SHELTER ISLAND HEIGHTS SAILING FIELD GUIDE
Aboard Selina II: Two Hours on a Classic Wooden Yacht Around Shelter Island
A relaxed, two-hour cruise aboard the historic Selina II through Shelter Island’s calm bays and Peconic Bay—useful for planning whether you want to raise sail or simply listen to your own playlist.
Aboard Selina II: Two Hours on a Classic Wooden Yacht Around Shelter Island.
Step aboard Selina II, a classic wooden sailing yacht, for an intimate, hands-on two‑hour cruise through the calm, scenic waters of Shelter Island and Peconic Bay; guests can help raise sail or simply relax while enjoying coastal views and personal music via Bluetooth.
Highlights
Outing Highlights
Historic Wooden Yacht
The outing centers on Selina II, a classic wooden sailing yacht that blends traditional yacht-handling with modern comforts for an authentic small-boat experience.
Hands-On or Relaxed
Guests may opt to participate in raising sails and learning traditional techniques, or remain seated and take in the scenery—either approach is part of the offering.
Calm Shelter Island & Peconic Bay Waters
The cruise moves through Shelter Island’s sheltered bays and into Peconic Bay, presenting calm water and coastal vistas in a small-group setting limited to six guests.
What the day feels like
What the Two Hours Feel Like
In a two‑hour window the trip balances hands-on sailing instruction and unhurried coastal viewing: the intimate group size keeps the outing personal, while Bluetooth connectivity lets you set the soundtrack as Selina II slips through Shelter Island’s calm bays into Peconic Bay.
Suitability
Who it's for
Who this sail suits—and who might opt for something else.
Practical planner
Details to review before reserving
The experience is a two‑hour cruise.
The outing is limited to six guests for an intimate, small‑group sail.
If you want to play your own music onboard, bring a Bluetooth‑capable device to connect to the yacht’s system; otherwise, simply bring what you would for a short boat outing.
Operated by Sail Selina NY out of Shelter Island Heights, the cruise runs through Shelter Island’s bays and Peconic Bay.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the sail?
The cruise lasts two hours.
How many people are on each sail?
Trips are limited to up to six guests for a private‑feeling sail.
Can I help sail the boat?
Yes—guests can choose to participate in raising sails and learning traditional yacht‑handling techniques.
Can I play my own music onboard?
Yes—the yacht has Bluetooth connectivity so you can play your personal playlist during the cruise.
Is this suitable for children or older adults?
The experience is offered for all ages, making it suitable for families and multi‑generational groups within the six‑guest limit.