Illinois

Chicago and the Prairies of the Midwest

A state featuring architecturally impressive Chicago, alongside agricultural landscapes and historic Route 66.

Kayak Chicago in
United States
1 Hour Kayak Rentals Chicago River in Chicago Illinois United States
1 Hour Kayak Rentals Chicago River in Chicago Illinois United States
From
30 USD
1055 views
Anchor Pointe Marina
United States
14 Fishing Boat in Antioch Illinois United States
14 Fishing Boat in Antioch Illinois United States
From
42 USD
885 views
Anchor Pointe Marina
United States
16 Fishing Boat in Antioch Illinois United States
16 Fishing Boat in Antioch Illinois United States
From
42 USD
1459 views
Chicago Boat Rentals
United States
18 FT Private Pontoon Cruise in Chicago Illinois United States
18 FT Private Pontoon Cruise in Chicago Illinois United States
From
150 USD
879 views
Kayak Chicago in
United States
2 Hour Kayak Rental Chicago River in Chicago Illinois United States
2 Hour Kayak Rental Chicago River in Chicago Illinois United States
From
60 USD
1241 views
Chicago Fireboat Tours
United States
2026 Air Show Cruises in Chicago Illinois United States
2026 Air Show Cruises in Chicago Illinois United States
From
204 USD
999 views
Tall Ship Windy
United States
2026 Air Water Show - Special Event in Chicago Illinois United States
2026 Air Water Show - Special Event in Chicago Illinois United States
From
98 USD
1565 views
Anchor Pointe Marina
United States
21 Pontoon in Antioch Illinois United States
21 Pontoon in Antioch Illinois United States
From
164 USD
1157 views
Chicago Boat Rentals
United States
22 FT Private Pontoon Cruise Up to 10 People in Chicago Illinois United States
22 FT Private Pontoon Cruise Up to 10 People in Chicago Illinois United States
From
350 USD
1057 views
Anchor Pointe Marina
United States
24 Pontoon in Antioch Illinois United States
24 Pontoon in Antioch Illinois United States
From
174 USD
1295 views
Anchor Pointe Marina
United States
25 Pontoon in Antioch Illinois United States
25 Pontoon in Antioch Illinois United States
From
206 USD
1409 views
Knot My Boat Charters
United States
37ft Sea Ray Sundancer in Chicago Illinois United States
37ft Sea Ray Sundancer in Chicago Illinois United States
From
825 USD
1353 views
Knot My Boat Charters
United States
46ft Sea Ray Express in Chicago Illinois United States
46ft Sea Ray Express in Chicago Illinois United States
From
950 USD
1303 views
Knot My Boat Charters
United States
48ft Sea Ray Flybridge in Chicago Illinois United States
48ft Sea Ray Flybridge in Chicago Illinois United States
From
1000 USD
1047 views
Knot My Boat Charters
United States
50ft Sea Ray Sundancer in Chicago Illinois United States
50ft Sea Ray Sundancer in Chicago Illinois United States
From
1050 USD
1453 views
Chicago Sailboat and Yacht Charters
United States
51 Sea Ray Sundancer Powerboat in Chicago Illinois United States
51 Sea Ray Sundancer Powerboat in Chicago Illinois United States
From
1580 USD
1529 views
Knot My Boat Charters
United States
56ft Sea Ray Sundancer in Chicago Illinois United States
56ft Sea Ray Sundancer in Chicago Illinois United States
From
1200 USD
1033 views
Knot My Boat Charters
United States
57ft Power Catamaran in Chicago Illinois United States
57ft Power Catamaran in Chicago Illinois United States
From
3000 USD
905 views
Knot My Boat Charters
United States
72ft Classic Chris Craft in Chicago Illinois United States
72ft Classic Chris Craft in Chicago Illinois United States
From
4000 USD
1215 views
Blackhawk Boat Tours LLC
United States
Adventure Lake and River Tour in Chicago Illinois United States
Adventure Lake and River Tour in Chicago Illinois United States
From
85 USD
1277 views
Seabird Sailing
United States
Air Water Show Private Sailing Charter in Chicago Illinois United States
Air Water Show Private Sailing Charter in Chicago Illinois United States
From
1000 USD
1323 views
Kayak Chicago
United States
Architectural Tour in Chicago Illinois United States
Architectural Tour in Chicago Illinois United States
From
69 USD
1321 views
Luxury Jet Cars LLC
United States
Barbie World in Chicago Illinois United States
Barbie World in Chicago Illinois United States
From
999 USD
1033 views
Howling Wolfe Canoe Kayak
United States
