2022
6
April
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Boatday Everyday
Find Your Charters
Boat day Everyday
Find your Charters
Event Weekends
Our Exclusives
Our Boat
Private Luxury Boat Charter
Experience the beauty and excitement of Chicago from the water aboard Misunderstood, a premier charter boat perfect for parties, events, or a relaxing day on Lake Michigan. Cruise past iconic landmarks like Navy Pier, where the Ferris wheel and lively atmosphere create a stunning backdrop.
Special Offers & Events
Fireworks Cruises Wednesdays & Saturdays, 9 PM – 11 PM, May through August — $900 flat, no extra fees. Holiday & Special Event Pricing Celebrate with us on major holidays and boat events—ask about availability. Group Discounts Weekday team building & private events get special rates.
Available Time Slots
10:00 AM – 2:00 PM 2:30 PM – 6:30 PM 7:00 PM – 11:00 PM (Flexible schedule upon request)
dontworry
Boat
Charters
#No.1 Boat Rental Service
Discount for team building charters on weekdays USD 100
Private Yacht Charters
Rent Misunderstood, our 40-foot Sea Ray Sundancer, for a private cruise
Luxury Amenities
Bluetooth sound system, cooler & fridge, bimini shade, canvas sides, sunpads, and more — all included for a comfortable and stylish experience on the water.
Book Your Charter
How to Book: Book directly by phone or email: Captain Peter Olderndorf — 224-270-7361 First Mate Dinorah Munoz — 407-276-0471 Email: dontworryboatcharters@gmail.com
Special boat dates promotions/discounts
Presidents’ Day - Monday, February 17 (EARLY BIRD BOOKING) Memorial Day - May 26 (Monday) Father's Day - Jun 15 (Sunday) Juneteenth National Independence Day - Thursday, June 19 Independence Day - Friday, July 4 Labor Day - Monday, September 1 Columbus Day - Monday, October 13
About our Boat
About the Experience
Welcome aboard Misunderstood—your floating VIP lounge on Lake Michigan.
Stretch out on the oversized bow sunbed, dive into the lake from the spacious swim platform, and set the vibe with immersive Bluetooth tower speakers.
Cruise past iconic Chicago landmarks—Navy Pier’s Ferris wheel. Anchor at the famous Playpen for the city’s ultimate boat party scene, or relax into a sunset sail as Chicago’s skyline glows around you.
Whether you’re celebrating big or simply escaping the everyday, Misunderstood brings together the best energy and unforgettable memories.
Premium Package
Premium Event Weekends
- 4 hours minimum
- $550 an hour plus gratuity
- Extra hour: $400 after the first 4 hours (subject to availability)
- No added fees
- You pick start time
$ Pricing
• Bare Boat rate $450 x hour
• Fuel $150
• Captain $100 x hour (20% gratuity not included)
• Cleaning fee $20
Book Now
• Fuel $150
• Captain $100 x hour (20% gratuity not included)
• Cleaning fee $20
Non-event Package
Non-event Weekends
- 4 hour minimum
- $400 an hour plus gratuity
- Extra hour: $350 after the first 4 hours
- No added fees
$ Pricing
• Bare Boat rate $300 x hour
• Fuel $150
• Captain $100 x hour (20% gratuity not included)
• Cleaning fee $20
Book Now
• Fuel $150
• Captain $100 x hour (20% gratuity not included)
• Cleaning fee $20
Monday through Friday
Monday through Friday
- 4 hour minimum
- $350 an hour plus gratuity
- Extra hour: $300 after the first 4 hours
- Flexible schedule upon availability
- No added fees
$ Pricing
• Bare Boat rate $250 x hour
• Fuel $150
• Captain $100 x hour (20% gratuity not included)
• Cleaning fee $20
Book Now
• Fuel $150
• Captain $100 x hour (20% gratuity not included)
• Cleaning fee $20
Premium Package
Premium
Premium Event Weekends
- 4 hours minimum.
- $550 an hour plus gratuity.
