SHELTER ISLAND HEIGHTS BOAT TOUR FIELD GUIDE
Two Hours Aboard Selina II: A Weekly Public Sail Around Shelter Island and the Peconic Bay
A shared, ticketed two‑hour cruise operated by Sail Selina NY—scenic shoreline passages, optional hands‑on sail work, and local maritime stories; this guide spells out what to expect and how to plan.
Two Hours Aboard Selina II: A Weekly Public Sail Around Shelter Island and the Peconic Bay.
Set sail on Selina II for a scenic cruise around Shelter Island and Peconic Bay. The public, ticketed weekly sail invites passengers to relax on deck, listen as an expert captain and crew share local maritime stories, and optionally take part in raising the sails for an authentic on‑the‑water experience.
Highlights
Outing Highlights
Scenic Passage Around Shelter Island & Peconic Bay
The core of this outing is a calm, scenic cruise that threads the waters around Shelter Island and across the Peconic Bay—ideal for short, picture‑book sailing that fits into a half day.
Shared Sailing with Optional Hands‑On Participation
This is a shared sailing aboard Selina II where passengers can opt to help raise sails; the trip balances a relaxing cruise with opportunities to engage directly with traditional sailing tasks.
Local Stories from an Expert Captain & Crew
Throughout the two‑hour passage the captain and crew share maritime anecdotes and local context that bring the harbor and bay to life for first‑time and repeat visitors alike.
What the day feels like
What the Two‑Hour Sail Feels Like
Over the course of two hours the group boards Selina II, settles into the rhythm of the water, and moves along the island’s shoreline and the open Peconic Bay—periods of quiet cruising punctuated by the creak of lines and crew prompts when passengers are invited to help with sail handling.
Suitability
Who it's for
Who this sail suits—and who should think twice.
Practical planner
Details to review before reserving
This is a two‑hour, public ticketed sail; check departure location for the specific sailing—either Shelter Island (Dering Harbor) or Greenport (Mitchell Park Marina).
Passengers may be invited to help raise sails; bring anything you need for a short boat outing and be prepared to follow crew instructions.
Tickets sell per person, seats are limited and fill fast—book early. Note that sales tax and gratuity are applied at checkout; children under 5 sail free with an adult.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the Public Ticketed Weekly Sail?
The sail lasts two hours.
Where do I board the boat?
Departure is from either Shelter Island (Dering Harbor) or Greenport Village (Mitchell Park Marina); check your booking for the selected departure location.
Can passengers help with the sails?
Yes—optional participation is offered and passengers may help raise sails under crew guidance.
Are there age or ticketing restrictions for children?
Children under 5 sail free when accompanied by an adult; otherwise ticket sales are per person.
Are there extra fees at checkout?
Sales tax and gratuity are applied at checkout.
How soon should I book?
Seats are limited and fill fast, so it’s recommended to book early.