How many guests can attend?

The package is private for up to six guests, designed for an intimate ceremony aboard Selina II.

What is the duration of the wedding cruise?

The standard offering is a two-hour private cruise—typically timed around sunset for the best light.

Can we add a photographer or flowers?

Yes. Optional add-ons include a 30- or 60-minute photographer session, premium flower arrangements, charcuterie, chilled bubbly, and a custom sail message.

What happens in bad weather?

The operator will coordinate timing or rescheduling based on safety and comfort; confirm contingency plans when booking.

Is the yacht accessible for guests with mobility issues?

Selina II is a classic wooden vessel with steps to board; contact the operator ahead of time to discuss specific accessibility needs.

Embarkation details are provided at booking; most ceremonies depart from marinas serving Shelter Island Heights—confirm docking instructions with your booking contact.

Sunset Nautical Wedding Aboard Selina II on Shelter Island's Peconic Bay

Adventure Brief

Exchange vows aboard Selina II as the sun sets over Shelter Island and Peconic Bay. This intimate two-hour nautical wedding for up to six guests blends classic wooden yacht charm with East End coastal light—perfect for couples seeking atmosphere over scale.

2 hours

easy

From $975.46

On a warm summer evening in eastern Long Island, Shelter Island and the glassy Peconic Bay stage a private ceremony that feels as if it were made for film. The Nautical Wedding Package aboard Selina II offers an intimate, waterfront wedding for up to six guests on a classic wooden yacht, exchanging vows as the sun slips below the island's tree-lined shore. Selina II is a traditional wooden sailing yacht whose varnished teak and brass fittings make every photograph feel deliberately cinematic.

The setting is distinctive: Peconic Bay is an estuary of shallow flats, salt marshes, and quiet coves where ospreys quarter the inlet and harbor seals sometimes haul out near remote shoals. Off the stern the shoreline of Shelter Island Heights appears low and wooded, with the island's protected bays—fringed by salt-tolerant grasses and maritime pines—framing the ceremony. For couples who want a small, focused celebration, a two-hour private cruise at sunset condenses the best of the East End: coastal light, a gentle sea breeze, and that particular hush that descends as day becomes evening.

What separates this package from a standard venue is the motion of the boat itself. Vows delivered on water carry a sense of private movement—an immediate intimacy that a hall can't replicate. Practical comforts are built in: the experience is limited to six guests for a private atmosphere, and optional add-ons let you customize the night—premium flowers, a curated charcuterie board, a professional photographer, chilled bubbly, or even a custom sail message.

Logistics are straightforward for visitors: many couples book nearby lodging in Sag Harbor or Greenport and arrive via ferry or car. Timing your ceremony for the last hour of daylight maximizes color and avoids the rush of marina traffic. Because Selina II is a wooden vessel, the crew keeps dress and footwear in mind—non-marking soles and careful step-up etiquette keep the yacht pristine.

This offering is a small-boat celebration that taps directly into Shelter Island’s maritime culture: a place shaped by yachting, shellfishing, and quiet preserves such as Mashomack. It’s ideal for couples who prioritize atmosphere over scale, who want sound of water and seabirds to underscore vows, and who want wedding photography that leans on natural light and the yacht’s authentic wooden details. Book early—the small group size and sunset preference mean the best dates go quickly.

Onboard staff handle navigation and ceremony coordination, and they work with local vendors when you add photography or floral services. Couples should confirm ferry schedules and docking plans when booking, especially if guests arrive from the North or South Forks. The result is a compact, low-footprint celebration that leaves a lighter environmental imprint than a large waterfront reception while delivering maximum atmosphere in minimal time.

About Sail Selina NY

Sail Selina NY operates from Shelter Island Heights, New York, offering passenger sailing experiences aboard Selina II, a restored historic wooden yacht. The business offers scheduled public sails and private charters that include the 2-Hour Classic Sail, Family Sailing Charter, Moonrise Cruise, Romantic Champagne Sunset Sail, Half-Day and Full-Day Private Charters, Private Sailing Lessons, Nautical Wedding Package, private engagement and proposal sails, and bachelorette party experiences. Trips navigate the calm waters of Shelter Island, Peconic Bay, and the North Fork, with routes tailored to weather, tides, and guest preference. Guests may participate in raising sails and steering or choose to relax with Bluetooth music and scenic views.

Private Sailing Lessons focus on helm control, sail trim, basic navigation, and safety procedures, suitable for beginners and intermediate sailors. Half-day and full-day charters allow anchoring in quiet coves for swimming, sunbathing, and picnics. The Nautical Wedding Package and private proposal sails are staged aboard Selina II for intimate waterfront ceremonies and announcements. Moonrise and Sunset cruises highlight shelter island and North Fork vistas during golden hours. Operations center in Shelter Island Heights, emphasizing small-group, personalized experiences aboard a classic wooden yacht that preserves maritime character. All offerings are delivered subject to seasonal scheduling and local regulations; trips may be adjusted for weather and sea conditions to ensure guest safety.

Selina II’s vintage lines and wooden construction contribute to a classic sailing atmosphere, while Shelter Island’s sheltered bays provide calm conditions ideal for family outings, lessons, and special events throughout the sailing season.