It’s finally here! The season we’ve all been waiting for, well most of us anyway. Some Islanders actually get discouraged this time of year but I absolutely love it. I wait all year for summer and thrive off of the faster tempo of the Island. There’s an energy in the air that you can’t find anywhere else. On top of that loving feeling, I get to reconnect with summer friends and get outside in the beautiful weather and take advantage of this dynamic place. There’s nothing more electric than a Vineyard summer.

Each year I’m bombarded with news of the latest parties, events and activities. I want to do it all but time is precious, so I’ve drilled down my summer bucket list of the absolute can’t-miss things to do on Martha’s Vineyard this summer. Prepare yourself for fresh food, unique Island experiences and a whole lot of time outdoors–fingers crossed for a season of perfect days.

Maker’s Table series from Farm. Field. Sea. Take your pick from a variety of “dynamic dining adventures” that highlight the Island’s best resources and the talents of local chefs, farmers, shellfish cultivators, fishers, educators, authors, musicians, and visual artists during this summer’s Maker’s Table series, a new initiative from Farm. Field. Sea. Known for offering the summer’s most unique and authentic Island experiences Farm. Field. Sea. has organized several pop-up events that are thoughtfully curated around delicious food and inspiring activities at secret locations around the Island.


Kayak and Stand Up Paddle Board adventures. I love all things water and try to get my exercise outdoors whenever I can, after all I’ve waited all year for this weather! A great outlet is Felix Neck Wildlife Sanctuary in Edgartown, where they offer self guided kayak and stand up paddleboard quest by day or moonrise kayak tours by night on Sengekontacket Pond. See nesting shorebirds feed and frolic, explore the salt marsh and search for pond wildlife, or witness the sun set, the stars twinkle, and the moon rise from the water. Check out their full line up of summer events.

Load up on local goodies and eat your veggies at the Farmer’s Market. Nothing beats a trip to the West Tisbury Farmer’s Market where you can pick up a variety of local produce and food products all in one place. Every Wednesday and Saturday from 9am–12pm our local farmers and food purveyors set up shop at the Grange Hall in West Tisbury to deliver you a true taste of the Vineyard, plus live music too! Be sure to bring reusable bags and try a little bit of everything.

Explore Polly Hill Arboretum. Polly Hill in West Tisbury is one of my favorite places because of its diverse landscape and gorgeous gardens– I often want to go there just to relax. I always learn about a new plant or species every time I go, it’s a living breathing museum. You’ll find rare trees and shrubs from around the world set among stone walls, meadows, and fields, including Polly’s famous North Tisbury azaleas, the national stewartia collection, camellias, hollies, rhododendrons, crabapples, conifers, magnolias, and many more. Pack a picnic and a good book and escape to a place of absolute serenity for the afternoon.

Oyster tours in Vineyard Sound. Experience the magic of our local briny bivalves first hand from the guys of Cottage City Oysters. Purveyors Dan and Greg Martino will introduce you to their nursery and you’ll see the harvest process in action. Complete with a tasting of the Island’s best oysters and a shucking demonstration so you can go home and impress your friends.

Dine overlooking the Aquinnah Cliffs. Even if you’ve ventured up to the Cliffs before there’s nothing quite like dining at the Aquinnah Shop restaurant, and taking in the view over a relaxing meal. Located at the Gay Head Cliffs in Aquinnah, it’s one of the oldest restaurants on the Vineyard with some of the best outdoor dining on-Island. They serve dinner Friday, Saturday, and Sunday and offer lunch and breakfast too.

Be mesmerized by Built on Stilts. Now in it’s 22nd year, the Built on Stilts festival is an annual showcase of some of the most talented dancers on-Island, and guest performers from all over. Each year the festival takes over the Union Chapel in Oak Bluffs and amazes spectators of all ages. And the best part–there’s no tickets or reservations required, all shows are free to the public and audiences may come and go as they please, so there’s no reason to not check it out. Look for it this summer, happening August 9–11 and 18–21.

Pop Up Dinners at the Beach Plum. Another magical place to enjoy dinner is the Beach Plum Inn in Chilmark. Their picturesque patio looks out over Menemsha harbor and is home to some of the most spectacular sunsets you’ll ever see. This summer chef John Thurgood is hosting a series of pop up dinners celebrating the bounty of the Island with local guest chefs throughout the season. Be sure to mark your calendars and prepare for the finest food around.

Go take a hike. I recently partnered with Sheriff’s Meadow to help them launch their TrailsMV app, an iOS app that helps hikers and outdoor enthusiasts better navigate over 100 Martha’s Vineyard trails and conservation properties, it’s a great tool to help you from getting lost in the Island’s more out-of-the way locales. Be sure to download the app and discover some of the Island’s most scenic locations. Our favorites include Menemsha Hills Reservation and Cedar Tree Neck Sanctuary. Is there anywhere more beautiful than this?

Take a tour of Thimble Farm, with Island Grown Initiative. Since 2011 Island Grown Initiative has operated Thimble Farm as their Farm Hub, an education resources site for farmers and growers, offering demonstration aquaponic and hydroponic greenhouse production, workshops and trainings, a community garden, and an orchard. Tour the Vineyard Haven farm every Tuesday and Thursday and check out the impressive farm and learn more about the work of this incredible organization. And their farm stand is open everyday (but Wednesday) from 9am to 3pm.