Category Archives / Activities

Martha’s Vineyard Kayaking – Lake Tashmoo

View across Lake Tashmoo from kayak

The English have always shown a prowess and, dare I say, preference for sports and pursuits that involve sitting down. Whether it be cycling, sailing, car racing, horse-riding, chess, star-gazing, beer drinking or my personal favorite kayaking. There are many great kayaking locations on Martha’s Vineyard and if you rent through Island Spirit Kayaking they […]

Summer Hiking on Martha’s Vineyard – The Brickyard at Menemsha Hills

Trail approaching derelict brickyard tower in Chilmark

One of our favorite Martha’s Vineyard hikes to escape to in the height of summer is the Brickyard Trail at Menemsha Hills Reservation in Chilmark. The Menemsha Hills reservation is found on North Road just after Tabor House Road on the right (if you are heading up island towards Menemsha). There is plenty of parking […]

Beach Road Weekend 2023 – Martha’s Vineyard

Vineyard Haven burst into sound for the annual Beach Road Weekend music festival with locals and visitors gathering to enjoy 3 days of outdoor music from an array of top musical performers. This wonderful Martha’s Vineyard end of summer event is a celebration of music and a fitting way to end the peak summer season. […]

Hiking Martha’s Vineyard – Cranberry Acres

View of pond

If you’re looking for an easy, short and picturesque hike on Martha’s Vineyard then look no further. Head into Vineyard Haven and weave your way up Lambert’s Cove Road (direction “Up-Island”). In about a mile on the left hand side you will see a sign for the Wakeman Center. The Wakeman Center is the home […]

Secret Martha’s Vineyard – Biking Tisbury Meadow Preserve

Tisbury Meadows Trail Head Sign

Tisbury Meadow Preserve in Vineyard Haven is a wonderfully pristine “Down-Island” hiking trail that is hidden in plain sight. It is an 84 acre MV Land Bank property with a trail head located directly on State Road between the “Down-Island” turning on to Lambert’s Cove Road and the Scottish Bakehouse  (on the left hand side […]

Martha’s Vineyard Stand-Up Paddle Boarding (SUP)

Paddleboarders

A great Martha’s Vineyard experience for your next Martha’s Vineyard vacation is Stand-Up paddle boarding (SUP) so I was duty bound to dive in head first, or not, and try it out for you. This day out on one of Martha’s Vineyard most beautiful water features did happen and no stunt doubles were used at […]

Secret Martha’s Vineyard – Hillmans Point Preserve

Boardwalk to Hillmans Point

Martha’s Vineyard is a treasure trove of off the beaten track gems that can add some adventure to your island vacation. One great bit of local Martha’s Vineyard knowledge is a hidden location for kayakers to easily put their kayaks into Lake Tashmoo. Tucked away down a long dirt road on the western side of […]

Top Things To Do on Chappaquiddick

Cape Poge Wildlife Reserve

Chappaquiddick, or simply “Chappy” in the local vernacular, is an island (sometimes) at the eastern end of Martha’s Vineyard. It is connected to the rest of Martha’s Vineyard (sometimes) via the barrier beach at Norton Point. This barrier gets breached by the sea during big storms every 30 years or so and Chappy is then […]

Secret Martha’s Vineyard – Little Duarte’s Pond Preserve

Little Duartes Pond

One of the best ways to discover Martha’s Vineyard is setting out on one of the many Martha’s Vineyard hiking trails. Vineyard Haven is surrounded by conservation areas to protect its aquifer and provide green space around the town. The conservation areas provide wonderful opportunities for off-road biking and hiking through woodlands and pasture. These […]

Christmas on Martha’s Vineyard – Things To Do

Christmas Vineyard Haven Main Street

Christmas on Martha’s Vineyard is a magical time to visit with plenty of festive activities to get and keep you in the Holiday spirit. Here are the top things to do for Christmas on Martha’s Vineyard “Tis The Season” Vineyard Haven. The street light display creates a twinkling wonderland and the snow machine on weekend evenings […]