2022
6
April
Hello world!
Welcome to WordPress. This is your first post. Edit or delete it, then start writing!
Read more
Boatday Everyday
Find Your Charters
Boat day Everyday
Find your Charters
Event Weekends
Our Exclusives
Top Luxury Yacht
-
Featured- 5 Star
- 13 People
Private Luxury Boat Charter
From $200.00 /HourBook Now
Add Your Heading Text Here
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Ut elit tellus, luctus nec ullamcorper mattis, pulvinar dapibus leo.
-
Featured
- 5 Star
- 13 People
Private Luxury Boat Charter
From $200.00 /HourBook Now
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
Your floating VIP lounge on Lake Michigan. Lounge on the expansive bow sunbed, dive off the giant swim platform with easy ladder access, and pump your favorite tunes through the immersive tower Bluetooth speakers.
Cruise past Chicago’s legendary skyline—Navy Pier’s Ferris wheel, the stunning Riverwalk architecture, and chill out at Oak Street Beach. Hit the Playpen, the ultimate party deck with panoramic city views, or unwind on a magical sunset sail as the city lights sparkle to life.
Whether it’s a high-energy celebration or a serene escape, Misunderstood delivers epic vibes, luxury comfort, and memories that last a lifetime.
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
7 people Cruise
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
Ronald Richards proudly works as a procurement manager in our office where he continues to follow his passion..
Connor Flores
JV Property Management
Testimonials
What Customer Say
There are many variations of passages of Lorem Ipsum available, but the majority have suffered alteration in some form, by injected humour, or randomised words which don"t look even.
Many desktop publishing packages and web page editors now use Lorem Ipsum as their default model text, and a search for lorem ipsum will uncover many web sites still in their infancy.
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
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim
Read more
2022
6
April
The Claremont Collection by Sophie Paterson
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim
Read more
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.
Instagram Feed
0
Satisfied Clients
0
Luxurious Boats
0
Experiented Crew
0
Premium Facilities
Quick Links
Discover
Newsletter
Sign up to get occasional updates on special offers, seasonal tips, and charter availability.