Captain Doug Charters
22/03/2026
Let everyone else wait for May.
We’ll be on the water.
Navy Pier gave us the opportunity to launch early —
and we took it all the way.
April charters are officially here:
✔️ Lower pricing
✔️ Better availability
✔️ No overcrowded Playpen
✔️ The cleanest skyline views of the year
Chicago boating season doesn’t start when they say it does.
It starts when you step on our boat.
22/03/2026
Let everyone else wait for May.
We’ll be on the water.
Navy Pier gave us the opportunity to launch early —
and we took it all the way.
April charters are officially here:
✔️ Lower pricing
✔️ Better availability
✔️ No overcrowded Playpen
✔️ The cleanest skyline views of the year
Chicago boating season doesn’t start when they say it does.
It starts when you step on our boat.
Start a season starts early for us this year! Navy Pier opens April 1st
A day in the life of me driving boats, I could never afford in real life.
Always such a privilege to be trusted with the magnificent boats I get to captain. I never take the opportunity for granted. While transporting boats up the Illinois River can be long and somewhat lonely days, there is always something amazing to see, can be very cathartic and peaceful as well. I am always happy to get them home safe and sound and ready for the true owners to enjoy.
My sincere appreciation to Spring Brook Marina, Captain Dan Cullen, Kyle Stenzel and Tim Margis for their trust and support.
What a city with a skyline. Book a boat for fireworks -?it never gets old.
There are healthy addictions
I love letting the pro wave jumpers impress my charter guests. They are amazing
First triple charter of the season!
39 people hosted - 1200 to go!
16/04/2025
Bad Dad Boat Jokes Series
"Why did the boat go to therapy? It had too much anchor-xiety. 🛋️
"