How to Plan the Perfect Day Trip to Martha’s Vineyard

After my Canada/New England cruise this summer, I wasn’t quite ready to head home. I had already fallen in love with Boston’s charm, so I added a few extra days to my trip. I spent one of those days exploring Boston further and then drove to Cape Cod. Falmouth, Cape Cod, served as my launching point for a day trip to Martha’s Vineyard, followed by a day trip to Nantucket. These extra days turned out to be one of the highlights of my trip.

Let me show you exactly how you can visit Martha’s Vineyard. You’ll be pleasantly surprised by this friendly New England island.

How to Get to Martha’s Vineyard

First, let’s get something out of the way: despite the name, Martha’s Vineyard has no vineyards. Not a single one.

If you’re hoping to sip your way through wine country, you’ll need to head elsewhere. The name is historical, not literal. It’s just one of those quirky New England things.

Now, geography-wise, Martha’s Vineyard is an island located just south of Cape Cod in Massachusetts. It’s about seven miles off the coast and only accessible by air or sea. That might sound remote, but getting there is surprisingly simple.

If you’re starting in Boston, you have a couple of options: rent a car and drive to the ferry, or book a tour that will drive you to the ferry.

I chose to rent a car for the flexibility.

From Boston, it’s about a 90-minute to two-hour drive to Falmouth, depending on traffic. If you’re visiting in peak summer season, leave early; Cape Cod traffic is no joke.

Ferry Options

Several ferry lines connect the mainland to the island.

For day-trippers like me, the Island Queen Ferry from Falmouth is the easiest. The ferry operates from late May through mid-October, carrying passengers only (no cars). The scenic ride lasts about 35 minutes and is smooth and relaxing.

Even though I went in the summer, I didn’t buy my ferry ticket ahead of time. I just showed up, paid for a round-trip ticket, and boarded the 9:30 AM ferry.

I went on a weekday, when there were fewer crowds. If you plan to go on a weekend, you may want to pre-book your ferry ticket online to ensure you have a seat.

Round-trip tickets cost around $30.

Parking is available nearby for $20 a day in a secure lot with attendants, and it’s only a short walk to the ferry dock.

The first ferry leaves at 9:30 AM, and the last ferry returns to Falmouth at 6:45 PM—perfect for a full day on the island.

Other ferry options include the Steamship Authority, which can carry cars and departs from Woods Hole, and Hy-Line Cruises from Hyannis.

But if you’re not planning to stay overnight or bring a car, the Island Queen is simple and stress-free.

Can You Drive to Martha’s Vineyard?

You cannot drive to Martha’s Vineyard, as it is an island with no bridges connecting it to the mainland.

You can bring a car over on a different ferry, but it’s expensive and not worth the hassle for just one day.

So, you’ll need to park on the mainland, like I did, and take a passenger ferry. Trust me, it’s less stressful and way more fun.

How to Get Around on Martha’s Vineyard

When you arrive in Oak Bluffs, you have plenty of choices to get around the island.

Taxis and tour vans wait right at the dock. You can also rent bikes, scooters, hop on the island bus, or take a hop-on-hop-off tour.

I wasn’t exactly sure what I would do to see the island, but then the best opportunity greeted me as I exited the ferry: Martha’s Vineyard Auto Rental.

The lineup of Jeeps and Mini Cooper convertibles at the ferry hooked me, and yes, I splurged!

Come on; a convertible on a sunny summer day in Martha’s Vineyard? Worth it.

The rental costs $300 for the day. Pricey, I know, but I wanted total freedom to explore the island.

Is a Day Trip to Martha’s Vineyard Worth It?

A day trip to Martha’s Vineyard is absolutely worth it.

You don’t need a weekend or a resort stay to enjoy the island. If you’re in Boston or Cape Cod and want a change of scenery, this is one of the best ways to spend your day.

Martha’s Vineyard is easy to get to, packed with charm, and gives you a taste of island life without a huge price tag.

Even in one day, you can cover a lot. You can walk the beaches, visit historic lighthouses, shop, and explore the towns that feel like they came out of a storybook.

A visit to Martha’s Vineyard is peaceful, fun, and just far enough from the city to feel like a real escape.

What to Do on a Day Trip to Martha’s Vineyard

Martha’s Vineyard is made up of six main towns. You won’t see every inch of all six in one day, but you can easily hit the highlights of a few.

Here’s what to look for as you drive, or ride, or bike around the island:

Oak Bluffs

Oak Bluffs is where the Island Queen ferry drops you off, and it’s the perfect starting point.

• Gingerbread Cottages: These colorful Victorian houses look like they belong in a candy store. Walk around and snap some photos.
• Flying Horses Carousel: Oldest platform carousel in the U.S. Fun and nostalgic, especially if you catch the brass ring.
• Ocean Park: A big green lawn with ocean views. A great place to rest, picnic, or enjoy the breeze. Free and relaxing.

Edgartown

Edgartown feels classy and coastal with old sea captain homes and white picket fences.

• Lighthouse Beach: A short walk from downtown. Free to access and offers views of the Edgartown Harbor Light.
• Downtown shopping: Chic boutiques, bookstores, and local art galleries. Even window shopping is fun here.
• JAWS filming sites: Movie buffs will enjoy seeing where some iconic scenes from the movie were filmed.

Vineyard Haven

This is the island’s commercial port, but don’t let that fool you—it’s got charm.

