Table Of Content

Please present yourself to our staff if you prefer to board before general boarding starts. Guests unable to climb stairs to the upper deck may choose to sit in the open-air bow or the enclosed, climate-controlled salon with large windows. For safety reasons, motorized scooters and electric wheelchairs cannot be accommodated.
North Riverside

Let the wind carry you to stunning views of the city from aboard the Tall Ship Windy, a four-masted, 148-foot topsail schooner. The 75-minute trip cruise brings guests on a scenic route running along the Lake Michigan shoreline, where you can take in lovely skyline vistas and glimpses of the sunset. Head to the onboard bar to find snacks and drinks for sale.
Check out Chinatown via Chicago Water Taxi
City Experiences dining cruises are the perfect way to create a memorable moment in Chicago. Choose from a river or lake dining cruise, complete with delicious cuisine, cocktails, and entertainment. One of Chicago’s classic cruise options, Shoreline Sightseeing covers all the bases. Their ultra-popular Architecture River Tour takes you on all three branches of the historic Chicago River takes you past dozens of landmark buildings.
Upcoming Chicago Architecture Center River Cruise aboard Chicago's First Lady Tours
Our newsletter hand-delivers the best bits to your inbox. Sign up to unlock our digital magazines and also receive the latest news, events, offers and partner promotions. A round up of fun events, exclusive deals and happenings along Chicago’s Magnificent Mile. Wacker Drive into your GPS.Located at the northeast corner of Michigan Avenue and Wacker Drive, a black awning marks the boat dock entrance stairs that lead down to the river. If you have limited mobility, see these directions for an alternative way to reach the dock. Our tours do often sell out and we always recommend customers buy their tickets online and in advance.
CHICAGO BY NIGHT! Cruise
A Beautiful Stage for Your Event Set sail on Windy for weddings, parties, corporate functions, reunions, church outings, tour groups, team building and more! Planning a special outing for your group? Charter Seadog for an event everyone will enjoy! With the ability to travel both the lake and river,... Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River.
City Cruises – Signature Lunch Cruise on Lake Michigan
One of the best ways to see Chicago is from the water. The city is home to two stunning waterfronts — the Chicago River and Lake Michigan — and each offers plenty of cruise options. Here’s your guide to Chicago lake and river cruises, boat tours, dinner cruises, and beyond.
City Cruises – Spirit of Chicago Dinner Cruise
This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Experience the city’s most unique floating event venue! City Cruises offers all-inclusive packages, chef-prepared menus, full bar options, and entertainment customized to fit your needs—all... Host a truly unforgettable event on Lake Michigan. Book your group aboard one of Odyssey's regularly scheduled lunch or dinner cruises, or have an event...
New Year's Eve Premier Plus Dinner Cruise on the Chicago River 12/31/2023 - Choose Chicago
New Year's Eve Premier Plus Dinner Cruise on the Chicago River 12/31/2023.
Posted: Sun, 31 Dec 2023 08:00:00 GMT [source]
Enjoy happy hour drink specials onboard this Navy Pier Boat Tour every night at 5pm and experience breathtaking views of the Chicago skyline from the water! It’s the perfect way to end your workday or kick off your weekend plans. History comes alive on this exciting Windy City boat tour. Enjoy an educational adventure for curious minds of all ages with the backdrop of the iconic Chicago skyline always in view.
Explore Chicago Sailing Special Events
Perfect for corporate outings and special occasions, group cruises and private charters offer unforgettable experiences for up to 800 guests. If you want to couple a workout with your sightseeing, consider touring Lake Michigan by kayak. The rental lasts one hour and if you've never kayaked before, don't worry – tandem kayaks are available for less experienced guests. The meeting point is at Ohio Street Beach and you'll be provided with a life jacket on arrival before paddling out onto Chicago's most incredible river view. How do you end the perfect day of sightseeing?
If you're looking for dinner with a view, you could do worse than watching the sunset against the skyline aboard this 2.5 or 3-hour Lake Michigan brunch, lunch, or dinner cruise. Grab a group of friends and book a table – ideally one with a window-facing view—for a buffet-style meal before making your way to the dancefloor for an evening of DJ-curated music. Unlimited coffee, tea, and water will be on hand. If you're weighing your options, Wendella's architecture tour (which it claims is Chicago's original) is another way to explore all of the beautiful structures that line the river.
Ponchos are available for purchase on all vessels. However, in cases of severe weather, if the Captain deems it unsafe and cancels the tour, all guests will be refunded. The Tall Ship Windy is a must thing to do at Navy Pier. Very friendly and funny staff and always a good time, with beautiful views of the city of Chicago. I've set sail on Tall Ship Windy 4-5 times over the past few years, and it is always a good time. You get a nice view of the city and the crew is entertaining and knowledgeable.
There is simply no better way to experience Chicago’s world-famous skyline than on a Windy City Boat Tour with Tall Ship Windy. Chicago CityPass saves 48% on premier admission tickets to Chicago’s top 5 attractions, including the Architecture River Tour. Take Shoreline’s award-winning 75-minute Architecture River Tour to discover Chicago’s renowned landmarks as presented by our expert and entertaining guides. Your wedding is the start of your lifelong journey together, so begin that journey in a truly memorable way - a wedding cruise down the Chicago River. Conveniently located along the Chicago Riverwalk.
Departing from Navy Pier, this 75-minute narrated cruise is the best way... Lake Michigan dinner cruises are the perfect setting for celebrating with friends, connecting with colleagues, or a romantic evening. Odyssey Lake Michigan dinner cruises are...
See well-known Chicago attractions from... On these 30-minute speed boat rides, you’ll tear across Lake Michigan at up to 45 miles per hour while getting entertaining and informative commentary on Chicago. Recalling the handsome elegance of 20th century luxury yachts, our vessels are sure to make an impression. Choose from seven perfectly sized ships for your private event. Departing from Navy Pier's Polk Bros Park or the northeast corner of the Michigan Avenue Bridge, this 60-minute trip packs in all of the architectural sights that visitors want to see. Tour guides highlight more than 40 towering Chicago landmarks, including the Tribune Tower, the Wrigley Building, and Marina City (a.k.a. "The Corncobs" or "The Wilco Building").