41.39N 70.62W

8 Enchanting Places to Pop the Question (or Say Yes!) on Martha’s Vineyard

8 Enchanting Places to Pop the Question (or Say Yes!) on Martha’s Vineyard

Martha’s Vineyard has so many perfect places for proposing to the one you love. Following are some fun, exciting and downright romantic suggestions in which to create these most special memories.


At the far south / south eastern end of Martha’s Vineyard this breathtaking, intensely private spot can be reached either by four wheel drive vehicle (over-sand vehicle permit required from the Trustees of Reservations) or by boat.  Standing at the shore, there is nothing between the two of you and the horizon but the sparkling sea.
The Perfect Moment: at sunrise when a new day dawns over the Atlantic.

Gay Head Cliffs
The remote headlands of the Aquinnah offer views of the Elizabeth Islands; it is one of the few places on the east coast where one can watch the sun set over the sea.
The Perfect Moment: a clear early autumn day that’s just ending with a spectacular sunset and you’ll have the Cliffs to yourselves. Celebrate after with dinner at the Outermost Inn.


8 Enchanting Places to Pop the Question (or say I Do) on Martha’s Vineyard



Flying Horses 
Make his/her head spin riding one of the country’s oldest and most beautifully restored carousels then, see if s/he will trade in the rings you’ve caught for the ring you offer.
The Perfect Moment: Crowds at this popular attraction tend to dwindle on sunny afternoons, late at night, in the shoulder season.

Atop the Ferris Wheel at the Ag Fair
Pick a perfect summer’s night, when the bright lights and bustle of the Fair are spread out below you.
The Perfect Moment: You’ll be on top of the world when the answer is yes!

Oak Bluffs Fireworks
Make the grand finale one you’ll never forget!
The Perfect Moment:  Just before the spectacular final minutes there is a moment of silence just long enough to ask “Marry me?” Time it right, and you should have your answer just as the grand finale lights up the night sky.



At any of the Island’s romantic restaurants
MVOL suggests:
The Dunes at South Beach, at the Winnetu Oceanside Resort in Edgartown, offering spectacular views of South Beach; Water Street at the Harbor View Hotel where afterwards you can stroll the beach beneath the Edgartown lighthouse; The Lambert’s Cove Inn, or  beneath the twinkle lights of the Sweet Life Café in Oak Bluffs. The Perfect Moment: Tuck your proposal in with the menu or time it to sweeten up dessert.

Mytoi Gardens
Visit these beautiful and remote Japanese style gardens on Chappaquiddick and scout out your favorite spot among willows, ponds and flowering shrubs
The Perfect Moment: though beautiful all year long the gardens are truly extraordinary in spring when the giant rhododendrons and water iris are in bloom.

Aboard a sailboat or kayak
Enjoy complete privacy surrounded by the beauty of the sea or inland pond.
The Perfect Moment: Any one you choose!