How to Spend 3 Days in Martha’s Vineyard – Things to do!

Martha's Vineyard, Massachusetts

I don’t think there was a movie that negatively affected me more than Jaws. So much so that when Kalyra asked to watch it last summer on a camping trip to Lake Kerr in North Carolina with friends, I vehemently said,

“No. That is not a good idea. Trust me, it will ruin your enjoyment of the beach for the rest of your life.”

Well she didn’t listen to me and watched it and thought it was the lamest movie ever (insert eye roll).

“How could you let that scare you Mum? It was so fake.”

“Back in our days love, when we had no high tech special effects in movies, that was as real as the snake crawling past your tent right now.”

I’m pretty sure the next day when we went tubing on the lake, she asked if there were sharks in the lake. Jaws made you afraid to swim anywhere you couldn’t see the bottom.

Martha’s Vineyard Massachusetts (MVY) is the fictional place of Amity, which Jaws terrorized back in 1975.

Martha's Vineyard, Massachusetts

Martha’s Vineyard, more specifically the town of Edgartown, was taken over by Spielberg and his cast and crew to film what turned out to be the epic Black Panther style blockbuster of its time.

It was a summer smash hit that ruined me for life.

Where is Martha’s Vineyard?

Martha's Vineyard, Massachusetts

Martha’s Vineyard is located approximately seven miles off the southern coast of Cape Cod in Massachusetts.

To get to Martha’s Vineyard, you catch a ferry from Woods Hole (near Falmouth) on Cape Cod to either Oaks Bluff or Vineyard Haven.

How to Get to Martha’s Vineyard

Car ferry to Martha's Vineyard

The Woods Hole ferry to Martha’s Vineyard takes approximately 45 minutes.

If you’re taking your car over on the Martha’s Vineyard ferry it is best to reserve your ticket in advance so you don’t miss out.

Woods Hole is about a two hour drive south of Boston and and NYC to Martha’s Vineyard takes approximately 5.5 hrs. (check traffic as this can drastically change in the North East).

Check here for ferry times and prices as it varies depending on vehicles and passengers.

Martha’s Vineyard is a Coastal Retreat

Martha's Vineyard, Massachusetts

We didn’t visit Martha’s Vineyard to scout out Jaws filming locations.

We visited as it’s a place I’ve heard my parents mention many times growing up, most notably for its connection to the Kennedy family.

My parents, and my Aunty, are huge Kennedy fans and have followed their family’s story and lives for as long as I can remember.

It’s not just the Kennedy’s who have lived or spent time on the island. Celebrities frequently visit and can often be seen in the summer months.

Obama and his family rented a farm here one year at Chilmark for their family vacation.

As Martha’s Vineyard seems to be a coastal retreat for the wealthy, we thought we’d be in for a major treat.

I mean, when you have all that money and opportunity and you choose Martha’s Vineyard, it has to be something special.

Martha's Vineyard, Massachusetts

Beautiful home on Martha's Vineyard, Massachusetts

I’d have to say I was a little disappointed with Martha’s Vineyard.

We all felt a little flat over it, although my Mum put Edgartown as one of the highlights of our Dallas to Boston road trip.

I think going to Martha’s Vineyard fell flat for us simply because we are from Australia and have been fortunate to have the opportunity to experience hundreds of beaches and islands (Australia is surrounded by 10,000+ beaches!)

Sadly, one downfall of living a nomadic life for as long as we have, is that you do experience so much, and it’s very difficult to not let that comparison creep in and dull a new experience.

I am very aware this is a problem, especially when it comes to beaches.

Martha's Vineyard, Massachusetts

So while I know you trust our opinion, and that’s why I tell it to you straight, also be mindful of where our opinion comes from.

When you visit Martha’s Vineyard it may be a completely different experience for you and I don’t want to taint that because of my somewhat jaded eyes.

However, although we weren’t wowed, we did have a good time on Martha’s Vineyard.

I think its important to make the most of every travel opportunity and love it for what it presents to you, even if it does fall below your expectations.

How did it fall down for us?

I didn’t think the Martha’s Vineyard beaches were all that spectacular.

The weather wasn’t warm enough for swimming, we were there in May, for some of you it may have been okay. I don’t usually go swimming unless it’s baking hot and the water temperature warmish.

