Oakville Yacht Squadron

sailingschooldirector@oysqn.com 905-338-9379

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Wet Feet - 2 Week Sessions

For individuals 7-9 years old

No prerequisites required


The OYS Wet Feet program provides a safe, fun, and exciting introduction to sailing. We recommend this program for kids 7 years old to 9 years old. Our program introduces these young sailors to fundamental sailing skills including balancing the boat, steering, rigging and de-rigging the boat and tacking. The Wet Feet program makes use of our extremely stable fleet of Optimist dinghies. For a balanced program, kids can expect their days to be filled with games and activities to compliment their newly learned sailing knowledge. This program is offered as a one or two week session - this is the two week session.


All participants will recieve a free t-shirt with their registration!


This is the 2-week session. Offered Monday through Friday throughout July and August running from 9:00am to 3:30pm. Extended camp hours are available for purchase below.

Session 2: Two weeks of Wet Feet - July 15th.to July 26th 2024

must be born on or before December 31, 2017

Session 3: Two weeks of Wet Feet - July 29th to August 9th 2024

must be born on or before December 31, 2017

Session 4: Two weeks of Wet Feet - August 12th to August 23rd 2024

must be born on or before December 31, 2017
Wet Feet - 1 Week Sessions

For individuals 7-9 years old

No prerequisites required


The OYS Wet Feet program provides a safe, fun, and exciting introduction to sailing. We recommend this program for kids 7 years old to 9 years old. Our program introduces these young sailors to fundamental sailing skills including balancing the boat, steering, rigging and de-rigging the boat and tacking. The Wet Feet program makes use of our extremely stable fleet of Optimist dinghies. For a balanced program, kids can expect their days to be filled with games and activities to compliment their newly learned sailing knowledge. This program is offered as a one or two week session. This is the one week session.


All participants will recieve a free t-shirt with their registration!


This is the 1-week session. Offered Monday through Friday throughout July and August running from 9:00am to 3:30pm. Extended camp hours are available for purchase below.

Session 4: One week of Wet Feet - July 22nd to July 26th 2024

must be born on or before December 31, 2017

Session 5: One week of Wet Feet - July 29th to August 2nd 2024

must be born on or before December 31, 2017

Session 6: One week of Wet Feet - August 5th to August 9th 2024

must be born on or before December 31, 2017

Session 7: One week of Wet Feet - August 12th to August 16th 2024

must be born on or before December 31, 2017

Session 8: One week of Wet Feet - August 19th to August 23rd 2024

must be born on or before December 31, 2017
CANSail 1/2 - 2 Week Sessions - Junior

For individuals 9-12 years old

No prerequisites required


The CANSail 1 & 2 introductory program focuses on fun, safety and fundamental sailing skills. Sailors will learn skills including boat balance, sail trim, heading up, tacking, gybing, leadership, knots, basic weather patterns, docking and sailing terminology. These skills are creatively crafted into fun and unique lessons by our team of qualified and experienced instructors both on and off the water. The CANSail 1/2 program is taught in our fleet of RS Fevas and Quests; these vessels are known for their stability on the water, and easy maneuverability; excellent learning vessels. Programs is offered as a two week session. 


All participants will recieve a free t-shirt with their registration!


This is the 2-week session. Offered Monday through Friday throughout July and August running from 9:00am to 3:30pm. Extended camp hours are available for purchase below.




Due to high demand, all CANSAIL 1/2 JUNIOR PROGRAMS HAVE REACHED CAPACITY. We invite you to join the waitlist for your desired session. We understand that summer is a busy time for all of our families. Should space become available in the program, someone from our team will reach out to you to confirm you would still like the space before enrolment.

Session 2: Two weeks of CANSail 1/2 - July 15th to July 26th 2024

must be born on or before December 31, 2015

Session 3: Two weeks of CANSail 1/2 - July 29th to August 9th 2024

must be born on or before December 31, 2015

Session 4: Two weeks of CANSail 1/2 - August 12th to August 23rd 2024

must be born on or before December 31, 2015
CANSail 1/2 - 1 Week Sessions - Junior

For individuals 9-12 years old

No prerequisites required


Please note that 1 week CANSail 1/2 sessions are only offered in the last two weeks of August.


