Three ways to experience Martha’s Vineyard under sail.


Private Coastal Sail

Up to 6 guests • Approx. 4 hours

A relaxed half-day sail designed for small private groups looking to experience Martha’s Vineyard from the water. We’ll sail along the Vineyard coastline at an easy pace, enjoying the rhythm of the wind and sea aboard LUNA.

Guests are welcome to take the helm for a few moments or simply sit back and take in the scenery as the boat moves quietly through Vineyard Sound.

This experience offers a classic Vineyard sailing outing and is ideal for couples, families, or friends who want time on the water without committing to a full day.

Charter Rate
$950

Golden Hour Sail

Up to 6 guests • Approx. 2–2.5 hours

Experience the Vineyard’s golden hour from the water as the coastline softens into evening light. As the day winds down and the breeze settles, LUNA glides quietly across Vineyard Sound, offering a peaceful perspective of the island at its most beautiful time of day.

This shorter sail is perfect for couples, small celebrations, or anyone who simply wants to relax and enjoy the changing colors of the sky and sea as evening approaches.

Charter Rate
$800

Custom Private Charter

Up to 6 guests • Approx. 6-7 hours

A full-day charter offers the most immersive way to experience sailing around Martha’s Vineyard. With ample time on the water, the day can unfold at an unhurried pace — from relaxed coastal cruising to more spirited sailing depending on conditions and your interests.

We may sail along the island’s varied shoreline, pass the harbor of Edgartown, or explore the quieter waters off Chappaquiddick and the Elizabeth Islands. With time to linger, we may also drop the hook in a scenic anchorage where guests can relax aboard and enjoy lunch they’ve brought while taking in the surrounding views.

Whether you prefer to simply unwind or take part in the sailing, a full day aboard LUNA offers a relaxed and memorable way to experience the Vineyard from the water.

Charter Rate
$1500