Vacation In Martha’s Vineyard

Vacation In Martha’s Vineyard is a travel company specializing in island vacation planning in Martha

Are you ready to take a vacation to Martha’s Vineyard? If so, here is what you’ll want to know before booking your trip.

Are you still looking for the right vacation destination? Looking for a change of scenery? Want to get away from it all? Martha’s Vineyard is the place to go.

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As compact as Martha’s Vineyard is — or simply the Vineyard, as locals affectionately abbreviate it — this New England island can feel much larger because of its three main towns: Oak Bluffs, Vineyard Haven, and Edgartown, all of which offer something different. There’s also Aquinnah, renowned for its towering seaside cliffs, the sleepier fishing village of Chilmark, and the less touristy, often labeled ‘residents-only’, West Tisbury.

Vacation In Martha’s Vineyard

A visit to the island isn’t complete without visiting them all, however, repeat visitors will surely play favorites, flocking back to their preferred destination. Don’t be intimidated, there’s something for everyone on Massachusetts’ largest island, and though it may not be the easiest to access, that only adds to its charm — because once you arrive, you’ll never want to leave.

The Best Time to Visit Martha’s Vineyard

A New England island situated seven miles offshore in the Atlantic Ocean, the Vineyard is very much a seasonal destination. Summer is by far the best time to visit with balmy averages hovering in the 80s and a plethora of activities on offer; the winter can bring nasty, coastal storms and the majority of businesses will shutter during these months. If you’re planning a trip to Martha’s Vineyard in high season, you should book accommodations early (whether you’re looking for a luxe hotel or an Airbnb), as space is limited on the 100-square-mile island.

Repeat visitors may find that the shoulder-season months — April and September — are the best time to experience all of the island’s charm, without the chaos of high-season crowds. And if you’re lucky and willing to plan last minute, warm autumns may prompt the Vineyard to extend the season, so don’t completely write off October. With that said, if you have plans to visit a specific restaurant or shop during shoulder season, just make sure to check their website for off-season hours.

What to Do in Martha’s Vineyard

Hit the beach

With nearly 20 beaches, the most obvious thing to do on the Vineyard is check out the beaches. Gay Head Public Beach shows off the towering Aquinnah cliffs, Menemsha is known for gorgeous sunsets, and Lighthouse Beach is walking distance from Edgartown. Elevate your beach day with a lobster roll or whole steamed crustacean with a side of seaweed salad from The Net Result.

Experience History

Rent a bike and pedal past the historical Gingerbread cottages of Oak Bluffs. Climb the West Chop Lighthouse or Edgartown Lighthouse for impressive views of the Vineyard. Visit the Flying Horses Carousel, which dates back to 1876.

Spend Time in and on the Water

Whether you’re wading, paddleboarding, or surfing, playing in the surf is a crucial part of island life. You should also head out on the water for an afternoon, taking a traditional sailing lesson (try private lessons with Sail MV) or chartering a boat for the day (try Island Girl Excursions).

Adults-only Fun

Pop into one of the harborside bars with airy decks and tiki cocktails, where you may just stay for the rest of the evening. Visit The Ritz MV for a taste of the island’s late-night, local scene — open year-round.

Where to Stay on Martha’s Vineyard

The Kelley House

Nestled in the former whaling port of Edgartown, The Kelley House Hotel still stands from the days when sea captain wealth developed the island. Don’t let 275 years of history fool you, though — Kelley House’s 54 rooms have been renovated to keep up with the times, emanating contemporary, nautical charm. The guests-only pool is a rarity on the island and a welcome respite from the hustle and bustle of the beaches during peak-season.

The Edgartown Collection

The Christopher, The Sydney, The Richard, and The Edgartown Inn are the four luxury boutiques in this hotel collection, totaling 69 rooms across Edgartown. Each property is tastefully renovated and reflects their own personality, from the island-inspired blue hues at The Christopher to the garden-reminiscent touches at The Edgartown Inn, you simply can’t go wrong.