- Extra hour: $400 after the first 4 hours. (Extra time is upon availability).
- No added fees.
- You pick start time.
$ Pricing
Rate Breakdown (Included):
- Bare Boat rate $450 x hour
- Fuel $ 150
- Captain $100 x hour (20% gratuity not included)
- Cleaning fee $ 20
Non-event Package
Non-event
Non event Weekends
- 4 hour minimum
- $400 an hour plus gratuity.
- Extra hour: $350 after the first 4 hours (Extra time is upon availability).
- No added fees
$ Pricing
Rate Breakdown (Included):
- Bare Boat rate $300 x hour
- Fuel $ 150
- Captain $100 x hour (20% gratuity not included)
- Cleaning fee $ 20
Monday through Friday
Monday through Friday
Monday through Friday
- 4 hour minimum
- $350 an hour plus gratuity.
- Extra hour: $300 after the first 4 hours.
- Flexible schedule upon availability
- No added fees
$ Pricing
Rate Breakdown (Included):
- Bare Boat rate $250 x hour
- Fuel $ 150
- Captain $100 x hour (20% gratuity not included)
- Cleaning fee $ 20
Our Services
Perfect for Birthdays
Bachelor/Bachelorette
Corporate Events
Sunset Cruises
Fireworks Special Nights
Summer Special Events
Personalize your Experience
Our Services
Create unforgettable memories for special locations
Bachelor/Bachelorette Parties
Fireworks special
Our Fleet
Luxury, Flexibility, and Fun — All Afloat
Why Choose Don’t Worry Boat Charters?
Exclusive 40-foot SeaRay Sundancer
Enjoy spacious comfort with capacity for up to 13 guests. No hidden fees—our rates cover boat, fuel, captain, and cleaning.
Flexible Scheduling & Packages
Choose from weekday, weekend, and special event rates tailored to your needs.
Personalized Service
Our experienced captain and friendly crew ensure a safe, fun, and memorable trip.
Special Events & Fireworks Cruises
Join us for themed cruises including summer fireworks at Navy Pier.
Our Team
Meat Our Crew
Mark Lao proudly works as a procurement manager in our office where he continues to follow his passion..
Mark Lao
JV Property Management
First Mate Dinorah Munoz — Dedicated to making your trip seamless. For any questions or on the day.
Dinorah Munoz
First Mate
Testimonials
What Customer Say
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James thomas
Peter is the best. Communication 100, patience- 100 out of 100. He is the best among the rest. I will recommend Peter 100 x out of 100. Look no more, you gat the best among the rest.... thank you Capitano ...
ANTHONY
Peter is the best. Communication 100, patience- 100 out of 100. He is the best among the rest. I will recommend Peter 100 x out of 100. Look no more, you gat the best among the rest.... thank you Capitano ...
Becca
Celebrated my 65th birthday!!! Awesome experience!!! Captain Peter and Tristan were very professional and accommodating!!!
Belinda
We had a blast on Peter’s boat. He was great at communicating and we found the boat easily. The boat itself was clean and comfortable. We would absolutely book again!
Victoria
Our Blog
Blog & Articles
2022
6
April
5 Tips to Increase Your Online Sales
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2022
6
April
The Claremont Collection by Sophie Paterson
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Featured on our Trusted By
We were on dock D and the vibe was so chill. Everyone was very nice and extremely helpful.
We have our boat at this dock, we love it because we are very quiet, everything is spacious, and everything is very well organized. The view of Asia the city is beautiful. 😍
Clean, organized, went here for a boat rented with some friends.
The overall boathouse is locked with a code for members. But there is a little beach hut with bathrooms and selling snacks.
Where the boats are docked are labeled alphabetically starting with A,B,C as you walk south. Clearly labeled.
The overall boathouse is locked with a code for members. But there is a little beach hut with bathrooms and selling snacks.
Where the boats are docked are labeled alphabetically starting with A,B,C as you walk south. Clearly labeled.
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