Martha's Vineyard Sunset Sails

  Have you ever noticed that sunsets are different from one place to another? You may notice more red and orange hues in the Caribbean, perhaps more lavender and violet or even brilliant blue around Cape Cod. 

From the water, there is a decidedly magical quality; a Martha's Vineyard sunset sail takes the magic to another level. Designed to be a more low-key, relaxing and leisurely sail, our sunset sails ae perfect for those seeking romance, too. Celebrating a Cape Cod elopement, Martha’s Vineyard wedding, birthday, anniversary or marriage proposal? A sunset sail Martha’s Vineyard style is the perfect venue for your special evening.

2 Hour Charters

Private, Up to 6 people

$650

Traveling solo or want the camaraderie of fellow travelers? Check out our Public Sunset Sails.

Bring along your favorite bottle of white or sparkling white wine 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 "don't miss" things to do on Martha's Vineyard. Plus it's an ideal way to celebrate another day in paradise. 

Designed with you in mind, this special Martha's Vineyard sunset sail leaves no detail behind and welcomes our solo travel and couple sailors who prefer the camaraderie of others over a private sail. Not only did we make it easy and affordable for our couples and solo travelers to enjoy a Martha’s Vineyard sunset sail, we kept the group small – no crowds here! 

Enjoy a special welcome beverage as we hoist the sails and snack on a nibbles plate as we point out iconic sites. Step aboard this Martha's Vineyard boat charter with us and watch the sun’s fiery kiss to the night.

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

2 Hour Sunset Sail Public

6 guests max$185 per person

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

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