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80 boats in Chicago, US
1 / 11
$180+/hour
Chicago, IL
Diversey Harbor 36' Sea Ray Floating Oasis
3 - 8 hours rental • Captain optional
1 / 11
$225+/hour
Chicago, IL
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
3 - 8 hours rental • Captain optional
1 / 16
$500+/hour
INSTANT BOOK
Chicago, IL
5.0
(8 bookings)
42ft Party Yacht w/ HUGE Open Seating Area! Playpen-Fireworks + More!
2 - 8 hours rental • Captain optional
1 / 7
$156+/hour
INSTANT BOOK
Chicago, IL
5.0
(90 bookings)
Pontoon / Tritoon Charter with Licensed Captain
2 - 8 hours rental • Captained
1 / 21
$275+/hour
INSTANT BOOK
Chicago, IL
4.9
(216 bookings)
44ft Luxury Spacious Party Motor Yacht - Paradise
2 - 8 hours rental • Captained
1 / 7
$225+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(102 bookings)
New 27' Sea Ray crusier Playpen summertime
2 - 6 hours rental • Captain optional
1 / 25
$225+/hour
Chicago, IL
5.0
(97 bookings)
27' Chris Craft with Water Toys plus Jet Ski Available
2 - 8 hours rental • Captained
1 / 10
$200+/hour
Chicago, IL
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
3 - 8 hours rental • Captain optional
1 / 29
$225+/hour
Chicago, IL
5.0
(37 bookings)
Charter boat available with Captain Bob
2 - 8 hours rental • Captained
1 / 31
$313+/hour
Chicago, IL
5.0
(28 bookings)
⭐️IF YOU HAVE UP TO 6 IN YOUR GROUP THEN WE’RE "JUST RIGHT" FOR YOU 🌤
2 - 6 hours rental • Captained
1 / 14
$1,049+/hour
Chicago, IL
2025 Custom Built 45’ Double Decker Power Catamaran 44 passenger cap
2 - 4 hours rental • Captained
1 / 33
$300+/hour
INSTANT BOOK
Chicago, IL
5.0
(207 bookings)
Ultimate Luxury Yacht Experience- Dance, Sun, and Unforgettable Party
3 - 4 hours rental • Captained
1 / 14
$263+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(30 bookings)
32’ Bayliner Avanti - Gone Voyage
2 - 6 hours rental • Captain optional
1 / 32
$625+/hour
Chicago, IL
5.0
(15 bookings)
Bareboat Charter for you and up to 12 guests!
2 - 8 hours rental • Captained
1 / 22
$375+/hour
Chicago, IL
AMAZING! Luxury & Huge 40ft Cruiser Yacht…Welcome Home!
2 - 6 hours rental • Captain optional
1 / 4
$150+/hour
Hammond, IN
Chicago playpen fireworks river and more. 28 ft. bayliner 8 passenger
4 - 8 hours rental • No captain
1 / 17
$575+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(32 bookings)
Beautiful 45’ Sea Ray Yacht
3 - 8 hours rental • Captained
1 / 14
$250+/hour
INSTANT BOOK
TOP OWNER
Chicago, IL
5.0
(10 bookings)
Chicago's Vintage Boat Charters
2 - 4 hours rental • Captained
Search as I move the map
$180
Diversey Harbor 36' Sea Ray Floating Oasis
$180+
/hour
$225
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
$225+
/hour
$500
42ft Party Yacht w/ HUGE Open Seating Area! Playpen-Fireworks + More!
5.0
(8 bookings)
$500+
/hour
$156
Pontoon / Tritoon Charter with Licensed Captain
5.0
(90 bookings)
$156+
/hour
$275
44ft Luxury Spacious Party Motor Yacht - Paradise
4.9
(216 bookings)
$275+
/hour
$225
New 27' Sea Ray crusier Playpen summertime
TOP OWNER
5.0
(102 bookings)
$225+
/hour
$225
27' Chris Craft with Water Toys plus Jet Ski Available
5.0
(97 bookings)
$225+
/hour
$200
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
$200+
/hour
$225
Charter boat available with Captain Bob
5.0
(37 bookings)
$225+
/hour
$313
⭐️IF YOU HAVE UP TO 6 IN YOUR GROUP THEN WE’RE "JUST RIGHT" FOR YOU 🌤
5.0
(28 bookings)
$313+
/hour
$1,049
2025 Custom Built 45’ Double Decker Power Catamaran 44 passenger cap
$1,049+
/hour
$300
Ultimate Luxury Yacht Experience- Dance, Sun, and Unforgettable Party
5.0
(207 bookings)
$300+
/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
$375
AMAZING! Luxury & Huge 40ft Cruiser Yacht…Welcome Home!
$375+
/hour
$150
Chicago playpen fireworks river and more. 28 ft. bayliner 8 passenger
$150+
/hour
$575
Beautiful 45’ Sea Ray Yacht
TOP OWNER
5.0
(32 bookings)
$575+
/hour
$250
Chicago's Vintage Boat Charters
TOP OWNER
5.0
(10 bookings)
$250+
/hour