Sloop sleep aboard rental in Chicago

28 ft
6 Guests

About This Sleep Aboard Boat

Sleep Aboard -At Dock!!!

Ahoy Mate...Life on the water couldn't be better.  From outside to in, this sailboat is it! Boasting spectacular views of the Chicago skyline, and even glimpses of Navy Pier fireworks Wednesday and Saturday nights, for your romantic and or simply fun/leisurely stay.  From remodeled stone counter tops in Gally (kitchen land lubbers) to travertine countertops in the Head (bathroom) it's definitely chillin in style. She's got a flat screen and a small fridge and one of the bests views around.ep aboard this Sloop for $189 per night, in Chicago.

The Space

Our roomy, well revamped sailboat, boasts up to 6ft standing room while down below. While we have added many upgrades to this 27 ft sailboat, please note that there are a few things she doesn't have. There is no shower or running water on board. Guests will have access to private boater showers along with land toilets and running water 4 docks away in the boaters facilities (4 min walk). Yes you can use the toliet/head on our boat, but only what comes out of you and 4 sheets of marine tp at a time. This is standard for all boat heads.

Also please note, the sleeping Double V Berth in front can fit 2 adults less than 6 ft tall. If you bigger than that, look elsewhere.

Guest Access

Guests will have access to free parking (private boater pass lot) if needed included in price.  Street parking is available but after 11pm all cars parked on the street are ticketed.  That's why you will have a boater pass for the lot.  There is a fee for lost or stolen parking passes.

Other Things To Note

We will provide one bike for your pleasure and riding around. Additional bikes can be rented through Divy located close to boat. We ask the you treat the bike like it was yours and lock it up wherever you are.

There is no indoor cooking but we have an electric outdoor grill for your barbecuing desires. We are situated at the end of the dock farthest away from the gate so the actual dock space is wider than normal, providing ample room to sit and enjoy the fresh air and spectacular views!

Getting Around

Only 2 minute walk to see the lakefront skyline or a 6 minute walk to the beach. Close to jet ski rental, paddle board rental, and lake front jogging path. An additional advantage of staying here is that the Dock At Montrose Beach has music 7 days a week. It's directly on the beach and a Tiki kind of bar with good food, cocktails, and live music. You won't believe your in Chicago! It's Island Time in the big city.

Additionally, if you're all about the cubs games, easily catch an Uber from paradise or if your feeling tenacious, you can walk via the beautiful lake path approximately 1.8 miles or 35-40 min walk depending on your walking speed to the field.

And the best part about that is, after the game, you can head back to the boat!

For those who enjoy hiking and or bird watchers, there is sanctuary less then 6 minutes from the dock. You can hike around the prairie land terrain and take photos or just enjoy feeling like your in a forest preserve!

Lastly, if you need ice, there is a vendor at the fist/bait/tackle shop that sells ice bags for 2 bucks. Fast walk or jump on our bike and you'll be all set.




  • Type: Sloop
  • Capacity: 6 People
  • Make Model: ERICSON
  • Year: 1974
  • Rental Minimum: 1 hour
  • Length: 28 ft
  • Cancellation: Full Refund 5 Days Prior


  • Life jackets/required safety gear
  • Cabin
  • Wheel steering
  • BBQ
  • Outboard Engine
  • Inboard Engine
  • CD Player
  • Single Engine
  • Fuel type: Gas
  • Berth
  • Head

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Meet Captain


Member Since May 2017

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