1st Class Charters Chicago

Memorial Day Weekend is almost here… have you planned your outing yet?

Skip the crowded bars and packed beaches — spend the holiday sailing Chicago’s beautiful lakefront aboard a luxury First Class Charter yacht.

Whether you’re celebrating with friends, family, or someone special, there’s nothing like:

• Stunning skyline views
• Fresh lake breeze
• Cocktails and music on the water
• A front-row seat to the city from Lake Michigan

Imagine yourself cruising past the skyline while everyone else sits in traffic.

Memorial Day weekend dates are booking quickly, so reserve your private sailing charter now before prime times are gone.

Perfect for:

• Sunset sails
• Daytime cruising
• Birthday celebrations
• Bachelor/Bachelorette outings
• Corporate gatherings
• Relaxing holiday weekends

You can still take advantage of our May special this MemorialDay: Book 2 hours get 1 hour free!

Book your Memorial Day sailing experience today and make this holiday unforgettable.

📞 877.375.0352
📧 [email protected]

Nautically yours,

Sailing season is officially here—time to chase the wind, soak up the skyline, and get back out on the water where we belong.

A reminder from Chicago Boaters on Facebook

"Welcome to the Official Opening of the 2026 Boating Season ⚓️🌊

There’s nothing like this moment…

The harbors are open, the skyline is alive, and Lake Michigan is calling us back.

And as we head out, remember—
Safety and fun can go hand in hand.

1. Be a Better Boater
2. Don’t be a fool, know the rules
3. Don’t be a clown, slow it down

Let’s lead by example from day one:

-Be Safe
-Be Respectful
-Be Responsible
-Be the Example

Because the best days on the water are the ones where everyone gets home safe, smiling, and ready to do it again.

Here’s to a season of great memories, good decisions, and looking out for one another.

Please Be Safe And Be Well.

P.S. If you’re still pacing the dock, refreshing texts, and negotiating with the yard to please just get it in the water… well… 😄

It might be a little late for opening weekend but be patient.

Consider this your friendly reminder for next year:
launch early, enjoy longer.

That’s why we go in the water on April 7th." 😉