Leonard Jason Jr. sits behind a cluttered desk heaped with requests for permits to build houses, revise houses, create a curb, redo a kitchen and put up a tent, along with notes from contractors, letters from lawyers and fellow town officials. Lenny, who recently became vegan and started working out after a “silent heart attack,” looks vibrant. He pulls out a pile of post-its, his self-styled rolodex, and begins his work day by returning calls.

Despite a flurry of action around headquarters as the Saltwater Challenge Wounded Warriors weighed in their daily catches, one important feature of the small building at the foot of Main street in Edgartown remains stagnant.

It was not as ambitious as Ferdinand Magellan’s expedition to find a route to the Spice Islands in 1522, and certainly not as dangerous. But Dana Gaines of Edgartown and his two friends, John Karoff from Milton and Tucker Lindquist from Ipswich can nevertheless be credited with plenty of pluck and explorers’ ambition for completing a circumnavigation of the Vineyard in kayaks in a single day last Saturday.