Top Things to Do in Oak Bluffs: A Must-See List of Attractions and Activities for Visitors.

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Are you planning a trip to Oak Bluffs? Well, buckle up buttercup because I have got the inside scoop on all the best activities this charming Martha's Vineyard town has to offer. From beach hopping to boutique shopping, there's something for everyone in Oak Bluffs. So, grab your sunscreen, put on your walking shoes, and let's dive into the top things to do in this hidden gem of a town!

First things first, let's talk beaches. If you're looking for a classic beach experience, head over to Inkwell Beach. This beautiful stretch of sand is perfect for swimming, sunbathing, and people watching. But if you're feeling adventurous, take a ferry over to East Chop Lighthouse Beach. This secluded spot offers stunning views of the lighthouse and the Atlantic Ocean. And don't worry about packing snacks, there are plenty of food trucks to choose from!

But maybe sand isn't really your thing. No problem! Oak Bluffs is home to some seriously cute boutiques and shops. Start at Backwater Trading Co. for some unique clothing and accessories. Then, meander over to The Lazy Frog for home decor and gifts. And of course, you can't leave without stopping by The Black Dog for some iconic Vineyard gear. Trust me, your friends will be jealous.

Now, let's talk food. Oak Bluffs has no shortage of delicious dining options. For breakfast, head over to Linda Jean's for their famous pancakes and omelets. For lunch, grab a lobster roll from Nancy's or a burger from Jimmy Seas. And for dinner, make a reservation at The Red Cat Kitchen for some seriously good farm-to-table cuisine.

After all that food, you might need to burn off some calories. Luckily, Oak Bluffs has plenty of outdoor activities to choose from. Rent a bike and take a ride along the scenic bike path. Or, play a round of mini-golf at Island Cove Mini Golf. And if you're feeling really adventurous, try your hand at parasailing with Flying Horses Parasail.

But let's be real, sometimes the best part of vacation is just relaxing. And Oak Bluffs has plenty of options for that too. Take a yoga class at Yoga on the Vine or book a massage at Sea Spa Salon. And at the end of the day, grab a cocktail at Offshore Ale Co. and watch the sunset over the harbor.

But wait, there's more! Oak Bluffs is also home to some unique attractions that you won't find anywhere else. Visit the Gingerbread Houses for a whimsical stroll through a neighborhood straight out of a storybook. Or, take a tour of the Flying Horses Carousel, the oldest operating carousel in the country. And if you're feeling brave, take a ghost tour with MV Sightseeing to learn about the haunted history of the town.

And last but not least, no trip to Oak Bluffs is complete without a visit to the famous Ocean Park. This picturesque park offers stunning views of the ocean and is the perfect spot for a picnic or a game of frisbee. And if you're lucky, you might even catch a concert or event happening on the bandstand.

So, there you have it folks. The ultimate guide to what to do in Oak Bluffs. Whether you're looking for adventure, relaxation, or just a good time, this charming town has got you covered. So pack your bags and get ready for a vacation you'll never forget!


Introduction

Ah, Oak Bluffs. The land of gingerbread cottages, beaches for days, and more ice cream shops than you can shake a stick at. But what to do in this quaint little town besides eat your weight in fudge? Fear not, dear reader, for I have compiled a list of activities sure to keep you entertained on your Oak Bluffs adventure.

Get Your Beach On

Let's start with the obvious - the beaches. Oak Bluffs has some of the best beaches on Martha's Vineyard, so grab your sunscreen and get ready to soak up some rays. From the bustling crowds of Inkwell Beach to the quiet serenity of East Chop Beach, there's a sandy spot for everyone. Don't forget to snap a pic with the colorful Jetty on South Beach for the ultimate Instagram shot.

Pro Tip:

Pack a cooler with snacks and drinks to save money on beachside concessions. And don't forget to bring a blanket or chair - sitting on a towel all day is no fun.

