Taylor-Oak-Bluffs

A woman in a stripe dress in Edgartown, Martha's Vineyard

Martha’s Vineyard is an island located south of Cape Cod in Massachusetts.

It makes for the perfect girls’ getaway as it features gorgeous white sand beaches, renowned restaurants, great boutique shopping, awesome breweries, charming inns and lovely scenic spots.

Overall, Martha’s Vineyard has been a longtime New England summer colony for many centuries and it is the best place to visit for a quaint and relaxing escape.

A woman outside of Nobnocket Boutique Inn in Martha's Vineyard

In late August 2020, my friend and I did a mini end of summer getaway to Martha’s Vineyard for a well needed girls’ trip. It was both of our first time in the Cape Cod area and we truly enjoyed all of the beauty and fun that this coastal region offered during summertime.

I was so excited that The Traveling Cure created my itinerary for Martha’s Vineyard and they recommended the beautiful Nobnocket Boutique Inn to stay at who hosted me for a few nights.

What was great about working with The Traveling Cure was that I was able to hop on a 30-minute call and tell them everything I was looking for in my trip. I explained that I was a boutique traveler who prefers staying in luxury accommodations; I enjoy good food when I am on a trip; I love going to wineries and breweries and I like staying active and visiting nature spots when I visit a new destination.

The Traveling Cure took into account everything I told them and created the best bespoke itinerary and curated travel e-book for Martha’s Vineyard that was perfect for both my friend and I and they even added additional activities. What was nice about the itinerary was that we were able to easily follow along at our own pace!

They create the perfect trip ideas for anyone and everyone. The Traveling Cure even offer travel gifts for those celebrating a milestone birthday, bachelor/bachelorette parties, engagement proposals and more!

A woman on the beach in Martha's Vineyard

Overall, if you are looking for the perfect destination to take some time for yourself as you unplug, relax and enjoy nature, then Martha’s Vineyard is the perfect place for you. It is also the best place for a girls’ getaway because there are countless memorable things to do.

I am excited to share my favorite memories from my Martha’s Vineyard escape and to talk about my lovely time staying at Nobnocket Boutique Inn.

** During my time in Martha’s Vineyard, Nobnocket Boutique Inn hosted me for three nights and The Traveling Cure provided me with a curated itinerary.


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A Girls' Trip to Martha's Vineyard

How to Get to Martha’s Vineyard:

A woman in a rainbow striped dress in Oak Bluffs

Since Martha’s Vineyard is an island off of Cape Cod in Massachusetts. You will need to take a ferry that goes over the Nantucket and Vineyard Sound from Woods Hole on Cape Cod. It is The Steamship Authority that will take passengers and their cars over to Martha’s Vineyard and Nantucket (if you plan to also see the other island off of Cape Cod).

The three terminals that you could take the ferry into on Martha’s Vineyard are Vineyard Haven (where we stayed on the island), Oak Bluffs and Hyannis.

Edgartown Lighthouse in Martha's Vineyard

Because we drove to Martha’s Vineyard from my home in New Jersey and it is much easier to get around the island with a car, we were able to drive onto the ferry. It is easy to bring your car onto the Martha’s Vineyard ferry!

I recommend booking your ferry reservation in advance instead of being put on a waitlist or trying to get on as a standby (which is what a lot of people do). Tickets sell out quickly and please also note that the ferries stop running at a certain hour. Trust me, you do not want to be stuck!

When you arrive at any of the ferry terminals, which should be at least 20 minutes before you depart, you will need to give your last name to the staff and they will direct you onto the ferry. Once you are actually on the ferry, you will need to shut your car off. You could get out of your car to stretch, walk around and check out the views, go to the upper deck and even purchase some snacks.

Oak Bluffs during sunset

You could also get onto the ferry as an individual, with your bike or even with a motorcycle too. When it comes to the ferry prices, it all depends on how big your vehicle is and if you’re bringing a bike with you along with a surfboard, trailer, etc.

Ticket fares also depend on someone’s age as well. There are different prices for adults, children and active military. Traveling on the ferry with a vehicle will be a lot more expensive than traveling without one. Click here to check out the fares for The Steamship Authority.

Beautiful flowers on Martha's Vineyard

Martha’s Vineyard is located over two hours south of Boston and over four hours northeast of New York City. The closest international airport is Boston Logan International Airport and Martha’s Vineyard also has a regional airport.

The easiest way to get to and around Martha’s Vineyard is by car, but there is a bus service called Vineyard Transit Authority (VTA) that connects all towns on the island. The Vineyard also has taxis, some Uber and Lyft cars and you could also rent a bike to get around too! (A great place to rent bikes is at Sun ‘N’ Fun in Oak Bluffs.)

Hydrangeas in Edgartown

If you do not have a car nor plan on renting one, you could take the Peter Pan Lines from South Station or Logan Airport in Boston to Woods Hole. Coming from New York City, you could take the Amtrak train to either Kingston, Rhode Island or Boston and then take the bus, shuttle or taxi from there. Click here to learn more!

Nobnocket Boutique Inn:

A woman in front of Nobnocket Boutique Inn in Vineyard Haven

One of the best parts of my Martha’s Vineyard trip was staying at Nobnocket Boutique Inn in Vineyard Haven. This charming and upscale bed and breakfast features island luxury with a twist within a peaceful neighborhood.

It is run by owners Annabelle and Simon, who were extremely warm and welcoming during my entire stay at the Inn. They both are from England and consider themselves “wash-ashores” via Cape Cod.

A woman in a room in Nobnocket Boutique Inn

From the moment I arrived at Nobnocket Boutique Inn, I was in love with its New England charm. The property included a beautiful cedar wood house with a large lawn, wooded grounds and perennial gardens.

A woman inside of Nobnocket Boutique Inn in Vineyard Haven

Inside of the Inn featured a modern curated interior design. The best part about the Inn was that it was eco-friendly! In fact, Nobnocket Boutique Inn is in partnership with the “Clean the World” Recycling Program. I absolutely loved walking around and tuning into the present moment in this stylish sanctuary.

The living room inside Nobnocket Inn in Martha's Vineyard

There was a beautiful and spacious living room with couches and a fireplace. The next room over was a reading nook that offered books, board games and the perfect space to plug in digitally and get work done. Located in the same room was a 24-hour tea and coffee area.

The backyard of Nobnocket Boutique Inn

Known as the Martha’s Vineyard Hip Hideaway, Nobnocket Boutique Inn also had a lovely outdoor space! There was a patio just outside of the living room and then another side patio from the reading nook.

As you walk around the property, there is also a little walking path that leads to another sun patio with lounge chairs if you’re seeking more peace and quiet.

During your stay at Nobnocket Boutique Inn, you could also rent a complimentary bike, use the fire pit, play croquet and even request massage services. It is absolutely perfect!

The Inn is also situated in a good walking distance from the heart of Vineyard Haven where the restaurants and shops are located. It is also a few minutes away from the Vineyard Haven ferry terminal, which is super convenient! There is also free on-site parking on the property.

A woman doing yoga at Nobnocket Boutique Inn on Martha's Vineyard

Another one of my favorite parts about staying here was that they offered complimentary yoga for guests and even if you aren’t staying at the Inn, you could still pay to take the morning class.

Starting at 7:30am sharp, the one-hour morning vinyasa was the BEST way to start the day. I did yoga on my second morning at Nobnocket and the weather was beautiful! It really set my mood for the rest of the day and I felt amazing! The instructor was great and very knowledgeable too.  

Living room space at Nobnocket

In addition to how beautiful and serene Nobnocket Boutique Inn is, they also won a 2020 Condé Nast Johansens luxury travel award for excellence as “Best Small & Exclusive Property” in North America & The Caribbean. Nobnocket Boutique Inn also was awarded as the Best Place to Stay on Martha’s Vineyard by Svadore; Best Martha’a Vineyard Bed and Breakfast by Cape Cod Life Magazine; Best Bed and Breakfast in Massachusetts for 2019 by Yankee Magazine and so much more!

