Articles by: Stephen Rappaport

Stephen Rappaport

Stephen Rappaport

Waterfront Editor at The Ellsworth American
Stephen Rappaport has lived in Maine for nearly 30 years. A lifelong sailor, he spends as much time as possible messing about in boats. [email protected]
  • Wild Wild West has wild wild weekend

    Wild Wild West has wild wild weekend

    WINTER HARBOR — In conjunction with its annual Lobster Festival, Winter Harbor has been hosting lobster boat races for 54 years, but somehow the event never seems to get old. Last Saturday morning, 96 boats signed up for the races and, by the time the day was through, there were some remarkably close finishes and

  • 67th Retired Skippers Race set for Saturday

    67th Retired Skippers Race set for Saturday

    CASTINE — Sixty-eight years after two old salts, one from Stonington the other from Bucksport, climbed aboard a couple of sailboats to settle the question of which of the towns produced “real” sailormen, a fleet of perhaps a dozen boats will sail Saturday, weather allowing, in the 67th edition of the Maine Retired Skippers Race.

  • Eggemoggin Reach Regatta draws large fleet

    Eggemoggin Reach Regatta draws large fleet

    BROOKLIN — The Eggemoggin Reach Regatta for wooden boats always draws a large fleet of interesting and attractive boats. This year, 105 vessels came to the starting line, 11 more than last year and, no surprise, most of them were interesting, attractive, or both. Again the scratch boat, Richard Schotte’s Isobel, launched by Brooklin Boat

  • Watching the Eggemoggin Reach Regatta aboard Amity

    Watching the Eggemoggin Reach Regatta aboard Amity

    Recollection BROOKLIN — Browsing through a boating magazine recently, I saw yacht broker’s listing for Amity with a photograph — the one that appears above — showing the handsome Friendship sloop under sail. Although the hull was black, it was unmistakably the same boat I sailed on nearly 30 years ago with her owner, James

  • Classic yacht regattas scheduled for week’s end

    Classic yacht regattas scheduled for week’s end

    CASTINE — As it seems to every year, the first weekend in August has arrived suddenly, unbidden and unexpected, and crowded with events that celebrate classic sailing yachts. This afternoon, the waterfront in Castine will be crowded with boats gathered for the Thursday morning start of the 19th annual Castine Classic Yacht Race. That race

  • New boat joins the Stonington lobster fleet

    New boat joins the Stonington lobster fleet

    DEER ISLE — Sunday was a great day to have a picnic along the shore of Eggemoggin Reach even without an excuse. The celebration for the launching of Stonington lobsterman Matt Shepard’s new lobster boat Alexsa Rose made the party even better. Shepard comes from a fishing family and has been lobstering since he was