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
1054 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
881 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
1458 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
876 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
1239 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
996 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
1561 views
Anchor Pointe Marina
United States
21 Pontoon in Antioch Illinois United States
21 Pontoon in Antioch Illinois United States
From
164 USD
1155 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
1053 views
Anchor Pointe Marina
United States
24 Pontoon in Antioch Illinois United States
24 Pontoon in Antioch Illinois United States
From
174 USD
1294 views
Anchor Pointe Marina
United States
25 Pontoon in Antioch Illinois United States
25 Pontoon in Antioch Illinois United States
From
206 USD
1407 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
1349 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
1302 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
1044 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
1451 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
1525 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
1031 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
901 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
1214 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
1275 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
1320 views
Kayak Chicago
United States
Architectural Tour in Chicago Illinois United States
Architectural Tour in Chicago Illinois United States
From
69 USD
1319 views
Luxury Jet Cars LLC
United States
Barbie World in Chicago Illinois United States
Barbie World in Chicago Illinois United States
From
999 USD
1029 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
952 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
1111 views
Luxury Jet Cars LLC
United States
Blaze in Chicago Illinois United States
Blaze in Chicago Illinois United States
From
699 USD
1055 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
1126 views
Luxury Jet Cars LLC
United States
Bonnie Clyde in Chicago Illinois United States
Bonnie Clyde in Chicago Illinois United States
From
599 USD
876 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
1291 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
1541 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
904 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
1373 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
1312 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
1566 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
952 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
990 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
1445 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
1532 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
1433 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
1391 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
1507 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
1436 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
1136 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
1053 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
1493 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
927 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
1067 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
1441 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
1409 views
Poseidon Chicago Charters
United States
Day Cruise in Chicago Illinois United States
Day Cruise in Chicago Illinois United States
From
900 USD
1112 views
Kayak Chicago
United States
E-Boat Rental in Chicago Illinois United States
E-Boat Rental in Chicago Illinois United States
From
170 USD
1514 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
1350 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
1464 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
1525 views
Tall Ship Windy
United States
Fireworks Cruise in Chicago Illinois United States
Fireworks Cruise in Chicago Illinois United States
From
69 USD
937 views
Poseidon Chicago Charters
United States
Fireworks Cruise in Chicago Illinois United States
Fireworks Cruise in Chicago Illinois United States
From
900 USD
1311 views
Tall Ship Windy
United States
Fireworks Cruise in Chicago Illinois United States
Fireworks Cruise in Chicago Illinois United States
From
65 USD
1401 views
Kayak Chicago
United States
Fireworks Tour in Chicago Illinois United States
Fireworks Tour in Chicago Illinois United States
From
69 USD
871 views
Chicago Blue Water Charters
United States
Fireworks Tour in Chicago Illinois United States
Fireworks Tour in Chicago Illinois United States
From
250 USD
1095 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
1087 views
Luxury Jet Cars LLC
United States
Ghost Demon in Chicago Illinois United States
Ghost Demon in Chicago Illinois United States
From
599 USD
1217 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
1389 views
Luxury Jet Cars LLC
United States
Hurricane Rose in Chicago Illinois United States
Hurricane Rose in Chicago Illinois United States
From
599 USD
1478 views
Kayak Chicago
United States
Intermediate Kayaking in Chicago Illinois United States
Intermediate Kayaking in Chicago Illinois United States
From
95 USD
1417 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
1524 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
951 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
877 views
Anchor Pointe Marina
United States
Kayak in Antioch Illinois United States
Kayak in Antioch Illinois United States
From
26 USD
1238 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
1547 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
1299 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
1133 views
Chicago Blue Water Charters
United States
Lakefront Sightseeing in Chicago Illinois United States
Lakefront Sightseeing in Chicago Illinois United States
From
225 USD
905 views
Kayak Chicago
United States
Learn to Kayak in Chicago Illinois United States
Learn to Kayak in Chicago Illinois United States
From
69 USD
1422 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
1354 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
1196 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
899 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
1558 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
1137 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
1245 views
Angler Charters
United States
Private Charter in Chicago Illinois United States
Private Charter in Chicago Illinois United States
From
1050 USD
1358 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
1329 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
1172 views
Anchor Pointe Marina
United States
Row Boat in Antioch Illinois United States
Row Boat in Antioch Illinois United States
From
37 USD
1130 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
1038 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
1138 views
Luxury Jet Cars LLC
United States
Spongebob in Chicago Illinois United States
Spongebob in Chicago Illinois United States
From
999 USD
1401 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
1476 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
966 views
Chicago Blue Water Charters
United States
Sunset Tour in Chicago Illinois United States
Sunset Tour in Chicago Illinois United States
From
225 USD
1105 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
1111 views
Knot My Boat Charters
United States
Taylor Breutzmann in Chicago Illinois United States
Taylor Breutzmann in Chicago Illinois United States
From
300 USD
878 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
1355 views
Luxury Jet Cars LLC
United States
The Riddler in Chicago Illinois United States
The Riddler in Chicago Illinois United States
From
1099 USD
1343 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
1370 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
1080 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
879 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
1306 views
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