The CANSail 1 & 2 introductory program focuses on fun, safety and fundamental sailing skills. Sailors will learn skills including boat balance, sail trim, heading up, tacking, gybing, leadership, knots, basic weather patterns, docking and sailing terminology. These skills are creatively crafted into fun and unique lessons by our team of qualified and experienced instructors both on and off the water. The CANSail 1/2 program is taught in our fleet of RS Fevas and Quests; these vessels are known for their stability on the water, and easy maneuverability; excellent learning vessels. We are offering a 1week session at the end of the summer for participants who want to brush up on their sailing skills, or work towards completing their level.


All participants will recieve a free t-shirt with their registration!


This is the 1-week session. Offered Monday through Friday in the last two weeks of August running from 9:00am to 3:30pm. Extended camp hours are available for purchase below.

Session 1: One week of CANSail 1/2 - August 12th to August 16th 2024

must be born on or before December 31, 2015

Session 2: One week of CANSail 1/2 - August 19th to August 23rd 2024

must be born on or before December 31, 2015
CANSail 1/2 - 2 Week Sessions - Senior

For individuals 13-18 years old

No prerequisites required


The CANSail 1 & 2 introductory program focuses on fun, safety and fundamental sailing skills. Sailors will learn skills including boat balance, sail trim, heading up, tacking, gybing, leadership, knots, basic weather patterns, docking and sailing terminology. These skills are creatively crafted into fun and unique lessons by our team of qualified and experienced instructors both on and off the water. The CANSail 1/2 program is taught in our fleet of RS Fevas and Quests; these vessels are known for their stability on the water, and easy maneuverability; excellent learning vessels. Program is offered as a two week session. 


All participants will recieve a free t-shirt with their registration!


This is the 2-week session. Offered Monday through Friday throughout July and August running from 9:00am to 3:30pm. Extended camp hours are available for purchase below.

Session 2: Two weeks of CANSail 1/2 Senior - July 15th to July 26th 2024

must be born on or before December 31, 2011

Session 3: Two weeks of CANSail 1/2 Senior - July 29th to August 9th 2024

must be born on or before December 31, 2011

Session 4: Two weeks of CANSail 1/2 Senior - August 12th to August 23rd 2024

must be born on or before December 31, 2011
CANSail 3/4 - 4 Week Session

For individuals 12-18 years old

Prerequisites: CANSail 2 certificate


CANSail 3 & 4 progressively builds and develops the skills in CANSail 1 & 2, with a focus on keeping the sailor engaged with appropriate learning opportunities. The CANSail 3 & 4 program is privileged to use our large fleet of 420 dinghies. The 420 dinghies are performance boats sailed double handed being stabile at higher speeds and a modest sail area make this vessel ideal for racing. This program focuses on teamwork, boat balance and steering in various conditions, appropriate sail trim for accelerating and stopping, sailing upwind, rounding marks via gybing and tacking, tactics and strategy in regatta participation and seamanship. Our instructors develop engaging lessons that help to build these skills whilst providing an exciting day of on the water sailing activities. CANSail 3/4 is exclusively offered a a 4-week session; at the upper level of programming it does take longer to develop the skills need to achieve your sailing level.


All participants will recieve a free t-shirt with their registration!


In this program, there is a requirement for local regatta participation. Regatta participation is a highlight for our sailors in this program, and parental support is needed for chaperoning, hauling trailers, travel planning and regatta assistance. Please note that regatta fees and travel expenses are not included in the program fee, however, coaching will be provided at regattas. 


CANSail 3/4 is offered as a 4-week session Monday to Friday during July or August running from 9:00am to 3:30pm. Extended camp care is also available for purchase below.

Session 1: One Month of CANSail 3/4 - July 1st to July 26th 2024

must be born on or before December 31, 2012

Session 2: One Month of CANSail 3/4 - July 29th to August 23rd 2024

must be born on or before December 31, 2012
Opti Learn to Race

For individuals 10-14 years old and maximum 110 pounds

Prerequisites: CANSail 1 Certificate

Participants must charter Opti from OYS or bring their own Opti (storage during the session is included)


Limited number of charters are available through OYS, please click here to purchase your Opti charter.


