Have a Picnic @ Aquinnah (31 Aquinnah Cir.) or Moshup Beach (71 Moshup Trail)
Pecoy Point Preserve
The MV Land Bank preserve is a 17 acre jewel that has 1100 feet of shore frontage on Sengekontacket Pond. But hold on to your hats because not only is this a place of outstanding natural beauty it is also a site of both historical and religious significance.
Clambakes - a beach there called Lobsterville (21 Lobsterville Rd.), where you can go clamming.
Visit The Elizabeth Islands, a hidden treasure of chain pristine small islands that sit off the north coast of MV on https://www.islandgirlexcursions.com/ Island Girl offers 3, 4 or 5 hour boat excursions out to the Elizabeth Islands and then back via Menemsha harbor and the picturesque north shore of Martha’s Vineyard.
https://outermostinn.com/ located at the most western point and the most remote part of the island in Aquinnah, formerly known as Gay Head. The view overlooking the ocean is spectacular, so go in time to see the sunset.
OB Basketball Courts at Niantic Park - Ask for Coach Mike Michael Daniel "Smooth"...and tell him Troy Gaskin said "1 love"
Nancy’s (outside by the picnic tables), 29 Lake Ave, Oak Bluffs
Ryan Family Amusement Arcade, 19 Circuit Ave, Oak Bluffs
Ice Cream at Mad Martha’s Homemade Icecream, 12 Circuit Ave, Oak Bluffs
Ocean Park Gazebo Activity: Bring your blanket and favorite card/ board games or craft / walk to grab a bite at Nancy’s or another local eatery
Back Door Donuts (front)
Island Alpaca Company, 1 Head of the Pond Rd, Vineyard Haven
Inkwell Beach closest to the Tuckernuck and Seaview Avenue corner
Oak Bluffs Public Library, 56R School St. Oak Bluffs – enjoy board games
The Cove - Golf & Grill – Mini Golf - 386 State Rd, Vineyard Haven
Enjoy pizza at Giordano's Restaurant, 18 Lake Ave, Oak Bluffs
Bowling at The Barn Bowl & Bistro, 13 Uncas Ave, Oak Bluffs