Adventure Brief
Discover the beauty of Lake Michigan from a private 18-foot pontoon in Chicago. Perfect for relaxing, sightseeing, or celebrating, this 2-hour cruise offers an unforgettable water experience.
2 hours
easy
From $159.00
Family Friendly
Discover the beauty of Lake Michigan from a private 18-foot pontoon in Chicago. Perfect for relaxing, sightseeing, or celebrating, this 2-hour cruise offers an unforgettable water experience.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
2 hours
Fitness Level
Minimal physical effort required, suitable for most fitness levels
Wildlife
History
Lake Michigan has played a vital role in Chicago’s development as a major port and commercial hub since the 19th century.
Conservation
Chicago Boat Rentals follows eco-friendly practices to minimize environmental impact, including proper waste disposal and respectful shoreline behavior.
Chicago Boat Rentals
Discover the beauty of Lake Michigan from a private 18-foot pontoon in Chicago. Perfect for relaxing, sightseeing, or celebrating, this 2-hour cruise offers an unforgettable water experience.
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.
Arrive Early for Parking
Use designated parking areas near the boat rental dock to ensure easy access and avoid last-minute stress.
Bring Sunscreen and Hats
Protect yourself from sun exposure during your cruise, especially on clear summer days.
Check Weather Conditions
Review the forecast before your trip to ensure safe and enjoyable conditions on the water.
Prepare Snacks and Drinks
Bring your preferred refreshments to stay energized and hydrated during the cruise.
Sunscreen
Protect your skin from UV rays during sunny days on the water.
summer
Sunglasses
Shield your eyes from glare and improve visibility while on the water.
spring|summer|fall
Light Jacket or Sweater
Stay warm during cooler months or in the evenings.
spring|fall|winter
Camera or Smartphone
Capture scenic views of Chicago skyline and Lake Michigan during your cruise.
All seasons