Bad Boys Boaters Blog

Your guide to Chicago boating — event tips, charter guides, and insider knowledge from Chicago's premier luxury boat rental company.

The Ultimate Guide to Renting a Boat in Chicago (2026 Edition)
Featured
Guides· 8 min read

The Ultimate Guide to Renting a Boat in Chicago (2026 Edition)

Everything you need to know before booking a private boat charter on Lake Michigan — from choosing the right vessel to what to bring, where to park, and how to make the most of your time on the water.

March 15, 2026Read Article
How to Plan the Perfect Boat Party in Chicago
Events
March 8, 2026· 6 min read

How to Plan the Perfect Boat Party in Chicago

From bachelorette parties to birthday celebrations, a private boat charter on Lake Michigan is the ultimate venue. Here's our insider guide to planning an unforgettable event on the water.

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Watching Chicago Fireworks from a Private Yacht: Everything You Need to Know
Events
February 28, 2026· 5 min read

Watching Chicago Fireworks from a Private Yacht: Everything You Need to Know

The Fourth of July and Wednesday/Saturday Navy Pier fireworks are spectacular from the shore — but from the water, they're absolutely breathtaking. Here's how to book your fireworks cruise.

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Best Way to Watch the Chicago Air & Water Show: From a Private Boat
Events
February 20, 2026· 4 min read

Best Way to Watch the Chicago Air & Water Show: From a Private Boat

The Chicago Air & Water Show draws millions of spectators every year. Skip the crowds on the shore and watch the Blue Angels perform from the deck of your own private yacht on Lake Michigan.

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Black Yacht Weekend Chicago: The Ultimate Guide for 2026
Events
February 12, 2026· 5 min read

Black Yacht Weekend Chicago: The Ultimate Guide for 2026

Black Yacht Weekend is one of Chicago's most anticipated summer events. Here's everything you need to know about this iconic celebration on Lake Michigan, and how to secure your boat for the weekend.

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Lollapalooza Weekend on the Water: Why a Boat Charter is the Ultimate VIP Experience
Events
February 5, 2026· 4 min read

Lollapalooza Weekend on the Water: Why a Boat Charter is the Ultimate VIP Experience

Lollapalooza fills Grant Park every summer, but the real VIP experience is on Lake Michigan. Escape the festival crowds, enjoy the music from the water, and return refreshed for the evening sets.

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Chicago Skyline by Boat: The Best Views and Hidden Gems on Lake Michigan
Guides
January 28, 2026· 7 min read

Chicago Skyline by Boat: The Best Views and Hidden Gems on Lake Michigan

Chicago's skyline is one of the most iconic in the world — and the best way to see it is from the water. Our captains share their favorite spots, routes, and times of day for the most stunning views.

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What to Bring on Your Chicago Boat Charter: The Complete Packing List
Tips
January 20, 2026· 5 min read

What to Bring on Your Chicago Boat Charter: The Complete Packing List

First time on a private boat charter? We've got you covered. From sunscreen to snacks, here's the definitive packing list to ensure your day on Lake Michigan is comfortable, fun, and stress-free.

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Celebrating Juneteenth on Lake Michigan: A Guide to Chicago's Water Festivities
Events
January 14, 2026· 4 min read

Celebrating Juneteenth on Lake Michigan: A Guide to Chicago's Water Festivities

Juneteenth is a time for celebration, reflection, and community. Chicago's lakefront comes alive every June 19th with festivities, and there's no better way to celebrate than on a private charter.

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Ready to Experience Chicago from the Water?

Stop reading about it and start living it. Book your private charter today and create memories that last a lifetime.