Explore Chicago from the Water — Private Boat Rentals & Yacht Charters

Chicago Boat Rentals — Private Boat Rental Chicago

Chicago Boat Rentals provides private boat and yacht options on the Chicago River and shoreline, offering flexible private boat rental Chicago solutions for groups, celebrations, and sightseeing. Whether searching for a pontoon rental Chicago River, a private yacht charter Chicago, or a seasonal fireworks cruise Navy Pier, the available trips match a range of group sizes and preferences.

Popular Trips and Key Features

• 22 FT Private Pontoon Cruise - 2 Hours: Spacious 22 ft pontoon for up to 10 guests. Self-drive option with on-site training; BYOB and catering available.
• 18 FT Private Pontoon Cruise - 2 Hours: Compact 18 ft pontoon for up to 6 guests. Includes driving lesson and two-hour scenic cruise on the Chicago River.
• Private Luxury Yacht Rental (12 Person Max): Three-hour private yacht cruise with 360-degree top-deck views, a mid-deck kitchen and entertainment area, and a swim platform. Holds up to 12 passengers.
• Regal Yacht 41 Ft Fly Bridge: Private charter featuring elevated views of the Chicago skyline and shoreline; ideal for waterfront sightseeing and private events.
• Evening Boat Rentals (Fireworks): Two-hour evening cruises timed with Navy Pier fireworks on Wednesdays and Saturdays from Memorial Day to Labor Day. BYOB permitted for these seasonal cruises.
• Stand Up Paddleboard Lesson & Eco Tour: Beginner-friendly SUP lessons and eco tours listed at the Jersey Shore location for ages 12 and up, focused on instruction, fitness, and wildlife viewing.

Why Choose a Private Boat Rental in Chicago

• Direct skyline and shoreline views: Private charters and pontoons travel along the Chicago River and lakefront for unique city perspectives.
• Self-drive options: Several pontoons include a hands-on lesson so customers can pilot their own boat on the river.
• Flexible food & beverage: Many trips allow BYOB; select charters offer catering add-ons for events.
• Seasonal fireworks cruises: Scheduled evening cruises coincide with Navy Pier fireworks on specific summer nights.

Planning Tips & Keywords

When searching for bookings, use keywords such as “Chicago boat rentals,” “private boat rental Chicago,” “pontoon rental Chicago River,” “yacht charter Chicago,” and “Navy Pier fireworks cruise.” Check each trip’s passenger limits, duration, and seasonal availability before reserving. For SUP lessons, search “stand up paddleboard lesson Jersey Shore” to find the eco tour option.

Book a private boat rental or yacht charter to experience Chicago’s skyline from the water with tailored options for groups, events, and seasonal fireworks cruises. Detailed trip descriptions include guest capacity, duration, and amenities to help match the right experience to every outing.