Sunset Sail Martha's Vineyard

 Have you ever noticed that sunsets can look different in every corner of the world — deeper reds and oranges in the Caribbean, soft lavenders and violets around Cape Cod, or even brilliant blues lighting the horizon. Wherever the colors fall, a sunset cruise Martha's Vineyard style is something truly special.

From the water, the experience becomes even more magical. A Martha's Vineyard sunset sail invites you to slow down and simply enjoy the moment as the light fades across the harbor.

Our private sunset sails are intentionally calm, relaxed, and unhurried. Designed as a low-key and romantic experience, a sunset sail Martha's Vineyard style is perfect for couples and special celebrations alike.

Celebrating something special? From Cape Cod elopements to birthdays, anniversaries, or even Martha’s Vineyard weddings and marriage proposals, we’ve got you covered. A Martha's Vineyard sunset cruise provides an unforgettable setting for your special evening.

2 Hour Martha's Vineyard Sunset Cruise

Private, Up to 6 people

$700

Bring along your favorite bottle of wine or sparkling and add on our famous gourmet hors d'oeuvre platter to compliment your perfect evening on the water.  You'll be able to add it to your cart during the reservation process.

Click the "Book Now" button below and select "Private Sail" to choose your date.

Our island is known for its beautiful coastline, and a Martha's Vineyard sunset cruise is among the classic things to do on Martha's Vineyard. Watching the day fade from the water is a simple pleasure that never gets old.

Designed especially for couples and solo travelers, this Martha's Vineyard sunset sail offers the experience of sailing at sunset without booking a private charter. Guests often enjoy the easy camaraderie of sharing the evening with a small group of fellow travelers.

We keep the group intentionally small — no crowds here — so everyone can relax and enjoy the moment.

Step aboard this Martha's Vineyard boat charter, enjoy a welcome beverage as we hoist the sails, and snack on a light nibbles plate while we point out iconic Vineyard sights. As the boat glides quietly across the water, watch the sun’s fiery kiss to the night unfold before you.

Available on Monday and Thursday evenings and created for our adult guests.*

2 Hour Sunset Sail - Public

6 guests max *

$200 per person

*4 guests minimum required

Click the "Book Now" link below and select "Public Sunset Sail" to choose your date.

*Guests must be 21+ years old. Youth ages 16+ are welcome if traveling with a parent or guardian.