Charters

pcPrivateChartersPrivate Charters on Lake Michigan

 Our certified captains and crew will take you  cruising on a private charter along  the beautiful waters of Lake Michigan providing you with extraordinary views of the Chicago skyline. Whether you prefer to cruise and bask in the sunshine or enjoy the evening views of Chicago’s beautiful lakefront, your sailing experience will be relaxing and memorable. Our fellow sailors often use our services for engagement proposals, special date ideas, birthday celebrations, romantic anniversaries and moonlight sails. Whatever your needs, charter our boat and we will make your experience memorable.

Private Charter Rates

    • Weekday (Monday-Friday, 3 hr min) – $200/hour
    • Weekends (Saturday, Sunday & Holidays, 3 hr min) – $225/hour
Book online

Concerts in chicagoConcert Events at Northerly Island / Charter One Pavilion

Treat your party to a concert on Chicago’s Lakefront. We will sail your group down to Charter One Pavilion where you will witness the stunning surroundings that make this a perfect place to spend a summer night. Events range from rock concerts to family matinee events making Charter One Pavilion a great destination for everyone. Visit www.charteronepavilion.com for a schedule of events.

Concert Rates

  • Weekday (Monday-Friday, 3 hr min) – $200/hour
  • Weekends (Saturday, Sunday & Holidays, 3 hr min) – $225/hour

Events in chicagoChicago’s 2015 Summer Events

Chicago Provides you with quite possibly the greatest lakefront in the country. Summertime in Chicago is packed full of lakefront festivals and parties such as the Taste of Chicago, Jazz Fest, Blues Fest, Air and Water Show, the Race to Mackinac, WXRT Fireworks, July 4th Fireworks as well as Chicago’s weekly Wednesday and Saturday night fireworks. Chicago private boat charters with Windy City Sailing will make your occasion memorable!

Summer Event Rates

    • Weekday (Monday-Friday, 3 hr min) – $200/hour
    • Weekends (Saturday, Sunday & Holidays, 3 hr min) – $225/hour
    • July 4th Fireworks, Chicago Air & Water Show (4 hr min) – $300/hour
Book online

Navy Pier FireworksNavy Pier Fireworks

 Private firework cruises set sail every Wednesday and Saturday night throughout the summer. Your party will depart Belmont Harbor at approximately 7:30 PM and sail down to Navy Pier for fireworks on Lake Michigan. The fireworks typically go up at 9:30 PM on Wednesdays and 10:15 PM on Saturdays. You will have a premier view of the show set against the beautiful backdrop of Chicago’s skyline. We will bring your group back to Belmont Harbor at approximately 11:00 PM. Navy Pier Firework displays begin on Memorial Day and end on Labor Day weekend. Click here to view the Navy Pier firework schedule. The City of Chicago may extend the firework displays through the month of September.

Firework Rates

    • Wednesday Night Fireworks – $225/hour (3.5 hours cruise)
    • Saturday Night Fireworks – $250/hour (4 hours cruise)
    • July 4th Fireworks – $300/hour  (4 hour cruise)
Book online

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