Take a Stroll Down Circuit Avenue

The heart of Oak Bluffs, Circuit Avenue is a bustling strip of shops, restaurants, and attractions. Take a leisurely stroll down the street and browse the souvenir shops, stop for an ice cream cone at Mad Martha's, or catch a movie at the historic Strand Theatre. On Wednesday evenings during the summer, the street shuts down for the Oak Bluffs Open Market, featuring local vendors, food trucks, and live music.

Pro Tip:

If you're looking for a souvenir that's a little more unique than a t-shirt, check out the handmade goods at the Artisans Fair or the vintage finds at Nellie's Antiques.

Visit the Gingerbread Cottages

No trip to Oak Bluffs is complete without a visit to the iconic Gingerbread Cottages. These brightly colored, ornately decorated cottages are straight out of a fairytale. Take a self-guided tour and marvel at the intricate details - you'll see everything from seashells to hand-painted murals. And if you're lucky, you might even catch one of the famous porch parties that take place throughout the summer.

Pro Tip:

The Gingerbread Cottages are located in the Martha's Vineyard Camp Meeting Association, a private community. Be respectful of the residents and their property while you explore.

Explore the Oak Bluffs Harbor

The Oak Bluffs Harbor is a hub of activity, with fishing boats, sailboats, and yachts coming and going all day long. Take a stroll along the harbor walk and watch the boats bobbing in the water. If you're feeling adventurous, rent a kayak or stand-up paddleboard and explore the harbor from the water.

Pro Tip:

Looking for a bite to eat? The harbor is home to some of the best seafood on the island, including Nancy's Restaurant and the Lookout Tavern.

Get Your Thrill on at the Flying Horses Carousel

The Flying Horses Carousel is a piece of Oak Bluffs history - it's the oldest operating platform carousel in the country. Take a ride on one of the hand-carved horses and try to grab the brass ring for good luck. And don't forget to snap a selfie with the carousel's signature horse, George Washington.

Pro Tip:

The line for the carousel can get long, especially during peak season. Try to go early in the morning or later in the evening to beat the crowds.

Take a Hike at the Manuel F. Correllus State Forest

If you're looking to get some exercise and soak up some nature, head to the Manuel F. Correllus State Forest. With over 5,000 acres of woodland, the forest offers miles of hiking and biking trails. Keep an eye out for wildlife - you might spot deer, foxes, or even wild turkeys.

Pro Tip:

The forest can get buggy in the summer, so be sure to bring bug spray and wear long sleeves and pants.

Get Your Art Fix at the Featherstone Center for the Arts

Looking to add some culture to your trip? Head to the Featherstone Center for the Arts. The center hosts a rotating selection of art exhibits, as well as workshops and classes for all levels of artists. And if you're lucky, you might catch one of the center's outdoor concerts or theater performances.

Pro Tip:

The Featherstone Center for the Arts is located off the beaten path, so be sure to check the hours before you go.

Go Fishing

If you're an angler, Oak Bluffs has plenty of opportunities for you to reel in a big catch. Take a charter boat out for the day and try your luck at catching striped bass, bluefish, or even sharks. Or, if you prefer freshwater fishing, head to Duarte's Pond in the state forest for some peaceful casting.

Pro Tip:

Charter boats can be expensive, so consider going with a group to split the cost.

Get Your History Fix at the Cottage Museum

The Cottage Museum offers a glimpse into the history of Oak Bluffs, with exhibits on everything from the town's early days as a Methodist campground to the famous visitors who have graced its shores. And the best part? Admission is free.

Pro Tip:

The museum is small, so plan to spend about an hour there before moving on to your next activity.

Take a Sunset Sail

End your Oak Bluffs adventure on a high note with a sunset sail. There are plenty of companies offering sunset cruises around the island, but the view from the water in Oak Bluffs is particularly stunning. Watch the sky turn pink and orange as the sun dips below the horizon - it's the perfect end to a perfect day.

Pro Tip:

Bring a jacket or sweater - it can get chilly on the water, even in the summer.

Conclusion

And there you have it - ten activities sure to make your Oak Bluffs trip one to remember. From beaches to art galleries to fishing, there's something for everyone in this charming little town. So pack your bags and head to Oak Bluffs - adventure awaits!
Looking for some fun in Oak Bluffs? Look no further! Whether you're looking to relive your youth or just laze on the beach, Oak Bluffs has got you covered. So let's dive in and see what this charming town has to offer.

