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116 boats in Chicago, US
1 / 11
$250+/hour
INSTANT BOOK
Chicago, IL
5.0
(79 bookings)
3 - 8 hours rental • Captain optional
1 / 7
$156+/hour
INSTANT BOOK
Chicago, IL
5.0
(180 bookings)
2 - 8 hours rental • Captained
1 / 21
$275+/hour
INSTANT BOOK
Chicago, IL
4.9
(295 bookings)
2 - 8 hours rental • Captained
1 / 25
$244+/hour
INSTANT BOOK
Chicago, IL
5.0
(145 bookings)
2 - 8 hours rental • Captained
1 / 10
$200+/hour
INSTANT BOOK
Chicago, IL
5.0
(26 bookings)
3 - 8 hours rental • Captain optional
1 / 7
$234+/hour
1 / 27
$225+/hour
Chicago, IL
5.0
(45 bookings)
2 - 8 hours rental • Captained
1 / 14
$320+/hour
INSTANT BOOK
1 / 8
$325+/hour
INSTANT BOOK
Chicago, IL
5.0
(55 bookings)
3 - 8 hours rental • Captain optional
1 / 21
$320+/hour
1 / 8
$246+/hour
Chicago, IL
2 - 6 hours rental • Captained
1 / 23
$328+/hour
1 / 14
$267+/hour
INSTANT BOOK
1 / 13
$225+/hour
Chicago, IL
4.6
(14 bookings)
2 - 8 hours rental • Captained
1 / 30
$275+/hour
Chicago, IL
5.0
(30 bookings)
3 - 8 hours rental • Captain optional
1 / 7
$121+/hour
INSTANT BOOK
Chicago, IL
5.0
(132 bookings)
2 - 6 hours rental • Captain optional
1 / 32
$625+/hour
Chicago, IL
5.0
(16 bookings)
2 - 8 hours rental • Captained
1 / 13
$313+/hour
Chicago, IL
5.0
(13 bookings)
3 - 8 hours rental • Captain optional
Search as I move the map
$250
Diversey Harbor's Gorgeous 48' Sea Ray Luxury Yacht
5.0
(79 bookings)
$250+
/hour
$156
Godfrey Marine Sweetwater 22' Tritoon Charter with Licensed Captain
5.0
(180 bookings)
$156+
/hour
$275
44' Chris Craft Luxury Spacious Party Motor Yacht With Captain
4.9
(295 bookings)
$275+
/hour
$244
27' Chris Craft with Water Toys plus Jet Ski Available
5.0
(145 bookings)
$244+
/hour
$200
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
5.0
(26 bookings)
$200+
/hour
$234
Party on the Lake – 40ft Yacht for You & 12 Friends
$234+
/hour
$225
27ft Baja Boat Rental – Chicago Lake with Captain Bob
5.0
(45 bookings)
$225+
/hour
$320
New Listing 40' Regal Luxury Yacht
5.0
(23 bookings)
$320+
/hour
$325
4th hour FREE! $1000 Weekday Deals! Life Is Good on the water!
5.0
(55 bookings)
$325+
/hour
$320
Amazing Luxury Huge 40ft Cruiser Yacht
5.0
(47 bookings)
$320+
/hour
$246
39' Beautiful Blue Sea Ray with Custom Bow Pad for Playpen Fun
$246+
/hour
$328
Big Space. Big Fun. Easy on Your Budget
4.9
(64 bookings)
$328+
/hour
$267
33’ Bayliner Avanti - Gone Voyage
4.8
(50 bookings)
$267+
/hour
$225
Luxury Boat With the Amenities Down Below and a Great Party Boat
4.6
(14 bookings)
$225+
/hour
$275
Cruise on the New and Luxurious Chaparral 30' Motor Yacht!
5.0
(30 bookings)
$275+
/hour
$121
New 27' Sea Ray Cruiser Yacht for Playpen Summertime
5.0
(132 bookings)
$121+
/hour
$625
38' Catalina Catamaran - Bareboat Charter for you and up to 12 guests!
5.0
(16 bookings)
$625+
/hour
$313
The Chicago Experience: 44' Fjord — Sleek Design, Open Sky, Unmatched
5.0
(13 bookings)
$313+
/hour