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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.

Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the third-tallest building in the world -- the Skydeck offers spectacular sweeping views and is full of interactive exhibits. To complete your exciting Chicago experience, head to the Ledge, a glass balcony showcasing unbeatable views of Chicago’s top attractions like Wrigley Field and the Navy Pier. We added a brand new Chicago Experience that you start with by the box office prior taking the elevator trip to the 103rd floor. It is a 45,000 sq ft. museum of today. The New Experience is part Chicago History, part Architecural tour, part Selfie Museum and part Children's Museum. This is fun and interactive for all ages. Ride our "L" Train, see our infinity pizza bed, take pictures ontop of Willis Tower and so much more! This is the best way to see Chicago in one setting. With mobile tickets, simply scan your phone for direct entry into the SkyDeck

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!

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

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 St Valentine's Day massacre * Stops on-and-off the bus at famous crime sites * True Crime history * Historic video footage * Interactive live commentary * Crime quiz * Souvenir pamphlet with photos * Luxury climate-controlled bus * So much more! Some of the world’s most notorious criminals, mobsters & gangsters bamboozled their way through Chicago. Escape into the city’s criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more. From a luxury coach, see the sites of storied crime scenes including Biograph Theatre, Holy Name Cathedral, and the St Valentine's Day Massacre, one of Chicago's most notorious murders. Snap photos of the historic criminal courthouse, and hop on-and-off the coach to walk the path that Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths.

Our Chicago Signature Dinner Cruise is an unforgettable way to experience the city from the water. Spend your evening on Lake Michigan with dining, picturesque views, dancing, DJ entertainment, and an assortment of games. While onboard, you’ll enjoy our chef-prepared dinner 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 romantic dinner for two or for a special evening with friends and family, our dinner cruises are perfect for any occasion! Includes - 2 - 3-hour dinner cruise on Lake Michigan - Chef-prepared buffet-style dining - 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 Extras & Upgrades: - Creative cocktails, wine, and beer are available for purchase from our fully stocked bar

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.

Seeing the Chicago Cubs playing a Major League Baseball game at Wrigley Field is an unforgettable experience. Wrigley Field is known as one of the most historic and beloved stadiums in major league sports, offering a unique and stadium atmosphere. On top of that, you'll be able to watch some of the best players in professional baseball take the field and play America's favorite pastime. The energy inside the stadium is palpable on game days, and this is an opportunity for you to experience it first-hand. This won't just be another ordinary game outing, but rather an incredible experience that will stay with you for a lifetime! To ensure you get the best seats, tickets are sourced from a combination of primary and reseller partners and are perfect for travelers, guaranteeing seamless access to the venue. Premium & Regular category seats generally sit along the 3rd or 1st baseline with Premium seats closer to the field. Budget seating is typically in higher tiers in the outfield.

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample or samples of that location's best donuts. Many locations offer vegan, gluten or nut free options, however, please make sure to let us know ahead of the tour, so we can make sure to highlight those specifically for you. Our tours include such favorites as Do-Rite Donuts, Firecakes, Stans, and Doughnut Vault.

Get ready to discover the storied architecture of Chicago. You’ll take the first elevator ride of the morning up to Skydeck at Willis Tower to see the city from a birds-eye prime vantage spot. Journey back to street level for an immersive tour of the Loop guiding you from the iconic ‘L’ train circling downtown Chicago to the city’s impressive Art Deco architecture. This insider’s look will supply you with the history to truly appreciate these colossal structures. A 90-minute river cruise awaits at the end of the tour taking you from the Chicago River to Lake Michigan.

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!

Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.

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! 

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience.  

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! Includes - 3-course, chef-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 Extras & Upgrades: - Creative cocktails, wine, and beer are available for purchase from our fully stocked bar

There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is the perfect city for suds lovers. Visit three of its craft breweries on this all-inclusive, 3.5-4hour tour, where you’ll get to tour one brewery production facility and enjoy copious samples of local brews. To keep things interesting, you’ll travel in a barrel-shaped bus. Morning and evening departure times are both available.

Discover Chicago of the Roaring '20s thru its Art Deco architecture! We all LOVE the elegance, glam, and glitz of the 1920s. This 2-hour walking tour explores the interiors and exteriors of gorgeous buildings from this surprisingly brief architectural period in Chicago, with some interesting details and stories about life in that era. Flappers, gangsters, jazz, speakeasies — we'll pepper those throughout our larger exploration of Chicago's magnificent Art Deco buildings in order to truly set the context for you! You’ll walk in the footsteps of those high on the potential of the future, before the infamous Crash of ‘29. In addition to experiencing magnificent Art Deco architectural interiors, you’ll also learn about Chicago’s notorious gangster history — even ending the tour inside an old gangster headquarters surrounded by real photographs, newspapers, and an old uncovered vault!

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical, informational and at times humorous commentary about the area. Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience.  You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.

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

Taste all of Chicago’s classic eats on this 4-hr guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike tour company, on this exciting and informative adventure. The journey is 14 miles (at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot dog, and a few samples of local craft beer! On the daytime version of the tour, you’ll drink in the sights of Chicago’s beautiful northside neighborhoods, including the Lakefront and Wrigleyville, home to our intrepid Chicago Cubs baseball team. On the nighttime version, you'll ride through the party districts of downtown and see the lights of Buckingham Fountain, Millennium Park and the glorious skyline. Then you’ll get a chance to cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this rip-roaring good time! You’ll leave with a profound understanding of our town, even if you only came for the beer.

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.

When you arrive at the Chicago Lincoln Park indoor skydiving location, get started by putting on your provided gear and going through a specialized training session from a flight instructor. Learn how to safely float in a 1,400-horsepower vertical wind tunnel that generates a wall-to-wall cushion of air, commonly used by professional skydivers. Experience the thrill of skydiving without having to hurl yourself from an airplane, and no experience is necessary. Once inside the enclosed space of the flight chamber, a tunnel operator slowly increases the wind speed until you and your instructor are airborne. Feel your adrenaline pumping as you 'free fall' at wind speeds reaching 180 mph (290 kph). The stable wind flow keeps you from falling off the column of air, and your instructor is on hand at all times to guide you. The first-time flyer experience takes about 75min. Each session includes up to 12 people, but fly one-on-one with your instructor in the wind tunnel twice for 60 seconds.

Experience the best of Chicago with a Premier Plus Dinner Cruise and spend your evening on the Chicago River 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 outdoor deck. 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! Includes - 2.5-hour dinner cruise on the Chicago River - 3-course, chef-prepared plated menu - Spectacular views of Chicago’s architecture from the water - DJ curated music - Guaranteed table for your party size - Complimentary coffee, hot tea, and iced tea