Island Cup

Island Cup Heads to Fenway Park

For the first time in history, the Island Cup will be played at Fenway Park, with the Martha’s Vineyard Regional High School football team heading to Boston this year to take on the Nantucket Whalers in the longstanding tradition.

Vineyard Retains Island Cup With Dramatic Last Second Field Goal

The Vineyarders won the Island Cup for the second year in a row, with a dynamic 24-21 win over the Whalers. The boys and girls soccer teams were also victorious Saturday, each winning an inaugural Golden Anchor trophy.

Island Cup Meets Golden Anchor for Epic Battle in the Atlantic

Vineyard sports teams travel to Nantucket this weekend for the Island Cup and the new "Battle in the Atlantic" tradition.

Inaugural Golden Anchor Trophies Added to Island Cup Rivalry

Island Cup bragging rights will not be the only trophy on the line this Saturday when Vineyard sports teams travel to Nantucket. This year the field hockey and boys and girls soccer teams will do battle for the Golden Anchor trophies.

Vineyard Takes Back Island Cup, Beating Nantucket 14-13 in Thriller

For the first time in six years, the Island Cup is staying on the Vineyard. In a battle of wills, the Vineyarders outlasted Nantucket 14-13, holding their rivals scoreless in the second half.

Island Cup Awaits as Vineyard Sports Teams Host Nantucket

The ultimate inter-Island rivalry is rekindled this week, as the Martha's Vineyard Regional High School prepares to host Nantucket in a slate of fall sports contests culminating Saturday in a battle for the coveted Island Cup.

Whalers Top Vineyarders to Retain Possession of the Island Cup

On a windy Halloween day on Nantucket, the Whalers cruised to a 27-7 victory against the Vineyarders in the historic Island Cup rivalry.

Island Cup Fever Is Contagious for Generations

The Island Cup game has been rescheduled to Sunday at 2 p.m. on Nantucket. The fan boat leaves the Vineyard on Oct. 31 at 7 a.m. Field hockey and boys and girls soccer also play at Nantucket that day.

Island Cup Is Canceled After Covid Exposure

The Island Cup football game between Martha’s Vineyard and Nantucket has been canceled due to exposure to Covid-19.

Whalers Defend the Cup in 47-20 Triumph

In the 40th Island Cup matchup, a tough Nantucket team proved too much for the Vineyarders. The Whalers wasted no time in jumping out to a 28-0 lead.

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