SHELTER ISLAND HEIGHTS SAILING FIELD GUIDE
Hands‑on Sailing Aboard a Historic Wooden Yacht on Peconic Bay
Private, two‑hour lessons out of Shelter Island Heights that teach helm, sail trim and navigation—this guide explains what to expect and who it’s best for.
Hands‑on Sailing Aboard a Historic Wooden Yacht on Peconic Bay.
Set sail from Shelter Island Heights aboard a historic wooden yacht for private, two‑hour lessons on Peconic Bay and Shelter Island Sound. Instruction is hands‑on and tailored to your experience level, covering helm control, sail trim, navigation basics and seamanship fundamentals; students can even connect their playlists via Bluetooth while underway.
Highlights
Outing Highlights
A Historic Wooden Yacht
Lessons take place aboard a historic wooden yacht, giving practical instruction a classic, tactile backdrop—wood, rigging and lines underfoot as you learn the basics.
Helm, Trim and Seamanship
The curriculum is hands‑on: helm control, sail trim, navigation basics and seamanship fundamentals are covered and adapted to beginners and intermediate sailors.
Peconic Bay & Shelter Island Sound
You’ll practice on the sheltered waters of Peconic Bay and gain exposure to open‑sound conditions in Shelter Island Sound—ideal places to build boat handling and navigation confidence.
What the day feels like
What the Lesson Feels Like
Expect an intimate, focused lesson: two hours of direct instruction where you take the wheel, trim sails and work through navigation fundamentals while the instructor tailors teaching to your level. The ride is relaxed enough for newcomers but substantial enough for intermediates to refine core skills, with the added convenience of a Bluetooth connection to play your personal playlist.
Suitability
Who it's for
Who this is best for
Practical planner
Details to review before reserving
Each private lesson runs for two hours.
Lessons operate out of Shelter Island Heights and take place on Peconic Bay and in Shelter Island Sound.
Bring clothing suited to wind and spray; if you want your own music, bring a Bluetooth‑capable device to connect to the onboard system.
Private sailing lessons are offered by Sail Selina NY.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is a private lesson?
Each lesson is two hours in duration.
Where do lessons depart and where do we sail?
Lessons depart from Shelter Island Heights and take place on Peconic Bay and Shelter Island Sound.
What skill level do I need to participate?
Lessons are intended for beginners through intermediate sailors and are adapted to your experience level.
What topics are covered during the lesson?
Instruction covers helm control, sail trim, navigation basics and seamanship fundamentals.
Can I play my own music onboard?
Yes—there is a Bluetooth connection so you can play your personal playlist during the lesson.
Who operates these lessons?
Private lessons are offered by Sail Selina NY.