The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on one tour. Stroll through the beautiful streets of downtown Chicago & taste the Windy City’s favorite eats! Bobby’s Bike Hike, whose food tours are ranked Top 10 in America by USA Today and Top 20 in the world by Tripadvisor, offers this ultimate food & walking tour to explore the foods Chicago made famous; a slice of deep-dish pizza, a Chicago-style hotdog, Italian beef, & brownies. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks; Millennium Park, State Street, Chicago Theatre, Chicago Riverwalk, Michigan Avenue, & the Wrigley Building, all the while explaining the tales from Chicago’s rich food-centric history. Enjoy your food tour & receive a bonus 2-hour FREE bike or kayak rental for each ticket bought, adding value to your experience. Bike along the Lakefront Trail or kayak on calm, clear Lake Michigan.

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 venture through the Chicago Lock on to the calm, cool waters of Lake Michigan for expansive views of Chicago's extraordinary 26-mile skyline. Take the selfie of a lifetime on this inspirational experience!

Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise. Toast the end of the day with a glass of wine, ice-cold beer or hand-crafted cocktail.

Wendella's Lake & River Architecture Tour is a 90-minute adventure that takes place aboard Wendella's double-decker tour boat. A Chicago family tradition since 1935, this is the tour that started it all! Your journey begins with an up-close perspective of Chicago's internationally-known architecture, as seen from the Chicago River. Then, venture through the Chicago Lock to get a whole new view of Chicago's best-loved buildings from Lake Michigan. As well as your experienced guide, who knows the city better than anyone, each boat contains restrooms, a full-service cash bar and a climate-controlled cabin on the lower deck.

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 River, through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.

Climb aboard Windy, Chicago's official Tall Ship Ambassador, and experience breathtaking views from the water on this tall ship cruise. Sail along Lake Michigan and learn about Chicago's architecture.

It might be called the Windy City but from the 94th floor of downtown Chicago's John Hancock Center, you'll see a lot more than windswept trees. 360 Chicago offers incredible views of the city and Lake Michigan, plus four neighboring states. And unlike the busy Willis Tower, here you've got some space to maneuver as you take in the view.

Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

Our popular 90-minute daytime river and lake tour, the Urban Adventure Cruise, delights family members of all ages with incredible views of Chicago's world-renowned architecture and stunning skyline. Lively, knowledgeable tour guides bring Chicago’s rich history to life with fun stories and interesting facts. Relax and unwind on a scenic tour of the city from the unique perspective of the Chicago River and Lake Michigan. Welcome aboard!

Admire all of Chicago's fabulous lakefront sights and attractions on this Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of the city’s famous skyscrapers from a great vantage point. Feel free to bring a lunch and enjoy drinks from the onboard bar as you relax on this sightseeing cruise.

Enjoy Chicago’s iconic skyline at night and a fireworks display, with an exciting cruise on Lake Michigan. Experience a speedboat tour with a pause to enjoy the Navy Pier fireworks show. Our open-aired vessels provide uninterrupted panoramic views of the sparkling fireworks displays with the beautiful Chicago skyline as the setting. Join us on Wednesday and Saturday evenings during the summer months for an unforgettable memory. Includes 60-minute speedboat tour* with a break to take in the fireworks Amazing views of the skyline and fireworks display Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly. Disclaimer: This ride is not recommended for guests with conditions to the neck or back or that may be pregnant. Children under 12 must be accompanied by an adult. *Please note: Lakefront and Architecture tours on Seadog are dog-friendly, but Fireworks tours are strictly people-only.

The famous Tall Ship Windy sunset sail is truly famous. Used in many world-renown photos, backdrops for special events, weddings, or just an evening out, the sunset sail aboard one of the only four-mast Schooners still in operation will not disappoint. You will enjoy a sail on Lake Michigan and at just the right moment, S/V Windy will gently turn toward the Chicago skyline for a view of our spectacular sunset. Sit back and relax, enjoy some soothing music, and gently complete your day with this dramatic sunset. ** Please note, tickets purchased for sunset sails on Monday evenings will be upgraded from our traditional 75 minute sail to our Monday Night Blues Summer Concert Series, which departs the dock at 7pm and returns at 9pm. Enjoy live Blues music and 45 extra minutes aboard beautiful Tall Ship Windy!

Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and discover the Windy City from the water. Windy is the Official Ship for the City of Chicago. At 148 feet long, she is one of only a few 4 masted Schooners built in the United States. You will enjoy a relaxing sail around aboard a truly historic vessel. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.

Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations. The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation. Best way to see all of what Chicago has to offer in a limited amount of time!

Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront scenery in downtown Chicago on your own personal kayak, taking in the city skyline and lake views. Pull off at a nearby beachfront and enjoy time on the sand before paddling further. Rentals Available for: 1 - 2 hours Single and Tandem Kayaks, plus SUP equipment Available Must be 18+ to rent kayak. Ages 13+ can ride kayak alone if adult (18+) guardian rents the equipment. Tandem kayak is suitable for Ages 4+ as long as with adult (18+) guardian. Beginner kayakers are encouraged to paddle a tandem kayak with a more experienced partner.

From stuffed pizza crusts to windswept walks, Chicago is one American city that wants to entertain you! This specially curated package has been designed to tick-off sky-high views and the city's best architecture from your to-do list. Get easy access to the Flyover Experinece, Skydeck Chicago at Willis Tower, 360 CHICAGO Observation Deck, and a cruise on Lake Michigan!

Take in the world-famous skyline of the Windy City from the water, and enjoy a leisurely trip on Lake Michigan aboard Chicago's Famous Pirates Pub. Your ticket includes one complimentary rum punch, domestic beer, soda or water, per person.  Duration: 2 Hours Chicago’s famous Pirates Pub Sail departs every Friday night at 9pm aboard Tall Ship Windy at Navy Pier. This is a two hour charter and returns to Navy Pier at 11:00pm. Your ticket includes one complimentary rum punch, domestic beer, soda or water. Aboard the 148 foot Tall Ship Windy, you will enjoy the merriment of days of yore. You will be able to listen and sing to the traditional songs of the Pirates while enjoying the spectacular scenery that is the Chicago skyline and the wonderment of Lake Michigan. Chicago’s famous Pirates Pub Sail is an event that should not be missed.

The educational sail aboard Chicago's Official Flagship Windy departs at 11am Thursday thru Monday from Navy Pier. Leave the hustle and bustle behind, and enjoy a leisurely Educational Sail aboard Chicago’s Official Tall Ship. Guests will enjoy 75 minute sail where they will learn about sailing and the history of Lake Michigan and Chicago. Ideal for youth groups, children, families and adults.. Chicago's history is forever linked to the history of sailing on Lake Michigan. From these historical maritime roots, guests will be delighted with interesting facts, unique stories, and a healthy dose of whimsy. You will have a chance to help sail Chicago's famous 148' Schooner and you will be rewarded with incredible scenery and photo opportunities of the Windy City. Enjoy your time on the water — the third-largest of the Great Lakes, Lake Michigan is itself a natural wonder. Your guide will provide live audio commentary throughout the journey. This is approximately a 75 Minute sail.

The best views of Chicago can be yours at 360 Chicago Observation Deck! Perched 94 stories above the Windy City, the 360 Chicago provides commanding views of Lake Michigan and Chicago’s towering skyscrapers, including Willis (Sears) Tower. Located in the heart of downtown on Michigan Avenue, the observatory is steps away from other top Chicago attractions. It will be the high point (literally) of your Chicago trip! Upgrade to the Sip and View ticket, which includes one drink at the newly renovated CloudBar. The Sip menu includes a rotating selection of beer, wine and cocktails. Once onsite, you can purchase tickets to TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. You may also choose to upgrade your Sip and View ticket from the Sip Menu to the Elevated Menu for an additional $8.

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!