Natural light at Nobnocket Inn

The Inn was also presented with the AAA Travel Best Housekeeping 2020 Award, which is amazing, especially during this specific time. Click here to discover more awards Nobnocket has won and received.

Staying at Nobnocket Boutique Inn:

A woman in her room at Nobnocket Boutique Inn

When you book your stay at Nobnocket Boutique Inn, you have a choice of choosing between four different types of rooms: Luxury Grand, Luxury Suite, Deluxe and Lux.

All of the rooms at the Inn include an en-suite bathroom, individually controlled heating and air conditioning, WIFI, hair dryers, Bluetooth radio and speakers, luxurious Frette linens and towels, premium Gilchrist & Soames “London Collection” toiletries, TV with DVD and ceiling fans.

The beautiful room at Nobnocket Boutique Inn

During our three days at Nobnocket Boutique Inn, we stayed in one of the Luxury Grand rooms that was absolutely incredible!

There were three big windows in the room that provided a lot of natural light; the king bed was absolutely comfortable and provided a lot of space and the pillows and comforter made you never want to get out bed; there was a lovely nook with a table and chairs to sit in and get work done. The décor was also modern and elegant!

A fireplace in the room at Nobnocket Boutique Inn

In addition to all of the great amenities, there was also a brick gas fireplace in the room, which was right next to the bed. It is perfect if you’re thinking of visiting the Inn during an autumn or winter escape!

The bathroom at Nobnocket Boutique Inn

One of the best parts of the room was the lavish bathroom. It was spacious and offered his and her vanities, a bathtub, large marble and glass walk-in showers, toilet and more!

The marble shower at Nobnocket Boutique Inn

There was also a closet and hangers. The room also had a Nespresso maker to enjoy a cup of coffee! Nobnocket Boutique Inn also offers cozy bath robes and you could also rent complimentary beach towels for the day.

Breakfast at Nobnocket Boutique Inn in Vineyard Haven

Since Nobnocket Boutique Inn is a bed and breakfast, a complimentary gourmet breakfast is offered every morning from 8:30 to 9:30am. You could savor your breakfast in your room, in the sunroom or on the patio outside.

When we first checked into the Inn, Annabelle asked us what beverages we would like to enjoy with our breakfast. We got to choose between coffee and tea as well as a selection of juices. I had both coffee and orange juice and my friend had tea and apple juice every morning.

On our first morning at Nobnocket Boutique Inn, we were served blueberry muffins and peach strudel. Breakfast on our second morning was toast with a poached egg and crispy prosciutto. We were also served fresh fruit and oats with our breakfast. Everything was delicious!

Overall, I truly loved staying at Nobnocket Boutique Inn and I couldn’t have imagined staying anywhere else on Martha’s Vineyard. I’m so happy The Traveling Cure recommended this amazing place to me!

Where to Eat on Martha’s Vineyard:

The Black Dog in Martha's Vineyard

The Black Dog Tavern (Vineyard Haven):

A lobster roll from The Black Dog Tavern

The Black Dog is a popular New England brand created out of a sailing Captain’s love for the sea, his island home on Martha’s Vineyard and his dog, which was a black Labrador.

Throughout Martha’s Vineyard, you could find numerous stores and the brand also has a restaurant in Vineyard Haven called The Black Dog Tavern.

Honestly, I had never heard of The Black Dog prior to my visit to the Vineyard, but The Traveling Cure ensured that this amazing restaurant was on my itinerary. Located right on the water by the Vineyard Haven ferry terminal, The Black Dog Tavern offers fresh seafood dishes; steak, ribs and burgers along with salads and chowders.

My friend and I ate at The Black Dog Tavern on our first night because it was only a five minute walk from Nobnocket Boutique Inn in Vineyard Haven. I savored a delicious buttered lobster roll with a Pinot Grigio and it was amazing! My friend got the lobster pasta with a cocktail and loved it as well!

The Seafood Shanty (Edgartown):

Oysters and an Aperol Spritz from The Seafood Shanty

An awesome place to enjoy seafood on the water in the village of Edgartown is at The Seafood Shanty.

On our second day on Martha’s Vineyard, we spent the majority of the day strolling around Edgartown, checking out the shops and exploring some scenic spots.

We sat on the deck at The Seafood Shanty where we got to see boats pass by along with high-end yachts. I enjoyed a nice Aperol spritz with oysters and it was amazing and my friend also had a spritz with buffalo chicken wings.  

Chesca’s Restaurant (Edgartown):

Linguine and white clam sauce

One of the best Italian restaurants on Martha’s Vineyard is Chesca’s Restaurant in the heart of Edgartown.

Even though New England has more of a British background, there are still a decent number of Italian Americans who reside in the area, so you will not go wrong with getting a nice pasta dish.

During our second evening on Martha’s Vineyard, we ate at Chesca’s for dinner and I savored white clam sauce over angel hair pasta with a nice Cabernet Sauvignon and my friend had the New York Strip steak with the same wine that I had.

Lookout Tavern (Oak Bluffs):

Lobster tacos from Lookout Tavern

During our third day on Martha’s Vineyard, we spent our time by the sea in Oak Bluffs.

Thanks to both The Traveling Cure and Nobnocket Boutique Inn, we enjoyed an amazing lunch at Lookout Tavern, which is a fun seafood restaurant and bar that overlooks the water.

I had delicious lobster tacos with a strawberry crush drink (an East Coast staple) and my friend had the steak tacos with a beer. My lobster tacos were great, but very messy LOL.

Nancy’s Restaurant (Oak Bluffs):

Baked scallops from Nancy's Restaurant in Oak Bluffs

One of the most popular restaurants on Martha’s Vineyard is Nancy’s Restaurant.

The Traveling Cure told me that this eatery was definitely a MUST, so we couldn’t wait to check it out. I will admit that Nancy’s is definitely more of a touristy and family-friendly restaurant, plus it is very big to the point where it could be a bit overwhelming. It is located on the marina though, which is nice.

The food and drinks were delicious! I ate the baked scallops with a sparkling rosé that included a cracker and butter crust and it was served with rice pilaf and stringed beans. My friend had the Nancy’s shrimp with a salad and Chardonnay.

Back Door Donuts (Oak Bluffs):

Birthday cake donut from Back Door Donuts in Martha's Vineyard

The MUST VISIT donut shop on Martha’s Vineyard is Back Door Donuts. The donut I had at this Oak Bluffs bakery was probably the BEST I’ve ever had!

Overall, the donut shop is well known on the island, so you will most likely have to wait in line to get your sweet treat. The shop has morning hours for those looking to enjoy a donut for breakfast or as a late morning snack and they also have “Donuts After Dark” on Wednesday nights from 7 to 11pm.

My friend and I waited on the long line, which led to the back door of the shop, after our dinner at Nancy’s Restaurant during our last evening on the island. I enjoyed the birthday cake donut which was a glazed vanilla donut with chocolate frosting and rainbow sprinkles and my friend had the regular chocolate glazed donut. It was amazing!

Thanks to The Traveling Cure, I probably wouldn’t have thought to go to Back Door Donuts during my time on the Vineyard.

Things to do on Martha’s Vineyard:

A woman in front of the Gingerbread Houses in Oak Bluffs

Edgartown:

Cape Cod style houses on Martha's Vineyard

Discover Edgartown Harbor Light:

A woman in front of Edgartown Harbor Light

Located 20 minutes south from Nobnocket Boutique Inn is the lovely village of Edgartown. This town has quaint streets with wonderful restaurants, cafés, luxury stores and beautiful Cape Cod styled houses.

The first place you must check out in Edgartown is the Edgartown Harbor Light, which is a beautiful cast iron lighthouse located on Katama Bay. There are numerous walking trails to get to the Lighthouse and there is also a beach where you could sit and relax.

