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91 boats in Chicago, US
1 / 16
$500+/hour
INSTANT BOOK
Chicago, IL
5.0
(8 bookings)
2 - 8 hours rental • Captain optional
1 / 8
$276+/hour
INSTANT BOOK
Chicago, IL
5.0
(33 bookings)
3 - 8 hours rental • Captain optional
1 / 7
$225+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(102 bookings)
2 - 6 hours rental • Captain optional
1 / 14
$263+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(30 bookings)
2 - 6 hours rental • Captain optional
1 / 32
$625+/hour
Chicago, IL
5.0
(15 bookings)
2 - 8 hours rental • Captained
1 / 4
$150+/hour
Hammond, IN
4 - 8 hours rental • No captain
1 / 28
$325+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(122 bookings)
3 - 8 hours rental • Captained
1 / 29
$225+/hour
1 / 22
$375+/hour
Chicago, IL
2 - 6 hours rental • Captain optional
1 / 33
$300+/hour
INSTANT BOOK
Chicago, IL
5.0
(207 bookings)
3 - 4 hours rental • Captained
1 / 36
$417+/hour
Chicago, IL
5.0
(3 bookings)
2 - 8 hours rental • Captained
1 / 25
$244+/hour
Chicago, IL
5.0
(97 bookings)
2 - 8 hours rental • Captained
1 / 14
$1,049+/hour
Chicago, IL
2 - 4 hours rental • Captained
1 / 19
$1,225+/hour
1 / 15
$275+/hour
Chicago, IL
5.0
(1 booking)
3 - 8 hours rental • Captained
1 / 22
$650+/hour
INSTANT BOOK
1 / 4
$300+/hour
1 / 121
$425+/hour
INSTANT BOOK
Chicago, IL
5.0
(30 bookings)
3 - 8 hours rental • Captained
Search as I move the map
$500
42ft Party Yacht w/ HUGE Open Seating Area! Playpen-Fireworks + More!
5.0
(8 bookings)
$500+
/hour
$276
4th Hour is FREE! Floaty included! Life Is Good!
5.0
(33 bookings)
$276+
/hour
$225
New 27' Sea Ray crusier Playpen summertime
TOP OWNER
5.0
(102 bookings)
$225+
/hour
$263
32’ Bayliner Avanti - Gone Voyage
TOP OWNER
5.0
(30 bookings)
$263+
/hour
$625
Bareboat Charter for you and up to 12 guests!
5.0
(15 bookings)
$625+
/hour
$150
Chicago playpen fireworks river and more. 28 ft. bayliner 8 passenger
$150+
/hour
$325
Welcome to Victory at Sea! Let's cruise!
TOP OWNER
5.0
(122 bookings)
$325+
/hour
$225
Charter boat available with Captain Bob
5.0
(37 bookings)
$225+
/hour
$375
AMAZING! Luxury & Huge 40ft Cruiser Yacht…Welcome Home!
$375+
/hour
$300
Ultimate Luxury Yacht Experience- Dance, Sun, and Unforgettable Party
5.0
(207 bookings)
$300+
/hour
$417
Private Up to 8 person charters Captain included!
5.0
(3 bookings)
$417+
/hour
$244
27' Chris Craft with Water Toys plus Jet Ski Available
5.0
(97 bookings)
$244+
/hour
$1,049
2025 Custom Built 45’ Double Decker Power Catamaran 44 passenger cap
$1,049+
/hour
$1,225
Chicago exclusive floating lounge
$1,225+
/hour
$275
31' Sea Ray Romantic or Family or Fun Getaway Waiting for you !!!
5.0
(1 booking)
$275+
/hour
$650
2020 Sea Ray 40' Lock Leader
5.0
(38 bookings)
$650+
/hour
$300
31' Larson - Belmont Harbor location
5.0
(5 bookings)
$300+
/hour
$425
Queen Myra Yacht Charters on Lake Michigan or Dockside Party @ 31st St
5.0
(30 bookings)
$425+
/hour