Moonlight Cruise | Long Island Yacht Sail from Greenport & Shelter Island
Quick Details
Greenport Village-Mitchell Park Marina
Shelter Island – Dering Harbor
📍 Departures
Evenings May–August, 7:30 PM – 9:30 PM
🗓️ Schedule
Romantic, serene, and perfect for night-owl adventure lovers
✨ Vibes
Stars, reflections, and glimmering shoreline lights
📷 Photo Moments
Limited to just six guests for an intimate sail
👥 Capacity
Bring your favorite North Fork wine or bubbly (glassware, water & ice
🍷 BYOB
Check our Moonrise Table to plan your sail with the moon phase
🌙 Moonrise Planning
2 hours
⏳ Duration
Bring your music — Bluetooth sound available
🎶 Atmosphere
Shared sail (2+ guests) or private charter
❓ Options
Relaxed evening sailing, moonlight reflections, and coastal charm
💫 Includes
❄ Cool Night Air
Cozy blankets provided for comfort
Captain may cancel due to unsafe conditions; full refund if canceled.
🌦️ Weather Policy
🚫 Cancellation Policy
24 hours (shared) / 72 hours (private).
Convenient parking near Mitchell Park Marina in Greenport or Dering Harbor docks on Shelter Island.
🅿️ Parking
A Moonlight Sail - Greenport and Shelter Island NY
The Moonlight Cruise is SailSelinaNY’s final sail of the day, offered nightly May through August from 7:30–9:30 PM. As we glide across the glittering waters of the East End of Long Island’s North Fork towards Shelter Island Sound, the last light of sunset blends into the glow of the rising moon. Depending on the season, you may enjoy both a fiery sunset and a silver-lit sky. Even the soft shimmer of the sliver of a crescent moon dancing across the bay feels like something out of a dream.
With only six guests aboard, this intimate evening sail sells out quickly on peak summer nights.
Check the Moonrise Table at the bottom of this page if you want to plan your outing based on the moon.
Experience the Magic of Moonlight Sailing
SailSelinaNY welcomes just six guests aboard for an intimate and tranquil experience. As the sails fill with the evening breeze and the water reflects the moonlight, you’ll feel the day’s worries drift away.
Your captain and crew share stories of Greenport’s shipbuilding heritage and the yacht’s century-old history while you soak in views of Shelter Island, the North Fork, and The East End’s glittering horizon.
On clear nights later in the season, enjoystargazinglike you’ve never seen—spotting constellations, planets, and sometimes even theMilky WayorInternational Space Stationstreaking across the sky.
Relax, Unwind & Reconnect Under the Stars
This evening sail is perfect for couples, small groups, or solo travelers who love the simple beauty of being on the water. Bring your favorite North Fork wine—perhaps from Bedell Cellars, Kontokosta Winery, or Sparkling Pointe—and toast to the peace of the open bay.
Let the sound of the wind and the rhythm of the waves remind you of what’s truly timeless.
Comfort & Safety Onboard
Our 1926 yacht is meticulously maintained, blending historic elegance with modern safety. Cushioned seating accommodates up to six guests comfortably, with excellent views from every seat. A clean onboard marine head is available, though we recommend using marina facilities before boarding.
Foul-weather gear, life jackets, and a friendly, professional crew ensure your comfort and security throughout your sail.
