Sailing gained popularity during the mid '90s, when many rappers wrote songs about crossing large bodies of water using only a baggy T-shirt as the sail and killer flow as wind. Carry on the tradition of keeping it real on the water with todays Groupon: for $130, you get two seats on a two-and-a-half-hour sail (a $260 value) from Chicago Sailboat Charters. Aquatic adventures depart Belmont Harbor at 7 p.m. MondayThursday and at 9 a.m. on Saturday and Sunday.
CSCs experienced captains guide semi-private tours on a fleet of sailboats, two of which are new additions that measure 3042 feet and were built by nondrunken sailors to ensure a safe and authentic journey. During a weekday nighttime sail, you and a comrade can glide along the darkened waters while admiring the lights shining from Chicago's landmarks, neighborhoods, and Great-Fire reenactments. Or, opt for a weekend-morning sail to swap a daily caffeine injection for invigorating views of Lake Michigan's shimmering water and stray moonbounces. The tours seat up to six, so grab a friend and four strangers, make a reservation, and hit Mother Earth's liquidy skin. Sail before June 5 to have the amusement tax waived. Customers who sign up for the newsletter before May 15 get a $25 credit toward any upgrade, $10 credit for any cancellation fees, and a lifetime supply of quiet satisfaction.
Although Chicago Sailboat Charters sometimes offers discounts, this Groupon still presents the best deal.
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