10 Things to do on Martha’s Vineyard for First-timers

It isn’t just the Obamas or the Kennedys who liked to vacation on Martha’s Vineyard. This island off the Cape Cod coast is a popular New England vacation spot for many families. Luckily we have good friends who have vacationed on the Vineyard for decades and they took us under their wing to show us the best things to do on Martha’s Vineyard for first timers.

Tips for Visiting Martha’s Vineyard

Before we get into some fun things to do on Martha’s Vineyard, let’s start with some basics for first time visitors:

  • If you want to bring a car, you need to book the car ferry reservation very far in advance. If you need specific dates for your vacation rental, book as soon as the ferry reservations open in late winter / early spring.
  • If you want to take a day trip to Martha’s Vineyard, it is easiest to take a passenger ferry and leave the car in Woods Hole unless you made your plans very early.
  • For day trips, you can take the ferry to either Oak Bluffs or Vineyard Haven from Woods Hole or Edgartown from Falmouth. Edgartown is a quieter town with cute shops and restaurants. Oak Bluffs is the largest town with plenty to do and is great for kids.
  • There are a number of hotels on the Vineyard if you are just staying for a long weekend, but most people will want to rent a beach house.
  • Groceries will be more expensive on the island so if you are staying for the week, try to stock your car with the paper and packaged goods that you will need for your stay.
  • If you are staying for any length of time, you are going to want a car to explore all of these sites on the island.

What to do on Martha’s Vineyard

Take in the Sunset at Menemsha Beach

Menemsha at sunset - what to do in Martha's Vineyard with kids
Menemsha at Sunset

Pack a blanket, chairs, a picnic, and a bottle of wine and settle in for a beautiful nature show. Menemsha Beach is a popular spot to watch the sunset. Plan to go early because the parking lot fills up fast. You might want to to pick up your dinner at Larsen’s Fish Market and enjoy some lobster with your sunset.

Go Bridge Jumping at “Jaws” Bridge

Jumping from Jaws Bridge - What to do on Martha's Vineyard
Jumping from Jaws Bridge

Located on Beach Rd at the border of Edgartown and Oak Bluffs, jumping off of Jaws Bridge (named for its appearance in the movie Jaws, filmed on Martha’s Vineyard) is a summer visitor rite of passage. Go at high tide for a shorter jump!

Spend a Day at Long Point Nature Reserve

Long Point Nature Reserve - What to do on Martha's Vineyard with Kids
Playing in the sand and salt pond at Long Point Nature Reserve

Long Point Nature Reserve was one of my favorite places that we visited on Martha’s Vineyard. On one side you will find a peaceful, calm, shallow salt pond that is great for young kids. But walk across the dunes and you will find a beautiful long beach of white sand and rolling surf. Little kids start at the pond and graduate to the rougher surf. This was the first place my daughter could tolerate sticking her feet in the sand. Now you can even rent kayaks here.

Visit Aquinnah Cliffs

Aquinnah Light - What to do on Martha's Vineyard
Exploring Aquinnah

Moshup’s Beach, which sits just below the famous Aquinnah Cliffs, is a beautiful place to fish, view the sunset, or explore.

Climb the East Chop Lighthouse

Climbing East Chop Light - What to do on Martha's Vineyard
Posing in front of East Chop Light

Open seasonally every Sunday at sunset, you can climb to the top of East Chop Light and watch the sunset. Admission is $5.00 for adults and children under 12 are free.

Catch the Brass Ring at the Flying Horses Carousel

Flying horses carousel - 10 Things to do on Martha's Vineyard for First-timers
Flying Horses Carousel

The Flying Horses Carousel in Oak Bluffs is the oldest platform carousel in the nation and a National Landmark.

Shop at the Morning Glory Farmstand

Morning Glory Farm - What to do on Martha's Vineyard
Flowers at Morning Glory Farm

Open May through December, the Morning Glory Farm stand is a feast for the eyes and the stomach, filled with local produce and treats from their amazing bakery, perfect for stocking up the beach house kitchen or preparing a special vacation feast.

Visit Ben and Bill’s Chocolate Emporium

Ben and Bills Chocolate Emporium - What to do on Martha's Vineyard for First-timers
Ben & Bill’s Chocolate Emporium

Be prepared to stand in line, especially if it is raining, because Ben and Bill’s is very popular for its truffles, barks, turtles and fudge.

Go Biking or Running

Going for a bike ride - What to do on Martha's Vineyard
Ready to go for a bike ride

Martha’s Vineyard offers 44 miles of bike trails, including section that runs from Vineyard Haven through Oak Bluffs to Edgartown, making it a perfect place to get some exercise. There are many bike rental shops on the island if you don’t bring your own bikes.

Pig out at Back Door Donuts

After you line up and stuff your face with a gigantic apple fritter or donut from Back Door Donuts, you’ll need to go back to #9 to burn off those calories.

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Publish Date: March 27, 2024

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