My mom and her best friend Rachel visited Martha’s Vineyard the first weekend in June, and I’m recapping everything we did because it was such a fun weekend! It was so nice to be able to show my mom and Rachel around the island, because they had both never been before. We were blessed with the most perfect weather throughout the entire weekend, so it really was such a dream weekend for us all!
On Friday, my mom and Rachel flew out of Atlanta into Boston, then boarded the bus to the Martha’s Vineyard ferry terminal in Woods Hole, MA! Next, they took the MVY ferry into Oak Bluffs where I picked them up!
The first thing we did was head into Edgartown and I showed them all of the fun shops along Main Street! We had so much fun shopping, between MVY apparel stores, shoe and jewelry boutiques, Lilly Pulitzer, the very first Vineyard Vines store, a few bookstores, Lululemon, Soft As A Grape (where I work!), and many more!!
We grabbed a late lunch at The Seafood Shanty, which has the best waterfront view of the Edgartown Harbor and Chappaquiddick island, so we got to watch the Chappy Ferry go back and forth during our lunch!
For dinner, we headed to Vineyard Haven because it was First Friday Cultural Arts Stroll! We had dinner at The Black Dog Tavern at the Black Dog Wharf and Marina, which has beautiful waterfront views and delicious food. After, we strolled along Main Street to catch the tail end of First Friday, followed by the most gorgeous sunset on our way home to Oak Bluffs! The sunset was so pretty that we stopped on the side of the road to watch and take pictures.
We began Saturday by getting up early and stopping at Espresso Love in Edgartown to get ready to take an entire tour of “up-island” which consists of Chilmark, Aquinnah, West Tisbury, and Gay Head. We saw all of the amazing countryside of Martha’s Vineyard, as well as some incredible houses!! We viewed where the Obama’s have stayed, JAWS filming locations, John Bellushi’s grave, stopped at the West Tisbury Farmer’s Market, saw the entrance of the Kennedy family’s Red Gate Farm, Bill Murray’s house, and so many more unique and exciting hidden gems along up-island. We went to the Gay Head Lighthouse and Cliffs, which is one of the most absolutely breathtaking spots on the entire island!!
After touring, we went back home to get ready for dinner! For dinner, we had reservations for a water taxi out of the Edgartown Harbor to The Dunes Restaurant at the Winnetu Oceanside Resort. We absolutely loved the water taxi because we got to see some incredible waterfront houses along Edgartown and Chappaquiddick, as well as some very impressive boats! Upon docking in South Beach, we were greeted by our next ride, an antique red firetruck!! The firetruck took us along gorgeous country roads and to the resort. Our dinner was fabulous and the views from the resort were stunning! After taking the Winnetu shuttle back to Edgartown, we stopped in Vineyard Scoops to grab a small treat to call it a night!
Sunday I had to work for a few hours, so my mom and Rachel went and explored more of the island on their own! After work, we all met and went to Nancy’s Snack Bar at the Oak Bluffs Marina for bar food and frozen drinks while looking at fabulous boats!! After lunch, we went shopping through downtown Vineyard Haven! After shopping, we picked up John Austin and headed to Menemsha for sunset dinner. We all ordered dinner from Menemsha Fish Market and put down our blankets and chairs on the beach to watch the sunset!!
Monday, I had to work a full day, so mom and Rachel finished up their MVY adventures while stopping in Soft As A Grape to bring me lunch and visit! After lunch, I dropped them off at the Oak Bluffs ferry, and the trip was complete. The weekend was absolutely what we all needed to kick off incredible summers! We did not miss one thing, and I can’t wait to have mom and family back on the island in July!