Livin The Dream Charter Style
,
44 ft
Boat length
Up to 12
Passengers
Captained
This boat is rented with a captain
100%
Owner’s response rate
The boat
🚤 Sea Ray 440 Sundancer
Experience Chicago like never before aboard our luxurious Sea Ray 440 Sundancer – the perfect way to soak up the sun, celebrate in style, or unwind with friends on Lake Michigan. Whether you're cruising past the skyline or partying at the iconic Playpen, this yacht delivers unforgettable moments for every occasion!
🔹 Key Features & Amenities:
🛋️ Extra spacious layout – Comfortably accommodates up to 12 guests
🌞 Oversized sun pads & open deck – Ideal for lounging and soaking up the rays
🔊 High-end Bluetooth sound system – Keep the vibe going with your favorite tunes
🧊 Cooler & full galley (kitchen) – Stock up your drinks and snacks with ease
🛁 Bathrooms onboard – Plenty of comfort for larger groups
🍽️ Spacious cockpit dining area – Perfect for entertaining and celebrating
🎉 Designed for fun – Bachelorettes, birthdays, corporate events, or just an epic Sunday Funday
📍 Chicago's Playpen Hotspot
🚢 Cruise directly to the famous Playpen, Chicago’s top summer boating destination
🥳 Enjoy the vibrant scene or take in unbeatable skyline views in a relaxed atmosphere
⚠️ Important Safety Notice – No Tie-Ups
❌ For the safety of your group and others, tying up to other boats is not permitted
✅ This ensures a secure and enjoyable experience for all onboard
⛵ You’ll still enjoy the Playpen energy while maintaining safe distance from surrounding vessels
👨✈️ Captain Info:
📜 A list of experienced captains will be provided after your reservation is confirmed
💳 Captain’s payment is handled off-platform, directly with your chosen captain
💰 Captain rates typically start at $100/hour, depending on holidays and availability
💡 Important Booking Details:
🕒 Charters range from 3 to 4 hours, customized to fit your group’s needs
📅 Pricing shown at checkout is an estimate and may vary due to:
✅ Final captain selection
🎆 Holidays or peak weekend demand
⏰ Desired start time and group size
📩 Our team will work closely with you post-booking to finalize all details seamlessly
Experience Chicago like never before aboard our luxurious Sea Ray 440 Sundancer – the perfect way to soak up the sun, celebrate in style, or unwind with friends on Lake Michigan. Whether you're cruising past the skyline or partying at the iconic Playpen, this yacht delivers unforgettable moments for every occasion!
🔹 Key Features & Amenities:
🛋️ Extra spacious layout – Comfortably accommodates up to 12 guests
🌞 Oversized sun pads & open deck – Ideal for lounging and soaking up the rays
🔊 High-end Bluetooth sound system – Keep the vibe going with your favorite tunes
🧊 Cooler & full galley (kitchen) – Stock up your drinks and snacks with ease
🛁 Bathrooms onboard – Plenty of comfort for larger groups
🍽️ Spacious cockpit dining area – Perfect for entertaining and celebrating
🎉 Designed for fun – Bachelorettes, birthdays, corporate events, or just an epic Sunday Funday
📍 Chicago's Playpen Hotspot
🚢 Cruise directly to the famous Playpen, Chicago’s top summer boating destination
🥳 Enjoy the vibrant scene or take in unbeatable skyline views in a relaxed atmosphere
⚠️ Important Safety Notice – No Tie-Ups
❌ For the safety of your group and others, tying up to other boats is not permitted
✅ This ensures a secure and enjoyable experience for all onboard
⛵ You’ll still enjoy the Playpen energy while maintaining safe distance from surrounding vessels
👨✈️ Captain Info:
📜 A list of experienced captains will be provided after your reservation is confirmed
💳 Captain’s payment is handled off-platform, directly with your chosen captain
💰 Captain rates typically start at $100/hour, depending on holidays and availability
💡 Important Booking Details:
🕒 Charters range from 3 to 4 hours, customized to fit your group’s needs
📅 Pricing shown at checkout is an estimate and may vary due to:
✅ Final captain selection
🎆 Holidays or peak weekend demand
⏰ Desired start time and group size
📩 Our team will work closely with you post-booking to finalize all details seamlessly
Read more
Owned by
kevin
Amenities
Bathroom
Stereo
Bluetooth audio
Cooler / Ice chest
Air conditioning
Swim ladder
Shower
Refrigerator
Anchor
Specifications
Year
1994
Length
44 ft.
Make
Sea Ray Boats
Model
440 Sundancer
Capacity
12
See all
/ (excl. fees)
You won't be charged yet
Ratings & reviews
Boat location
Exact location information is provided after a booking is confirmed.
Your crew
Boat owner
kevin
Hi there, I'm Kevin, the one behind Livin the Dream Charters, LLC. I'm thrilled to share a little about myself and my love for all things boating. I've been a commercial boat captain for many years, and throughout my career, I've developed a deep appreciation for the unique beauty and freedom that being on the water provides.
Whether I'm taking guests out to view fireworks or cruise along the lake-front, I always feel a sense of excitement and fulfillment when I'm on the water.
See profile- Response rate: 100%
- Avg. response time: < 30 mins
Things to know
Allowed on boat
swimming
alcohol
kids under 12
glass bottles
shoes
Cancellation policy moderate
- Free cancellations until 5 days before the booking start time.
- 50% refund for cancellations between 3-5 days before the booking start time.
- Cancellations within 2 days of the booking start time are non-refundable.
Commercial owner
This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.
Security deposit
A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.
Learn moreCaptain info
If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.