But looking at our photos you might think otherwise.

Martha's Vineyard, Massachusetts

I had done my research on things to do in Martha’s Vineyard and a couple of “oh my god so spectacular scenic drives” came up.

I was super excited to take them only to be left with a “Wait, was that it?”

Maybe if I was like Mum who doesn’t like to do much research and just likes to show up and be surprised, I may have been more wowed.

But my expectations were placed too high.

MenmoshaSunset in Menmosha
Martha's Vineyard, MassachusettsEdgartown

Mostly though, I don’t think we experienced Martha’s Vineyard in the right way.

We were more on a sightseeing trip with my parents. So we wanted to move around and see notable places and experience cool local things.

I think a Martha’s Vineyard vacation is more of a rent a cottage and chill out on the beach for a week or two kind of place, which we weren’t in the right mode for.

Martha's Vineyard, Menmosha

Because we were a little before peak season, some cool places like the popular Chilmark Chocolates, whose owners employ young people with a range of disabilities to make and sell their candies weren’t open yet.

I can see how lingering at places like that would enhance your Martha’s Vineyard vacation.

Being there the week before memorial weekend did mean the crowds hadn’t entered the island yet, so it was peaceful.

We can’t imagine what it must be like on Martha’s Vineyard during the peak summer season. The crowds and the traffic is meant to be intense.

I’ve seen pictures of the ferry and it was busier than the hundreds of people lining up to visit the Statue of Liberty in New York each day.

Martha’s Vineyard things to do!
1. Find Serenity and Mystery on Chappaquiddick Island

Visiting Chappaquiddick Island was one of our favorite things to do in Martha’s Vineyard.

There is a 3-car-3-minute “Chappy Ferry” ride over to the island, which has maintained the Vineyard’s old world charm.

Chappaquiddick Island ferry

There is a spectacular 2 3/4 mile walk along a sand spit from South Beach over to Chappaquiddick Island if you want a more adventurous way to explore for the day.

Chappaquiddick is much wilder than the main island and a peaceful retreat to what you’ll find in Oaks Bluff and Edgartown.

There are no stores or restaurants on the island, so be sure to pack everything you need for the day.

Chappaquiddick Island, Martha's Vineyard

Exploring Chappaquiddick Island in Martha's Vineyard

Chappaquiddick Island

Chappaquiddick is most known for the tragic Kennedy accident back in 1969.

Senator Ted Kennedy was driving a young woman named Mary Jo Kopechne home when he drove of the side of the Dike Bridge. He attempted to rescue her but she drowned and he didn’t report the accident until the next day.

It gave us a great story to discuss later on.

We stood at the spot where the accident happened and could see how in the dark of night you could be disorientated and come off it, especially if driving too fast. (They have barriers on either side of the bridge now though).

Chappaquiddick Kennedy accident site

There are plenty of beaches and hiking trails to enjoy on Chappaquiddick.

I would have loved to have ridden a bike over from the mainland to explore it that way. It’s small enough that you could.

Chappaquiddick Island, Martha's Vineyard, Massachusetts

There is also a 14-acre Japanese garden, Mytoi and the Cape Poge Wildlife Refuge, the nesting area for a variety of New England shorebirds.

The beach here was pretty wild but pretty, and after reading the Great White Shark warning sign on the boardwalk down to the beach, we decided swimming would not be an option for us here.

Chappaquiddick Island

Chappaquiddick Island, Martha's Vineyard, Massachusetts

Chappaquiddick Island, Martha's Vineyard, Massachusetts

Although we have swum with sea lions before in the Port Lincoln area of South Australia, a region notorious for Great White Sharks!

We finally had confirmation that Jaws actually does exist on Martha’s Vineyard.

It has to do with the increase of seals in the area. And yes they have been seen eating them. This was an official sign, not a scare mongering tactic.

The Chappy Ferry costs:

Passenger — $4.00 round-trip
Car and driver — $12.00 round-trip
Bike and rider — $6.00 round trip

2. Roam around Edgartown

Beautiful town of Edgartown on Martha's Vineyard, Massachusetts

Edgartown is Martha’s Vineyard’s oldest and most stylish town with tidy streets that has preserved a lot of its elegant and wealthy whaling past.

You’ll see an abundance of stately white Greek Revival houses Captain’s homes lining the streets with well manicured gardens and lawns, and shady oak trees.