Edgartown Harbor Light is one of five lighthouses on Martha’s Vineyard. The other lighthouses you could see on the island are the West Chop Lighthouse in Vineyard Haven; East Chop Lighthouse on Telegraph Hill in Oak Bluffs; Cape Pogue Lighthouse, which is located on the island of Chappaquiddick in Edgartown and the Gay Head Lighthouse in Aquinnah.

Stroll and Shop through Edgartown:

Edgartown village during evening

Like I mention above, Edgartown is a charming and lively village where you could find gorgeous homes and scenery, high-end stores and boutique shops, great restaurants, lovely cafés and coffee shops, ice cream parlors and so much more.

I highly recommend strolling through Edgartown and treating yourself to some retail therapy. You could find popular New England prep stores like Lily Pulitzer, Vineyard Vines and The Black Dog along with other popular retail shops like Lululemon.

There are also lovely boutique shops where you could find unique apparel along with souvenir shops where you could purchase Martha’s Vineyard clothing.

Beer Taste at Bad Martha Farmer’s Brewery:

A beer from Bad Martha Farmer's Brewery

I told The Traveling Cure that my friend and I love to visit different breweries around the country and she put Bad Martha Farmer’s Brewery in our travel e-book.

Located in Edgartown, this great brewery and tasting room is situated around beautiful flowers and plants of Donaroma’s Nursery. During my time here with my friend, I enjoyed a Coastal Pale Ale along with a Strawberry Rhubarb Sour and they were both amazing.

Please note though that in the state of Massachusetts, you will need to get food with your drink order at any restaurant or bar. In that case, we had a light veggie platter. Other great places to enjoy drinks in Edgartown are at Behind the Bookstore, The Port Hunter, L’Étoile and Alchemy.

Oak Bluffs:

Beautiful Victorian cottages in Oak Bluffs

Relax at Joseph Sylvia State Beach:

Joseph Sylvia State Beach on Martha's Vineyard

A trip to Martha’s Vineyard would not be complete without spending some time on the beach.

Now, you will not find a large beach with high waves in Martha’s Vineyard. Instead, they have small beaches on the sound where the water is low tide, calm and perfect for swimming.

There are quite a few beaches that are perfect for everyone all along Martha’s Vineyard, but I LOVED spending some time relaxing and putting my feet in the water at Joseph Sylvia State Beach. Out of the beaches I visited on the island, I found that Joseph Sylvia State Beach had the best sand, clearest water and most peaceful atmosphere.

A marina in Edgartown

(A fun fact about Martha’s Vineyard is that it was where the Steven Spielberg movie Jaws was filmed.)

Admire the Gingerbread Houses at Ocean Park:

A woman in Ocean Park in Oak Bluffs

One of the reasons why so many people flock to Oak Bluffs is because of the colorful fairytale Victorian cottages or otherwise known as the Martha’s Vineyard Gingerbread Houses. These pretty houses are reminiscent of the Hansel and Gretel story.

A woman admiring the gingerbread houses on Martha's Vineyard

In the 1800s, this area of Oak Bluffs was frequented by Methodists that held annual religious gatherings on Martha’s Vineyard. At the time, the group would sleep in tents, but as the meetings became more popular, they turned the tents into permanent seashore cottages.

At first, the original 500 cottages were called Cottage City until the village name was changed to Oak Bluffs in the late 1800s. It is lovely to walk around Oak Bluffs, especially near Ocean Park that faces Inkwell Beach, and admire all of these colorful and decorative homes.

During one night in the month of August, the Gingerbread Houses are decorated with paper lanterns and there is a magical celebration called Grand Illumination Night. (Unfortunately, Grand Illumination Night was canceled in 2020, but will resume in August 2021.)

Enjoy Craft Beer at Offshore Ale Company:

A beer from Offshore Ale Company

Another great brewery to visit on Martha’s Vinyeard is Offshore Ale Company in Oak Bluffs. The Traveling Cure also recommended this great place and I loved how quaint it was with its stringed lights.

During our time at this great brewery, I had the Offshore Blueberry beer along with the East Chop Lighthouse, which was a light ale. We savored truffle fries with our beer (because we had to order food with our drinks under law), but if I were to revisit, I would go for either lunch or dinner and have their wood fire pizza because it looked amazing and I heard great things about it!

More Experiences on Martha’s Vineyard:

A woman strolling the beach at Great Rock Bight Preserve

Hike Great Rock Bight Preserve:

Beautiful views of Great Rock Bight Preserve

If you are looking for a great active experience in nature, I recommend checking out the Aquinnah area of Martha’s Vineyard.

Even though the Vineyard is filled with beautiful coastal villages and beaches, it does have a rural and forested area that makes for great hiking. The Traveling Cure recommended that I do a hike at Great Rock Bight Preserve, which was a half hour drive Southwest of where the Nobnocket Boutique Inn was located.

Woodland trails at Great Rock Bight Preserve

I put Great Rock Bight Preserve into my GPS, but the side road to get there off of the main road was quite tricky.

At first, it won’t look like a road that you have to turn up, but there is a small sign you have to pay attention to as you make the turn. From there, you will drive all the way up, but make sure you keep an eye out for those small signs because you may do what I did by accidentally arriving in someone’s driveway. Thankfully a girl around my age was there to help direct me to the parking lot for Great Rock Bight Preserve.

The beach at Great Rock Bight Preserve

Overall, there are quite a few trails that you could take at Great Rock Bight Preserve, but I mainly stuck to the main trail that led to an overlook and then down to the beach. The main trailhead was only a half mile from the parking lot to the beach.

I loved the gorgeous views of the sound as well as cliffside coastline. The beach itself was absolutely beautiful as it was filled with big boulders, scenic cliffs, wildlife, beautiful blue water and more.

When I first arrived on the beach, it was quite peaceful and breathtaking! As I was leaving around noon, the beach started to get more crowded.

Visit Cape Cod Before You head Home:

A woman enjoying a wine at Cape Cod Winery

Stroll Around Falmouth:

A candy shop and ice cream store on Cape Cod

Before taking the ferry to Martha’s Vineyard on our first day, we had some time to spare, so we took a stroll around the adorable village of Woods Hole. There are a few seafood restaurants, cafés, ice cream shops and boutiques. We got ice cream at Candy Go Nuts and it hit the spot!

Breakfast in Falmouth

On the way back from Martha’s Vineyard, we wanted to check out some spots on Cape Cod, so we went to downtown Falmouth, which also has a lot of charming bakeries, fashion stores and more.

Since it was morning when we arrived in Falmouth, we got a nice breakfast at Pickle Jar Kitchen. I had a delicious maple scone with a cappuccino and it was amazing and my friend had a salad.

We sat in their back courtyard, which was very nice. After breakfast, we drove around and checked out the coastal area of Falmouth and even saw the Nobska Lighthouse.

Go Wine Tasting at Cape Cod Winery:

Cape Code Winery decor

Right before we left to go home, we visited the beautiful Cape Cod Winery in East Falmouth.

Believe it or not, there are zero vineyards on Martha’s Vineyard, but since I told The Traveling Cure that I LOVE wine and always try to visit a winery during my travels, they recommended that I check out Cape Cod Winery on my way out.

The winery offers a beachy vibe as it has a large tent over crushed seashells. The house and tasting room are beautiful Cape Cod style and there are gorgeous flowers placed all over. In addition to the tent, there are also tables placed around the winery as well as near the vineyards.

A wine flight from Cape Cod Winery

The wine itself was amazing! We got a flight of five different wines and I tried two reds, one white, a rosé and a dessert wine.

Wood fire pizza from Cape Cod Winery

In addition, Cape Cod Winery also has a pizza truck called Pizza Wolves that parks on the property every day. My friend and I got a plain margherita pizza and it was delicious! I’m happy we got to visit the winery before we left to go home. It was the perfect way to end our girls’ getaway!


