Chicago's #1
Boat Rental

Experience Chicago with private boat rentals for small groups, mid-size parties, and large events up to 200 guests.

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4.9

from 700+ reviews

135K+ Guests 10K+ Charters 22 Yachts

View of Chicago boat rental in Chicago Playpen - Knot My Boat Charters

Explore Our
Featured Yachts

The Chicago Boat Rental for Yacht Charters, Parties & Private Events

56ft Sea Ray Sundancer

31st Street Harbor

$400 starting price per hour

13 guests

46ft Sea Ray Express

31st Street Harbor

$300 starting price per hour

13 guests

37ft Sea Ray Sundancer

31st Street Harbor

$250 starting price per hour

13 guests

View Our Entire Fleet

Chicago boat rental on Lake Michigan — Lake Michigan

Boat charter aboard a private yacht — Playpen Views

§ About · Knot My Boat Charters

Built for Chicago waters. Why choose us?

Knot My Boat Charters is a premier Chicago boat rental company specializing in luxury yacht rentals, memberships, and corporate events for up to 200 passengers.

Our fleet features 22 yachts, from 37' sport cruisers to 85' luxury yachts, backed by over 20 years of boating and hospitality experience. Whether you're planning a party, birthday, private gathering, or corporate event, we provide the best boat rental experience in Chicago. Conveniently docked at 31st Street Harbor and Burnham Harbor, Knot My Boat Charters is your go-to destination for unforgettable Chicago yacht rentals. Why knot book with us?

Up to 200 passengers
Flexible cancellation
Best price guarantee
Easy online booking

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§ How to Book · 3 Steps Open 7 days · May–Oct

Chicago boat rentals & yacht charters — your charter in three steps.

From 37-foot sport cruisers to 85-foot luxury yachts, we make booking a Chicago boat charter, private yacht rental, or captained cruise effortless — pick your boat, pick your date, and we handle the rest.

Chicago boat rental at the Playpen with friends aboard and skyline behind — The Playpen at golden hour — what step 3 actually looks like.

Step 01 / 03

Choose Your Chicago Boat or Yacht

Browse our fleet of 22+ Chicago yacht rentals, from intimate 13-passenger cruisers to large event yachts accommodating up to 200 guests. Our 13-passenger bareboat charters require guests to hire a separately licensed captain (we provide a list), while all larger yachts include a licensed captain and crew. Every charter includes Bluetooth audio, onboard restrooms, coolers, and spacious areas designed for relaxing, entertaining, and enjoying the water in Chicago.
View the Fleet
Step 02 / 03

Pick Your Date and Duration

Reserve three or more hours on Lake Michigan, the Chicago River, or the Playpen aboard one of our Chicago yacht rentals. Our boating season runs from May through September, and peak summer weekends often sell out 4–6 weeks in advance, so we strongly recommend securing your preferred date as early as possible.
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Step 03 / 03

Show Up, Meet the Captain, Set Sail

From the moment you arrive at the harbor, your yacht experience is designed to be simple and seamless. Walk down the dock, meet your captain and crew, and cast off onto the waters of Chicago. Whether you’re chartering a 13-passenger yacht or hosting up to 200 guests aboard one of our larger event vessels, we handle the logistics so you can focus on the experience. From corporate outings and birthday parties to weddings, bachelorette celebrations, and private sunset cruises — you bring the guests, we handle the rest.
Talk to the Team

Have more questions? Check out our FAQs page or contact us directly.

§ What We Do 07 Experiences

Chicago boating experiences.

Pick the occasion — we'll pair the vessel. One fleet across three harbors: 31st Street Harbor, Burnham Harbor, and River North Marina.

Looking for a private party boat rental in Chicago? Rent a yacht for a day with captain options and premium amenities. Perfect for private groups celebrating on Lake Michigan with skyline views, music, and flexible charter times.

Captain options available
Private group charters
Day + Night charter times
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Book a private boat tour Chicago visitors love. Cruise the Chicago River and Lake Michigan for sightseeing, skyline photos, and a private boat cruise experience tailored to your group.

River cruise routes
Lake Michigan tours
Private tour format
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Host a corporate yacht charter in Chicago for team events, client entertainment, and company celebrations. Cruise Lake Michigan with skyline views, catering options, and custom itineraries for groups of all sizes.

50+ guest capacity
Full catering available
Custom itineraries
Explore Corporate Options
Plan a Chicago boat rental for birthday parties with private space, music, and skyline views. Our birthday boat charters are ideal for milestone celebrations with your own group and flexible routes.

All ages welcome
BYOB or bar packages
DJ sound system
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Book bachelor party boat rentals and bachelorette party boat rentals in Chicago with private yacht charter options. Cruise, celebrate, and capture skyline photos on Lake Michigan with your crew.

Premium amenities
Party packages
Photo worthy views
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Chicago boat weddings and proposals on the water with skyline views. Plan an intimate ceremony, engagement cruise, or celebration aboard a private yacht charter on Lake Michigan.

Intimate settings
360° skyline views
Custom packages
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Chicago boat club memberships that feel like yacht ownership without the overhead. Get multiple outings each season with no maintenance, no storage, and simple booking. Membership plans start at $3,000 per person.

$350 starting price on payment plan
5+ outings per season
3 membership tiers
View Membership Plans