Many have plaques signifying which Captain owned the house.

And many of the whaling Captain’s homes have been converted into inns, restaurants and one-of-a-kind shops and cafes.

Beautiful town of Edgartown on Martha's Vineyard, Massachusetts

Beautiful town of Edgartown on Martha's Vineyard, Massachusetts

Beautiful town of Edgartown on Martha's Vineyard, Massachusetts

I would have much rather rented one of the vacation rentals in Edgartown Martha’s Vineyard than where we stayed in Oaks Bluff.

It would have been nice to wander around this area at night. Just the few hours we had here in the day was one of our favorite things to do in Martha’s Vineyard.

There’s not a lot to do in Edgartown but walk and browse the shops and enjoy a vineyard gourmet fare.

Beautiful town of Edgartown on Martha's Vineyard, Massachusetts

Martha's Vineyard, Massachusetts

Beautiful town of Edgartown on Martha's Vineyard, Massachusetts

Among the Flowers was a lovely cafe in town, where we had a delicious home made lunch on the patio among the flowers! For other Martha’s Vineyard restaurants ideas click here. 

Among The Flowers, Edgartown

Drive around the bay near Edgartown and you’ll find the wide open windswept, South Beach, where the opening scene for Jaws was filmed.

3. Edgartown Lighthouse

Edgartown Lighthouse, Martha's Vineyard

Walk about 10 minutes along North Water Street to admire the homes and visit the Edgartown Lighthouse which is set on the public beach.

You get panoramic vistas of Edgartown Harbor and over to Chappaquiddick Island.

Edgartown Lighthouse in Martha's Vineyard, Massachusetts

Edgartown Lighthouse, Martha's Vineyard

Look back and check out the gorgeous Harbor View Hotel on the water here. If you want a hotel stay on Martha’s Vineyard, this would be one of the best hotels in Martha’s Vineyard.

Harbor View Hotel in Edgartown, Martha's Vineyard

Harbor View Hotel in Edgartown, Martha's Vineyard

Those views are something special and it looks very elegant and refined. If you can get a water view room, sunrises are meant to be pretty here. See it from the comfort of your bed even.

Check out reviews of Harbor View Hotel and book your stay through our partner, Booking.com

4. Get High Spirited in Oak Bluffs

Martha's Vineyard, Massachusetts

Oak Bluffs Martha’s Vineyard is known for its high spirits and fun, which is what makes it a different experience to Edgartown on Martha’s Vineyard.

It’s main street is filled with restaurants, cafes and shops, including the popular brewery Offshore Ale and Johnny Cupcakes which my dad (John) just had to pose in front of.

Johnny Cupcakes in Oak Bluffs

It’s a pretty town with its Victorian homes and Oak Bluffs Campground, which is not your typical campground, nor is it opened to the public.

The campground is actually rows of extravagantly decorated historic summer cottages.

19th Century Methodist would retreat here to worship in summer camps. They soon became residents and replaced their canvas tents with colorfully painted Gothic designed cottages.

More than 300 proprieties are now privately owned by descendants.

You can look from the outside or take a tour of the Cottage Museum  to glimpse inside. Free concerts and movie nights are held during the summer in the Tabernacle complex in the middle of the homes.

Take the drive to the East Chop Lighthouse high atop a 79 foot bluff with vies of Nantucket Sound.

East Chop Lighthouse at Oak Bluffs in Martha's Vineyard

View from East Chop Lighthouse

On the East Chop Road, you’ll find many grey shingled mansions along the bluff road overlooking the sound. You can drive or walk along here.

Shingled mansions along East Chop Road in Oaks Bluff, Martha's Vineyard

Shingled mansions along East Chop Road in Oaks Bluff, Martha's Vineyard

Oak Bluffs, Martha's Vineyard, Massachusetts

East Chop Road in Oaks Bluff, Martha's Vineyard

East Chop Road in Oaks Bluff, Martha's Vineyard

In Oaks Bluff, grabbing the brass ring on the famous Flying Horses Carousel (the oldest operating platform carousel in the country), visiting Island Alpaca, and grabbing a tasty treat from Back Door Donuts came recommended as top things to do in Martha’s Vineyard.

5. Drive between Edgartown and Oaks Bluff

It’s a short scenic 6 mile drive between the towns of Edgartown and Oaks Bluff.