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. Prepare for panoramic top-deck views of skyscrapers and Lake Michigan. Hop off to explore places like the Magnificent Mile, the Field Museum, and Adler Planetarium. It's sightseeing made easy! Choose between a 24-hour Discover Ticket or a 48-hour Essential or Explore ticket.

Enjoy sailing the waters of Lake Michigan with this dinner cruise. You'll enjoy a delicious buffet dinner on board the ship – an unforgettable experience!

Get ready for the ultimate Chicago experience! This is the golden ticket to the best of the Windy City. It's not just sightseeing, it's a whirlwind adventure through the city's most iconic landmarks. From the sky-high views of Willis Tower to the stunning beauty of Lake Michigan, this fantastic journey will leave you breathless. So why wait? Grab this ticket now and be prepared to be whisked away into the heart of Chicago! It's more than just a tour - it's the ultimate Windy City experience you've been dreaming of!

Book your classic lake boat tour with Musement today! Learn of the city's rich history and enjoy Chicago's world-famous skyline along Lake Michigan.

Begin your adventure with a quick, 40-second elevator ride that whisks you to the 94th floor of 875 N. Michigan, formerly known as the John Hancock Center. Stepping out onto the 360 Chicago Observation Deck, be greeted by breathtaking panoramic views of the cityscape, Lake Michigan, and the four neighbouring states. Get inspired by the interactive exhibits on the concourse floor, which reveal the rich history of the vibrant cultures and businesses across Chicago. Sip, discover and delight at CloudBar As part of your Sip & View experience, enjoy one item from the carefully curated Sip Menu. Raise a toast to the stunning view in a souvenir glass, a keepsake to remember your journey. Next, experience TILT, Chicago's highest thrill ride. This unique attraction tilts you out over the city at a heart-stopping 30-degree angle, 1,000 feet above Michigan Ave. Afterwards, unwind at CloudBar, where you can savour iconic local snacks like Garrett's popcorn and neighbourhood-inspired cocktails with Moody Tongue, a local brewery. Finally, don't miss the CloudWalk, an optical illusion mural that creates a fun photo op of you walking in the clouds. It's these unexpected delights that earned 360 Chicago the vote for one of 'Travel & Leisure Magazine's' best views in America.

With exhilarating high speeds and full 360° spins, get ready to blast off on the jet-propelled Chicago Seadog Extreme Thrill Ride. Experience full-throttle slalom runs, sharp twists and turns, and crashing waves while your speedboat tour takes you around Lake Michigan. Dress appropriately – getting wet is a guarantee! The enthusiastic and expert crew tells the story of the Windy City as you zoom past some of Chicago's most iconic sites, like the Willis Tower, Buckingham Fountain, and Grant Park. Perfect for thrill-seekers 48" and taller, this speedboat tour will activate your need for speed.

Get ready for an exhilarating adventure on the Chicago Signature Lunch Cruise, where you'll discover the city like never before! Sail on Lake Michigan as you indulge in a mouthwatering lunch buffet filled with delectable delights. This is the best way to see Chicago in style - there are breathtaking views all around you. As you dine, DJ entertainment will set the mood, and a variety of games will keep the excitement going. With fully stocked bars, climate-controlled interiors, and open-air rooftop decks, there's no better way to soak in the mesmerizing Chicago skyline and iconic attractions.

Take in the stunning sights of Chicago’s skyline from Lake Michigan – it’s a view of the city like you’ve never seen it before! Skyline Lake Tours depart daily from Navy Pier, spring through autumn. This pre-recorded, 30-minute tour provides striking views from Lake Michigan and is **a perfect trip for locals and visitors alike**. During your loop around Lake Michigan, heading both north and south on the lake, you’ll see many of Chicago’s famous landmarks and the classic skyline vista.

