1st Class Charters Chicago

So awesome to welcome these parties to the 1st Class family this past weekend. A great day with great people in a great city on a fantastic lake!

Now its your turn.

Book your celebrations today!

Call 877.375.0352 or
Email [email protected]

Ahoy!

Why couldn't the pirate learn the alphabet?

He kept getting lost at "C." 🏴‍☠️

Yep. There's a dad joke for every occasion.

This Father's Day, skip the neckties, coffee mugs, and last-minute gift cards. Give Dad something he'll actually remember—a day on the water with family and friends aboard Just Be.

⚓ Father's Day Sailing Charters📅 Sunday, June 21, 2026

7-Person Private Charter$400/hourCaptain Included

Bareboat CharterUp to 13 Passengers$500/hourCaptain Not Included

Enjoy breathtaking views of the Chicago skyline, fresh Lake Michigan breezes, and quality time with the people Dad loves most.

Your charter includes:✓ Bluetooth Sound System✓ Yeti Cooler Filled with Ice & Water✓ Restroom Onboard✓ BYOB & Food✓ Memories That Last a Lifetime

Whether Dad is a seasoned sailor or just enjoys a good day on the lake, our Father's Day charter packages are the perfect way to celebrate.

Availability is limited, so reserve your Father's Day adventure today!

📞 877-375-0352 [email protected]

1st Class Charters ChicagoSail Together. Celebrate Dad.

P.S. If Dad insists he doesn't want anything for Father's Day, that's usually a sign he wants to go sailing.

Hanging out at 12th Street beach for the red bull spin off.

Each craft must not exceed 4-feet in width and 10 feet in length, be 9in off the ground and no taller than 7-feet. It must not exceed 175 lbs in weight (excluding the drivers of course)

Spin off bikes must be powered by manual pedals and the force of gravity only. That, and your imagination. So no external energy sources are allowed. But that doesn’t mean you won’t go fast.

Good morning!

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 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." 😉

Boating season begins Friday! What ate you waiting for?