Along the way you’ll find The Bridge – you know the one from Jaws.

The Jaws Bridge on Martha's Vineyard

The stone quay Roy Scheider ran during the Jaws attack at the bridge is still there and runs perpendicular to the bridge.

Stop and jump off if you dare. It’s the thing to do in Martha’s Vineyard, you can even get T-Shirts that verify your triumph.

The Jaws Bridge on Martha's Vineyard

If the movie Jaws made me afraid of swimming pools then there is no way I’d take the bridge jumping challenge.

The Jaws Bridge on Martha's Vineyard

Even though I know Jaws was a six foot mechanical object, I don’t think I could bring myself to dip a toe. I’m not quite sure of the depth and my ability to land without hurting myself.

Although I did take bronze in the diving competition from the 4 meter platform representing Australia in our mock Commonwealth Games event.

You’ll also find Joseph A Sylvia State Beach, a 2 mile long sandy beach popular with families. This is where the beach scene from Jaws was filmed with all the kids swimming.

Beach on Martha's Vineyard, Massachusetts

Parking is limited so it is better to go early or bike, walk or take the shuttle.

6. Visit Aquinnah Cliffs and Gay Head Lighthouse

Aquinnah Cliffs in Martha's Vineyard

Aquinnah is the official Native American township on the island and the Wampanoag tribe are the guardians of the region.

Previous to 1997, this area was known as Gay Head and is located in the south west corner of Martha’s Vineyard.

The town is best known for its terra cotta clay cliffs.

For over a 100 million years, glaciers, sea and land have twisted layers of soil into colorful, waving bands that are perched above the sea.

The cliffs are really beautiful.

Aquinnah Cliffs - one of the best things to do in Martha's Vineyard

I love the Wampanoag myth to explain the creation of these sacred cliffs.

Moshup, the giant Creator, would wade into the ocean, pick up a whale, fling it against the Cliffs to kill it, and then cook it over the fire that burned continually.

The blood from these whales stained the clay banks of the Cliffs dark red.

You can explore the lower beach paths to see the cliffs up close and stretch along the sands at Moshup Beach, or take the upper trails to the top of the cliffs to catch a glimpse of Gay Head Light and nearby Elizabeth Islands.

The cliffs are protected from erosion so no walking on them or collecting them!

The Gay Head Lighthouse is an iconic structure at the top pf the cliffs that you can also visit.

Gay Head Lighthouse in Martha's Vineyard

Gay Head Lighthouse in Martha's Vineyard

There are a few gift shops on the small bluff near the cliffs, which have a lovely collection of Native American jewelry or paintings, or handcrafts.

I highly recommend purchasing some for these unique and meaningful souvenirs.

We arrived in the morning to the cliffs covered in fog. We came back before sunset at Menemsha and it was clear and pretty.

Martha's Vineyard, Massachusetts

It’s well worth the 30 minute drive from Edgartown. The locals told us you just never know what it’s going to do. Good luck!

If you’re staying over the other side of the island, I’d save a visit here until before sunset at Menemsha to reduce driving time.

7. Pair lobster with your Sunset at Menemsha

Menemsha in Martha's Vineyard, Massachusetts

Menemsha on the west coast of Martha’s Vineyard is a quintessential New England fishing village.

We really enjoyed experiencing the sunset on Menemsha Beach on our last evening in Martha’s Vineyard. It was recommended to us as one of the best things to do in Martha’s Vineyard.

Behind the beach at Menemsha is a small fishing port with old boats tied up at the dock, weathered shacks, drying nets and lobster pots.

Menemsha in Martha's Vineyard, Massachusetts

Menemsha in Martha's Vineyard, Massachusetts

Eating freshly steamed lobster, brothy chowder or stuffed clam from one of the several fishing markets in the harbor is the thing to do for sunset.

You’ll see groups of people sitting on the rustic chairs on the dock eating lobster and drinking wine before they move over to the beach.

They close before sunset though so get in early!

Menemsha Fish Market was about to close, but they let us come in and order, but they had no lobster available.

Mum couldn’t stop raving about how delicious her fish burger was.

Craig and I shared a seafood nachos, which was really unique, but I think it needed some guacamole to give it a lift. You can’t have nachos without guacamole.

