About this Experience
What you'll do:
You'll board a private yacht in downtown Chicago and spend four hours on Lake Michigan with the city skyline filling the horizon behind you. This is a fully private charter: your group has the entire yacht, a certified captain, and the freedom to move at your own pace across the water.
Sun deck lounging: Your group spreads across a multi-level layout designed for relaxing in the open air, with seating areas above and below deck so everyone finds their spot.
Skyline photography: Cruising Lake Michigan puts the Chicago skyline directly behind you, making every photo better than the last without any effort from your group.
Swim stop at the Chicago Playpen: Your captain anchors at Chicago's famous Playpen so guests can cool off with water toys, float, swim, and enjoy the lake at close range.
Bluetooth sound system: Every yacht comes loaded with a premium Bluetooth system, so whoever wants to run the playlist can connect instantly and keep the music going for the full four hours.
Flexible pace on the water: Your captain handles navigation while your group decides how the time gets spent, whether that means anchoring longer, cruising the shoreline, or catching the light as the afternoon shifts.
When you come back to the dock after four hours, the skyline looks the same and the city hasn't moved, but your group will have spent an afternoon that most Chicago visitors never get close to. It's a private yacht rental Chicago visitors and locals both search for, and it's easier to book than most people expect.
Why we love it for your bachelorette party:
Privacy for the whole crew: Your group is the only group on the boat, so there's no sharing the deck with strangers and no adjusting plans around anyone else's schedule.
Chicago skyline as your backdrop: Lake Michigan gives you a full, unobstructed view of the skyline for photos, toasts, and those in-between moments that end up being everyone's favorites.
Water access and swim time: Anchoring at the Playpen means your group actually gets in the water, not just near it, with floats and toys ready when you're anchored.
Bring your own drinks and snacks: There's no required package or minimum spend on food and beverage. Your crew brings what they want and the cooler goes aboard with you.
Capacity for up to 12 guests: The yacht fits the whole group without splitting up, so the bride and every person on the guest list shares the same afternoon on the water.
About this experience partner:
Rental Yachts in Chicago operates private yacht charters out of downtown Chicago, serving groups looking for a private Lake Michigan cruise with a certified captain at the helm. Their fleet is professionally maintained, cleaned, and sanitized daily, and every charter comes with a captain who handles all navigation so guests can focus on the occasion. They specialize in bachelorette parties, group celebrations, and private charters for anyone who wants Chicago's skyline from the water on their own terms.
Additional information:
- Pricing varies by day and season. For a quote, call or text 847-461-3752.
- Maximum capacity is 12 guests per charter.
- Guests may bring their own drinks, snacks, and supplies aboard.
- Charter duration is 4 hours, departing from downtown Chicago.
Book This Experience
Visit the experience booking site to check availability and book your experience.
LocationChicago, IL
797 E Grand Ave, Chicago, IL 60611, USAChicago, IL
Reviews
Frequently Asked Questions
How do I book?
Please call or text us at 847-461-3752 to book your charter and get the best deals. You can also email us at nicole@yachtschicago.com
How much does it cost?
Pricing varies throughout the season, based on a weekday, weekend, and holidays. For specific pricing, please call or text us at 847-461-3752.
How many people can I bring?
Due to Coast Guard regulations, our Yachts can hold a maximum of 13 guests.
Where can we go while on the charter?
Our experienced captains are very knowledgeable of the Chicago waterways. You can anchor in the playpen, go down the river, cruise the shoreline, or venture into the harbors.
Where does the boat leave from?
Our 50 foot SeaRay leaves from Burnham Harbor, 1559 S. Lake Shore Drive. Our 62 foot Azimut leaves from Navy Pier Marina, 797 E. Grand Avenue.
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What yachts do you have available?
We have two luxury vessels! Our 50 foot SeaRay is our multilevel yacht. Our 62 foot Azimut has large day beds for tanning and relaxing. Both are great for entertaining!
What is the cancellation policy?
We accept all cancellations with the full refund up to five days prior.
Can I bring food and drinks?
Yes, we encourage our guests to BYOB! Our Azimut has a lovely stewardess who will set up and serve your bar/food for you.


























