Windward Watersports


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In a Nutshell

  • Jeff Tobias, master instructor & professional kiteboarder
  • One of the only certified kiteboarding schools in Oahu

The Fine Print

Promotional value expires Feb 9, 2012. Amount paid never expires. Limit 1 per person. Valid only for option purchased. Reservation required. Cancellation policy applies. Must be 13 or older, under 18 must have parental signature on waiver. No cash back. No cash value. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Hawaiian culture has been closely tied with the ocean since Polynesian settlers first paddled to the islands in dolphin chariots instead of flying. Make waves like your forefathers with today's Groupon for water-sport lessons and rentals at Windward Watersports in Kailua. Watermen and women can choose between two options:

Windward Watersports, home to one of the only certified kiteboarding schools on Oahu and professional kiteboarder Jeff Tobias, feeds wave-hungry visitors a steady diet of water-sport thrills on kiteboards, sea kayaks, and surfboards. Beginners steam toward an off-shore sandbar to safely launch into a kiteboard lesson with a certified instructor on a two-way radio helping novices navigate the warm crystal waters and grasp the kiteboarding basics, such as how to set up a four-line inflatable kite, kite theory and the wind window, and how to ensure heirloom swimsuits remain in the family using the double-knot technique. Waterbugs wishing to explore the rolling spray via the self-guided kayak eco-tour will take in a host of native coral, birds, turtles, and if lucky, a glimpse of the rare endangered monk seal. Kayak rental also includes paddle, safety vest, and the combination to Davy Jones' locker.

Customer Reviews

The guide, Arial, was extremely pleasant, knowledgeable of the plants, and would point out plants of interest and explain the significance I definitely suggest taking the earliest tour. We had the trail to ourselves on the way up, but encountered some congestion in narrow passages; even given this situation, everyone was friendly and courteous. It was a good way to start the day.
Kathleen F. · January 14, 2017
Excellent, prompt and knowledgeable service. Conveniently located and a perfect experience!
Chuck H. · September 18, 2016
They are awesome! Helped us strap on the kayaks and told us exactly where to park and take off from! Had such a great day. Great service!
Jacquelyn M. · August 10, 2016
Merchant Location Map
  1. 1


    35 Kainehe St.

    Kailua, Hawaii 96734


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