Our FleetExperiencesAboutReviewsFAQContact
(708) 792-0074Book Now
Book Your Charter
Choose Your Vessel

Our Fleet

Six meticulously maintained luxury vessels, all docked at 31st Street Harbor — Chicago's premier marina with stunning skyline views. Every boat is private, BYOB-friendly, and equipped with a Bluetooth sound system.

· 32–41 Feet· Up to 13 Guests· Starting at $250/hr· 2-Hour Minimum· BYOB Friendly
Bad Boys II - Chicago luxury boat charter
Most Popular
$300/hr

Bad Boys II

Our flagship 40-foot cruiser — the ultimate party boat for groups up to 13. Loaded with premium amenities and perfect for any occasion.

40 Feet
Up to 13
From $900
Bluetooth Music System2 Onboard CoolersOnboard BathroomSmall Fridge
Book NowDetails
Bad Boys 4 Life - Chicago luxury boat charter
Largest Vessel
$300/hr

Bad Boys 4 Life

Our largest vessel at 41 feet — ideal for bigger groups who want maximum space and luxury on Lake Michigan.

41 Feet
Up to 13
From $900
Premium Sound SystemOnboard CoolersOnboard BathroomOpen Deck
Book NowDetails
Dream Chaser - Chicago luxury boat charter
Great Value
$250/hr

Dream Chaser

The Dream Chaser delivers a premium experience at an accessible price point — perfect for intimate gatherings and sunset cruises.

34 Feet
Up to 13
From $750
Bluetooth Music SystemOnboard CoolerComfortable SeatingOpen Deck
Book NowDetails
Jumpin JAC - Chicago luxury boat charter
$250/hr

Jumpin JAC

Sleek and stylish, Jumpin JAC is a 32-foot cruiser that handles Lake Michigan beautifully — a crowd favorite for nighttime skyline cruises.

32 Feet
Up to 13
From $750
Bluetooth Music SystemOnboard CoolerComfortable SeatingOpen Deck
Book NowDetails
Aquaholics - Chicago luxury boat charter
$250/hr

Aquaholics

For those who can't get enough of the water — Aquaholics is a fun, energetic 32-footer perfect for daytime adventures.

32 Feet
Up to 13
From $750
Bluetooth Music SystemOnboard CoolerSun DeckParty Ready Setup
Book NowDetails
Bad Boys - Chicago luxury boat charter
$250/hr

Bad Boys

The original Bad Boys — a classic 32-foot cruiser that started it all. Reliable, fun, and always ready for a great time on the lake.

32 Feet
Up to 13
From $750
Bluetooth Music SystemOnboard CoolerComfortable SeatingOpen Deck
Book NowDetails

Not sure which boat is right for you?

View All Available DatesCall Us: (708) 792-0074