Hi, I'm Evan — a Sail Canada educator and coastal skipper with 14 years on the water and four years as a professional coach.
My approach blends technical sailing education with a feel-based, supportive style rooted in my hospitality background. The goal is simple: create a calm, capable learning environment where you build real confidence.
In 2025, I logged 3,000 offshore nautical miles, sailing our boat from Lake Ontario to the Exumas. That passage experience shapes how I teach. We focus on decision-making in real conditions, small crew dynamics, and skills you will actually use — not theory that stays in a textbook.
Courses are run on a modern, well-equipped vessel with intentionally small class sizes. You will stand watch. You will handle lines. You will make calls. You will leave knowing you can take the helm and think clearly under pressure.
Whether your goal is weekend cruising in Prince Edward County, chartering in the Caribbean, or preparing for your own offshore passage, you will gain practical tools in a structured, supportive setting.
After a season teaching in warmer waters, we are back in Prince Edward County starting May long weekend.
If sailing is on your horizon this year, now is the time to claim your spot.
Scroll on to see what we have to offer and choose your next adventure.
Choose Your Adventure
Learn to Cruise
Our cruising programs are designed for novice to intermediate level sailors. Whether you are looking to become a competent crew member or a skipper of your own vessel, we will get you to your goals!
Our 2-day introductory course will have you confidently handling a keelboat. This course covers the basics in a focused 2-day format. Our curriculum follows the Sail Canada Instructor guidelines.
June 13-14 3 seats left
July 18-19
August 29-30
The basic cruise is the 4-day deeper dive into day sailing. A 4-day course that covers theory and practical skills to become a competent sailor. If you are looking to develop real confidence on the water, this is for you.
June 5-8 2 seats left
July 3-6
August 21-24
An intermediate course is offered where you'll spend 5-7 days with your instructor and gain real hands-on experience on multi-day passages. This is your stepping stone to an independent sailing life.
June 21-26 1 spot left
July 12-17
August 9-14
Sailing Experiences
Not looking for a course? Our sailing experiences are the perfect way to get on the water — from afternoon sails to private full-day experiences with provisioning add-ons. No experience needed.
On the Airwaves
Last Summer, we had the pleasure to speak with Jack MacCool at County FM 99.3 about what we do here at Happy Sailing. If you want to know more about us, we recommend giving it a listen below, just hit play!
Our Instructors
Evan Logan
Sail Canada educator, coastal skipper, and founder of Happy Sailing with 14 years on the water and four years as a professional coach. In 2025, Evan logged 3,000 offshore nautical miles sailing from Lake Ontario to the Exumas aboard his Bavaria 36, Sweetwater. His approach blends technical education with a feel-based, supportive style rooted in his hospitality background — creating a calm, capable learning environment where students build real confidence.
As director, Evan oversees all programming and curriculum across both the Ontario and Caribbean schools. Whether it's a weekend course in Prince Edward County or a week-long liveaboard in the Bahamas, he's committed to making every student's experience exceptional.
Evan teaches:
- Sail Canada Introduction to Sailing
- Start Keelboat Sailing
- Basic Cruising
- Intermediate Cruising
Ken Bourne
Ken grew up in Atlantic Canada where he developed a lifelong passion for the ocean. With thousands of hours on the Great Lakes and over 1,500 nautical miles of coastal cruising logged, he brings deep real-world experience to every lesson. In 2019 he sailed his own cruising sailboat from Lake Ontario to the Bahamas. Now a certified instructor, Ken brings patience, enthusiasm, and a genuine love of teaching to the water.
Ken teaches:
- Sail Canada Basic Cruising, Intermediate Cruising and Competent Crew/Helmsman
- ASA 101 – Basic Keelboat, 103 – Basic Coastal Cruising
- 104 – Bareboat Cruising and 114 Cruising Catamaran
Testimonials
Amazing experience! I took the Start Keelboat course with Evan and could not believe how much I learned. Evan was always patient and made sure we were learning and were comfortable. I would highly recommend this course at Happy Sailing even if you have never been on a boat before.
Had such a fun and informative day trip led by Evan who was co-captain on the boat! Such a great instructor. I can't wait to continue my sailing journey with Happy Sailing.
Had a 5 hour sail with Evan today and it was fantastic. He indulged us with all of our questions and took the time to explain the workings of his sailboat. Evan was very attentive and responsive to our needs. Would highly recommend Happy Sailing to anyone out there that wants to get some hands on experience or just enjoy the allure of sailing.
Had such a fun + informative day led by Evan who also cooked us the best lunch. I can't wait to continue my sailing journey with Happy Sailing!
Fantastic experience! Evan is a great teacher and personalizes the experience based on how much you want to learn about sailing versus just cruising around. I learned a lot, the lunch was absolutely delicious and we had fun swimming too.
Getting out on the water with Evan ignited my passion for sailing! The experience is tailored for how much you want to learn. The lunch provided was also very tasty and makes for a great date idea.