Navigate Chicago’s skyline by water with private yacht and pontoon rentals designed for intimate groups. Experience the city from Lake Michigan and the Chicago River with easy access and expert support from Chicago Boat Rentals.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; minimal physical exertion required
Wildlife
History
Chicago’s waterfront has evolved from industrial shipping lanes to a vibrant recreational corridor connecting urban parks and architecture along Lake Michigan.
Conservation
Local efforts focus on protecting water quality and shoreline habitats, promoting responsible boating to reduce pollution and disturbance.
Chicago Boat Rentals
Navigate Chicago’s skyline by water with private yacht and pontoon rentals designed for intimate groups. Experience the city from Lake Michigan and the Chicago River with easy access and expert support from Chicago Boat Rentals.
Chicago Boat Rentals offers private boat and yacht experiences operating from Chicago, Illinois, with a range of self-drive and crew-assisted options. The company provides multiple vessel types including 22 ft and 18 ft pontoons that customers can drive after receiving on-board training, a private luxury yacht with a 12-person maximum, and a 41 ft Regal yacht for larger private charters. Guests may bring their own snacks and drinks (BYOB) on most trips, and catering is available as an add-on for select charters.
Evening fireworks cruises run seasonally on Wednesdays and Saturdays from Memorial Day to Labor Day, providing direct views of the Navy Pier fireworks during those scheduled nights. Boat training is included for self-drive pontoons so guests can take the helm with crew guidance. The luxury yacht options include features such as multi-deck viewing areas, a mid-deck with kitchen and entertainment space, and a swim platform on suitable vessels.
In addition to Chicago-based boat rentals and yacht charters, the business offers a Stand Up Paddleboard Lesson & Eco Tour listed for the Jersey Shore location, designed for beginner-friendly instruction and wildlife viewing for participants ages 12 and up. All trip descriptions specify passenger limits and basic amenities to help customers choose the right experience for their group. Reservations and scheduling details are provided per trip, including duration and guest capacity information.
Based In
Chicago, IL
Central riverfront location
Tours Offered
6 distinct trips
Pontoons, yachts, SUP, and cruises
Fireworks Nights
Wed & Sat (Memorial–Labor Day)
Seasonal evening cruises
Max Capacity
Up to 12 guests
Private luxury yacht seats 12
Select a self-drive pontoon, private luxury yacht, or evening fireworks cruise — check availability and book the ideal water experience today.
Reserve Early for Peak Times
Boat rentals during summer weekends and holidays fill up fast—booking weeks ahead ensures availability.
Bring Your Own Snacks and Drinks
Pack a cooler with refreshments to enjoy a personalized onboard picnic as you cruise.
Wear Sun Protection
Sunlight reflects off the water strongly; bring sunscreen, sunglasses, and hats to stay comfortable.
Follow Boating Safety Guidelines
Staff provide clear instructions—adhere to all safety rules and speed limits on the river and lake.
Sunscreen
Protect against UV rays reflecting off the water during sunny days.
summer
Comfortable Footwear
Non-slip shoes help maintain stability on deck.
Light Jacket
Spring breezes can be chilly on open water.
spring
Polarized Sunglasses
Reduce glare and enhance visibility navigating bright water surfaces.
summer