Batavia - Aurora Guided Kayak Tour in Batavia Illinois United States
Batavia - Aurora Guided Kayak Tour in Batavia Illinois United States
From
99 USD
955 views
Howling Wolfe Canoe Kayak
United States
Batavia Self Guided Rental in Batavia Illinois United States
Batavia Self Guided Rental in Batavia Illinois United States
From
69 USD
1113 views
Luxury Jet Cars LLC
United States
Blaze in Chicago Illinois United States
Blaze in Chicago Illinois United States
From
699 USD
1057 views
Howling Wolfe Canoe Kayak
United States
Blues Cruise Guided Kayak Tour in North Aurora Illinois United States
Blues Cruise Guided Kayak Tour in North Aurora Illinois United States
From
69 USD
1127 views
Luxury Jet Cars LLC
United States
Bonnie Clyde in Chicago Illinois United States
Bonnie Clyde in Chicago Illinois United States
From
599 USD
879 views
Anchor Pointe Marina
United States
Brand New Premium 26 Tritoon in Antioch Illinois United States
Brand New Premium 26 Tritoon in Antioch Illinois United States
From
185 USD
1293 views
Knot My Boat Charters
United States
Capt Dave Krell in Chicago Illinois United States
Capt Dave Krell in Chicago Illinois United States
From
270 USD
1545 views
Knot My Boat Charters
United States
Capt Michael Gabiga in Chicago Illinois United States
Capt Michael Gabiga in Chicago Illinois United States
From
300 USD
907 views
Knot My Boat Charters
United States
Captain Brian Haas in Chicago Illinois United States
Captain Brian Haas in Chicago Illinois United States
From
400 USD
1377 views
Knot My Boat Charters
United States
Captain Dan Leslie in Chicago Illinois United States
Captain Dan Leslie in Chicago Illinois United States
From
375 USD
1315 views
Knot My Boat Charters
United States
Captain David Groover in Chicago Illinois United States
Captain David Groover in Chicago Illinois United States
From
300 USD
1567 views
Knot My Boat Charters
United States
Captain Ian Barbosa in Chicago Illinois United States
Captain Ian Barbosa in Chicago Illinois United States
From
300 USD
955 views
Knot My Boat Charters
United States
Captain John Brown in Chicago Illinois United States
Captain John Brown in Chicago Illinois United States
From
300 USD
991 views
Knot My Boat Charters
United States
Captain Justin Pasciak in Chicago Illinois United States
Captain Justin Pasciak in Chicago Illinois United States
From
300 USD
1449 views
Knot My Boat Charters
United States
Captain Michael Totten in Chicago Illinois United States
Captain Michael Totten in Chicago Illinois United States
From
300 USD
1535 views
Knot My Boat Charters
United States
Captain Rich Wallace in Chicago Illinois United States
Captain Rich Wallace in Chicago Illinois United States
From
300 USD
1437 views
Knot My Boat Charters
United States
Captain Tanner Ciaramita in Chicago Illinois United States
Captain Tanner Ciaramita in Chicago Illinois United States
From
300 USD
1393 views
Knot My Boat Charters
United States
Captain Tony Cartagena in Chicago Illinois United States
Captain Tony Cartagena in Chicago Illinois United States
From
300 USD
1509 views
Chicago Blue Water Charters
United States
Chicago Playpen Anchorage Area in Chicago Illinois United States
Chicago Playpen Anchorage Area in Chicago Illinois United States
From
225 USD
1439 views
WeVenture Chicago
United States
Chicago River by Private Boat in Chicago Illinois United States
Chicago River by Private Boat in Chicago Illinois United States
From
625 USD
1139 views
Tall Ship Windy
United States
Chicago Skyline Sail in Chicago Illinois United States
Chicago Skyline Sail in Chicago Illinois United States
From
10 USD
1057 views
Believe Chicago
United States
Chicago Vibes 440 Carver in Chicago Illinois United States
Chicago Vibes 440 Carver in Chicago Illinois United States
From
1223 USD
1497 views
Kayak Chicago
United States
City Lights Night Paddle in Chicago Illinois United States
City Lights Night Paddle in Chicago Illinois United States
From
69 USD
929 views
Kayak Chicago
United States
Classic 1950 s Milo Boat Rental in Chicago Illinois United States
Classic 1950 s Milo Boat Rental in Chicago Illinois United States
From
450 USD
1069 views
Endless Summer Chi
United States
Day Cruise Day Dreamer in Chicago Illinois United States
Day Cruise Day Dreamer in Chicago Illinois United States
