So we survived the hustle, bustle, and heat of the summer season, and now we find ourselves on the other side, free from traffic and crowds but – nothing to do? Au contraire, hardy ones! The winter Island is too good to stay inside. Whether you’re in the mood to tuck into some hearty food, sit back and be entertained, or venture into the bracing outdoors, there are plenty of ways to get out and appreciate the other season.

Simone McCarthy

Photographer Tim Coy relishes the quiet moments he comes across during his nighttime wanderings and seaside walks on Martha’s Vineyard.

Nicki Miller

September and October are two of the Island’s best months. By the time summer fades, that famed New England autumn is in full swing, and it’s warm enough to enjoy it. This time of year is also the unofficial Island festival season – with several weekend-long events to suit a variety of interests. Our picks for these months remind us why we love the Island’s shoulder season.

Simone McCarthy

Sergei de Somov was legendary in Island fishing circles. Artist and fellow angler Kib Bramhall writes about the three-time Derby winner in his new book, Bright Waters, Shining Tides: Reflections on a Lifetime of Fishing.

Kib Bramhall

The Vineyard Artisans Festivals provide both a lively marketplace for some of the best Island creations and a supportive network for artists and craftsmen.

Remy Tumin

1. A week of Kahoots. The popular (and prolific) Vineyard band Kahoots is hitting the road, and luckily for us, it’s an around-the-Island tour. The band will be jamming its indie rock sound in all six towns and Chappaquiddick from August 1 to 7, playing through its twelve albums in chronological order. The newest, “Play Something You Know,” is timed for release at the Saturday performance. Tickets are $5, on sale at the door, and shows are for fans of all ages (except those at bar venues). For a full schedule, visit the Kahoots Facebook page.

Simone McCarthy

It would be hard to overemphasize how joyful the Vineyard made me. Like most children vested with the privilege of summers on the beach, I got a long- lasting, mellow kind of high from the annual pelagic assault on my senses – the feel of warm sand against my cheeks; the brackish air; the view of a lighthouse’s brave silhouette; ambient sounds made by boats at anchor, halyards pinkling against their masts. I loved to swim and would surf the chilly New England waters on an inflatable raft until my fingers looked like tips of white asparagus.

Alexandra Styron

This year marks the 150th anniversary of the Island’s beloved Ag Fair, which honors the Vineyard’s agricultural traditions, fosters community participation, and offers all kinds of fun food, games, and carnival rides.

Karla Araujo

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