$99 for a Three-Hour Introductory Sailing Lesson from Go Sailing Chicago ($300 Value)

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Up to 67% Off

Customer Reviews

14 Ratings

It was very fun!
Patricia S. · September 20, 2012
Greatest experience ever!
Matthew T. · August 15, 2012
Highly recommend this groupon. Had a great captain that was very knowledgeable, great way to understand the basics of sailing.
Colleen G. · June 6, 2014

What You'll Get


Sailing lessons teach you to navigate choppy waters or awkward conversations during unnaturally still waters. Weather any storm with this Groupon.

$99 for a Three-Hour Sailing Lesson (a $300 Value)

Licensed, certified instructors lead a maximum of four people per lesson through basic sailing skills such as trimming and shaping the sail, tying knots, terminology, and etiquette. Students learn on a Catalina 30 or Frers 33 sailboat, known for its speed and outfitted with oversize equipment for easier handling. Lessons are held from 6:30 p.m. to 9:30 p.m. on Monday, Tuesday, and Thursday and launch from DuSable Harbor or Monroe Harbor. Visit the FAQ page to see the rules and recommendations on what to bring. Buyers of today's deal also receive $100 off the four-day sailing 101 course.

This program is not certified by the ASA.

Go Sailing Chicago

Gliding across Lake Michigan, the sailing party watches the sun sink beneath the Chicago skyline. As the last rays fade from view, the city's skyscrapers throw their light onto the lake's surface. The captain steers the ship past Grant Park and Millennium Park, and then veers out toward Navy Pier, where the ship's passengers find a prime viewing spot for the Saturday-night fireworks show.

In addition to charters like these, the captains of Go Sailing Chicago—all holding US Coast Guard Master Captain licenses and certifications from the American Sailing Association and US Sailing—furnish beginner through advanced sailors with sailing gloves and life jackets before leading hands-on instruction in proper seamanship. Launching from DuSable and Monroe Harbor, and sometimes other points along the lakeshore, Go Sailing Chicago's four-boat fleet meets or exceeds the safety standards set down by the USCG and the most persnickety of ship-in-a-bottle builders.

The Fine Print


Promotional value expires Oct 1, 2012. Amount paid never expires. Limit 1 per person, may buy 5 additional as gifts. Limit 1 per visit. Reservations required by email 2 weeks in advance; subject to availability and weather. Must reserve by 8/15/12. 1-week cancellation notice required or fee up to Groupon price may apply at appointment. Must be 18 or older. 250lb weight max. Must sign waiver. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

About Go Sailing Chicago


Gliding across Lake Michigan, the sailing party watches the sun sink beneath the Chicago skyline. As the last rays fade from view, the city's skyscrapers throw their light onto the lake's surface. The captain steers the ship past Grant Park and Millennium Park, and then veers out toward Navy Pier, where the ship's passengers find a prime viewing spot for the Saturday-night fireworks show.

In addition to charters like these, the captains of Go Sailing Chicago—all holding US Coast Guard Master Captain licenses and certifications from the American Sailing Association and US Sailing—furnish beginner through advanced sailors with sailing gloves and life jackets before leading hands-on instruction in proper seamanship. Launching from DuSable and Monroe Harbor, and sometimes other points along the lakeshore, Go Sailing Chicago's four-boat fleet meets or exceeds the safety standards set down by the USCG and the most persnickety of ship-in-a-bottle builders.

By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.