Issue · Rates & Pricing Updated · July 2026
Guides · 7 min read

Boat rental rates & fleet pricing.

What it actually costs to rent a boat in Chicago — by vessel, by group size, and by occasion — plus captains and membership.

Private charter yacht on Lake Michigan with the Chicago skyline behind
Private charter on Lake Michigan, Chicago skyline behind. Photo · KMBC Fleet
§ Overview The short answer

How much does it cost to rent a boat in Chicago?

At Knot My Boat Charters, our private yacht rentals start at $250 per hour. From private yacht charters for 13 guests to event vessels accommodating up to 125 passengers, our fleet offers 22 unique ways to experience Chicago from the water.

§ 01 · Fleet Pricing Rates by vessel

Chicago boat rental pricing.

From intimate yacht charters to large event vessels on Lake Michigan, boat rental pricing varies based on vessel size, duration, location, and amenities. Explore our fleet of luxury vessels, ranging from private yachts for 13 guests to event charters accommodating up to 125 passengers.

View the full fleet & live pricing →

§ 02 · Group Size Match boat to headcount

Boat rental costs by group size.

Whether you're planning a private cruise, Playpen party, corporate event, or luxury yacht experience, Chicago offers charter options for nearly every group size and budget. The best way to receive accurate pricing is to request a custom quote based on your preferred date, vessel, and guest count. Choosing the right vessel usually starts with guest count.

Group Size Recommended Vessel Type Typical Total Cost
2–13 Guests Recommended Vessel Type Private Yacht Typical Total Cost $1,000 to $2,000
14–25 Guests Recommended Vessel Type Mid Size Charter Yacht Typical Total Cost $2,500 to $5,000
26–49 Guests Recommended Vessel Type Event Yacht or Catamaran Typical Total Cost $4,000 to $7,500
50–125 Guests Recommended Vessel Type Large Event Vessel Typical Total Cost $6,500 to $15,000+

Explore charter experiences by occasion →

§ 03 · Party & Events Playpen, bachelorette, corporate

Chicago party boat & event yacht rental pricing.

Chicago's Playpen is one of the city's most popular summer destinations and a major reason visitors search for party boat rentals. Whether you're planning a bachelor party, bachelorette celebration, birthday, or summer gathering with friends, Chicago offers some of the most unique party boat experiences in the country.

Experience Typical Cost
Private Party Boat Rental Typical Cost $1,000 to $2,500
Bachelor(ette) Party Rentals Typical Cost $1,200 to $3,500
Corporate Event Boat Rental Typical Cost $1,200 to $5,000
Large Event Yacht Rentals Typical Cost $2,000 to $5,000+

Most private charters are booked for 3 to 4 hours, making a typical reservation anywhere from $1,000 to $6,000+ depending on vessel size and occasion.

§ 04 · Captains Book with a pro at the helm

Can you rent a boat with a captain?

Yes — but how a captain is added depends on the vessel. Renting a boat with a captain lets your group enjoy Lake Michigan, the Chicago Playpen, the Chicago River, and Chicago's skyline without needing boating experience or operating the vessel yourself.

13-Passenger Boats

Add a captain at checkout.

On our 13-passenger vessels — the 37' through 56' Sea Ray fleet — a captain is optional and booked online. Rent a captain in the same checkout flow as the boat itself; no separate email or phone call required.

COI Vessels · 14+ Guests

Captain included.

On our larger, COI-inspected vessels — the 57' Power Catamaran, 72' Classic Chris Craft, and 78' Power Catamaran, accommodating 49 to 125 guests — a licensed captain is included in the charter price. Commercial-inspected vessels come standard with a captain, not as an add-on.

Read the full guide to hiring a captain →

§ 05 · Membership Skip per-charter costs

Boat rental membership costs.

For those planning multiple outings throughout the boating season, yacht membership can provide significantly more value than booking individual charters. With Knot My Boat Charters, membership starts at just $350 per month per person and provides access to a premium fleet without the expenses associated with yacht ownership.

Membership benefits may include:

  • Access to multiple vessels
  • Priority scheduling
  • Reduced booking costs
  • No maintenance responsibilities
  • No dock fees
  • No insurance or storage costs

For frequent boaters, membership often costs less than a single monthly charter.

See membership plans & pricing →