Menemsha in Martha's Vineyard, Massachusetts

Menemsha in Martha's Vineyard, Massachusetts

Menemsha in Martha's Vineyard, Massachusetts

The main event in Menemsha is the gorgeous sunset.

See the beautiful sunset in Menemsha in Martha's Vineyard, Massachusetts

There are plenty of rocks for the kids to scramble over while you watch the sun go down. I loved the giant bell ringing out in the water with each movement of the ocean.

It felt very Jawsish!!

But this sunset should probably go at the top of our Martha’s Vineyard things to do list!

See the beautiful sunset in Menemsha in Martha's Vineyard, Massachusetts

Martha's Vineyard - Beautiful sunset in Menemsha in Martha's Vineyard, Massachusetts

Don't miss the pretty sunset in Menmosha, Martha's Vineyard, Massachusetts

If the harbor looks familiar, it’s because several scenes from the Jaws was filmed here.

But this sunset should probably go at the top of our Martha's Vineyard things to do list!

Menemsha Hills is also recommended  for it beautiful hiking trails and high elevations.

8. Vineyard Haven

You may get confused on the island as to where the dividing line between Tisbury and Vineyard Haven is. There is none.

Vineyard Haven is Tisbury.

It’s actually the name of the ferry port, so most people call it Vineyard Haven, but it is Tisbury.

On the elegant to rowdy scale, it sits somewhere in the middle between Edgartown and Oaks Bluff.

You’ll find plenty of stores to browse in the small town here and the drive from Oaks Bluff to here along the coastline is quite pretty.

If you’re looking for gluten free food for your home cooking supplies, you must visit Vineyard Grocer, located in a cute red barn on the main road.

We were impressed with the amount of gluten free and healthy food here, and for a decent price too considering where it is located.

On the drive between Vineyard Haven and Menemsha, you’ll find the Scottish Bakehouse. Gluten free lovers you’ll be so happy with the variety of gluten free sweets and bread – it’s a rare treat for us!

Scottish Bakehouse

Except for Oak Bluffs and Edgartown, the Vineyard is “dry,” but many restaurants allow you to bring your own beer or wine.

The town of Vineyard Haven allows beer and wine – but no liquor – sales in restaurants only.

Do you need a car on Martha’s Vineyard?

Martha's Vineyard

We took our vehicle over on the car ferry to Martha’s Vineyard. As we visited outside of peak time, we didn’t experience traffic problems or difficulty parking.

It’s meant to be a nightmare during the peak summer months, and through my research, I learned that it’s best not to take your car over to Martha’s Vineyard if you can get away with it.

It will be cheaper on the ferry and the public bus can take you around to different parts of the island.

Where you choose to stay will be very important to you then if you don’t have your car. You want to stay in the area you most want to spend time in.

I’d recommend taking bikes if you have them as you can get around easily enough on them in the area you are staying in.

It is 6 miles from Oak Bluffs to Edgartown which would be about a 40 minute bike ride.

How Big is Martha’s Vineyard?

How big is Martha's Vineyard

The island is roughly triangular-shaped with its base the straight south shore, and northern points facing Cape Cod.

It is 9 miles (12.8k) wide and 26 miles (40k) long at its furthest points; the total land area is approximately 96 square miles.

The longest drive would be from Oaks Bluff to Aquinnah which is 19 miles and would take approximately 40 minutes.

Where to Stay on Martha’s Vineyard
Image by GlampingHub.com

We stayed at a cottage we found on Glamping Hub located  in a quiet neighborhood between Vineyard Haven and Oaks Bluff.

It was cute and comfortable with everything we needed in the kitchen.

I thought it was overpriced compared to other places we’ve stayed at before via Glamping Hub or Airbnb, but I think accommodation on Martha’s Vineyard is more expensive in general.

If you plan o n visiting Martha’s Vineyard, especially in the peak season, be sure to book your accommodation in advance as far as you can.

For other places to stay in Martha’s Vineyard, our affiliate partner, Booking.com has over 70 properties listed in Martha’s Vineyard.

Need More Tips for Massachusetts?

Start here:

How to see a Boston Red Sox game at Fenway Park
Walking the Freedom Trail in Boston
City Guide – What to do in Boston

How to Spend 3 Days in Martha’s Vineyard – Things to do!
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