Okauchee Lake Sailing School

Okauchee Lake Sailing School Classes are open to all youth regardless of race, color or creed.

Okauchee Lake Sailing School in a nonprofit organization committed to encouraging, developing, promoting and fostering amateur sailing and yacht racing on Okauchee Lake and across the United States. Encourage, develop, promote, and foster amateur yachting and yacht racing in the inland lakes of the US by providing professional instruction for students wishing to become recreational sailors and lea

rn basic sailing and water safety skills, and;

Support and develop amateur athletes for national or international competition in sailing by providing professional coaching for athletes striving to become competitive sailors and learn advanced skills, tactics, strategy and racing psychology

The Okauchee Lake Sailing School is organized exclusively to foster national sports competition as defined under sections 501(c)(3).

Looking forward to seeing you there!
05/29/2026

Looking forward to seeing you there!

Sailing isn't just for kids! 🙋 OLSS is offering adult sailing lessons this summer — a perfect opportunity for beginners ...
05/27/2026

Sailing isn't just for kids! 🙋 OLSS is offering adult sailing lessons this summer — a perfect opportunity for beginners or returning sailors to build confidence on the water. Grow the fleet, grow the community. More info at okaucheesailing.org or reach out to [email protected]

Summer will be here before you know it ☀️ — and OLSS classes fill up fast! Whether your sailor is just starting out or r...
05/22/2026

Summer will be here before you know it ☀️ — and OLSS classes fill up fast! Whether your sailor is just starting out or ready to race, there's a spot for them this summer. Don't miss out. Register today at okaucheesailing.org

Attention competitive sailors! 🥇 OLSS's opti racing program gives young sailors the tools to compete at regional and nat...
05/20/2026

Attention competitive sailors! 🥇 OLSS's opti racing program gives young sailors the tools to compete at regional and national regattas. Sports psychology, tactical thinking, sportsmanship — we develop the whole sailor. Registration open at okaucheesailing.org

Did you know our new Director has sailed across the Pacific Ocean? 🌏 Tadhg Barrett has taught sailing on multiple contin...
05/18/2026

Did you know our new Director has sailed across the Pacific Ocean? 🌏 Tadhg Barrett has taught sailing on multiple continents, established sailing schools from scratch, and coached youth sailors at every level. Now his home port is Okauchee — and we're excited to have him!

05/16/2026

Welcome aboard to the OLSS Summer 2026 sailing season!

We are thrilled to have you and your families join us for the upcoming sailing season. Whether you’re a returning sailor or stepping onto a boat for the first time, we’re committed to making this year your best one yet on the water.

Our goal this season is to foster a love for the sport, sharpen your technical skills, and—most importantly—ensure everyone stays safe while having a blast.

Pre-Season OLSS Parent/Guardian Orientation
Before we hit the water, we’d like to invite you to our Orientation Meeting. This is a great opportunity to meet the leadership team, review our safety protocols, and get a feel for the curriculum.

Date: Sunday, May 17, 2026

Time: 4-6pm

Location: Okauchee Lake Sailing School (W340 N6338 Breezy Point Rd, Oconomowoc, WI 53066)

OLYC/OLSS Open House
Stay tuned for more information about an OLYC/OLSS Open House and cookout on Friday, May 29, from 5-7pm. Stay tuned for more information about that!

Any questions? Please don't hesitate to reach out! Thank you for being part of our sailing community - we're all looking forward to a wonderful season together on the water!

Sincerely,

Tadhg

(Pronounced like "Tig-er" without the "er" sound)

Tadhg Barrett
Executive Sailing Director
Okauchee Lake Sailing School

[email protected]

Send a message to learn more

Kinderpram classes are filling fast! Designed for ages 4-6, these parent + child classes are a great introduction to sai...
05/15/2026

Kinderpram classes are filling fast! Designed for ages 4-6, these parent + child classes are a great introduction to sailing for our younger students. Emphasis on fun, while learning about wind and sailboats. ⛵️Come spend Friday evenings by the water!

Calling all young adventurers! 🌊 Our Learn to Sail classes for ages 7 and up are back for 2026! These foundational class...
04/27/2026

Calling all young adventurers! 🌊 Our Learn to Sail classes for ages 7 and up are back for 2026! These foundational classes are where Okauchee sailors are born. Small groups, expert instruction, and a whole lot of fun on the water. Spots are limited — register today at okaucheesailing.org! Link in bio.

Meet Tadhg! 🙌 From delivering sailboats across the Pacific Ocean to building sailing schools in Ireland and Australia — ...
04/24/2026

Meet Tadhg! 🙌 From delivering sailboats across the Pacific Ocean to building sailing schools in Ireland and Australia — we’re excited to bring that experience right here to Okauchee. Meet & Greet details coming soon!

BIG NEWS, Okauchee! 🌊⛵ After 40+ years, OLSS is proud to introduce our very first Executive Director — Tadhg Barrett (pr...
04/22/2026

BIG NEWS, Okauchee! 🌊⛵ After 40+ years, OLSS is proud to introduce our very first Executive Director — Tadhg Barrett (pronounced like TIGER without the ER)! This is a landmark moment for our program and our community. The next chapter of sailing on Okauchee starts NOW. Stay tuned — more info coming this week!

Address

W340N6338 Breezy Point Road
Oconomowoc, WI
53066

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