Find Your Inner Child

First things first, let's get our youthful energy flowing! And what better way to do that than by taking a spin on the Flying Horses Carousel? As the oldest operating platform carousel in America, it's a must-visit for anyone looking to relive their childhood. And if you've got kids in tow, you can impress them with your riding skills (or lack thereof).

Be a Beach Bum

Now that we've got our inner child out of the way, it's time to hit the beach! Oak Bluffs boasts five beaches to choose from, so there's no excuse not to pack a cooler, grab a good book, and spend the day soaking up the sun. And if you're feeling adventurous, why not try your hand at some water sports? Kayaking and paddleboarding are great ways to explore the pristine waters around Oak Bluffs.

Shop Til You Drop

After a day in the sun, it's time to hit the streets and do some shopping. The charming boutiques and unique shops on Circuit Avenue are a shopper's paradise, and there's no shortage of souvenirs or new outfits to be had. And if you're looking for a bite to eat, there are plenty of delicious options to satisfy your appetite.

Pig Out

From seafood shacks to fine dining, Oak Bluffs has it all when it comes to food. Don't miss the award-winning lobster rolls at Nancy's, or indulge in some fried clams at Giordano's. And if you're looking for a sweet treat, head to Ben and Bill's Chocolate Emporium for some delicious ice cream.

Get Your Drink On

Of course, no vacation is complete without a few drinks! Luckily, Oak Bluffs has plenty of spots to wet your whistle. Whether you're in the mood for a craft beer at Offshore Ale Company or a frozen cocktail at Sharky's Cantina, you're sure to find something to suit your taste.

Channel Your Inner Martha Stewart

Feeling inspired after all that food and drink? Why not take a cooking class at the historic Martha's Vineyard Cooking School? You'll learn some new culinary skills and impress your friends with your newfound knowledge. And who knows, you might even be the next Martha Stewart!

Eco Adventure

If you're looking to get active, Oak Bluffs has plenty of options for you. Rent a bike and explore the miles of scenic bike paths on the island, or take a kayak tour of the pristine waters around Oak Bluffs. And if you're feeling really adventurous, why not try your hand at surfing? The MV Surf Company's FlowRider is an indoor wave simulator that's perfect for surfers of all skill levels.

Step Back in Time

Last but not least, no visit to Oak Bluffs would be complete without a trip to the gingerbread cottages in the Oak Bluffs Campground. These whimsical homes are a National Historic Landmark and are sure to put a smile on your face. And don't forget to snap a few photos for Instagram!

Catch Some Live Music

And finally, if you're a music lover, you won't want to miss a night out at The Ritz. This legendary venue is the place to be for live music on the island, with everything from rock bands to acoustic sets on offer. So grab a drink, hit the dance floor, and enjoy the sounds of Oak Bluffs.So there you have it, folks! Whether you're looking for adventure or relaxation, Oak Bluffs has something for everyone. So what are you waiting for? Book your trip now and get ready to have some fun!

What To Do In Oak Bluffs: A Humorous Guide

Welcome to Oak Bluffs, the charming seaside town on the beautiful island of Martha's Vineyard. Whether you're here for a day trip or a weeklong vacation, there are plenty of things to do and see. But let's be real, some of those activities can be a bit... mundane. So, we've put together a humorous guide to help you make the most of your time in Oak Bluffs.

The Must-Do Activities

Let's start with the basics. These activities are pretty much a requirement for any first-time visitor to Oak Bluffs:

  1. Take a stroll down Circuit Avenue: This is the main street in town, and it's lined with shops, restaurants, and ice cream stands. It's the perfect place to people watch and soak up the atmosphere.
  2. Ride the Flying Horses Carousel: This carousel is over 140 years old, and it's the oldest operating platform carousel in America. Plus, it's located in a cute little building that looks like a gingerbread house.
  3. Visit the gingerbread cottages: Speaking of gingerbread houses, Oak Bluffs is famous for its colorful, whimsical cottages. Take a walk through the Campground to see them all.