Floral beauty on Martha's Vineyard

I hope you all enjoyed discovering the perfect things to do during a girls’ trip to Martha’s Vineyard in Massachusetts through my itinerary from The Traveling Cure and reading about my experience staying at Nobnocket Boutique Inn.

If you have any questions about my time on Martha’s Vineyard, please email me at info@browneyedflowerchild.com.

Make sure to pin this post if you find it useful!

Girls' Trip to Martha's Vineyard, Massachusetts

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Currency: United States Dollar, Capital: Washington D.C., MA State Capital: Boston, Time Zone: Eastern Standard Time

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38 Comments

  1. Kim Deer on September 2, 2020 at 5:33 pm

    Martha’s Vineyard looks so wonderful! The boutique inn Nobnocket you stayed at looked like an amazing place ~ the rooms and the grounds were decorated so beautifully! There is definitely a lot of great activities and places to visit at Martha’s Vineyard ~ this trip is definitely on my bucket list. Can’t wait to visit there ~ stunning photos of you and the places you visited. Love you, mom xoxo 💕

    • Taylor Deer on September 3, 2020 at 9:31 am

      It really is a beautiful destination! I loved staying at Nobnocket and cannot wait to visit again in the future. 🙂 Love you too!

  2. Katie Driscoll on September 3, 2020 at 6:30 am

    The houses here are all so picturesque – I am saving this guide because I’d love to visit one day!

    • Taylor Deer on September 3, 2020 at 9:32 am

      Yes, it is such a pretty place! You would love it Katie! 🙂

  3. Brittany Sneller on September 4, 2020 at 8:49 am

    So cool that they won those awards! It looks stunning there. Also, I bet you were in hog heaven with that buttered lobster roll! Yum!!

    • Taylor Deer on September 4, 2020 at 11:19 pm

      Yes, I could totally see why and I loved it there. The Lobster rolls are the best 🙂

  4. Catherine on September 4, 2020 at 9:13 am

    Oh I want to go just for the food lol!! It looks amazing. And omg your dress is the cutest!!

    • Taylor Deer on September 4, 2020 at 11:20 pm

      Yes, the food is amazing! If you’re a seafood lover, you’ll be in heaven. Also thank you Catherine! 🙂

  5. Devin Held on September 4, 2020 at 8:41 pm

    Ouu I would love if my hotel offered complimentary yoga! That sounds like so much fun. You had me at beer, wine, and beaches! Definitely adding to my bucket list. 🙂

    • Taylor Deer on September 4, 2020 at 11:20 pm

      Yes, I’ve stayed at a few hotels that have offered morning yoga and this was one of the best. Also yes, everything there is awesome! 🙂

  6. Elena Pappalardo on September 4, 2020 at 9:15 pm

    Martha’s Vineyard looks beautiful and has all of that New England charm I love! Still can’t believe I’ve never been here, but I am definitely eyeing this boutique property! Saving for future inspo 🙂

    • Taylor Deer on September 4, 2020 at 11:21 pm

      Yes, you totally need to go to Martha’s Vineyard! It is so beautiful and I know you’d love it so much. Next year, I want to try getting to Nantucket next. 🙂

  7. Shalzmojo on September 4, 2020 at 10:05 pm

    Oh my I have heard references to this place in many of the US TV shows that I have watched. Going through it via your post was a surreal experience. I loved the charming architecture and interiors of the boutique inn as well as the lovely natural vistas all around the place.

    • Taylor Deer on September 4, 2020 at 11:21 pm

      Ah thank you so much! The Inn definitely is a gorgeous spot! 🙂

  8. Sharyn on September 4, 2020 at 11:00 pm

    Martha’s Vineyard looks like a great place to chill out with friends. I have never been to this part of the world. It is now on my bucket list.

    • Taylor Deer on September 4, 2020 at 11:22 pm

      You totally have to go to New England! It is so beautiful in that part of the USA. 🙂

  9. Helena on September 5, 2020 at 3:33 am

    You always have the best getaway posts and ideas!! Now i need to go to Cape Cod! Just need to visit the US soon! Beautiful photos too and the winery looks gorgeous

    • Taylor Deer on September 5, 2020 at 9:51 am

      Thank you so much Helena! New England is so beautiful, especially during this time of the year. 🙂 Let me know if you are ever in the Northeast.

  10. Bettina on September 5, 2020 at 7:35 am

    Martha’s Vineyard is so high on my list! This looks incredible and is such a dream destination!

    • Taylor Deer on September 5, 2020 at 9:51 am

      It’s such a gorgeous place! Next time, I want to visit Nantucket too. 🙂

  11. kelly on September 5, 2020 at 9:15 am

    Looks Iike an amazing trip. I mean really, who doesn’t love a good girls trip? All that good also looks amazing and that dress is sheer perfection. Love it and thanks for the great travel inspo.

    • Taylor Deer on September 5, 2020 at 9:51 am

      Yes, it was so nice! Also thank you so much Kelly! 🙂

  12. Michelle on September 5, 2020 at 9:58 am

    I love this so much. Martha’s Vineyard is definitely on my bucket list and a girl’s trip sounds even better! I would definitely include Cape Cod and the Cape Cod Winery like you suggested.

    • Taylor Deer on September 5, 2020 at 11:02 pm

      Thank you Michelle! It definitely is perfect for a girls’ getaway! 🙂

  13. Katherine on September 5, 2020 at 2:01 pm

    We actually considered Martha’s Vineyard for our honeymoon, but my husband told me nightmare stories about the traffic and it being difficult to get around during the high season. I shouldn’t have listened to him!

    • Taylor Deer on September 5, 2020 at 11:03 pm

      I did hear that it could get crowded there, but since I went during this time period, there was barely any traffic. We actually met a couple that was on their honeymoon there. 🙂

  14. Emma on September 5, 2020 at 2:58 pm

    Wow, this looks so pretty, I could really use a good girls trip. Also I absolutely adore your striped dress. It’s so nice.

    • Taylor Deer on September 5, 2020 at 11:04 pm

      Thank you Emma! A girls’ trip is always well needed every so often. 🙂

  15. Rachael on September 5, 2020 at 4:15 pm

    I’ve always wanted to visit Martha’s Vineyard it looks sooo cute and quaint!

    • Taylor Deer on September 5, 2020 at 11:04 pm

      You totally have to go Rachael! You would love it. 🙂

  16. Nina on September 5, 2020 at 4:27 pm

    What a pretty place! The Gingerbread Houses are so cute 🥰 sounds like the perfect girls trip!

    • Taylor Deer on September 5, 2020 at 11:05 pm

      Yes, I loved it so much Nina! 🙂

  17. Rowena on September 5, 2020 at 7:25 pm

    So in need of a girls trip like this right now! Unfortunately it’s not super safe yet to gather in California, hoping COVID goes away soon!

    • Taylor Deer on September 5, 2020 at 11:06 pm

      Ah yes, I really hope things get better in California. This whole situation is so horrible!

  18. Travelingfoundlove on September 5, 2020 at 8:47 pm

    Wow, I didn’t know that Martha’s Vineyard has so much to offer. I would love to hike the Great Rock Bight Reserve! Hiking close to the beach is the best! Thanks for the great inspiration and in-depth guide! 🙂

    • Taylor Deer on September 5, 2020 at 11:07 pm

      Yes, it is so amazing! I still feel like there was so much more to do. Great Rock Bight Preserve was so amazing. 🙂

  19. Sarah | The Wandering Road on September 6, 2020 at 11:57 am

    I just can’t get enough of that beach house architecture! Glad you discovered the charms of The Black Dog shops, too! 🙂

    • Taylor Deer on September 6, 2020 at 1:44 pm

      Isn’t it so beautiful?! Also yes, I ended up getting a sweater from there and it is so comfortable. 🙂

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Taylor-Oak-Bluffs

A woman in a stripe dress in Edgartown, Martha's Vineyard

Martha’s Vineyard is an island located south of Cape Cod in Massachusetts.

