Purchase Sailing Raffle Tickets Tickets: $10 for 1 or $20 for 3 On sale now until July 6th midnight Enter to win a private two-hour Chicago lakefront sail for up to six people (boat seen here). Winner selected at the 1416 Guest Bartending event on July 7th between 5pm-7pm. Event Address: 14 Calendar Avenue, La Grange. More information about the event below. Choice of a sunset timeframe seen here. Cruise coordinated through Two Brothers Sailing Adventures in Chicago.