In the OYS Opti Learn to Race program, sailors will be working to achieve their CANSail 2 & 3. The Opti racers continue to develop their skills by introducing a new racing aspect. Sailors will learn leadership, boat balance and steering in various conditions, hiking, appropriate sail trim for desired destination including accelerating and stopping, sailing upwind, rounding marks via gybing and tacking, and race tactics and strategy; all with a focus surrounding racing. Sailors in this program are required provide their own Optimist dinghy, charters are available through the OYS Sailing School. We recommend this program for sailors 9 thorough 14 years old, with a maximum weight of 110 pounds.


All participants will recieve a free t-shirt with their registration!


The Oakville Yacht Squadron is a sailing centre of excellence for racers in the GTA. To maintain this level of excellence, a higher level of commitment from our racers and parents is required. Regatta participation is a highlight for our sailors in this program and parental support is required by way of chaperoning, hauling trailers, travel planning and regatta assistance. Please note that regatta fees and travel expenses are not included in the program fee. Coaching will be provided at regattas.


Opti Learn to Race is offered in 4-week sessions in July or August, Monday to Friday, 9:00am-3:30pm. Extended camp care is available for purchase below.

Session 1: Opti Learn to Race - July 1st to July 26th 2024

Session 2: Opti Learn to Race - July 29th to August 23rd 2024

Opti Race Team

For individuals 9-14 years old and maximum 110 pounds

Prerequisites: CANSail 2 Certificate

Must supply own boat for the program, program fee includes summer storage


In the OYS Opti Race program, sailors will be working to achieve their CANSail 4. The Opti racers continue to improve their skills through more competitive racing. Sailors will continue to learn and improve their leadership, boat balance and steering in various conditions, hiking, appropriate sail trim for desired destination including accelerating and stopping, sailing upwind, rounding marks via gybing and tacking, and race tactics and strategy; all with a focus surrounding racing. Sailors in this program are required provide their own Optimist dinghy. We recommend this program for sailors 9 thorough 14 years old, with a maximum weight of 110 pounds.


The Oakville Yacht Squadron is a sailing centre of excellence for racers in the GTA. To maintain this level of excellence, a higher level of commitment from our racers and parents is required. Regatta participation is a highlight for our sailors in this program and parental support is required by way of chaperoning, hauling trailers, travel planning and regatta assistance. Please note that regatta fees and travel expenses are not included in the program fee. Coaching will be provided at regattas.


Junior sailors enrolled in the Opti Race Program must provide their own boat. Charters are not available for the Opti Race Program from OYS.


All participants will recieve a free t-shirt with their registration!


Offered as an 8-week session in July and August, Monday to Friday, 9:00am-3:30pm. Extended camp care is available for purchase below.

Summer Session - July 1st to August 23rd 2024

Double Handed Race Team

Prerequisites: CANSail 4 Certificate

Must charter boat from OYS or supply own boat for the program, program fee includes summer storage


Limited number of charters are available, please click here to purchase your 420 charter.


In this program, the advancing sailors’ skills are enhanced and applied to sailing faster and competitively. Sailors will be working towards completing their CANSail 5 & 6. These enthusiastic sailors will experience more challenging training sessions while mastering and combining previously learned skills in a race focused environment. This program focuses on fine tuning the sailors’ sailing proficiency. Sailors will learn imperative racing skills including optimal body position in all conditions, powering up and depowering using sail controls, sheeting and steering, tactical mark rounding, gybing and tacking in all conditions, and stopping and starting on a line. Sailors in this program are required provide their own 420 dinghy, whether owned or privately chartered. Summer storage is included in the registration fee. 


The Oakville Yacht Squadron is a sailing centre of excellence for racers in the GTA. To maintain this level of excellence, a higher level of commitment from our racers and parents is required. Regatta participation is a highlight for our sailors in this program and parental support is required by way of chaperoning, hauling trailers, travel planning and regatta assistance. Please note that regatta fees and travel expenses are not included in the program fee. Coaching will be provided at regattas.


All participants will recieve a free t-shirt with their registration!


This program is offered as an 8-week summer session in July and August running Monday through Friday from 9:00am to 3:30pm. Many regattas occur on the weekend, which may alter the the weekday programming to ensure rest days for our athletes.


Spring training will occur in May and June, dependent on registration numbers and scheduled based on participant availability.

Double Handed Race Team Summer Session

Laser Race Team

Prerequisites: CANSail 4 Certificate

Must supply own boat for the program, program fee includes summer storage

Limited Laser charters available through OYS for first year participants, click here to purchase charter.