Speed around Lake Michigan in a blaze of orange glory on the _Seadog_ and scan Chicago's world-famous skyline at high speed. Lively guides will entertain you with exciting antics as they reveal interesting facts about The Windy City between bumpin' party songs playing on the speakers. Hang on to your hats as the captain performs party tricks – like 360° spins at full speed. Bring your own booze and get the party started at Navy Pier. Then, race along the Magnificent Mile, providing unique views of the Sears Tower, Buckingham Fountain, and Grant Park. A Chicago lakefront speedboat tour is a perfect way to spend a day in Chicago for thrill-seekers and day-trippers alike.

Set sail on Lake Michigan and enjoy uninterrupted views of the Chicago skyline as fireworks pop above the buildings. You'll enjoy one of the best views of the Navy Pier fireworks show thanks to some strategic navigating from the captain of your boat. Sit back, relax, and drink the view from an open-air speedboat This cruise stops for around 10-15 minutes to enjoy the fireworks, but there's an extended speedboat ride too, so get ready to feel the wind in your hair.

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan with tickets for a guided tour of Chicago's highlights.

Enjoy a charming and exciting night out in Chicago with dinner, music and sightseeing aboard a two-and-half-hour luxury cruise on Lake Michigan.

Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.

Enjoy Chicago's sights with a drink from the Sip menu at the 360 CHICAGO Observation Deck. Located 1,000 feet above Michigan Avenue on the 94th floor of 875 N. Michigan, incredible views of the city skyline and Lake Michigan are in store. An interactive exhibit on the concourse level covers Chicago’s history and its diverse neighborhoods. A short documentary, "3 of 77," will inspire your exploration of the city further. Take a quick 40-second elevator ride to the 94th floor to enjoy one of America's best views, as voted by _Travel & Leisure Magazine_. Panoramic views of the city and lake from 360 CHICAGO Observation Deck are waiting!

Prepare for a great time with the Play the Park Pass at Navy Pier. This pass unlocks a fantastic adventure featuring Chicago's iconic Centennial Wheel. This impressive structure takes you almost 200 feet above the city skyline and the beautiful waters of Lake Michigan. Hop on the Centennial Wheel and admire scenic views of the Windy City. The adventure continues with a trip back to the 1920s with Navy Pier's historic carousel, a relic filled with nostalgia. Feel the wind in your hair as you ride the Wave Swinger, open from late spring to early fall, promising heart-pounding excitement. For the daring ones, the Light Tower is ready to launch you skyward and send you into an exciting freefall. If you're a tech enthusiast, don't miss out on Virtual Rush: Chicago, a cutting-edge game where you can compete for the top score.

Indulge in the ultimate Chicago experience with the Premier Lunch or Brunch Cruise! Cruise along Lake Michigan with the sun and breeze on your skin, surrounded by breathtaking views of Chicago's skyline and attractions. The Premier Lunch Cruise runs from Monday to Friday, and features a selection of beautifully presented plated dishes. The Premier Brunch Cruise runs on Saturday and Sunday and features a buffet of delicious brunch classics. whichever you choose, you'll be greeted with top-notch service, delicious chef-prepared menus, and creative cocktails that are sure to tantalize your taste buds. And what's a brunch without bottomless mimosas? Sip to your heart's content as you take in the stunning views around you. The fun doesn't stop there! With a DJ onboard, you'll be able to dance the afternoon away while soaking up the sun on the open-air rooftop decks.

Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan with dining, picturesque views, DJ entertainment, and dancing. While onboard, you’ll enjoy our chef-prepared plated menus, creative cocktails, distinctive service, and breathtaking views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a romantic dinner for two or for a special evening with friends and family, our dinner cruises are the perfect way to elevate any occasion and see Chicago from the water!

