Windy City Sailing

Windy City Sailing

(2 ratings)

Up to 17% Off
2 ratings
Give as a Gift
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What You'll Get


The Deal

  • $499 for a three-hour BYOB sailing cruise for up to six on a luxury yacht (a $600 value)

See the company’s FAQ page for more information. Click here to learn more about the boat.

The Fine Print


Promotional value expires Sep 30, 2016. Amount paid never expires. Must sign waiver. Subject to weather. Reservation required. Subject to availability. Merchant's standard cancellation policy applies (any fees not to exceed Groupon price). Limit 1 per person, may buy 1 additional as gift. Limit 1 per visit. Valid for charters Mon-Fri. Not valid for Fireworks charters, special events or holidays. No pets allowed Must be 21 to consume alcohol. Not valid in combination with promo codes. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts.

About Windy City Sailing


There are lots of ways to travel Chicago, but by water has to be the most glamorous. Windy City Sailing opens up that pathway with a fleet of sailing yachts that meander up and down Lake Michigan's shoreline, offering one-of-a-kind views of the city's famous skyline. Read on for more details.

  • The captains: Josef, Gentre, and Mike, all of whom are licensed by the United States Coast Guard.
  • The yacht: Nebula, a 40-foot sailing yacht.
  • The charters: Your options include personal and private voyages suitable for friends, family, clients, or five random strangers who looked like they needed a treat.

Windy City Sailing

Kids Activity, Kid Sport, Sport & Outdoor, Sailing
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.