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Top Illinois Boat, Cruises & Sailing Tours
Chicago Architecture River Cruise
1 hour 15 minutes - Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower (Sears Tower) to the old Post Office Building. Take in magnificent city skyline views as you see...Read more
90-Minute Chicago River Architecture Tour
1 hour 30 minutes - 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...Read more
Lake Michigan Sightseeing Cruise
40 minutes - Admire all of Chicago's fabulous lakefront sights and attractions on this 40 minute 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...Read more
Chicago Premier Dinner Cruise on Lake Michigan
2 hours 30 minutes - Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop lounge, posh atmosphere and stylish interior. Enjoy a 3-course plated meal with celebrity-chef inspired dishes prepared from fresh ingredients right on board. Dance the night away to DJ...Read more
Chicago Lake and River Architecture Tour
1 hour 30 minutes - 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...Read more
Chicago Sunset Cruise
1 hour 30 minutes - The Sunset Cruise departs from the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. Enjoy the beautiful City architecture from the best vantage point in Chicago. The vessel will then navigate through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan...Read more
30 Minute Lake Michigan Speedboat Ride
30 minutes - Feel the need for speed- This exhilarating speedboat ride takes you out onto Lake Michigan for the ride of a lifetime. Experience the roar of the 2000-horsepower engines as you race along Chicago's famous Lake Michigan. The best way to view Chicago is always from the...Read more
Chicago Lunch Cruise on Lake Michigan
2 hours - With the sunshine reflecting off the lakefront, there’s no better place to enjoy an afternoon in Chicago than aboard a Spirit lunch cruise. Departing from Navy Pier, Spirit of Chicago lunch cruises are perfect for family sightseeing, lunch dates, travel groups and corporate...Read more
Chicago Skyline Tall Ship Cruise
1 hour 15 minutes - 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. This sail is approximately 75 minutes, with no guide included. Tickets limited to 10/Ten per group, the ship has a full capacity of 150...Read more
Chicago Fireworks Dinner Cruise with Buffet
3 hours - Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier, Soldier Field and more while you dine on a lavish, all-you-can-eat buffet! See spectacular views of the Chicago skyline and a live DJ spinning your favorite songs. In the summer...Read more
Chicago Sunset Dinner Cruise on Lake Michigan
3 hours - Celebrate a night out in Chicago with dinner, and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier, Soldier Field and more while you dine on a lavish, all-you-can-eat buffet! See spectacular views of the Chicago skyline and listen to fun...Read more
45-Minute Chicago River Architecture Tour from Magnificent Mile
45 minutes - 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...Read more
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
2 hours - 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...Read more
Chicago City Minibus Tour with Optional Architecture River Cruise
2 to 4 hours - Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.
Travel through Chicago with an expert guide on 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...Read more
Chicago Architectural River Cruise
1 hour 30 minutes - Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all...Read more
45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk
45 minutes - 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...Read more
Chicago River Floating Tiki Bar Cruise
1 hour 15 minutes - 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 and enjoy a beverage. Have questions about the buildings you'll see along the river- Our helpful staff will be happy to answer...Read more
Go Chicago Explorer Pass with SkyDeck and 360 Chicago
60 days - Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 45% on ticket prices. This multi-attraction pass, valid for 60 days after your first use, provides admission to your choice of up to seven attractions, tours or activities. Select from more than 30 top sites and things to do, including SkyDeck Chicago, Navy Pier and...Read more
Premier Chicago River Architectural Lunch Cruise
2 hours - Come aboard the Odyssey Chicago River for a delicious, freshly prepared meal while taking in the best views of Chicago's infamous architecture. Sit back, relax, and enjoy your lunch while our guide narrates the scenery along the way. We’ll show you unmatched views of Chicago's world-renowned architectural feats from Marina City and the...Read more
Chicago River Boat Architecture Tour
1 hour 30 minutes - Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up...Read more