Experience the best of Chicago with a Premier Lunch Cruise and spend your afternoon on Lake Michigan with dining, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared plated menus, creative cocktails, distinctive service, and breathtaking views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a scenic lunch for two or for an unforgettable afternoon with friends and family, our Lunch Cruises are the perfect way to elevate any occasion and see Chicago from the water!  Includes 2-hour lunch cruise on Lake Michigan 3-course, chef-prepared plated menu Spectacular views of the Chicago skyline including the Willis Tower and Adler Planetarium DJ curated music Guaranteed table for your party size Complimentary coffee, hot tea, and iced tea

Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Spend your afternoon on Lake Michigan with dining, picturesque views, DJ entertainment, and an assortment of games. While onboard, you’ll enjoy our chef-prepared lunch buffet, a fully stocked bar, and incredible views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a scenic lunch for two or for an unforgettable afternoon with friends and family, our Lunch Cruises are perfect for any occasion and serve as the best way to see Chicago from the water!  Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. You can upgrade to our upscale "Admirals Lounge"which features top-shelf alcohol, including the captain's private reserve. Your adventure starts on the Chicago Riverwalk when you board vessel. Enjoy a beverage as you complete the unique experience of transiting the Chicago Locks. Once on Lake Michigan take in the stunning views of Chicago's skyline.

Play a city game where you will follow clues to discover amazing places and local stories in Chicago. You’ll tour Chicago’s famous Millenium Park and learn about the iconic works of art that populate the area on your way to riches beyond your imagination. Are you up for an adventure in Chicago? Highlights: Explore Chicago’s beloved Millenium Park and surrounding campuses Enjoy breathtaking views of the city skyline and Lake Michigan Learn about the artwork and architecture that marked Chicago’s journey from the 20th to the 21st century Try a new type of experience, the perfect mix between a tour, an outdoor escape game, and a treasure hunt. The city game will take you about 1.5 hours to complete, but there’s no time limit that will allow you to go at your own pace. You won't need a guide, just download the app, go to the starting point, and begin the adventure.

Embark on the ultimate New Year’s Eve celebration with our Signature Dinner Fireworks Dinner Cruise. Come together for unparalleled festivities with dining, dancing, and magnificent skyline views lit up by the dazzling fireworks display over Lake Michigan! Enjoy a delicious, chef-prepared buffet and gorgeous views of Chicago’s spectacular architecture while you ring in the new year. You’ll marvel at famed city landmarks, such as Adler Planetarium and Willis Tower, from our climate-controlled interior and open-air roof decks. We keep the spirits flowing with a fully stocked bar, games, and lively music from our DJ. A breathtaking New Year’s Eve celebration awaits on the water! Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax, boat rentals, and theater-style seating for various performances. Other attractions along the Riverwalk include the Vietnam Veterans Memorial Plaza, and the McCormick Bridgehouse & Chicago River Museum and if you are lucky enough, see a bridge lift from inside the bridge house. After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

Explore Chicago at your own pace on an independent bike tour. With your half-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

The perfect tour for first timers to Chicago or those who want to explore Chicago's top attractions and highlights. Stroll through the beautiful streets of downtown Chicago and learn about the City’s rich history, colorful characters, and get insider tips. Enjoy a 2hr walking tour & receive a bonus FREE 2hr bike or kayak rental, adding value to your experience. Enjoy biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Bobby's Bike Hike walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Magazine. Explore the amazing sites that Chicago made famous; Millennium Park, Chicago Riverwalk, amazing Architecture of the Wrigley Building and Chicago Theater, & Michigan Avenue dubbed ‘the Magnificent Mile’ for it’s world-renowned shopping. Bobby’s local expert guides lead you through downtown Chicago’s most iconic landmarks and share their knowledge about the City along the way. The tour covers 1.5 miles(2.25km) on easy, flat terrain.

This Wine & Cheese Cruise is a world class Chicago experience for locals and visitors. Board our famous tour boats at Michigan Avenue, and enjoy the Chicago River and Lake Michigan while tasting wine and cheese pairings. There is also a full service bar and climate controlled cabin on the vessel's lower deck. This activity does not have a narrated tour but features light music during the cruise.

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch service and the best views of the spectacular Chicago fireworks display. Our DJ sets the mood while you soak in the Chicago skyline from an intimate, climate-controlled interior and open-air rooftop decks. You’ll delight in awe-inspiring sights, like Adler Planetarium and Navy Pier as you ring in the new year with a magnificent celebration! Includes 21+ Only Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.