2nd Annual · Friday, June 26, 2026
Three iconic Chicago pizzas. Sunset on the Chicago River. A one-night-only collaboration with our friends at Chicago Fireboat Tours.
The Experience
For the 2nd annual Pizza Cruise, we're teaming up again with Chicago Fireboat Tours for a one-night-only collaboration. Three pizzas from three different Chicago pizzerias, served onboard as the boat heads up and down the river just as the sun starts to drop behind the skyline.
It's the most-asked-about night of last year all over again. Same three-hour evening, same Chicago River sunset, brand-new pizza lineup for 2026.
$105 / person
Book This CruiseReservations through Chicago Fireboat Tours.
From the Founder
“Last year's Pizza Cruise sold out faster than anything we've ever put on the calendar. We've spent a year figuring out how to make this year's even better — new pizza lineup, same crew at Chicago Fireboat Tours, same gorgeous sunset on the river. If you missed it last summer, this is the one to grab.”
Jonathan Porter
Founder, Chicago Pizza Tours
Last June
Swipe through photos and video from the 2025 cruise →





























Common Questions
Come hungry. It's three full tastings from three different Chicago pizzerias over three hours on the water, not bite-size samples. People leave full. The pizza is included in your ticket, and drinks at the cash bar are the only extra.
Yes. Beyond the June 26 public sailing, you can charter the whole boat for a private Pizza Cruise, whether it's a corporate outing, a birthday, or any other occasion. Reach out with your group size and a preferred date and we'll put it together.
The pizza is the whole point. Chicago Pizza Tours hand-picks the pizzerias, the same crew that has spent years running the city's pizza tours. The sunset on the river is the bonus, not the bait.
We sail rain or shine, since the boat has covered seating. The only time it doesn't run is if Chicago Fireboat Tours calls it for safety in severe weather, and in that case you're rebooked or refunded.
Almost certainly not. This is a calm cruise up and down the Chicago River, not open water, so the ride stays smooth and slow. If you can handle an architecture tour, you'll be fine here.
Dress for an evening outdoors on the water and bring a light layer, since it cools off once the sun drops, even in June. The covered seating keeps you out of any weather.
Maybe not if you wait. It runs one night only with limited seats, and 2025 sold out faster than anything we put on the calendar. If the date works for you, grab your spot now rather than later.
Last year sold out. The boat seats what it seats. Grab a spot while there's space.
Book the Pizza Cruise