See more Chicago, Illinois

Windy City Sailing, Inc

Photos Map Visit B&B Site
Description Rooms & Rates Packages Meals Location Reviews 6

  • Inn Details

    Experience the soft caress of gentle breezes and gaze at the shimmering lights of Chicago while sailing underneath a canopy of stars. Enjoy a memorable night in one of our two private sailing yachts and awake to explore what the Chicago Lakefront has to offer. You will have the yacht all to yourself. We book the yachts not each cabin on them. Rate Includes: - Two Hour Morning Sail from 9:00 - 11:00 AM (Captain and Crew fees are included) - Continental Plus breakfast - Taxes are also Included A two hour morning sail is included and additional sailing time can be added on at $100.00 per hour. Our cabins are built for comfort with, down comforters and fine linens. Air Conditioning / Heat, TV/DVD, Satellite Radio are just a few of the amenities. A Continental Plus breakfast is included with the room rate. Ask about our first class dinner packages.

    Innkeeper Information

    The innkeepers speak:

    • English

    • German


    Features

    Type:

    • Boat

    Property Noted For:

    • Antiques/decor

    • Christian Travel

    • Excellent views

    • Family Travel

    • Gay / Lesbian Travel

    • Honeymoons

    • Luxury

    • Nature

    • Peaceful getaway

    • Romantic escape

    • Weddings

    Amenities

    Guest Room:

    • Air conditioning

    • Board games

    • CD player

    • Coffee/Tea facilities

    • DVD Player

    • Desk

    • Fridge

    • Hairdryer

    • Microwave

    • Private entrance

    • Radio

    • TV

    • Videos

    • Wet bar

    On Site:

    • Alarm clock

    • Amenities Basket

    Other Amenities:

    • Satellite Radio

    Visit B&B Site

  • No results at this time

    Visit B&B Site
  • Visit B&B Site

    Nightly Rate

    $700 - $900

    Policy

    Reservation Policy

    • Check in: 4:00 - 6:00 PM    Check out: 12:00 PM

    • Deposit amount required: 50% Deposit Rquired

    • Cancellations: 7 Day Cancellation Policy, see our FAQ page. www.windycitysailing.com/faq

    • Open all year round: N

    General Policies

    • Smoking allowed: Limited

    • Guest pets allowed: No

    • Drinking allowed: Yes

    • Drinks available: L

    • Suitable for children: Yes

    • Childcare provided: No

  • Breakfast

    • Type: Continental Plus

    • Serving location: Guest room

    Complimentary Perks

    • Fruit

    • Non-alcoholic Beverages

    Special meal options

    • Vegetarian

    Visit B&B Site

  • Location Type

    • Belmont Harbor

    • Lakeside

    City

    • Chicago

    • Directions to property:
      The WCS yachts are located in NORTH END of Belmont Harbor, on the North Side of Chicago. Our Vessels are located on the "G" Dock. Belmont Harbor is located about five miles north of downtown Chicago between Belmont and Addison Streets. Parking -During the week there is plenty of free parking available immediately adjacent to our docks. On weekends and after 12:00 PM on Fridays, paid parking is available. From the South, take Lake Shore Drive to the Recreation Drive exit, which is between the Belmont and Irving Park exits. (DO NOT EXIT AT BELMONT AVE., YOU WILL BE AT THE WRONG END OF THE HARBOR) After you exit at Recreation Drive, turn right at the stop sign and head south for about a quarter mile. You will see the harbor on the right hand side. We are located on G dock. From the West, take Irving Park and proceed under Lake Shore Drive. Follow Recreation Drive south for approximately 1 mile. You will see the harbor on the right hand side. We are located on G dock. From the North, take Lake Shore Drive and exit at Irving Park. Make a left under Lake Shore Drive. Follow Recreation Drive south for approximately 1 mile. You will see the harbor on the right hand side. We are located on G dock. Let us know if you have any questions. Phone -773.868.0096

    Airport

    • Chicago, IL (CHI-All Airports) 18 miles

    Area Attractions

    • Art Galleries

    • Beach

    • Concert venue

    • Gourmet/Fine Dining

    • Historical interests

    • Lake

    • Live Music

    • Movie Theater

    • Museum

    • Nature area

    • Wrigley Field - Home of the Chicago Cubs

    • Chicago Lakefront - An Amazing Place

    • Chicago Museum Campus

    • Picnic area

    • Religious Services

    • Zoo

    • Bicycle rental

    • Bicycle riding trails

    • Bird watching

    • Fishing

    • Sailing

    • Shopping

    • Sight-seeing

    • Swimming

    • Tennis courts

    • Tennis racket rental

    Visit B&B Site
    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Write a review

    Outstanding Time in Chicago

    About the reviewer

    • Between 26-35 years old

    • Frequently stays at B&Bs

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway

    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Windy City Sailing is totally worth the money spent. Edwina and Joe run a tip top operation and adding the Saturday night fireworks into the B&B was OUTSTANDING! A+ Griff D.

    Anniversary on the Lake!!!

    About the reviewer

    • Between 36-45 years old

    • Frequently stays at B&Bs

    • Typically stays in moderate lodging

    • Was travelling for a weekend getaway

    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    We had wanted to go on an out of town getaway to celebrate our 3rd anniversary, but with our schedules, we couldn't make it work, and then I found Windy City Sailing!!! I wasn't sure what to expect (never chartered a boat before), but the boat was beautiful and clean, and the captain was great - had everything ready for us, and was the picture of discretion ; ) There is nothing that can compare to music, champagne and starlight! Our overnight on the boat was more romantic than our honeymoon - and we didn't even leave town!!!

    Romance and Value are Key!

    About the reviewer

    • Between 36-45 years old

    • Frequently stays at B&Bs

    • Typically stays in moderate lodging

    • Was travelling for a weekend getaway

    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    The people at Windy City Sailing are wonderful not to mention their fantastic yacht. Windy City Sailing is a family run business and they are very proud of the service they offer. they yacht is spotless and very comfortable and the serivce we recieved was outstanding. The whole experience was VERY ROMANTIC and was worth the higher then average price. --Jen D (San Francisco)

    A truly incredible experience

    About the reviewer

    • Between 26-35 years old

    • First time staying at a B&B

    • Typically stays in premium lodging

    • Was travelling for an event

    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Thanks to Windy City Sailing and Josef, I had the most amazing evening of my life. I chose Nebula to be the site of my engagement and between the beautiful boat and the tremendous preparation and hospitality of Josef - including his willingness to assist me with a range of activities (from the best place to propose, to the wine and catering), I could not have asked for a better experience. I recommend Windy City Sailing across the board as it is a truly a first class operation with great people and a beautiful boat.

    Loved our onboard adventure!

    About the reviewer

    • Between 26-35 years old

    • Frequently stays at B&Bs

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway

    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    We had an amazing stay on this beautiful sailiboat - a very cool way to experience Chicago. The captain was great- we had the boat to ourselves until the morning sail. So looking forward to our next trip to Chicago...will definitely stay again!

    Visit B&B Site

 Nearby Cities

 Nearby States

Tell the innkeeper that sent you.