Activities & Tours: Illinois

Water Tours

Private Chicago 6-Hour Boat Tour with Captain

Our Mission: We are dedicated to curating exceptional boating experiences, offering day and night cruises, fireworks displays, and serene voyages along the Chicago River. Our goal is to share the magic of the city's waterways, blending the thrill of the open lake with the iconic skyline as a backdrop. What sets us apart: Nauti Chicago stands out for our commitment to personalized journeys. Whether it's cruising to popular spots like the Playpen, enjoying delectable meals onboard, or discovering hidden dining gems ashore, our charters promise an unforgettable blend of adventure and indulgence.

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based on 2 reviews

See Details → Duration :6 hours
From $2175

Chicago by Night: 90 Minute River and Lakefront Cruise

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-friendly cruises are our specialty!

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based on 61 reviews

See Details → Duration :1 hours 30 minutes
From $42

Chicago River Sunday Funday Mimosa/Bloody Mary Party Cruise

All Day! Sundays are Fun-Days aboard the floating tiki bar. See the Chicago River the Island Party way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax an enjoy a beverage. Have questions about buildings? Our helpful staff will be happy to answer questions.

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based on 4 reviews

See Details → Duration :1 hours 30 minutes
From $35

Chicago Skyline Tiki Chic Party Cruise Lock and Lake

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.

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based on 7 reviews

See Details → Duration :1 hours 30 minutes
From $35

Chicago Urban Adventure River and Lake Cruise

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!

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based on 273 reviews

See Details → Duration :1 hours 30 minutes
From $42

Private Lake Michigan Sailing Charter and Sightseeing Tour of 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. All charters are NON-SMOKING experiences.

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based on 52 reviews

See Details → Duration :2 hours
From $483.96

Chicago Fireworks Dinner Cruise on Lake Michigan

Our Independence Day Premier Dinner Cruise on Lake Michigan is an unforgettable way to celebrate and experience the city from the water. While onboard, you’ll enjoy chef-prepared menus, creative cocktails, beer, wine, and Chicago's most incredible views from the water. This holiday, celebrate with distinctive service from our climate-controlled interior and open-air outdoor decks while you cruise past Chicago's skyline. After dinner, watch sparks fly on the water and enjoy a spectacular fireworks display as they fly overhead, honoring the nation’s birthday. Include Must be 21 or older with valid ID 3-hour dinner cruise on Lake Michigan Delicious plated dinner with freshly prepared entrees, salads, and desserts Spectacular views of the city skyline and local landmarks Guaranteed table for your party size Live DJ entertainment Unlimited coffee, hot tea, and iced tea

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based on 52 reviews

See Details → Duration :3 hours
From $153.94

Chicago Educational Tour and Sail Aboard a Tall Ship

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.

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based on 74 reviews

See Details → Duration :1 hours 15 minutes
From $39

Private Evening Sail in Chicago Ending with Navy Pier Fireworks

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list. 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. The unique view of the Navy Pier fireworks from the water is an unforgettable experience! Offered Saturday evening in season. All charters are NON-SMOKING experiences.

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based on 6 reviews

See Details → Duration :2 hours
From $542.82

Chicago Skyline Sunday Funday Mimosa/Bloody Mary Party Cruise

Sunday Funday Mimosas and Bloody Marys with beautiful views of the Chicago skyline aboard our flagship vessel. Enchantment boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. Upgrade to the upscale "Admirals Lounge" features top-shelf alcohol, including the captain's private reserve. Upgrade can be purchased on board. Your adventure starts on the Chicago Riverwalk when you board vessel. From there you will complete the unique experience of transiting the Chicago Locks. Once on Lake Michigan take in the stunning views of Chicago's skyline.

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based on reviews

See Details → Duration :1 to 1 hours 30 minutes
From $40

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!

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based on 42 reviews

See Details → Duration :2 hours
From $85

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

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based on 3 reviews

See Details → Duration :2 hours
From $433.82

Chicago River Architecture and History-Private Boat Tour

Discover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way! Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gems like the ostentatious Marshall Field building, the stained-glass-domed Cultural Center, and the Chicago Theatre, adorned with its emblematic marquee. After arriving at the dock, you’ll board your own private boat and set sail along the Chicago River. As we glide along, your guide will point out some of the city’s most fascinating landmarks. Stare up in awe at Willis Tower, once the world’s tallest building. Spot Union Station, which you might recognize from several famous films. And gaze upon a behemoth Art Deco building so large it once had its own zip code! We’ll also pass by Wolf Point, formerly occupied by Native Americans and later by many of Chicago’s first commercial buildings. Afterwards, you might want to explore all these sites and more on foot!

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based on 12 reviews

See Details → Duration :2 hours 30 minutes
From $695

Small Group Lake Michigan Tour

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline from the water. We will grip the throttle for adventurous ride up and down the lake front on our safe and seaworthy US NAVY built Ridged Haul Inflatable Boat (RHIB). This experience is a unique way to see the city. This 45 minute tour is narrated by your Captain, a Coast Guard licensed operator, who will point out key points of historical significance and architecture while on your tour with 6 or less passengers on board.

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based on 4 reviews

See Details → Duration :45 minutes
From $60

Chicago Premier Lake Michigan Brunch Cruise

Experience the best of Chicago with a Premier Brunch Cruise and spend your afternoon on Lake Michigan with dining, bottomless mimosas, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared buffet 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 celebratory brunch for two or for an unforgettable afternoon with friends and family, our brunch cruises are the perfect way to elevate any occasion and see Chicago from the water! Includes 2-hour brunch cruise on Lake Michigan Chef-prepared buffet-style dining Bottomless mimosas (must be 21 or older with valid ID) 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

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based on 21 reviews

See Details → Duration :2 hours
From $100.37

Activities & Tours: Illinois

Private Chicago 6-Hour Boat Tour with Captain

Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago River Sunday Funday Mimosa/Bloody Mary Party Cruise

Chicago Skyline Tiki Chic Party Cruise Lock and Lake

Chicago Urban Adventure River and Lake Cruise

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Chicago Fireworks Dinner Cruise on Lake Michigan

Chicago Educational Tour and Sail Aboard a Tall Ship

Private Evening Sail in Chicago Ending with Navy Pier Fireworks

Chicago Skyline Sunday Funday Mimosa/Bloody Mary Party Cruise

Small-Group Sightseeing Boat Tour in Chicago

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

Chicago River Architecture and History-Private Boat Tour

Small Group Lake Michigan Tour

Chicago Premier Lake Michigan Brunch Cruise

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