It makes for the perfect girls’ getaway as it features gorgeous white sand beaches, renowned restaurants, great boutique shopping, awesome breweries, charming inns and lovely scenic spots.

Overall, Martha’s Vineyard has been a longtime New England summer colony for many centuries and it is the best place to visit for a quaint and relaxing escape.

A woman outside of Nobnocket Boutique Inn in Martha's Vineyard

In late August 2020, my friend and I did a mini end of summer getaway to Martha’s Vineyard for a well needed girls’ trip. It was both of our first time in the Cape Cod area and we truly enjoyed all of the beauty and fun that this coastal region offered during summertime.

I was so excited that The Traveling Cure created my itinerary for Martha’s Vineyard and they recommended the beautiful Nobnocket Boutique Inn to stay at who hosted me for a few nights.

What was great about working with The Traveling Cure was that I was able to hop on a 30-minute call and tell them everything I was looking for in my trip. I explained that I was a boutique traveler who prefers staying in luxury accommodations; I enjoy good food when I am on a trip; I love going to wineries and breweries and I like staying active and visiting nature spots when I visit a new destination.

The Traveling Cure took into account everything I told them and created the best bespoke itinerary and curated travel e-book for Martha’s Vineyard that was perfect for both my friend and I and they even added additional activities. What was nice about the itinerary was that we were able to easily follow along at our own pace!

They create the perfect trip ideas for anyone and everyone. The Traveling Cure even offer travel gifts for those celebrating a milestone birthday, bachelor/bachelorette parties, engagement proposals and more!

A woman on the beach in Martha's Vineyard

Overall, if you are looking for the perfect destination to take some time for yourself as you unplug, relax and enjoy nature, then Martha’s Vineyard is the perfect place for you. It is also the best place for a girls’ getaway because there are countless memorable things to do.

I am excited to share my favorite memories from my Martha’s Vineyard escape and to talk about my lovely time staying at Nobnocket Boutique Inn.

** During my time in Martha’s Vineyard, Nobnocket Boutique Inn hosted me for three nights and The Traveling Cure provided me with a curated itinerary.


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A Girls' Trip to Martha's Vineyard

How to Get to Martha’s Vineyard:

A woman in a rainbow striped dress in Oak Bluffs

Since Martha’s Vineyard is an island off of Cape Cod in Massachusetts. You will need to take a ferry that goes over the Nantucket and Vineyard Sound from Woods Hole on Cape Cod. It is The Steamship Authority that will take passengers and their cars over to Martha’s Vineyard and Nantucket (if you plan to also see the other island off of Cape Cod).

The three terminals that you could take the ferry into on Martha’s Vineyard are Vineyard Haven (where we stayed on the island), Oak Bluffs and Hyannis.

Edgartown Lighthouse in Martha's Vineyard

Because we drove to Martha’s Vineyard from my home in New Jersey and it is much easier to get around the island with a car, we were able to drive onto the ferry. It is easy to bring your car onto the Martha’s Vineyard ferry!

I recommend booking your ferry reservation in advance instead of being put on a waitlist or trying to get on as a standby (which is what a lot of people do). Tickets sell out quickly and please also note that the ferries stop running at a certain hour. Trust me, you do not want to be stuck!

When you arrive at any of the ferry terminals, which should be at least 20 minutes before you depart, you will need to give your last name to the staff and they will direct you onto the ferry. Once you are actually on the ferry, you will need to shut your car off. You could get out of your car to stretch, walk around and check out the views, go to the upper deck and even purchase some snacks.

Oak Bluffs during sunset

You could also get onto the ferry as an individual, with your bike or even with a motorcycle too. When it comes to the ferry prices, it all depends on how big your vehicle is and if you’re bringing a bike with you along with a surfboard, trailer, etc.

Ticket fares also depend on someone’s age as well. There are different prices for adults, children and active military. Traveling on the ferry with a vehicle will be a lot more expensive than traveling without one. Click here to check out the fares for The Steamship Authority.

Beautiful flowers on Martha's Vineyard

Martha’s Vineyard is located over two hours south of Boston and over four hours northeast of New York City. The closest international airport is Boston Logan International Airport and Martha’s Vineyard also has a regional airport.

The easiest way to get to and around Martha’s Vineyard is by car, but there is a bus service called Vineyard Transit Authority (VTA) that connects all towns on the island. The Vineyard also has taxis, some Uber and Lyft cars and you could also rent a bike to get around too! (A great place to rent bikes is at Sun ‘N’ Fun in Oak Bluffs.)

Hydrangeas in Edgartown

If you do not have a car nor plan on renting one, you could take the Peter Pan Lines from South Station or Logan Airport in Boston to Woods Hole. Coming from New York City, you could take the Amtrak train to either Kingston, Rhode Island or Boston and then take the bus, shuttle or taxi from there. Click here to learn more!

Nobnocket Boutique Inn:

A woman in front of Nobnocket Boutique Inn in Vineyard Haven

One of the best parts of my Martha’s Vineyard trip was staying at Nobnocket Boutique Inn in Vineyard Haven. This charming and upscale bed and breakfast features island luxury with a twist within a peaceful neighborhood.

It is run by owners Annabelle and Simon, who were extremely warm and welcoming during my entire stay at the Inn. They both are from England and consider themselves “wash-ashores” via Cape Cod.

A woman in a room in Nobnocket Boutique Inn

From the moment I arrived at Nobnocket Boutique Inn, I was in love with its New England charm. The property included a beautiful cedar wood house with a large lawn, wooded grounds and perennial gardens.

A woman inside of Nobnocket Boutique Inn in Vineyard Haven

Inside of the Inn featured a modern curated interior design. The best part about the Inn was that it was eco-friendly! In fact, Nobnocket Boutique Inn is in partnership with the “Clean the World” Recycling Program. I absolutely loved walking around and tuning into the present moment in this stylish sanctuary.

The living room inside Nobnocket Inn in Martha's Vineyard

There was a beautiful and spacious living room with couches and a fireplace. The next room over was a reading nook that offered books, board games and the perfect space to plug in digitally and get work done. Located in the same room was a 24-hour tea and coffee area.

The backyard of Nobnocket Boutique Inn

Known as the Martha’s Vineyard Hip Hideaway, Nobnocket Boutique Inn also had a lovely outdoor space! There was a patio just outside of the living room and then another side patio from the reading nook.

As you walk around the property, there is also a little walking path that leads to another sun patio with lounge chairs if you’re seeking more peace and quiet.

During your stay at Nobnocket Boutique Inn, you could also rent a complimentary bike, use the fire pit, play croquet and even request massage services. It is absolutely perfect!

The Inn is also situated in a good walking distance from the heart of Vineyard Haven where the restaurants and shops are located. It is also a few minutes away from the Vineyard Haven ferry terminal, which is super convenient! There is also free on-site parking on the property.

A woman doing yoga at Nobnocket Boutique Inn on Martha's Vineyard

Another one of my favorite parts about staying here was that they offered complimentary yoga for guests and even if you aren’t staying at the Inn, you could still pay to take the morning class.

Starting at 7:30am sharp, the one-hour morning vinyasa was the BEST way to start the day. I did yoga on my second morning at Nobnocket and the weather was beautiful! It really set my mood for the rest of the day and I felt amazing! The instructor was great and very knowledgeable too.  

Living room space at Nobnocket

In addition to how beautiful and serene Nobnocket Boutique Inn is, they also won a 2020 Condé Nast Johansens luxury travel award for excellence as “Best Small & Exclusive Property” in North America & The Caribbean. Nobnocket Boutique Inn also was awarded as the Best Place to Stay on Martha’s Vineyard by Svadore; Best Martha’a Vineyard Bed and Breakfast by Cape Cod Life Magazine; Best Bed and Breakfast in Massachusetts for 2019 by Yankee Magazine and so much more!

