These funny, poignant, and creative illustrations have brightened our pages since the magazine’s start in 1985. As we continue our look back over the past quarter century, we thought readers would enjoy sharing a laugh or two with us.

Nicki Miller

A ship’s life is illuminated through the restoration of its painting.

Cynthia Riggs

This castle with its ocean view...


When I retired from teaching school in 1986 at the age of sixty, I thought I would be content to sit in my rocking chair on my porch, reading a good book every day.

Shirley Mayhew

With license plates from other states...


Linoleum-block prints and accompanying quatrains by West Tisbury artist and poet Daniel “D.A.W.”


For our anniversary issue, Alley Moore, the magazine’s art director since 2003, curates an “art show” to recognize many of the artists contributing to the Vineyard community.

The whimsical home and studio of artist and furniture maker Richard Dunbrack

Laura D. Roosevelt