From
750 USD
1445 views
Endless Summer Chi
United States
Day Cruise Endless Summer in Chicago Illinois United States
Day Cruise Endless Summer in Chicago Illinois United States
From
1050 USD
1413 views
Poseidon Chicago Charters
United States
Day Cruise in Chicago Illinois United States
Day Cruise in Chicago Illinois United States
From
900 USD
1115 views
Kayak Chicago
United States
E-Boat Rental in Chicago Illinois United States
E-Boat Rental in Chicago Illinois United States
From
170 USD
1515 views
Chicago Boat Rentals
United States
Evening Boat Rentals Fireworks in Chicago Illinois United States
Evening Boat Rentals Fireworks in Chicago Illinois United States
From
350 USD
1351 views
Endless Summer Chi
United States
Fireworks Cruise Day Dreamer in Chicago Illinois United States
Fireworks Cruise Day Dreamer in Chicago Illinois United States
From
900 USD
1467 views
Endless Summer Chi
United States
Fireworks Cruise Endless Summer in Chicago Illinois United States
Fireworks Cruise Endless Summer in Chicago Illinois United States
From
1000 USD
1529 views
Tall Ship Windy
United States
Fireworks Cruise in Chicago Illinois United States
Fireworks Cruise in Chicago Illinois United States
From
69 USD
941 views
Poseidon Chicago Charters
United States
Fireworks Cruise in Chicago Illinois United States
Fireworks Cruise in Chicago Illinois United States
From
900 USD
1313 views
Tall Ship Windy
United States
Fireworks Cruise in Chicago Illinois United States
Fireworks Cruise in Chicago Illinois United States
From
65 USD
1405 views
Kayak Chicago
United States
Fireworks Tour in Chicago Illinois United States
Fireworks Tour in Chicago Illinois United States
From
69 USD
873 views
Chicago Blue Water Charters
United States
Fireworks Tour in Chicago Illinois United States
Fireworks Tour in Chicago Illinois United States
From
250 USD
1097 views
Storm Force Sportfishing LLC
United States
Fishing Charter Five Hour in Winthrop Harbor Illinois United States
Fishing Charter Five Hour in Winthrop Harbor Illinois United States
From
795 USD
1089 views
Luxury Jet Cars LLC
United States
Ghost Demon in Chicago Illinois United States
Ghost Demon in Chicago Illinois United States
From
599 USD
1221 views
Chicago Fireboat Tours
United States
Historical and Architectural Lake River Tour in Chicago Illinois United States
Historical and Architectural Lake River Tour in Chicago Illinois United States
From
33 USD
1393 views
Luxury Jet Cars LLC
United States
Hurricane Rose in Chicago Illinois United States
Hurricane Rose in Chicago Illinois United States
From
599 USD
1479 views
Kayak Chicago
United States
Intermediate Kayaking in Chicago Illinois United States
Intermediate Kayaking in Chicago Illinois United States
From
95 USD
1421 views
Kayak Chicago
United States
Intro to Sea Kayaking in Chicago Illinois United States
Intro to Sea Kayaking in Chicago Illinois United States
From
95 USD
1527 views
Kayak Chicago
United States
Intro to Stand-Up Paddleboard in Chicago Illinois United States
Intro to Stand-Up Paddleboard in Chicago Illinois United States
From
75 USD
953 views
Howling Wolfe Canoe Kayak
United States
Introduction To River Kayaking in North Aurora Illinois United States
Introduction To River Kayaking in North Aurora Illinois United States
From
120 USD
881 views
Anchor Pointe Marina
United States
Kayak in Antioch Illinois United States
Kayak in Antioch Illinois United States
From
26 USD
1239 views
Howling Wolfe Canoe Kayak
United States
Kayak Rescues and Recovery in Aurora Illinois United States
Kayak Rescues and Recovery in Aurora Illinois United States
From
120 USD
1549 views
Blackhawk Boat Tours LLC
United States
LAKE ADVENTURE TOUR in Chicago Illinois United States
LAKE ADVENTURE TOUR in Chicago Illinois United States
From
60 USD
1301 views
Kayak Chicago
United States
Lake Shore Skyline Paddle in Chicago Illinois United States
Lake Shore Skyline Paddle in Chicago Illinois United States
From
85 USD
1137 views
Chicago Blue Water Charters
United States
Lakefront Sightseeing in Chicago Illinois United States
Lakefront Sightseeing in Chicago Illinois United States
From
225 USD
909 views
Kayak Chicago
United States
Learn to Kayak in Chicago Illinois United States