Natural light at Nobnocket Inn

The Inn was also presented with the AAA Travel Best Housekeeping 2020 Award, which is amazing, especially during this specific time. Click here to discover more awards Nobnocket has won and received.

Staying at Nobnocket Boutique Inn:

A woman in her room at Nobnocket Boutique Inn

When you book your stay at Nobnocket Boutique Inn, you have a choice of choosing between four different types of rooms: Luxury Grand, Luxury Suite, Deluxe and Lux.

All of the rooms at the Inn include an en-suite bathroom, individually controlled heating and air conditioning, WIFI, hair dryers, Bluetooth radio and speakers, luxurious Frette linens and towels, premium Gilchrist & Soames “London Collection” toiletries, TV with DVD and ceiling fans.

The beautiful room at Nobnocket Boutique Inn

During our three days at Nobnocket Boutique Inn, we stayed in one of the Luxury Grand rooms that was absolutely incredible!

There were three big windows in the room that provided a lot of natural light; the king bed was absolutely comfortable and provided a lot of space and the pillows and comforter made you never want to get out bed; there was a lovely nook with a table and chairs to sit in and get work done. The décor was also modern and elegant!

A fireplace in the room at Nobnocket Boutique Inn

In addition to all of the great amenities, there was also a brick gas fireplace in the room, which was right next to the bed. It is perfect if you’re thinking of visiting the Inn during an autumn or winter escape!

The bathroom at Nobnocket Boutique Inn

One of the best parts of the room was the lavish bathroom. It was spacious and offered his and her vanities, a bathtub, large marble and glass walk-in showers, toilet and more!

The marble shower at Nobnocket Boutique Inn

There was also a closet and hangers. The room also had a Nespresso maker to enjoy a cup of coffee! Nobnocket Boutique Inn also offers cozy bath robes and you could also rent complimentary beach towels for the day.

Breakfast at Nobnocket Boutique Inn in Vineyard Haven

Since Nobnocket Boutique Inn is a bed and breakfast, a complimentary gourmet breakfast is offered every morning from 8:30 to 9:30am. You could savor your breakfast in your room, in the sunroom or on the patio outside.

When we first checked into the Inn, Annabelle asked us what beverages we would like to enjoy with our breakfast. We got to choose between coffee and tea as well as a selection of juices. I had both coffee and orange juice and my friend had tea and apple juice every morning.

On our first morning at Nobnocket Boutique Inn, we were served blueberry muffins and peach strudel. Breakfast on our second morning was toast with a poached egg and crispy prosciutto. We were also served fresh fruit and oats with our breakfast. Everything was delicious!

Overall, I truly loved staying at Nobnocket Boutique Inn and I couldn’t have imagined staying anywhere else on Martha’s Vineyard. I’m so happy The Traveling Cure recommended this amazing place to me!

Where to Eat on Martha’s Vineyard:

The Black Dog in Martha's Vineyard

The Black Dog Tavern (Vineyard Haven):

A lobster roll from The Black Dog Tavern

The Black Dog is a popular New England brand created out of a sailing Captain’s love for the sea, his island home on Martha’s Vineyard and his dog, which was a black Labrador.

Throughout Martha’s Vineyard, you could find numerous stores and the brand also has a restaurant in Vineyard Haven called The Black Dog Tavern.

Honestly, I had never heard of The Black Dog prior to my visit to the Vineyard, but The Traveling Cure ensured that this amazing restaurant was on my itinerary. Located right on the water by the Vineyard Haven ferry terminal, The Black Dog Tavern offers fresh seafood dishes; steak, ribs and burgers along with salads and chowders.

My friend and I ate at The Black Dog Tavern on our first night because it was only a five minute walk from Nobnocket Boutique Inn in Vineyard Haven. I savored a delicious buttered lobster roll with a Pinot Grigio and it was amazing! My friend got the lobster pasta with a cocktail and loved it as well!

The Seafood Shanty (Edgartown):

Oysters and an Aperol Spritz from The Seafood Shanty

An awesome place to enjoy seafood on the water in the village of Edgartown is at The Seafood Shanty.

On our second day on Martha’s Vineyard, we spent the majority of the day strolling around Edgartown, checking out the shops and exploring some scenic spots.

We sat on the deck at The Seafood Shanty where we got to see boats pass by along with high-end yachts. I enjoyed a nice Aperol spritz with oysters and it was amazing and my friend also had a spritz with buffalo chicken wings.  

Chesca’s Restaurant (Edgartown):

Linguine and white clam sauce

One of the best Italian restaurants on Martha’s Vineyard is Chesca’s Restaurant in the heart of Edgartown.

Even though New England has more of a British background, there are still a decent number of Italian Americans who reside in the area, so you will not go wrong with getting a nice pasta dish.

During our second evening on Martha’s Vineyard, we ate at Chesca’s for dinner and I savored white clam sauce over angel hair pasta with a nice Cabernet Sauvignon and my friend had the New York Strip steak with the same wine that I had.

Lookout Tavern (Oak Bluffs):

Lobster tacos from Lookout Tavern

During our third day on Martha’s Vineyard, we spent our time by the sea in Oak Bluffs.

Thanks to both The Traveling Cure and Nobnocket Boutique Inn, we enjoyed an amazing lunch at Lookout Tavern, which is a fun seafood restaurant and bar that overlooks the water.

I had delicious lobster tacos with a strawberry crush drink (an East Coast staple) and my friend had the steak tacos with a beer. My lobster tacos were great, but very messy LOL.

Nancy’s Restaurant (Oak Bluffs):

Baked scallops from Nancy's Restaurant in Oak Bluffs

One of the most popular restaurants on Martha’s Vineyard is Nancy’s Restaurant.

The Traveling Cure told me that this eatery was definitely a MUST, so we couldn’t wait to check it out. I will admit that Nancy’s is definitely more of a touristy and family-friendly restaurant, plus it is very big to the point where it could be a bit overwhelming. It is located on the marina though, which is nice.

The food and drinks were delicious! I ate the baked scallops with a sparkling rosé that included a cracker and butter crust and it was served with rice pilaf and stringed beans. My friend had the Nancy’s shrimp with a salad and Chardonnay.

Back Door Donuts (Oak Bluffs):

Birthday cake donut from Back Door Donuts in Martha's Vineyard

The MUST VISIT donut shop on Martha’s Vineyard is Back Door Donuts. The donut I had at this Oak Bluffs bakery was probably the BEST I’ve ever had!

Overall, the donut shop is well known on the island, so you will most likely have to wait in line to get your sweet treat. The shop has morning hours for those looking to enjoy a donut for breakfast or as a late morning snack and they also have “Donuts After Dark” on Wednesday nights from 7 to 11pm.

My friend and I waited on the long line, which led to the back door of the shop, after our dinner at Nancy’s Restaurant during our last evening on the island. I enjoyed the birthday cake donut which was a glazed vanilla donut with chocolate frosting and rainbow sprinkles and my friend had the regular chocolate glazed donut. It was amazing!

Thanks to The Traveling Cure, I probably wouldn’t have thought to go to Back Door Donuts during my time on the Vineyard.

Things to do on Martha’s Vineyard:

A woman in front of the Gingerbread Houses in Oak Bluffs

Edgartown:

Cape Cod style houses on Martha's Vineyard

Discover Edgartown Harbor Light:

A woman in front of Edgartown Harbor Light

Located 20 minutes south from Nobnocket Boutique Inn is the lovely village of Edgartown. This town has quaint streets with wonderful restaurants, cafés, luxury stores and beautiful Cape Cod styled houses.

