food enthusiast, or just looking for a fun and interactive night out, this class is the perfect way to learn, sip, and savor. Book your spot today for an unforgettable pasta-making experience in the heart of Chicago!

Fortune Reading with Cheese in Chicago

I am the only person in the US, and possibly the world, that offers this experience. It is both a demonstration and an interactive opportunity where you'll have tons of fun learning about the history of cheese magic and getting to try it yourself. And then you get to eat your fortune!

Vito's Vault Chicago Speakeasy Dinner Theatre

One of the most unique experiences in Chicago. Immerse yourself in the Roaring Twenties. Step back in time to Prohibition Chicago with da gangsters and da flappers, and your host, Vito Valentino. Great music, great food, great comedy, and a great time, not to mention Vito's bootleg hooch. Give da password at the door, but when you're in, you're in.

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

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 to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for a sunset sail, see our other product listing "Come Sailing with us at Navy Pier - Sunset Sail on Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.

45-min Chicago River Architecture Cruise by Wendella

Architecture cruise on the Chicago River from Michigan Ave

Book your architecture river cruise and gaze at the most iconic buildings along the Chicago River!

Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise

After the Great Chicago Fire in 1871 the city had to rebuild, and they made sure to rebuild big. Chicago became a pioneering destination for skyscrapers, taking advantage of new architectural practices, and hasn't looked back since.

Chicago River Guided Ghost Tour

Explore the Chicago River in a unique way with this 120-minute Guided Ghost Tour. Learn about the city's haunted history, including the Great Chicago Fire and the Eastland Disaster. You are welcome to bring your own beverages and food/snacks to fully enjoy your time on the water. Departing from the Chicago Riverwalk, this is a fun and engaging way to experience the spooky side of the city. This tour is typically smaller allowing for you to interact with the tour guide! Ask all the questions, we are ready! - 120-minute ghost tour on the Chicago River for up to 18 passengers - Fun bring-your-own beverage/snacks experience with a u-shaped bar and coolers - Learn about Chicago's haunted history and significant events - Departures from the Chicago Riverwalk—15-minute early arrival required to allow time for check in and depart on time.

90-min Chicago River Architecture Cruise by Wendella

Architecture cruise in Spanish on the Chicago River from Michigan Ave

Book your architecture river cruise in Spanish and pass the most iconic buildings along the Chicago River!

Chicago: Architecture River Cruise from Navy Pier

All aboard for the most popular river cruise in the States!

Wendella’s 90 minute Chicago River architecture tour

Enjoy a 90-minute comprehensive boat cruise of Chicago's legendary architectural wonders from the best seat in the house, the river.

The Art Institute of Chicago: Fast Pass

Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum.

History and Architecture of Chicago Loop Walking Tour

Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew to become a global force in culture, commerce, and architecture. How did this roaring city come to be? We will hear the tales of Chicago history immersed in the places where it happened -- exploring historic building interiors like the world's oldest skyscrapers, City Hall, and the old library. This deep dive in city history and architecture aims to deepen our appreciation of what Chicago is today.

360 Chicago Observation Deck Skip-the-Line Tickets

Elevate your Chicago visit with skip-the-line access to the 94th-floor observatory for stunning views, a trip to CloudWalk, and drinks at CloudBar.

Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk

Get to know Chicago's Gold Coast and its hidden historical secrets of this charming self-guided audio walking tour.

The Field Museum of Natural History: Pass

If hunting for T. rex skeletons, cursed mummies, and precious gems sounds like your idea of fun, you're going to have a field day at Chicago's elite museum of all things archaeology.

Chicago Airport Transfer to O'Hare & Midway Airport - Luxury SUV

- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, Fully Uniformed Chauffeurs - FBI Background checks for all drivers - $350,000 Commercially Insured - GPS tracking devices on all vehicles - "Driver ON Location" automated text message - Chicago Based company Skip the stress of a taxi or shared shuttle between Chicago downtown and O'Hare airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago O'Hare Airport with this private transfer service.

