Selina II: A Classic Wooden Family Sail Off Shelter Island Heights

SHELTER ISLAND HEIGHTS SAILING FIELD GUIDE

Selina II: A Classic Wooden Family Sail Off Shelter Island Heights

A relaxed, two-hour family sailing charter aboard the historic Selina II on Shelter Island’s calm waters — this guide explains what to expect and how to join in or simply unwind.

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Selina II: A Classic Wooden Family Sail Off Shelter Island Heights.

Duration
2 Hours
Location
Shelter Island Heights
Operator
Sail Selina NY
Category
Sailing
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

Step aboard Selina II, a classic wooden sailing yacht, and drift across the calm, sheltered waters around Shelter Island and the North Fork. The outing is designed as a relaxed, family-friendly sailing experience for all ages: guests can learn to raise the sails or sit back and take in the scenic bays and shoreline.

Highlights

Outing Highlights

THE YACHT

Historic Wooden Yacht

Selina II is a classic wooden sailing yacht that lends a traditional, hands-on feel to the outing — part living history, part family play space.

THE WATERS

Shelter Island & Peconic Bay Scenery

The sail runs on calm, scenic waters around Shelter Island and Peconic Bay, offering unhurried views of shoreline and open water ideal for families.

THE EXPERIENCE

Hands-On Sailing and Personal Soundtrack

Guests may join in raising the sails or relax with their own playlist via onboard Bluetooth connection; the outing is limited to six guests for a private, family-friendly feel.

What the day feels like

What the Two-Hour Sail Feels Like

Over two hours aboard Selina II you’ll move at the pace of wind and tide: family members can learn the rhythms of classic yacht sailing by helping raise sails, or they can recline on deck and listen to a personal playlist through the boat’s Bluetooth connection while the shoreline slips by.

Suitability

Who it's for

Who this sail suits — and who should look elsewhere.

1
Families with childrenDesigned as a family-friendly outing for all ages, the two-hour sail keeps activities simple and offers options to both participate or relax.
2
First-time sailorsGood for newcomers: guests are welcome to help raise the sails and learn basic seamanship in a low-pressure setting aboard a traditional yacht.
3
Small private groupsWith a strict six-guest limit, the charter works well for small family groups or close friends seeking a private-feeling outing.
4
Those who prefer relaxed paceThe experience is relaxed and scenic rather than athletic; you can spend the sail listening to a personal playlist or enjoying the view instead of constant activity.

Practical planner

Details to review before reserving

Duration

The charter runs approximately two hours.

What to Bring

If you want music aboard, bring a playlist you can connect to via the boat’s Bluetooth connection; you may also participate in raising the sails if you wish.

Group Size

Trips are limited to six guests to maintain a private-feeling sail.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is the sailing charter?

The outing lasts approximately two hours.

How many people are allowed on each charter?

Charters are limited to six guests for a private-feeling sail.

Can guests help sail the boat?

Yes — guests are welcome to participate in raising the sails and learning the rhythms of classic yacht sailing, or they can opt to relax on deck.

Is the trip suitable for children and older adults?

The experience is described as family-friendly and designed for all ages.

Can I play my own music on board?

Yes — the yacht offers Bluetooth music connection so you can play a personal playlist during the sail.

Where does the sail take place?

The charter sails on the calm, scenic waters around Shelter Island and across parts of Peconic Bay toward the North Fork.