1st Class Charters Chicago

1st Class Charters Chicago Sail with us along the magnificent Chicago coastline aboard our 39' catamaran, "Just Be".

Good morning!
05/28/2026

Good morning!

05/28/2026

1st Wednesday Navy Pier Fireworks Display!

Where were you?

Watch the Navy Pier fireworks from the deck of of our 40' catamaran, Just Be, with the city skyline glowing around you ...
05/26/2026

Watch the Navy Pier fireworks from the deck of of our 40' catamaran, Just Be, with the city skyline glowing around you and the best seats on the lake.

Every Wednesday at 9 PM and Saturdays at 10 PM through Labor Day.

Private charters for up to 7 guests and bareboat charters for groups of 8–13.

📞 877-375-0352
📧 info@1stClassChartersChicago

Memorial Day Weekend is almost here… have you planned your outing yet?Skip the crowded bars and packed beaches — spend t...
05/20/2026

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 be...
05/01/2026

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 nothin...
05/01/2026

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." 😉

Boating season begins Friday! What ate you waiting for?
04/28/2026

Boating season begins Friday! What ate you waiting for?

Wishing everyone smooth seas, sunny skies, and a day full of laughter with the people who matter most. From all of us at...
04/05/2026

Wishing everyone smooth seas, sunny skies, and a day full of laughter with the people who matter most.

From all of us at 1st Class Charters—Happy Easter! 🐣

Guaranteed sightings with every drink!
04/01/2026

Guaranteed sightings with every drink!

Put on your PFD and go sailing.Just PUT IT ON!Book your charter today!877.375.0352
03/31/2026

Put on your PFD and go sailing.
Just PUT IT ON!

Book your charter today!
877.375.0352

Address

3155 S. Lake Shore Drive
Chicago, IL
60616

Opening Hours

Monday 9am - 10pm
Tuesday 9am - 10pm
Wednesday 9am - 10pm
Thursday 9am - 10pm
Friday 9am - 10pm
Saturday 9am - 10pm
Sunday 9am - 10pm

Telephone

+18773750352

Website

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