Chicago · LAKE MICHIGAN LAKEFRONT CRUISES
41 tours
A mile offshore the city stops being a street grid and stands up as one wall of towers. These lakefront cruises are the ones that get you out there: sunset sailings, tall ships, skyline runs and speedboats, with prices, departure points and how long each stays on the water.
A 90-minute Lake Michigan and Chicago River boat tour with live architecture narration and skyline views from Wendella dock.
“Very informative. Bring a small blanket- it was chilly. But if you’re hot, you could sit on the blanket. The chairs were pretty uncomfortable.”
Chicago’s architecture cruise mixes river views and Lake Michigan skyline time, includes expert narration, and features an onboard cash bar. From $44.
“We had the BEST guide of all time! A lovely tour with so much to learn - would absolutely tell a friend to try this when they visit Chicago.”
Lake Michigan sunset cruise in Chicago: ride from the Chicago River to Lake Michigan, see skyline light up, with a warm lounge and bar.
“This cruise was fun and informative. We loved that there is a bar and snacks. Although it was a sunset cruise and the sun was not out, the city lights view was nice.”
Chicago skyline cruise on Lake Michigan from Navy Pier. 30 to 45 minutes, recorded English commentary, pets welcome, restroom onboard.
“Tour was wonderful; speakers at front of boat didn’t work very well, so hard to hear some of the history information; hoped for more history of some of the buildings along shoreline.”
Glide from the Chicago River to Lake Michigan at night, passing through the harbor lock for skyline views and live guide storytelling.
“My Guide was very knowledgeable about Chicago History. What he was saying didn't sound Like he was reading a Script. I was surprised We Had a lot in common!? The Experience is something I WILL Definitely recommend to my Family, Friends, and anyone else who I can express any interest in learning about Chicago.”
Quick Chicago skyline cruise from Navy Pier with Lake Michigan views, photo stops, and English or Spanish narration for about $32.
“The staff on board were very friendly and helpful ! The tour was informative and fun!”
Sunset over Lake Michigan with skyline views, a Chicago Locks passage, and an onboard cash bar. 90 minutes, $45 per person.
“Absolutely amazing time!! Did it during Covid and still has an absolute blast. Even better then normal the staff told us. Great attention to deal and will definitely recommend”
Feel the rush on a Seadog speedboat from Navy Pier, cruising Chicago’s skyline with a live guide, and add Extreme 360 spins.
“It was very windy and loud, but our 2 and 4 year old enjoyed the boat ride. Thirty minutes was the perfect amount of time.”
Ride the Chicago River and Lake Michigan in one 90-minute cruise, with live guide stories and skyline photo stops from the water.
“We waited until the 6:15pm tour. It was absolutely the best time to go. Everything was lit up after the sunset, and the weather was perfect. Our host was so knowledgeable and also made it entertaining.”
Sunset dinner cruise from Navy Pier with all-you-can-eat buffet, DJ dancing, and skyline views of Willis Tower and Adler Planetarium.
“Dance Floor wasn’t never empty food was awesome my people enjoyed the music and atmosphere. The DJ was getting it in and everyone was hyped up.”
City Cruises Chicago Signature Lunch Cruise on Lake Michigan: a small-group 2-hour ride from Navy Pier with buffet lunch, DJ, skyline views.
“When I say we had a time last night that’s what I mean it was 16 of us and when I say Danny the event host was AMAZING. I would recommend this event to anyone for any occasion. We were on the Spirit of Navy Pier.”
2-hour Segway tour along Chicago’s Lakefront and Museum Campus with helmet, training, and guided stops at Soldier Field, Field Museum, and Shedd.
“Great day with Will as our guide! Saw lots of cool sites. Very interesting guide who gave us lots of fun information.”
Chicago Premier Dinner Cruise on Lake Michigan with a 3-course dinner, skyline views from Navy Pier, DJ music, and summer fireworks options.
“Boat ok . Food was good nothing special but good , personals 👎 sever hostess absolutely non professional. Start about table they put us to table after 10min the told us we ha e to move to different table to window which weageed. Some couple next to us said we waiting g after you move because we want our table. So we found they kick us from our table where we already start eating 🙄🙄🙄. Than we stand up other couple took our table and we stay 15 min in middle of boat without table without servers. Than we make decision to find table ourself . We found only three…”
A fast 30-minute Lake Michigan speedboat ride from Navy Pier with big skyline views, funny commentary, and quick landmark stops.
“Andy made the experience FUN! It was freezing on this ride, but informative non-the-less. Andy was very entertaining! We appreciate Randy and Jamie as well for keeping us safe.”
90-minute Chicago River and Lake Michigan cruise with live narration, skyline views, and a thrilling Chicago Harbor Lock passage.
“Greatly enjoyed the trip...and I'm a Chicagoan born & raised. We had perfect weather so that made it all the better.”
