Discover the best way to experience Chicago
Our Services
See the city from the best seat in Chicago. Our private skyline tour departs Belmont Harbor and cruises the nearshore shoreline for unbeatable views of the skyline, Navy Pier, and the lakefront. Clean, comfortable, and photo ready. Perfect for first timers, visitors, couples, and small groups.
When lake conditions allow, we can head to a calm area, drop anchor, and relax. This is the lake day experience: sun, skyline in the distance, and time to actually enjoy being on the water. Swimming is always captain approved and based on conditions.
Birthdays, bachelorettes, engagements, anniversaries, or just because. This is a private charter built around your group, your playlist, and the best backdrop in the city.
Want something more specific than a standard charter? Tell us what you want and we’ll confirm what’s possible based on timing, conditions, and lake traffic. Custom destinations may require an additional fee depending on desired location, time, and fuel usage.
Schedule your next charter
Pick a time that works, submit your request, and we’ll confirm quickly. Charters depart from Belmont Harbor and are private for up to 6 guests.
Available start times (Standard Charters)
10:00 AM (3 hours)
1:30 PM (3 hours)
5:00 PM (3 hours)
Nighttime Fireworks Cruise (Wednesday & Saturday Only)
Wednesday @ 7:30pm (3 hours)
Saturday @ 8:30 (3 hours)
Special holidays and events
Special dates are priced at $600 per hour:
June 20
July 4, 5, 6
July 12
July 25 - 27 (Chicago Boat Scene Party)
August 15, 16 (Chicago Air & Water Show)
Custom destinations are welcome and may require an additional fee depending on desired location, time, and fuel usage.
Good Time Chicago Charters provides private charters out of Belmont Harbor on Chicago's North Side, built for small groups who want a clean, premium experience on the water without the hassle of a big party boat.
We run a Cruisers 298SS South Beach Edition - a 29-foot, 380-horsepower sport cruiser designed for open water. It's fast, comfortable, and built exactly for what we do. Up to 6 passengers, the whole boat is yours.
Every charter is captained by a USCG-licensed captain and we keep things simple - professional and safe while still feeling relaxed and fun. Whether you're here for a skyline cruise, a sunset, Navy Pier fireworks, or a laid back anchor session at the Playpen, our focus is a smooth ride, clear communication, and a photo-ready experience from start to finish.
Request a time, we'll confirm quickly, and you'll be on the water with your group and the city as your backdrop.
What we do
