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125 boats in Chicago, US
1 / 31
$300+/hour
Chicago, IL
5.0
(33 bookings)
2 - 6 hours rental • Captained
1 / 54
$254+/hour
TOP OWNER
Chicago, IL
5.0
(94 bookings)
3 - 8 hours rental • No captain
1 / 19
$420+/hour
INSTANT BOOK
Chicago, IL
5.0
(39 bookings)
3 - 8 hours rental • Captained
1 / 31
$550+/hour
INSTANT BOOK
Chicago, IL
5.0
(109 bookings)
3 - 6 hours rental • Captained
1 / 31
$803+/hour
INSTANT BOOK
Chicago, IL
5.0
(61 bookings)
2 - 8 hours rental • Captained
1 / 14
$600+/hour
INSTANT BOOK
1 / 14
$273+/hour
TOP OWNER
Chicago, IL
5.0
(20 bookings)
2 - 4 hours rental • Captained
1 / 22
$392+/hour
Chicago, IL
5.0
(196 bookings)
2 - 6 hours rental • Captain optional
1 / 13
$400+/hour
Chicago, IL
3 - 8 hours rental • Captain optional
1 / 14
$281+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(262 bookings)
2 - 4 hours rental • Captained
1 / 27
$225+/hour
Chicago, IL
5.0
(42 bookings)
2 - 8 hours rental • Captained
1 / 15
$231+/hour
Chicago, IL
5.0
(3 bookings)
2 - 8 hours rental • Captained
1 / 12
$327+/hour
INSTANT BOOK
Chicago, IL
5.0
(73 bookings)
2 - 4 hours rental • Captained
1 / 13
$508+/hour
INSTANT BOOK
1 / 28
$203+/hour
Chicago, IL
5.0
(170 bookings)
2 - 6 hours rental • Captained
1 / 13
$647+/hour
Chicago, IL
5.0
(21 bookings)
3 - 8 hours rental • Captained
1 / 7
$350+/hour
INSTANT BOOK
Chicago, IL
4.9
(68 bookings)
2 - 4 hours rental • Captain optional
1 / 17
$324+/hour
Chicago, IL
5.0
(9 bookings)
2 - 4 hours rental • Captained
Search as I move the map
$300
If You Are 6 Passengers or Less This 37' Yacht is Just Right for You!
5.0
(33 bookings)
$300+
/hour
$254
23' Bayliner Motor Boat for rent at Downtown Chicago
TOP OWNER
5.0
(94 bookings)
$254+
/hour
$420
34ft Chris Craft Crowne Luxury Yacht in Chicago - Playpen Certified!
5.0
(39 bookings)
$420+
/hour
$550
40’ Luxury Cruiser Yacht | Private Lake Michigan Experience
5.0
(109 bookings)
$550+
/hour
$803
44' Italian Luxury Azimut Premier Party Yacht Plus Jet Ski Available
5.0
(61 bookings)
$803+
/hour
$600
2015 Absolute 40 STL Motor Yacht for rent
5.0
(16 bookings)
$600+
/hour
$273
Chicago's Vintage Boat Charters - 27' Chris Craft Roamer
TOP OWNER
5.0
(20 bookings)
$273+
/hour
$392
40ft Luxury Yacht Cruise – Beautiful & Spacious Charter in Chicago
5.0
(196 bookings)
$392+
/hour
$400
The Chicago Experience: 44' Fjord — Sleek Design, Open Sky, Unmatched
$400+
/hour
$281
35' Maxum Yacht with Captain And Fuel Included - Burnham Harbor
TOP OWNER
5.0
(262 bookings)
$281+
/hour
$225
27ft Baja Boat Rental – Chicago Lake and River Cruise with Captain Bob
5.0
(42 bookings)
$225+
/hour
$231
Helios — World-Class 40' Sailboat for Adventure & Comfort in Chicago
5.0
(3 bookings)
$231+
/hour
$327
Premium Captained Sea Ray 270 Sundancer Yacht Charter
5.0
(73 bookings)
$327+
/hour
$508
34’ SeaRay Yacht for Pure Fun in Chicago
4.8
(89 bookings)
$508+
/hour
$203
Set Sail from Downtown Chicago aboard 36ft.Tiara Yachts
5.0
(170 bookings)
$203+
/hour
$647
Enjoy luxury on the lake aboard Galeon 430 Sky Deck
5.0
(21 bookings)
$647+
/hour
$350
34' Wellcraft Grand Sport Luxury Yacht with LED Party Lights
4.9
(68 bookings)
$350+
/hour
$324
Sea Ray 300 Motor Yacht | Chicago Playpen and River Cruises
5.0
(9 bookings)
$324+
/hour