Cookies!

We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.

Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen BoatDiversey Harbor 48 ft Luxury Yacht Perfect Play Pen BoatDiversey Harbor 48 ft Luxury Yacht Perfect Play Pen BoatDiversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

With Captain

ABOUT THE TRIP: Step aboard a luxury experience like no other on our stunning 48' Sea Ray Sundancer—the ultimate way to soak up the best of Chicago's waterfront. Whether you're cruising along the skyline, anchoring in the Playpen, or simply unwinding with friends, this yacht is designed to make every moment feel effortlessly unforgettable. With room for up to 12 guests, it’s perfect for celebrations, laid-back outings, and everything in between. Please note: Saturday and Sunday rentals are only available in set time slots (10 AM - 2 PM or 2:30 PM - 6:30 PM). Weekday bookings offer more flexibility. ABOUT THE BOAT: This 48' Sea Ray Sundancer is built for both luxury and fun, with three distinct entertainment zones—an expansive deck, a spacious bow, and a cozy interior cabin—so everyone can find their perfect spot to relax. The yacht features a premium sound system, a stylish salon for lounging, a serene master stateroom, and a comfortable aft cabin. A fully equipped kitchen with a refrigerator/freezer and a bathroom ensures you have all the essentials for a perfect day on the water. WHAT’S INCLUDED: Your rental includes fuel, tax, and cleaning costs, plus a complimentary cooler to keep your drinks chilled. The yacht is BYOB, so bring your favorite food and beverages to make the experience your own. WHAT’S NOT INCLUDED: A U.S. Coast Guard-licensed captain is required. Upon booking, you’ll receive a list of approved captains to choose from, each charging $100 per hour, paid separately through GetMyBoat. If you have a USCG-certified captain you'd like to bring, they must be approved by the boat owner and carry their own insurance. Tips are not included but are always appreciated. OTHER THINGS TO KNOW: To make the most of your time on the water, bring: ✔️ Towels ✔️ Sunscreen & sun protection ✔️ Food & beverages (alcohol allowed) ✔️ Music playlist (connect via Bluetooth to our premium DJ sound system) WEATHER POLICY: Your safety is our priority. If conditions are deemed unsafe by the vessel owner or captain—such as heavy storms, gale winds, or hazardous waves—the trip may be rescheduled or canceled. Light rain and cooler temps are typically considered safe to proceed. Get ready to experience Chicago from the water like never before—reserve your spot and let’s make some memories!

Jason

Jason

151 total bookings
Capacity
12 guests
Luxury, Events & Large groups
Motor Yacht

Reviews

5.0 (45 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  2. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  3. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  4. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  5. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  6. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  7. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  8. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  9. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  10. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  11. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
  12. Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
13 photos have been added by reviewers who booked this listing.
  1. JY

    Jordan

    Jason and Justin did a great job communicating and coordinating our trip. We did 3 hours and then the rain affected our time so we added another hour. Justin was a fun captain and helped us have the best time possible. We definitely recommend renting Jason’s yacht and having Justin as your captain. Will be back for the next season of boating!

  2. KJ

    Kaylan

    We had an amazing time on Jason’s boat celebrating a 30th birthday! Our captain Justin was phenomenal. Everything was just as it was on the listing. Boat was clean, as was the bathroom. Ice and coolers were provided as well as kitchen utensils. An amazing deal comparatively. Wouldn’t change a thing! Thank you Jason and Justin!

  3. MM

    Melanie

    Jason has very competitive pricing that is well worth it. Communication was very easy. He provided me with a very simple list to find a captain (which was the piece I was most worried about). The boat came with ice and cups which made it so easy for hosting. Had a great time!

  4. cd

    chelsea

    Jason was a great hosts and Justin was a great captain! I appreciate all of the amazing communication they both provided. I could not have asked for a better experience. Will definitely book again!

  5. mf

    mary therese

    Jason was a terrific host and extremely responsive/communicative for everything about the booking. Our captain was great and we had an awesome day! Would definitely rent again in the future.

Jason

Jason

151 total bookings

Features & Details

Make
Sea Ray
Model
440 Sundancer
Length
46ft
Year
1993
  • Air Conditioning
  • Climate Control
  • Generator
  • Toilet
  • Cabin
  • Full Bath
  • Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map
Approximate Location

Cancellation Policy

Full refund up to 14 days prior.

Additional Terms & Information

Please do not request Satruday or Sundays other than 10AM to 2PM or 230PM to 630PM/ We are flexible on the weekday times. Rental Rates: April To May Monday to Thurs $150.00 an hour. Friday $175.00 an hour. Prices are based on 4 hour trip. April-May Saturdays $200.00 an hour. Sunday $175.00 an hour. Prices are based on 4 hour trip. June Weekends Friday $250.00 an hour, Saturday $350.00 an hour Sunday $275.00 an hour July/August Weekends Friday $300.00 an hour, Saturday $400.00 an hour, Sunday $325.00 an hour Sept Friday $250.00 an hour Saturday $300.00 an hour Sunday $275.00 an Hour Boat Price includes Fuel, Cleaning and tax. Message for Holiday Weekends After booking, you'll receive this list of approved boat operators . You selecting and compensating the captain from GETMYBOAT directly. Their price is $100 per hour, which is separate from your boat fee. The captains will get paid directly from GETMYBOAT Weather Policy: The safety of our guests is our top priority. Therefore, the Vessel owner or hired operator has the authority to determine whether weather conditions are suitable for chartering ("charterable") or not ("uncharterable"). Uncharterable weather conditions typically include, but are not limited to, heavy storms, small craft advisory warnings, gale storms, strong winds, and large waves. These conditions pose potential risks to guest safety and may result in a cancellation or rescheduling of the charter. On the other hand, light rain, passing storms, and cooler temperatures are generally considered charterable. These conditions may not significantly impact the safety and enjoyment of the charter experience. However, please note that the Vessel owner or hired operator will still monitor and assess the weather conditions to ensure they remain within acceptable limits for a safe and enjoyable charter.

Similar Listings

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party
Events in Chicago · 8 guests

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

5.0
$195/hour
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
$350/hour
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Powerboats in Chicago · 12 guests

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

5.0
Best of 2025
$165/hour
Instant Book
Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago
Events in Chicago · 13 guests

Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago

5.0
$275/hour
20 Passenger Captained Party & Event Boat in Chicago
Powerboats in Chicago · 20 guests

20 Passenger Captained Party & Event Boat in Chicago

5.0
Superowner
$700/hour

Top Destinations Nearby