Chicago Buffet Dinner Cruise on Lake Michigan 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... 286 From $114.72
Educational Tour and Sail Aboard Chicago's Official Flagship Windy 148' Schooner 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... Free Cancellation Almost sold out 74 From $39
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise 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... Free Cancellation Almost sold out 3 From $433.82
Small Group River Boat Tour in Chicago Our decommissioned U.S Navy tactical and seaworthy RIB boat will take you through the confines of the Chicago River. This 75 minute tour is narrated by your Captain, a Coast Guard licensed operator, who will point out key points of historical... Free Cancellation 4 From $50
Chicago 3D Fireworks Cruise Be Dazzled on Mercury's 3D Fireworks Cruise! Capture stunning photos of Chicago’s skyline from the Lake on Saturdays or from the mouth of the river on Wednesdays. Saturday 3D Fireworks cruise is featured on the lake. A lively cruise past Buckingham... 158 From $49
Chicago River Tiki Bar Cruise from Chicago Riverwalk 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... 91 From $35
Chicago River Architectural Lunch Cruise Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enjoy our chef-prepared,... 26 From $110.58
Lake Michigan Sunday Funday Mimosa/Bloody Mary Tiki Bar 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... From $40
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... 61 From $42
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... Free Cancellation 273 From $42
Guided Historic Small Boat River Architecture Tour in Chicago Cruise the river on a less crowed, small historic yacht! When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed... Free Cancellation 8 From $59
Monday Night Blues Summer Concert Series Aboard Tall Ship Windy Join us for a 2-hour concert sail from 7pm-9pm every Monday this Summer! Chase your Monday BLUES away aboard the 148 foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of Lake Michigan accompanied by the sweet sounds... Free Cancellation 2 From $99
Chicago Private Sunset Sail on Lake Michigan 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... Free Cancellation Almost sold out 21 From $483.96
Chicago River Architecture Boat Tour Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most... Free Cancellation 1071 From $32
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... Free Cancellation Almost sold out 52 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... 52 From $172.12
Chicago Lake Michigan Plated Lunch Cruise 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... 82 From $71.67
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... Almost sold out 21 From $100.37
Chicago River Tiki Bar Fireworks Show and Cruise See Chicago Fireworks the Island Party way. Our floating Tiki Bar offers you the unique opportunity to see the sights of the Chicago River, topped off with a fireworks show. Have questions about the buildings you'll see along the river? Our helpful... 12 From $40
Chicago Skyline Tiki Bar Cruise from Chicago Riverwalk 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... 7 From $35
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,... 41 From $75
New Year's Eve Plated Dinner Cruise on Lake Michigan 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... 1 From $341.59
Chicago New Year's Eve Buffet Dinner Cruise on Lake Michigan 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... 6 From $273.26
Chicago River Sunday Funday Mimosa/Bloody Tiki Bar 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... 4 From $35