In this program, the advancing sailors’ skills are enhanced and applied to sailing faster and competitively. Sailors will be working towards completing their CANSail 5 & 6. These enthusiastic sailors will experience more challenging training sessions while mastering and combining previously learned skills in a race focused environment. This program focuses on fine tuning the sailors’ sailing proficiency. Sailors will learn imperative racing skills including optimal body position in all conditions, powering up and depowering using sail controls, sheeting and steering, tactical mark rounding, gybing and tacking in all conditions, and stopping and starting on a line. Sailors in this program are required provide their own Laser dinghy, whether owned or privately chartered. Summer storage is included in the registration fee.


The Oakville Yacht Squadron is a sailing centre of excellence for racers in the GTA. To maintain this level of excellence, a higher level of commitment from our racers and parents is required. Regatta participation is a highlight for our sailors in this program and parental support is required by way of chaperoning, hauling trailers, travel planning and regatta assistance. Please note that regatta fees and travel expenses are not included in the program fee. Coaching is provided at regattas.


All participants will recieve a free t-shirt with their registration!


This program is offered as an 8 week summer session in July and August running Monday through Friday from 9:00am to 3:30pm. Many regattas occur on the weekend, which may alter the the weekday programming to ensure rest days for our athletes.


Spring training will occur in May and June, dependent on registration numbers and scheduled based on participant availability. Fall training will occur in September and October, dependent on registration numbes and scheduled based on participant availability.

Laser Summer Session

Extended Care

Available for sailors who need to be dropped off or picked up outside of our regular hours. The OYS Sailing School Program is flexible for those guardians who need to take some extra time. Extended hours in the morning will begin at 8:00 AM and in the afternoon be offered from 3:30 – 5:00 PM.

Session 4: Extended Care - July 22nd to July 26th 2024

Session 5: Extended Care - July 29th to August 2nd 2024

Session 6: Extended Care - August 5th to August 9th 2024

Session 7: Extended Care - August 12th to August 16th 2024

Session 8: Extended Care - August 19th to August 23rd 2024

Adult Dinghy Sailing Lessons - Introduction

For individuals 16+ years old

No prerequisites required 


The OYS Sailing School follows the CANSail Learn to Sail Program. Whether you are looking to try something new, learn to sail, or want to buy a boat in the future, this is the place to start. Adult programs are taught in our dinghy class of RS Quests, accommodating up to 3 adults in each boat.  This program provides a safe and enjoyable introduction to sailing and boating. The program is designed to teach the basics of dinghy sailing at CANSail level 1 including boat balance, sail trim, heading up, tacking, gybing, leadership, knots, basic weather patterns, docking and sailing terminology. These skills are taught through unique lessons by our team of qualified and experienced instructors. CANSail certificates are awarded upon successful completion of a set of practical skills and demonstrated knowledge.


All participants will recieve a free t-shirt with their registration!


Sessions are offered on Monday and Wednesday evenings from 5:00pm to 8:30pm for a period of two weeks.

(4 classes - 14 hours of on-water experience).

$650.00
plus HST(13%)
add to cart ...

Session 5: July 22nd, July 24th, July 29th and July 31st

must be born on or before January 01, 2008
Adult Dinghy Sailing Lessons - Advanced

For individuals 16+ years old

Prerequisites: CANSail 1 certificate


The OYS Sailing School follows the CANSail Learn to Sail Program. 


This program builds on our CANSail 1 level dinghy program and helps sailors to continue to develop their knowledge and sailing skills with more advanced training. Adult programs are taught in our dinghy class of 420s, accommodating 2 adults in each boat. The CANSail 2 program faces of teaching sailors to adjust their bodies and boats for changes in direction and wind speed while sailing, and to perform boat-handling maneuvers in a controlled manner while in a controlled setting. These skills are taught in both classroom and on-water practice by our qualified and experienced instructors. CANSail certificated are awarded upon successful completion of a set of practical skills and demonstrated knowledge at a CANSail 2 level.


All participants will recieve a free t-shirt with their registration!


Sessions are offered on Monday and Wednesday evenings from 5:00pm to 8:30pm for a period of two weeks

(4 classes - 14 hours of on-water experience).

$725.00
plus HST(13%)
add to cart ...

Session 2: August 5th, August 7th, August 12th and August 14th

must be born on or before January 01, 2008

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