The first place you must check out in Edgartown is the Edgartown Harbor Light, which is a beautiful cast iron lighthouse located on Katama Bay. There are numerous walking trails to get to the Lighthouse and there is also a beach where you could sit and relax.

Edgartown Harbor Light is one of five lighthouses on Martha’s Vineyard. The other lighthouses you could see on the island are the West Chop Lighthouse in Vineyard Haven; East Chop Lighthouse on Telegraph Hill in Oak Bluffs; Cape Pogue Lighthouse, which is located on the island of Chappaquiddick in Edgartown and the Gay Head Lighthouse in Aquinnah.

Stroll and Shop through Edgartown:

Edgartown village during evening

Like I mention above, Edgartown is a charming and lively village where you could find gorgeous homes and scenery, high-end stores and boutique shops, great restaurants, lovely cafés and coffee shops, ice cream parlors and so much more.

I highly recommend strolling through Edgartown and treating yourself to some retail therapy. You could find popular New England prep stores like Lily Pulitzer, Vineyard Vines and The Black Dog along with other popular retail shops like Lululemon.

There are also lovely boutique shops where you could find unique apparel along with souvenir shops where you could purchase Martha’s Vineyard clothing.

Beer Taste at Bad Martha Farmer’s Brewery:

A beer from Bad Martha Farmer's Brewery

I told The Traveling Cure that my friend and I love to visit different breweries around the country and she put Bad Martha Farmer’s Brewery in our travel e-book.

Located in Edgartown, this great brewery and tasting room is situated around beautiful flowers and plants of Donaroma’s Nursery. During my time here with my friend, I enjoyed a Coastal Pale Ale along with a Strawberry Rhubarb Sour and they were both amazing.

Please note though that in the state of Massachusetts, you will need to get food with your drink order at any restaurant or bar. In that case, we had a light veggie platter. Other great places to enjoy drinks in Edgartown are at Behind the Bookstore, The Port Hunter, L’Étoile and Alchemy.

Oak Bluffs:

Beautiful Victorian cottages in Oak Bluffs

Relax at Joseph Sylvia State Beach:

Joseph Sylvia State Beach on Martha's Vineyard

A trip to Martha’s Vineyard would not be complete without spending some time on the beach.

Now, you will not find a large beach with high waves in Martha’s Vineyard. Instead, they have small beaches on the sound where the water is low tide, calm and perfect for swimming.

There are quite a few beaches that are perfect for everyone all along Martha’s Vineyard, but I LOVED spending some time relaxing and putting my feet in the water at Joseph Sylvia State Beach. Out of the beaches I visited on the island, I found that Joseph Sylvia State Beach had the best sand, clearest water and most peaceful atmosphere.

A marina in Edgartown

(A fun fact about Martha’s Vineyard is that it was where the Steven Spielberg movie Jaws was filmed.)

Admire the Gingerbread Houses at Ocean Park:

A woman in Ocean Park in Oak Bluffs

One of the reasons why so many people flock to Oak Bluffs is because of the colorful fairytale Victorian cottages or otherwise known as the Martha’s Vineyard Gingerbread Houses. These pretty houses are reminiscent of the Hansel and Gretel story.

A woman admiring the gingerbread houses on Martha's Vineyard

In the 1800s, this area of Oak Bluffs was frequented by Methodists that held annual religious gatherings on Martha’s Vineyard. At the time, the group would sleep in tents, but as the meetings became more popular, they turned the tents into permanent seashore cottages.

At first, the original 500 cottages were called Cottage City until the village name was changed to Oak Bluffs in the late 1800s. It is lovely to walk around Oak Bluffs, especially near Ocean Park that faces Inkwell Beach, and admire all of these colorful and decorative homes.

During one night in the month of August, the Gingerbread Houses are decorated with paper lanterns and there is a magical celebration called Grand Illumination Night. (Unfortunately, Grand Illumination Night was canceled in 2020, but will resume in August 2021.)

Enjoy Craft Beer at Offshore Ale Company:

A beer from Offshore Ale Company

Another great brewery to visit on Martha’s Vinyeard is Offshore Ale Company in Oak Bluffs. The Traveling Cure also recommended this great place and I loved how quaint it was with its stringed lights.

During our time at this great brewery, I had the Offshore Blueberry beer along with the East Chop Lighthouse, which was a light ale. We savored truffle fries with our beer (because we had to order food with our drinks under law), but if I were to revisit, I would go for either lunch or dinner and have their wood fire pizza because it looked amazing and I heard great things about it!

More Experiences on Martha’s Vineyard:

A woman strolling the beach at Great Rock Bight Preserve

Hike Great Rock Bight Preserve:

Beautiful views of Great Rock Bight Preserve

If you are looking for a great active experience in nature, I recommend checking out the Aquinnah area of Martha’s Vineyard.

Even though the Vineyard is filled with beautiful coastal villages and beaches, it does have a rural and forested area that makes for great hiking. The Traveling Cure recommended that I do a hike at Great Rock Bight Preserve, which was a half hour drive Southwest of where the Nobnocket Boutique Inn was located.

Woodland trails at Great Rock Bight Preserve

I put Great Rock Bight Preserve into my GPS, but the side road to get there off of the main road was quite tricky.

At first, it won’t look like a road that you have to turn up, but there is a small sign you have to pay attention to as you make the turn. From there, you will drive all the way up, but make sure you keep an eye out for those small signs because you may do what I did by accidentally arriving in someone’s driveway. Thankfully a girl around my age was there to help direct me to the parking lot for Great Rock Bight Preserve.

The beach at Great Rock Bight Preserve

Overall, there are quite a few trails that you could take at Great Rock Bight Preserve, but I mainly stuck to the main trail that led to an overlook and then down to the beach. The main trailhead was only a half mile from the parking lot to the beach.

I loved the gorgeous views of the sound as well as cliffside coastline. The beach itself was absolutely beautiful as it was filled with big boulders, scenic cliffs, wildlife, beautiful blue water and more.

When I first arrived on the beach, it was quite peaceful and breathtaking! As I was leaving around noon, the beach started to get more crowded.

Visit Cape Cod Before You head Home:

A woman enjoying a wine at Cape Cod Winery

Stroll Around Falmouth:

A candy shop and ice cream store on Cape Cod

Before taking the ferry to Martha’s Vineyard on our first day, we had some time to spare, so we took a stroll around the adorable village of Woods Hole. There are a few seafood restaurants, cafés, ice cream shops and boutiques. We got ice cream at Candy Go Nuts and it hit the spot!

Breakfast in Falmouth

On the way back from Martha’s Vineyard, we wanted to check out some spots on Cape Cod, so we went to downtown Falmouth, which also has a lot of charming bakeries, fashion stores and more.

Since it was morning when we arrived in Falmouth, we got a nice breakfast at Pickle Jar Kitchen. I had a delicious maple scone with a cappuccino and it was amazing and my friend had a salad.

We sat in their back courtyard, which was very nice. After breakfast, we drove around and checked out the coastal area of Falmouth and even saw the Nobska Lighthouse.

Go Wine Tasting at Cape Cod Winery:

Cape Code Winery decor

Right before we left to go home, we visited the beautiful Cape Cod Winery in East Falmouth.

Believe it or not, there are zero vineyards on Martha’s Vineyard, but since I told The Traveling Cure that I LOVE wine and always try to visit a winery during my travels, they recommended that I check out Cape Cod Winery on my way out.

The winery offers a beachy vibe as it has a large tent over crushed seashells. The house and tasting room are beautiful Cape Cod style and there are gorgeous flowers placed all over. In addition to the tent, there are also tables placed around the winery as well as near the vineyards.

A wine flight from Cape Cod Winery

The wine itself was amazing! We got a flight of five different wines and I tried two reds, one white, a rosé and a dessert wine.

