Windy City Explorer Chicago, Illinois Book a tour
Chicago, Illinois · City sightseeing tours

Now boarding:
Chicago.

Architecture boat tours on the river. A hop-on hop-off bus through downtown. Food tours on foot, ghost tours after dark, and private group tours built around your group.

Book a tour Group bookings
Route Tour Boarding point Tickets
ARC
ARCHITECTURE Boat tour · river level
River dock Book
HOH
HOP-ON Bus tour · downtown stops
Downtown stops Book
FOD
FOODTOUR Guided walk · food stops
Walk-in start Book
GHO
GHOSTTOUR Guided walk · after dark
Evening meet Book
PRV
PRIVATE Groups · your itinerary
Group pickup Enquire
Select a route · book online Meet at the boarding point
Tour boats waiting along the Chicago River beneath downtown towers
01 / The routes

Four lines out of downtown. One more for your group.

Every route is guided from start to finish. Read the line, pick your departure, and book it straight from the board.

Architecture tour boat moving along the Chicago River between skyscrapers
ARC · Architecture boat tour

Architecture, seen from the river.

River level. Bridges overhead. Chicago's skyline from the water, with a guide talking through the buildings as you pass them.

Book this route
Also departing
Open-top sightseeing bus on a downtown Chicago street

Hop-on hop-off

Bus tour · get on and off at downtown stops

HOH Book →
Guided food tour group at a counter inside a Chicago restaurant

Food tour

Guided walk · stops to eat along the way

FOD Book →
Ghost tour group walking a historic Chicago street at dusk

Ghost tour

Guided walk · after dark

GHO Book →
Group of visitors walking together on a downtown Chicago sidewalk

Private group tours

Your route, your date · we come to you

PRV Enquire →
02 / Boarding

How boarding works.

Four stops between choosing a route and stepping on board.

  1. 01 Stop 01

    Choose your route

    Pick a line from the board — architecture boat, hop-on hop-off bus, food, ghost or a private group tour built around your group.

  2. 02 Stop 02

    Book your seats

    Book the route and the departure you want online. For a group, send the enquiry form and we'll come back with a plan.

  3. 03 Stop 03

    Meet at the boarding point

    Each line leaves from its own point — river dock, downtown stops, walk-in start, evening meet or a group pickup.

  4. 04 Stop 04

    The guide takes it from there

    Your guide meets the group at the boarding point and talks you through the route from the first stop to the last.

03 / Private & groups

Take the whole boat, bus or guide.

Private group tours run on your itinerary, not ours. Tell us what you need and we'll come back with a plan for your group.

Route
Architecture boat tour, hop-on hop-off bus, food tour or ghost tour — your pick.
Group size
Tell us the number in the form and we'll match the route to it.
Date & time
Give us a preferred date and departure and we'll work to it.
Reply
We come back with a plan for your group and the details to book it.
Group booking

Request a private group tour

Group enquiries answered by email

04 / Boarding points

Where you pick up the route.

Every route starts from its own point. Find your line, then find your stop.

ARC RIVER DOCK HOH DOWNTOWN FOD WALK-IN START GHO EVENING MEET PRV GROUP PICKUP
ARC River dock Architecture boat tour. River level, down at the water.
HOH Downtown stops Hop-on hop-off bus. Get on and off at the downtown stops.
FOD Walk-in start Food tour on foot. Meet your guide at the walk-in start.
GHO Evening meet Ghost tour. Meet in the evening, after dark.
PRV Group pickup Private group tours. We come to you.
05 / Book

Pick a route.
Board today.

Tickets are sold online. Choose a route, pick your departure and book your seats — or send a group enquiry and we'll build the departure around your group.

See routes & departures Plan a group booking
  • Four scheduled routes, one private
  • A boarding point for every line
  • Group enquiries answered by email