Chicago Architecture Center Exhibit Admission

Explore Chicago’s architectural legacy with full access to the Chicago Architecture Center’s immersive exhibits and city models.

Chicago Shoreline Adventure Boat Tour

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!

Chicago lakefront neighbourhood bike tour

Book a Chicago lakefront neighborhood bike tour today and enjoy a three-hour, guided tour on two wheels around the Windy City!

Chicago Seadog: Lakefront Speedboat Tour

Speed around Lake Michigan in a blaze of orange glory on the _Seadog_ and scan Chicago's world-famous skyline at high speed.

Chicago River Cycleboat Cruise

Enjoy a fun and scenic 90-minute Cycleboat Cruise along the beautiful Chicago River! Take in stunning skyline views as you pedal, relax, and sip your favorite drinks with friends, family, or that special someone. • 1.5-hour cruise up and down the iconic Chicago River • Comfortable boat with 10 cycle stations and bench seating at the front • Maximum capacity of 16 passengers — perfect for smaller groups or couples • BYOB! Bring your own beverages and snacks to enjoy onboard • Departs from the Water Plaza on the Chicago Riverwalk (between Wells Street and LaSalle Street bridges) Whether you want a lively group outing or a relaxing ride through the city, this Cycleboat Cruise is one of the most unique ways to see Chicago from the water — no full-boat rental required!

Chicago half-day bike rental

Rent a bike in Chicago, America's number one city for biking and follow the famous Chicago's Lakefront Bike Path

Chicago: Food Tour + Bike or Kayak Rental

Explore Chicago on a guided adventure featuring top attractions, food, and highlights. Start at the historic Water Tower on North Michigan Avenue, a survivor of the Great Chicago Fire of 1871.

Chicago full-day bike rental

Rent a bike in Chicago, America's number one city for biking and follow the famous Chicago's Lakefront Bike Path

Signature dishes of Chicago bike tour

Book a Signature dishes of Chicago bike tour today and indulge in some of the Windy City's most famous foods in between biking!

Navy Pier Centennial Wheel: Entry Ticket

The iconic Centennial Wheel on Chicago's Navy Pier offers some of the best views of _The City of the Big Shoulders_.

Big Bus: Chicago Hop-on Hop-off Bus Tour

• Plan your Chicago itinerary without worrying about arranging travel with this 24/48/72-hour hop-on hop-off bus tour, hopping off unlimited times.

Big Bus sunset live tour of Chicago

Enjoy a panoramic sightseeing bus tour through Chicago to experience the beauty of the Windy City with the warm light of sunset, going into the night.

Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters

Some of the world's most famous criminals and gangsters bamboozled their way through Chicago, and now you can follow in their shady, calculating footsteps!

Big Bus tour of Chicago

Experience the best views of Chicago from the comfort of the double-decker bus, explore the city at your own pace, and learn from the audio commentary.

Chicago Bus Tour: 90-Min Sunset Tour

Skip the heat of the day (and the crowded streets) while in Chicago and opt for tickets for a bus tour of the Windy City at night.

Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters

John Dillinger once escaped from jail using only a phoney wooden gun, and Al Capone was never convicted of murder, despite his brutally violent rule over Chicago in the 1920s.

Navy Pier Centennial Wheel: VIP Gondola

Offering stunning views of The Windy City, the Centennial Wheel at Chicago's Navy Pier is a 200-foot-high ride set in a modern capsule, complete with air conditioning, plush seating and a glass bottom.

Gangsters and ghosts self-guided audio tour in Chicago

Learn what tragic story is covered by Chicago River's waters, explore the most haunted sites and buildings, hear about rise and fall of the most infamous gangsters.

Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior (Ferris Bueller's Day Off), the Chicago Board of Trade exterior (The Dark Knight), Union Station's staircase (The Untouchables), and Millennium Park's Cloud Gate (Source Code). Enjoy a seamless and comfortable experience exploring these famous sites.