Wood fire pizza from Cape Cod Winery

In addition, Cape Cod Winery also has a pizza truck called Pizza Wolves that parks on the property every day. My friend and I got a plain margherita pizza and it was delicious! I’m happy we got to visit the winery before we left to go home. It was the perfect way to end our girls’ getaway!


Floral beauty on Martha's Vineyard

I hope you all enjoyed discovering the perfect things to do during a girls’ trip to Martha’s Vineyard in Massachusetts through my itinerary from The Traveling Cure and reading about my experience staying at Nobnocket Boutique Inn.

If you have any questions about my time on Martha’s Vineyard, please email me at info@browneyedflowerchild.com.

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Girls' Trip to Martha's Vineyard, Massachusetts

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38 Comments

  1. Kim Deer on September 2, 2020 at 5:33 pm

    Martha’s Vineyard looks so wonderful! The boutique inn Nobnocket you stayed at looked like an amazing place ~ the rooms and the grounds were decorated so beautifully! There is definitely a lot of great activities and places to visit at Martha’s Vineyard ~ this trip is definitely on my bucket list. Can’t wait to visit there ~ stunning photos of you and the places you visited. Love you, mom xoxo 💕

    • Taylor Deer on September 3, 2020 at 9:31 am

      It really is a beautiful destination! I loved staying at Nobnocket and cannot wait to visit again in the future. 🙂 Love you too!

  2. Katie Driscoll on September 3, 2020 at 6:30 am

    The houses here are all so picturesque – I am saving this guide because I’d love to visit one day!

    • Taylor Deer on September 3, 2020 at 9:32 am

      Yes, it is such a pretty place! You would love it Katie! 🙂

  3. Brittany Sneller on September 4, 2020 at 8:49 am

    So cool that they won those awards! It looks stunning there. Also, I bet you were in hog heaven with that buttered lobster roll! Yum!!

    • Taylor Deer on September 4, 2020 at 11:19 pm

      Yes, I could totally see why and I loved it there. The Lobster rolls are the best 🙂

  4. Catherine on September 4, 2020 at 9:13 am

    Oh I want to go just for the food lol!! It looks amazing. And omg your dress is the cutest!!

    • Taylor Deer on September 4, 2020 at 11:20 pm

      Yes, the food is amazing! If you’re a seafood lover, you’ll be in heaven. Also thank you Catherine! 🙂

  5. Devin Held on September 4, 2020 at 8:41 pm

    Ouu I would love if my hotel offered complimentary yoga! That sounds like so much fun. You had me at beer, wine, and beaches! Definitely adding to my bucket list. 🙂

    • Taylor Deer on September 4, 2020 at 11:20 pm

      Yes, I’ve stayed at a few hotels that have offered morning yoga and this was one of the best. Also yes, everything there is awesome! 🙂

  6. Elena Pappalardo on September 4, 2020 at 9:15 pm

    Martha’s Vineyard looks beautiful and has all of that New England charm I love! Still can’t believe I’ve never been here, but I am definitely eyeing this boutique property! Saving for future inspo 🙂

    • Taylor Deer on September 4, 2020 at 11:21 pm

      Yes, you totally need to go to Martha’s Vineyard! It is so beautiful and I know you’d love it so much. Next year, I want to try getting to Nantucket next. 🙂

  7. Shalzmojo on September 4, 2020 at 10:05 pm

    Oh my I have heard references to this place in many of the US TV shows that I have watched. Going through it via your post was a surreal experience. I loved the charming architecture and interiors of the boutique inn as well as the lovely natural vistas all around the place.

    • Taylor Deer on September 4, 2020 at 11:21 pm

      Ah thank you so much! The Inn definitely is a gorgeous spot! 🙂

  8. Sharyn on September 4, 2020 at 11:00 pm

    Martha’s Vineyard looks like a great place to chill out with friends. I have never been to this part of the world. It is now on my bucket list.

    • Taylor Deer on September 4, 2020 at 11:22 pm

      You totally have to go to New England! It is so beautiful in that part of the USA. 🙂

  9. Helena on September 5, 2020 at 3:33 am

    You always have the best getaway posts and ideas!! Now i need to go to Cape Cod! Just need to visit the US soon! Beautiful photos too and the winery looks gorgeous

    • Taylor Deer on September 5, 2020 at 9:51 am

      Thank you so much Helena! New England is so beautiful, especially during this time of the year. 🙂 Let me know if you are ever in the Northeast.

  10. Bettina on September 5, 2020 at 7:35 am

    Martha’s Vineyard is so high on my list! This looks incredible and is such a dream destination!

    • Taylor Deer on September 5, 2020 at 9:51 am

      It’s such a gorgeous place! Next time, I want to visit Nantucket too. 🙂

  11. kelly on September 5, 2020 at 9:15 am

    Looks Iike an amazing trip. I mean really, who doesn’t love a good girls trip? All that good also looks amazing and that dress is sheer perfection. Love it and thanks for the great travel inspo.

    • Taylor Deer on September 5, 2020 at 9:51 am

      Yes, it was so nice! Also thank you so much Kelly! 🙂

  12. Michelle on September 5, 2020 at 9:58 am

    I love this so much. Martha’s Vineyard is definitely on my bucket list and a girl’s trip sounds even better! I would definitely include Cape Cod and the Cape Cod Winery like you suggested.

    • Taylor Deer on September 5, 2020 at 11:02 pm

      Thank you Michelle! It definitely is perfect for a girls’ getaway! 🙂

  13. Katherine on September 5, 2020 at 2:01 pm

    We actually considered Martha’s Vineyard for our honeymoon, but my husband told me nightmare stories about the traffic and it being difficult to get around during the high season. I shouldn’t have listened to him!

    • Taylor Deer on September 5, 2020 at 11:03 pm

      I did hear that it could get crowded there, but since I went during this time period, there was barely any traffic. We actually met a couple that was on their honeymoon there. 🙂

  14. Emma on September 5, 2020 at 2:58 pm

    Wow, this looks so pretty, I could really use a good girls trip. Also I absolutely adore your striped dress. It’s so nice.

    • Taylor Deer on September 5, 2020 at 11:04 pm

      Thank you Emma! A girls’ trip is always well needed every so often. 🙂

  15. Rachael on September 5, 2020 at 4:15 pm

    I’ve always wanted to visit Martha’s Vineyard it looks sooo cute and quaint!

    • Taylor Deer on September 5, 2020 at 11:04 pm

      You totally have to go Rachael! You would love it. 🙂

  16. Nina on September 5, 2020 at 4:27 pm

    What a pretty place! The Gingerbread Houses are so cute 🥰 sounds like the perfect girls trip!

    • Taylor Deer on September 5, 2020 at 11:05 pm

      Yes, I loved it so much Nina! 🙂

  17. Rowena on September 5, 2020 at 7:25 pm

    So in need of a girls trip like this right now! Unfortunately it’s not super safe yet to gather in California, hoping COVID goes away soon!

    • Taylor Deer on September 5, 2020 at 11:06 pm

      Ah yes, I really hope things get better in California. This whole situation is so horrible!

  18. Travelingfoundlove on September 5, 2020 at 8:47 pm

    Wow, I didn’t know that Martha’s Vineyard has so much to offer. I would love to hike the Great Rock Bight Reserve! Hiking close to the beach is the best! Thanks for the great inspiration and in-depth guide! 🙂

    • Taylor Deer on September 5, 2020 at 11:07 pm

      Yes, it is so amazing! I still feel like there was so much more to do. Great Rock Bight Preserve was so amazing. 🙂

  19. Sarah | The Wandering Road on September 6, 2020 at 11:57 am

    I just can’t get enough of that beach house architecture! Glad you discovered the charms of The Black Dog shops, too! 🙂

    • Taylor Deer on September 6, 2020 at 1:44 pm

      Isn’t it so beautiful?! Also yes, I ended up getting a sweater from there and it is so comfortable. 🙂

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