Semi-Private Sailboat Charters


Semi-Private Sailboat Charters First-Class Sailing for 2 – $199

Wed and Sat Fireworks as well as other upgrades are frequently available.

 Morning Sails

2018: May 13 – Sep 16 (Sat/Sun)- 9am (times may vary)

Sunset Sails

May 16 – Jul 22 – (M/Tu/Th/Su) : 7pm (times may vary)
Jul 25 – Sep 15 – (M/Tu/Th/Su) : 6:30pm (times may vary)

First-Class sailing

One of our beautiful sailboats.

Chicago Sailboat Charters offers Semi-Private sails so that groups of 2 or 4 can share a First-Class sailboat on an economy class budget. We put small groups together to share our fantastic sailboats that are 36′-39′ long, and limit the group sizes to 6. These boats can easily hold 8-10 people more than comfortably, so you know you will be cruising in comfort and style.
All Semi-Private sails are 2 hours (fireworks upgrades are 3 hours), and take place Saturday, Sunday, and many Holiday Mornings, as well as Monday, Tuesday, Thursday, and Sunday evenings for sunsets. Some other sailings, such as weekend afternoons and evenings, Friday nights, and Wednesday and Saturday fireworks, are offered when available.

Children must be at least 12 years old to sail on semi-private sails (unless you are a group of 6 – which means only your group is on the boat, in which case you must have at least 1 adult per child under 12 in your group). Seats are only sold in multiples of 2.

2019 Semi-Private Season: May 15 through Sep 15 (may not be offered 7/3-5, 8/17-18)

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