moderate
2–3 hours
Participants should have average fitness to manage movement on a small sailboat and handle basic sailing moves.
Unlock your sailing potential with personalized private lessons in Sag Harbor, NY. Tailored sessions for up to four offer expert instruction on Long Island’s iconic waters.
Starting at $575 • For Groups of up to 4 People
Experience personalized instruction with private lessons tailored for up to four students. Choose from flexible 2-hour or 3-hour sessions available throughout the day, ensuring you find the perfect time to enhance your skills. Enjoy focused learning in a supportive environment that caters to your individual needs and schedule.
Instructors are available at the rate of $575 per 2-hour lesson up to four students. We also have 3-hour lessons available at the rate of $675.
We have lessons conducted throughout the day, morning, afternoon, and evening that begin at either 9am, 12pm, or 3pm!
Show up 15 minutes before your lesson to get briefed and familiarize yourself with the boat setup.
Wear layers and bring a waterproof jacket to stay comfortable in changing coastal conditions.
Apply sunscreen and bring a hat and sunglasses to protect yourself from the sun's glare on the water.
Bring a water bottle to keep hydrated during your time on the water, especially on warmer days.
Sag Harbor was once a major whaling port in the 19th century, contributing significantly to Long Island’s maritime heritage.
Local operators emphasize sustainable boating practices to preserve water quality and protect marine ecosystems in Peconic Bay.
Provides secure footing on a wet deck for safety and stability.
Protects against spring breezes and unexpected rain during lessons.
spring specific
Reduces glare from the water and protects eyes from UV rays.
summer specific
Allows you to adapt to fluctuating temperatures in coastal fall weather.
fall specific