• Main Street: Cute shops, local cafes, and island-made gifts.
• West Chop Lighthouse (drive-by): Although it’s not always open to the public, it’s still worth seeing.
• Art galleries: Pop in and browse for free. Lots of coastal and island-inspired work.

Aquinnah

This is at the far end of the island and takes some time to reach, but it’s worth it. You may be surprised by the change in weather. On the day we visited, the cliffs were shrouded in fog, despite the rest of the island being sunny.

• Aquinnah Cliffs: Gorgeous clay cliffs overlooking the ocean. Free to view, and truly one of the most stunning sights.
• Gay Head Lighthouse: Near the cliffs, often open for tours in summer.
• Cultural center: Learn about the Wampanoag Tribe that has lived here for centuries.

Menemsha

Tiny fishing village, full of salty New England charm.

• Fresh seafood: Grab a lobster roll or fried clams and eat by the water.
• Fishing docks: Watch the boats come and go. It’s peaceful and free.
• Beach access: Quiet beaches are nearby if you want to dip your toes.

One Day Itinerary for Martha’s Vineyard

For the ideal one-day itinerary, start your day by cruising through the colorful gingerbread cottages in Oak Bluffs. These charming Victorian homes are as cute as they sound.

Nearby the cottages is the Flying Horses Carousel. It’s the oldest platform carousel in the country, and yes, it’s still running. Kids love it. Adults do too. Catch a ride, or spend time watching others try to grab the brass ring.

From there, make your way to Edgarton, where many JAWS filming locations are located. It’s fun to see how the island starred in such a classic film.

One spot was the famous bridge, where many scenes were filmed.

It’s almost a rite of passage for visitors to take a leap from this bridge, even though posted signs say do not jump. Stores even sell shirts that say “I jumped from the bridge.”

Pull over to enjoy some beach time at State Beach, a pretty popular spot in the summer.

Next, pop into Edgarton for lunch at Among the Flowers Cafe or to shop at the local boutiques such as Edgarton Books. You’ll find everything from Vineyard Vines gear to homemade ice cream and fudge in Edgarton.

After lunch and shopping, drive out to the Aquinnah Cliffs, one of the most scenic spots on the island. Unfortunately, fog rolled in, so I didn’t get the full view. Still, it is worth the drive just for the peaceful vibe.

As you drive throughout the island, take breaks to walk on the beach, snap photos, and enjoy the breeze. There are plenty of spots to stop for seafood or an ice cream cone. Just leave room in your schedule to relax and explore.

At the end of the day, return the car, grab a quick bite, and catch the 6:45 PM ferry back to Falmouth.

You can drive back to Boston or spend the evening in Falmouth, exploring its cute downtown area and having dinner and dessert with the locals.

A full day, well spent.

Bring Your Pet to Martha’s Vineyard

Your pup will love Martha’s Vineyard. This is one of the most dog-friendly places I have visited.

If you’re taking the Island Queen Ferry, dogs are allowed for free as long as they’re leashed and well-behaved. I saw so many dogs on the ferry trip over, and once you are on the island, your dog will feel like it’s on vacation.

Many beaches allow dogs during the off-season, and some even allow leashed dogs in the summer during early morning or evening hours.

Several shops and cafes offer dog bowls or welcome dogs on patios.

Oak Bluffs and Edgartown are especially easy to navigate with a furry friend.

Celebrity Spotting on Martha’s Vineyard

The island is known for attracting high-profile vacationers, including the Obamas, who own a home in Edgartown. Other famous Vineyard regulars include David Letterman, Spike Lee, Larry David, and even the Clintons.

Of course, you won’t see paparazzi or red carpets here. The celebrity culture on Martha’s Vineyard is laid back. If you spot someone famous, they’re likely dressed just like you: baseball cap, sunglasses, maybe eating a lobster roll in peace.

It’s all part of the island’s charm where everyone blends in, and the vibe stays casual.

What to Wear and What to Bring for a Day on Martha’s Vineyard

Martha’s Vineyard has a laid-back, coastal vibe, so there’s no need to overthink your outfit.

Most people are in shorts, tank tops, sundresses, and baseball caps. It’s beach casual at its finest. Comfortable walking shoes or sandals are essential if you plan to explore on foot.

The island may be stylish, but it’s not fancy.

No one is judging your outfit. In fact, everyone is incredibly friendly. Locals and visitors alike greet you with a smile, and shopkeepers are happy to chat.

There’s a small-town charm here that makes you feel like you belong.

If you’re coming for the day, a small day bag will go a long way. Pack:

• Sunscreen
• A towel, especially if you plan to hit the beach
• A hat and sunglasses
• A light jacket or sweater (mornings and ferry rides can be breezy)
• An empty tote or room in your bag for souvenirs, snacks, or an impulse buy at one of the boutiques

Travel light but smart, and you’ll be ready for whatever the island throws your way.

Tips for Your Day Trip to Martha’s Vineyard

Plan Your Martha’s Vineyard Trip Today

If you’re in Boston or Cape Cod and looking for a day trip that feels like a real getaway, Martha’s Vineyard is it.

You don’t need a weekend. You don’t need a tour group. Just a car, a ferry ticket, and a little curiosity.

Whether you’re chasing JAWS nostalgia, looking for beach time, or just want to ride around in a Mini with the top down, this island delivers.

Martha’s Vineyard in a day? Absolutely doable. And highly recommended.