Sail the Vineyard Privately
Aboard LUNA
A private 41-foot Jeanneau designed for refined coastal cruising.
Each Charter aboard LUNA is private and tailored to your group. Below are our most popular ways to experience Martha’s Vineyard under sail.
Select Your Sail
Private Coastal Sail
A relaxed half-day sail along the Vineyard coastline, perfect for experiencing the rhythm of the wind and water aboard LUNA.
Up to 6 guests • Approx. 4 hours
Golden Hour Sail
Experience the Vineyard’s golden hour from the water as the coastline softens into evening light. A relaxed sunset sail perfect for couples, celebrations, or anyone looking to enjoy a quiet evening on the Sound.
Up to 6 guests • Approx. 2–2.5 hours
Custom Private Charter
A full day aboard LUNA allows time to explore beyond the immediate coastline — sailing at an unhurried pace, discovering quiet harbors, and perhaps dropping anchor in a picturesque spot to enjoy a leisurely break before continuing your sail.
Up to 6 guests • Approx. 6–7 hours
Plan Your Sail
Planning your time on the water aboard LUNA? Share a few details below and we’ll be in touch shortly to help arrange the perfect sail — whether you're planning a relaxed family outing, a sunset cruise, or a special celebration on the water.
Private sailing charters aboard LUNA explore the waters of Vineyard Sound surrounding Martha’s Vineyard. Depending on wind and conditions, routes may pass the harbors of Edgartown, Oak Bluffs, or Vineyard Haven, with longer sails occasionally venturing toward the Elizabeth Islands and Tarpaulin Cove, or across Vineyard Sound toward the Cape Cod shoreline near Woods Hole.
Charters depart from protected Lake Tashmoo on Martha’s Vineyard, offering quick access to open water while avoiding busy harbor traffic.
Preferred dates are requested only — Captain Jeremy will personally confirm availability shortly after your inquiry.