Favorite Spots and Activities


Here are just a few of our favorite things to do while on the Vineyard... We cannot wait to hear about your adventures and fast favorites! 

Around Edgartown:
  • Coffee and breakfast at Espresso Love
  • Humphrey's for lunch to go -- Best sandwiches in town!
    • Farrell's favorite is the "Tree Hugger"
    • Tom's partial to "The Italian"
    • They also make "The Gobbler" -- Thanksgiving leftovers in a sandwich served year-round
  • Picking up fresh fish (for Tom) from Edgartown Seafood
  • Morning Glory Farm -- For baked goods (including zucchini bread to rival Mrs. Kircher's), Island produce, fresh-cut flowers, and so much more
  • Drinks on the top deck of The Seafood Shanty or in a rocking chair on the porch of The Harborview Hotel
  • Renting bikes from Wheel Happy to enjoy the Island's many paved paths
  • Sunset sail on the MadMaxx -- Bring your own snacks and drinks to enjoy while you cruise Edgartown's Outer Harbor. They also do an afternoon sail around 2 pm. 
  • Charter Fishing -- a few boats leave from Edgartown

If you have a car:
  • Take-out from The Back Door or dine-in at The Homeport in Menemsha during sunset -- BYOB for both! 
  • Brunch at State Road in West Tisbury 
  • Chilmark Chocolates 
  • Trustees of the Reservations beaches 
    • Long Point in West Tisbury
    • Wasque on Chappy -- great for fishing! 

The two newspapers on island -- The Vineyard Gazette and The MV Times -- both have calendar sections with ongoing and special events listings.