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139 boats in Chicago, US
1 / 11
$270+/hour
Chicago, IL
5.0
(6 bookings)
3 - 8 hours rental • Captain optional
1 / 7
$156+/hour
INSTANT BOOK
Chicago, IL
5.0
(103 bookings)
2 - 8 hours rental • Captained
1 / 16
$500+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(10 bookings)
2 - 8 hours rental • Captain optional
1 / 8
$325+/hour
INSTANT BOOK
Chicago, IL
5.0
(33 bookings)
3 - 8 hours rental • Captain optional
1 / 10
$240+/hour
Chicago, IL
5.0
(3 bookings)
3 - 8 hours rental • Captain optional
1 / 14
$275+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(243 bookings)
3 - 4 hours rental • Captained
1 / 8
$225+/hour
Chicago, IL
5.0
(6 bookings)
2 - 8 hours rental • Captained
1 / 7
$194+/hour
INSTANT BOOK
Chicago, IL
5.0
(103 bookings)
2 - 8 hours rental • Captain optional
1 / 14
$263+/hour
INSTANT BOOK
1 / 21
$294+/hour
INSTANT BOOK
Chicago, IL
4.9
(221 bookings)
2 - 8 hours rental • Captained
1 / 22
$750+/hour
INSTANT BOOK
1 / 23
$525+/hour
Chicago, IL
4.8
(9 bookings)
3 - 8 hours rental • Captained
1 / 12
$260+/hour
NEW BOAT
Chicago, IL
2 - 4 hours rental • Captain optional
1 / 25
$244+/hour
INSTANT BOOK
Chicago, IL
5.0
(100 bookings)
2 - 8 hours rental • Captained
1 / 31
$350+/hour
Chicago, IL
5.0
(28 bookings)
2 - 6 hours rental • Captained
1 / 20
$800+/hour
Chicago, IL
3 - 8 hours rental • No captain
1 / 19
$354+/hour
Chicago, IL
3 - 8 hours rental • Captained
1 / 20
$1,225+/hour
Search as I move the map
$270
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
5.0
(6 bookings)
$270+
/hour
$156
Pontoon / Tritoon Charter with Licensed Captain
5.0
(103 bookings)
$156+
/hour
$500
42ft Party Yacht w/ HUGE Open Seating Area! Playpen-Fireworks + More!
TOP OWNER
5.0
(10 bookings)
$500+
/hour
$325
4th Hour is FREE! Floaty included! Life Is Good!
5.0
(33 bookings)
$325+
/hour
$240
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
5.0
(3 bookings)
$240+
/hour
$275
CAPTAIN and FUEL INCLUDED Burnham Harbor
TOP OWNER
5.0
(243 bookings)
$275+
/hour
$225
Luxury boat with a the amenities down below. and a great party boat.
5.0
(6 bookings)
$225+
/hour
$194
New 27' Sea Ray crusier Playpen summertime
5.0
(103 bookings)
$194+
/hour
$263
32’ Bayliner Avanti - Gone Voyage
5.0
(31 bookings)
$263+
/hour
$294
44ft Luxury Spacious Party Motor Yacht - Paradise
4.9
(221 bookings)
$294+
/hour
$750
2020 Sea Ray 40' Lock Leader
5.0
(38 bookings)
$750+
/hour
$525
Charter a 40' Luxury Gran Tursimo Yacht for 12 guests
4.8
(9 bookings)
$525+
/hour
$260
Quarters | Sea Ray 300 | Chicago Playpen and River Cruises
$260+
/hour
$244
27' Chris Craft with Water Toys plus Jet Ski Available
5.0
(100 bookings)
$244+
/hour
$350
IF YOU ARE 6 PASSENGERS OR LESS This Yacht is JUST RIGHT for you!
5.0
(28 bookings)
$350+
/hour
$800
The Charter Everyone Thinks They Booked — Until They See This One
$800+
/hour
$354
Show-Stopping Lake Michigan Luxury | 38’ Regal LS36 w/ Seakeeper
$354+
/hour
$1,225
Chicago exclusive floating lounge
$1,225+
/hour