
A girls’ weekend in Martha’s Vineyard is a fabulous idea filled with beautiful beaches, charming towns, shopping, nightlife, delicious food, and relaxing boat rides.
Planning your own girls’ getaway? This guide covers 10 of the best things to do on Martha’s Vineyard, plus a sample itinerary to help you have the best weekend on the island!
Martha’s Vineyard Girls’ Weekend: 10 Things to Do + Itinerary
1. Have a Beach Day at Long Point Beach
Grab your beach chairs and spend the day at Long Point Beach! This gorgeous, long stretch of sand feels surprisingly private and has waves crashing in front of you, plus a calmer inlet nearby if you want a more relaxed swimming spot.
You will drive down a dirt road to get there, but it is very much worth it! Pack a cooler, bring plenty of sunscreen, and plan to spend a few hours soaking up the sun with your girls.


2. Take a Sunset Sail
If you are visiting Martha’s Vineyard with a group of friends, I would absolutely put a sunset sail on the itinerary.
One of the highlights of your trip will be sipping wine and eating a charcuterie board on a private sailboat ride, watching the golden sun sink into the water. This is such a peaceful and amazing way to spend time on the water.



3. Eat Your Way Around Martha’s Vineyard
Of course, no girls’ trip is complete without a list of restaurants to try.
You can mix casual spots with more upscale restaurants. Get a lobster roll and frozen cocktail at Nancy’s, ice cream at Mad Martha’s Homemade Ice Cream, seafood dinner at 9 Craft Kitchen and Bar, and a sushi lunch at The Pelican Club.
There is nothing better than chatting and laughing with your girls over delicious food and drinks.



4. Rent Bikes and Explore the Island
Get your girls on bikes to explore Martha’s Vineyard! This is a perfect way to explore the island, stopping at scenic viewpoints and cute towns along the way. The perfect route would be the down-island loop, which is ~20 miles, exploring Vineyard Haven, Oak Bluffs, and Edgartown.
5. Explore Oak Bluffs, Edgartown, and Vineyard Haven
There are plenty of cute towns to explore and shop around Martha’s Vineyard.
Spend some time wandering through Oak Bluffs to see the famous Gingerbread Houses, head to Edgartown to browse the adorable shops and explore the charming streets, and wander Main Street in Vineyard Haven, checking out shops and galleries and walking around the harbor.
Martha’s Vineyard is one of those places where you do not necessarily need a strict itinerary all of the time. Some of your favorite moments will be simply walking around, popping into shops, grabbing something to eat, and seeing where the day will take you.
6. Watch the Sunset at Gay Head Lighthouse
Make sure to catch the sunset at Gay Head Lighthouse in Aquinnah.
You can walk inside the lighthouse and climb the stairs for a spectacular view or lounge in the grassy area, taking cute photos with your girls at golden hour.



7. Have a Girls’ Night Out in Oak Bluffs
If you want to see the nightlife in Martha’s Vineyard, then have a girls’ night out in Oak Bluffs. Check out The Ritz and dance the night away with live music and drinks.
8. Visit the Jaws Bridge
If your group has seen Jaws (or maybe you will do a Jaws movie night on the trip), make a stop at the famous Jaws Bridge between Oak Bluffs and Edgartown. You can walk across the bridge, take some photos, and watch people jump into the water.
9. Take a Kayak or Paddleboard Out
Get out on the water! Rent a kayak or stand-up paddleboard and spend a few hours exploring Martha’s Vineyard from a different perspective. This is a fun way to get some exercise, enjoy the beautiful coastal scenery, and spend time together outside of the typical beach day.
10. Visit Island Alpaca Farm
For something a little different to add to your Martha’s Vineyard girls’ weekend…Head to Island Alpaca Farm for a fun and unique experience with some very cute company! Beyond wandering around the farm and meeting the alpacas, check out the Alpaca yoga classes!
Martha’s Vineyard Girls’ Weekend Itinerary
Now that you know what to do, here is an example of how you could organize everything into a Martha’s Vineyard girls’ weekend itinerary. Of course, you can easily adjust this itinerary depending on how long you are staying, where you’re staying, and what your group wants to do.
- Day 1: Arrivals + Dinner at Fish House + Sunset at Gay Head Lighthouse
- Day 2: Beach Day at Long Point Beach + Sunset Sailboat Ride + Dinner at 9 Craft Kitchen & Bar
- Day 3: Shopping in Edgartown + Lunch and Drinks at Nancy’s + Drinks at The Ritz Bar
- Day 4: Departures
Final Thoughts
Martha’s Vineyard is the perfect girls’ getaway! With beach days, boat rides, sunsets, restaurants, shopping, and nights out, you will definitely find a good balance of relaxation and excitement. Martha’s Vineyard will work for any girls’ weekend trip or even a bachelorette.
Want Help Planning Your Girls’ Weekend?
Trying to turn all of these ideas into the perfect itinerary can be overwhelming, especially when you are coordinating a whole group!
Let me do the planning for you. I can create a personalized, day-by-day itinerary based on your group’s interests, travel style, and must-dos, complete with activity recommendations, restaurants, helpful travel tips, and booking links.
You will also get a cute, organized itinerary that is easy to share with the rest of your group, so everyone knows what’s happening and when.
Check out more information here or email me at windowseatsonly@gmail.com.
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