Things to Do in Martha's Vineyard

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Top Romantic Things to Do for Couples on Martha’s Vineyard

BY VINEYARD SQUARE HOTEL | 15 April 2015

When you’re on the island with someone special, the miles of water between you and the rest of the world make it clear: this is your time. You’ve set your emails to auto-reply and you’ve forgotten your phone chargers — on purpose. The stories you’ll tell friends and relatives when you get back can wait. Now’s your chance to write stories you’ll never tell a soul, and some of the best ones start with these hand-picked romantic things to do for couples on Martha’s Vineyard.

Two Chairs on the Beach - Romantic Things to Do on Martha's Vineyard

Sunsets at Menemsha

As day fades into evening, follow the sun west to Menemsha Beach in Chilmark. This public beach faces Vineyard Sound, so the waves are gentler than on the Atlantic side, just right for a late-day dip. It also faces one of the most spectacular sunsets in all of New England for the perfect start to a night on the town. You can even have a fresh lobster dinner on the beach — takeout seafood from the famous Larsen’s Fish Market is just a stroll away.

For the Adventurous Couple: Biplane Rides

Biplane at Katama Airfield Martha's Vineyard If adrenaline is a key ingredient in your relationship, take each other to new heights with an open-air plane ride over the Vineyard from Biplane MV. The vintage aircraft take off from Katama Airfield right here in Edgartown and tours can soar over different combinations of beaches and towns. It’s not the least-expensive Martha’s Vineyard couples’ activity, with rides for two starting at a few hundred dollars, but the views are priceless. For a few extra dollars, you can up the intensity and have your pilot throw in some loops, rolls, and dives. Even if you’re not up for flying, the airfield is worth a visit to watch classic planes take off and land on its grass runways just like they did when it opened in 1924.

Romantic Restaurants

Fair warning: your usual date night spot back home might lose a little magic after a romantic dinner on Martha’s Vineyard. In addition to the freshest possible seafood, island chefs have access to a surprising amount of other local produce, from berries to organic beef. Top that off with stunning natural surroundings and you’ll find yourself lingering after dessert.

For the ultimate romantic experience, check out chef Michael Brisson’s prix-fixe tasting menu at l’étoile here in Edgartown. His French-influenced contemporary cuisine has garnered near-perfect ratings from Zagat and impressed the who’s who of culinary experts at a Relais & Chateaux Chef’s Dinner. Here at The Square, Chesca’s offers the island’s finest Italian fare. Our favorite tables for couples are on the porch.

Go for a Nighttime Stroll

Not everything needs to be planned. After dinner and a drink, go for a walk around the edges of Edgartown and let the finer points of your itinerary figure themselves in the moment. Leave your shoes just off the edge of North Water Street and tiptoe onto the beach around Edgartown Lighthouse at dusk. Wherever the evening takes you, don’t forget to look up. The stargazing on Martha’s Vineyard is truly unbelievable since we’re so far from any major sources of light pollution.

Wherever your romantic island adventure takes you, Vineyard Square will be waiting for you at the center of it all. Unwind with a glass of wine overlooking the harbor from our top-floor deck or retreat to the quiet of your room after a night out. Whatever your needs, we’re here to help make your romantic getaway on Martha’s Vineyard more memorable.


June 21, 2018 04:04 pm

Hi how long is the biplane ride? Is there a number i can call to get full pricing. Thank u


February 05, 2018 01:33 pm

[…] seafood shacks where you can pick up a fresh lobster dinner to take to the beach. As one of the top romantic things to do on Martha’s Vineyard, this classic sunset scene is no secret — in the summer, plan on sharing the beach with fellow […]


November 17, 2017 02:50 pm

[…] to sleep in late and lounge together before you set out for the day. However, if this is more of a romantic getaway than an ordinary va-cay, let the temptation of treating yourself take over. A luxury room with all […]


December 12, 2016 12:16 pm

[…] Though we love our summers and the folks that they bring, winter weekends on Martha’s Vineyard have their own magic. The busy vibe is replaced with relaxation mode, and the peaceful crash of ocean waves isn’t muffled by the buzz of beach crowds. Compared to the summer, it’s like having the island to yourself! That’s why winter can be one of the best times to plan a romantic weekend. […]