Standup-Paddleboard Rental for One or Two from Chicago SUP (Up to 50% Off). Four Options Available.

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Up to 50% Off

Customer Reviews

327 Ratings

It was an amazing experience. The instructor was great and we had a fun time!
Glaubert Q. · September 29, 2017
This was a lot of fun! The location at North Avenue Beach has a bit of a choppy water situation though when a lot of boats are out, which makes it difficult to balance on the board.
Molly Q. · August 30, 2017
They were extremely flexible and nice, and the owner even let us "un-redeem" our Groupon to use the next weekend since we had bad weather on our day. Would definitely recommend Chicago SUP
Allie B. · August 23, 2017

What You'll Get


Choose from Four Options

Valid Sunday from 4 p.m. to Friday until 12 p.m.:

  • $32 for a two-hour paddleboard rental for one ($60 value)
  • $64 for a two-hour paddleboard rental for two ($120 value)

Valid Monday–Thursday:

  • $30 for a two-hour paddleboard rental for one ($60 value)
  • $60 for a two-hour paddleboard rental for two ($120 value)

Groupon customers can add a lesson with in-water instruction at the time of redemption for $25. Life jackets and paddles are included. Best calm water conditions are in the morning. Last call for two-hour rentals is 5:30 p.m. This Groupon is not valid July 3 or August 17–21.

The Fine Print


Promotional value expires Aug 31, 2016. Amount paid never expires. Limit 1 per person, may buy 1 additional as gift. Valid only for option purchased. Not valid on Saturdays. Not valid on Federal Holidays. Not valid on holiday weekends or special events. Not valid 7/3 and 8/17-8/21. Lessons are highly recommended for first time paddlers. Lessons can be added at the time of redemption for a special Groupon rate of an additional $25 per person. No reservations. First come, first serve only. Last boards on the water before 5:30pm. Must wait 24 hours after time of purchase to redeem the voucher. Cannot be used in combination with promo codes. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

About Chicago SUP


Ian Jacobson, the founder of Chicago SUP and Wakeboard Chicago, grew up on the Lake, and started his board-top paddling program after his passion for the sport ignited during a trip to Hawaii. His love for the low-impact activity also feeds his interest in its safety; as he spreads awareness of the sport, he makes sure customers know when it's safe to venture out into calm or choppy water. Many staffers are equipped with official training in first aid and CPR as well as unofficial training in blowing bubbles. Some of the team honed their boarding skills on the waves of California and Hawaii, and several boast a background in stand-up paddleboard yoga and fitness instruction.

Dubbed "the epicenter for the paddle community in Chicago" by Chicago Now, Chicago SUP ignites Jacobson's passion for the sport of standup paddleboarding in others with rentals and instruction atop calm waters boasting sweeping skyline views. As shoulders, backs, and arms work to propel the boards forward under his instruction, the core engages to keep balance on the board, resulting in a full-body workout enlivened with the pleasure of sunny skies and the thrill of submarine sightings in Lake Michigan. The company was featured on NBC Chicago's 1st Look and in the Chicago Tribune, grabbing Jacobson attention for pioneering the relaxing full-body workout in the Midwest, as well as for their innovative board-top yoga classes (SUPyo) and SUPFit classes.

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.