Category Archives / Activities

Top 10 Winter Activities on Martha’s Vineyard

Winter on Martha's Vineyard

OK call me crazy – you won’t be the first and I’m hoping not the last – but your next winter vacation should be to Martha’s Vineyard. Dispel those visions you harbor of boarded up stores, “Perfect Storm” ferry trips, gnarly islanders, sideways rain and a scary silence from your Uber app. Not true – […]

Best Events On Martha’s Vineyard

Oak Bluffs Fireworks

Given the beauty of its beaches, ponds, woodlands, farms and trails, the unbeatable locations for sailing, golfing, fishing, kayaking and kite-boarding, and the world-class restaurants and food-to-table menus, you do not need an excuse to come and vacation on Martha’s Vineyard. However, should you be that type of person who needs a reason to go […]

Top 10 Martha’s Vineyard Sunsets

Tashmoo Sunset Martha's Vineyard

A Martha’s Vineyard vacation is a bucket-list item that provides a host of exceptional experiences, be they sailing, kayaking, farm-to-table food, hiking, art events, film festivals or celebrity spotting. But one of our favourites is the stunning sunsets that are visible here from land and sea. A perfect way to end a perfect day on […]

Where To Shop On Martha’s Vineyard – Edgartown

Edgartown Shopping

A must do on any vacation on Martha’s Vineyard is a stroll down picturesque Main Street in Edgartown. It epitomizes a text book New England village Main Street that could have graced a Norman Rockwell print. Everything is pristine and immaculately manicured, not unlike my good self.  For this reason it is hardly surprising that […]

Experience Martha’s Vineyard – Oyster Farm Tour

Martha's Vineyard Oysters

Jonathan Swift once declared, “He was a bold man that first ate an oyster”, so we should raise a glass to that bold (and probably ravenous) man who discovered the joyous taste of the oyster. A vacation to Martha’s Vineyard provides opportunity for the (over)eating of these aesthetically challenged mollusks farmed right here on the […]

Where To Shop On Martha’s Vineyard – Vineyard Haven

Bookstore Martha's Vineyard

Shopping on Martha’s Vineyard is to be whisked back in time to when store hopping meant wandering a Main Street filled with small, independently owned businesses specializing in their chosen product. The Vineyard has long fought to keep chain businesses (be they stores, hotels, coffee shops etc.) and box stores off the island in order […]

Running On Martha’s Vineyard

Martha's Vineyard Running

Whatever caliber of runner, jogger or walker you may be the views on the road can make the foot thumping journey easier on the sole. So if you take your exercise on foot on Martha’s Vineyard you know how lucky you are as you drink in the stunning vistas that may greet you at any […]

Top 5 Hikes on Martha’s Vineyard Part 5 – Great Rock Bight Preserve

Great Rock Bight Beach

One of the most popular hikes on Martha’s Vineyard is the trail at Great Rock Bight Preserve in Chilmark. Located off North Road just passed the old gas pump heading west, this Land Bank property is a great hike at any time of year. In my case I set out to explore it on a […]

Top 5 Hikes on Martha’s Vineyard Part 4 – Caroline Tuthill Preserve

Caroline Tuthill Preserve

This expansive preserve in Edgartown makes the Best Martha’s Vineyard Hiking list for not one but two reasons.  First and foremost great hiking. The Caroline Tuthill Preserve covers a whopping 150 acres and provides beautifully manicured (well this is Edgartown darling) trails through woodland, salt marsh, wetlands and open meadow. If you cover all the […]

Best Sailing Charter On Martha’s Vineyard

Martha's Vineyard Sailing

If a Martha’s Vineyard vacation is on your bucket list then it would seem natural that part of that New England getaway would be a sailing trip. Coming to Martha’s Vineyard and not getting out on the water would be a wee bit missing the point; like going to Burger King and not getting any […]