Learn to Kayak in Chicago Illinois United States
From
69 USD
1423 views
Howling Wolfe Canoe Kayak
United States
North Aurora Self Guided Rental in North Aurora Illinois United States
North Aurora Self Guided Rental in North Aurora Illinois United States
From
39 USD
1355 views
Anchor Pointe Marina
United States
Premium 22 Pontoon in Antioch Illinois United States
Premium 22 Pontoon in Antioch Illinois United States
From
196 USD
1199 views
Anchor Pointe Marina
United States
Premium 27 Tritoon Bar Boat in Antioch Illinois United States
Premium 27 Tritoon Bar Boat in Antioch Illinois United States
From
422 USD
901 views
Anchor Pointe Marina
United States
Premium 27 Tritoon in Antioch Illinois United States
Premium 27 Tritoon in Antioch Illinois United States
From
422 USD
1559 views
Blackhawk Boat Tours LLC
United States
Private Adventure Lake and River Tour in Chicago Illinois United States
Private Adventure Lake and River Tour in Chicago Illinois United States
From
510 USD
1141 views
Chicago by Dave
United States
Private Boat Tour in Chicago Illinois United States
Private Boat Tour in Chicago Illinois United States
From
1100 USD
1249 views
Angler Charters
United States
Private Charter in Chicago Illinois United States
Private Charter in Chicago Illinois United States
From
1050 USD
1359 views
Seabird Sailing
United States
Private Weekend Sailing Charter in Chicago Illinois United States
Private Weekend Sailing Charter in Chicago Illinois United States
From
500 USD
1333 views
Seabird Sailing
United States
Private Weeknight Sailing Charter in Chicago Illinois United States
Private Weeknight Sailing Charter in Chicago Illinois United States
From
450 USD
1175 views
Anchor Pointe Marina
United States
Row Boat in Antioch Illinois United States
Row Boat in Antioch Illinois United States
From
37 USD
1131 views
Believe Chicago
United States
Sea Ray 450 Believe Chicago in Chicago Illinois United States
Sea Ray 450 Believe Chicago in Chicago Illinois United States
From
1135 USD
1039 views
Chicago Blue Water Charters
United States
Speed Boat Rides in Chicago Illinois United States
Speed Boat Rides in Chicago Illinois United States
From
225 USD
1139 views
Luxury Jet Cars LLC
United States
Spongebob in Chicago Illinois United States
Spongebob in Chicago Illinois United States
From
999 USD
1405 views
Kayak Chicago
United States
St Paddy s Day Green River Tour in Chicago Illinois United States
St Paddy s Day Green River Tour in Chicago Illinois United States
From
75 USD
1479 views
Kayak Chicago
United States
Sunset on the Chicago River in Chicago Illinois United States
Sunset on the Chicago River in Chicago Illinois United States
From
69 USD
967 views
Chicago Blue Water Charters
United States
Sunset Tour in Chicago Illinois United States
Sunset Tour in Chicago Illinois United States
From
225 USD
1109 views
Howling Wolfe Canoe Kayak
United States
Sunsets S mores in North Aurora Illinois United States
Sunsets S mores in North Aurora Illinois United States
From
69 USD
1113 views
Knot My Boat Charters
United States
Taylor Breutzmann in Chicago Illinois United States
Taylor Breutzmann in Chicago Illinois United States
From
300 USD
879 views
Poseidon Chicago Charters
United States
The Chicago River Cruise in Chicago Illinois United States
The Chicago River Cruise in Chicago Illinois United States
From
1200 USD
1357 views
Luxury Jet Cars LLC
United States
The Riddler in Chicago Illinois United States
The Riddler in Chicago Illinois United States
From
1099 USD
1345 views
The Liquid Edge
United States
Waterski Lessons in Farmer City Illinois United States
Waterski Lessons in Farmer City Illinois United States
From
70 USD
1371 views
Storm Force Sportfishing LLC
United States
Weekday Special in Winthrop Harbor Illinois United States
Weekday Special in Winthrop Harbor Illinois United States
From
689 USD
1083 views
Ace Yachting
United States
Yacht Charter Cruise - 13 Guests in Chicago Illinois United States
Yacht Charter Cruise - 13 Guests in Chicago Illinois United States
From
538 USD
881 views
Chicago Blue Water Charters
United States
Yacht Tours Fishing in Chicago Illinois United States
Yacht Tours Fishing in Chicago Illinois United States
From
900 USD
1307 views
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