The Less Obvious Activities

Now that we've covered the basics, let's move on to some more unique experiences:

  • Play a round of mini golf at Island Cove Mini Golf: This course has a nautical theme, complete with a giant octopus and a lighthouse. Plus, they serve ice cream.
  • Go on a bike ride: Rent a bike from one of the many rental shops in town and take a leisurely ride down the bike path. Bonus points if you stop for a picnic along the way.
  • Take a sunset cruise: There are plenty of options for boat tours and sunset cruises in Oak Bluffs. It's a great way to see the island from a different perspective.

The Offbeat Activities

Finally, if you're feeling a bit adventurous (or just plain weird), check out these activities:

  1. Join the Oak Bluffs Monster Shark Tournament: Okay, hear us out. This annual fishing tournament is controversial, but it's also a big part of the town's history. Plus, who wouldn't want to see a giant shark up close?
  2. Try the Lobster Bomb at Linda Jean's Restaurant: This local eatery is known for its massive lobster roll, but the Lobster Bomb takes things to another level. It's a whole lobster, stuffed inside a grilled cheese sandwich.
  3. Go ghost hunting: Yes, Oak Bluffs has its fair share of ghost stories. Take a spooky tour of the town and see if you can spot any supernatural activity.

So there you have it, our humorous guide to what to do in Oak Bluffs. Whether you stick to the basics or go off the beaten path, we hope you have a wonderful time exploring this charming town.

Table of Keywords

Keywords Activities
Circuit Avenue Stroll, People watch
Flying Horses Carousel Ride
Gingerbread cottages Visit, Walk through
Island Cove Mini Golf Play mini golf, Eat ice cream
Bike rental Rent a bike, Go on a bike ride, Have a picnic
Sunset cruise Take a boat tour, Watch the sunset
Monster Shark Tournament Join the tournament, See a giant shark
Linda Jean's Restaurant Eat a lobster roll, Try the Lobster Bomb
Ghost hunting Go on a spooky tour, Look for ghosts

Don't Leave Oak Bluffs Without Trying These Fun Activities!

Well, well, well! You've reached the end of our blog on what to do in Oak Bluffs. We hope you've enjoyed reading it as much as we've enjoyed writing it. But before you go, we want to leave you with some final thoughts on how to make the most of your time in this charming town.

First things first, if you haven't already, you simply must take a stroll down Circuit Avenue. This is the heart of Oak Bluffs, and you'll find all sorts of shops, restaurants, and entertainment options here. From ice cream parlors to clothing stores, there's something for everyone on Circuit Ave.

If you're looking for some outdoor fun, head over to Ocean Park. This is a beautiful green space right by the water, perfect for picnics, frisbee games, or just lounging around. And if you're lucky, you might catch one of the many events that take place here throughout the summer, from concerts to festivals to movie screenings.

Speaking of the water, no visit to Oak Bluffs is complete without a trip to Inkwell Beach. This is one of the best beaches on the island, with soft sand, clear water, and plenty of space to spread out. Plus, it's conveniently located right near Circuit Ave, so you can easily grab lunch or a drink after your swim.

But maybe you're looking for something a little more...adventurous. In that case, we highly recommend renting a bike and exploring the scenic bike paths that run all throughout Oak Bluffs. You'll get some exercise, enjoy some stunning views, and maybe even stumble upon some hidden gems along the way.

And if you're in the mood for some history, be sure to check out the Flying Horses Carousel. This is a National Historic Landmark, and it's been entertaining visitors for more than a century. It's also the oldest operating platform carousel in the country, so you'll be experiencing a piece of history while having fun.

Of course, we can't forget about the food. Oak Bluffs has some amazing restaurants, from fine dining to casual eats. If you're in the mood for seafood, we recommend Nancy's Restaurant or The Red Cat Kitchen. And if you're looking for something a little different, try Back Door Donuts for some delicious pastries.

Finally, don't forget to take in the sunset. Whether you're on the beach, at a restaurant, or just walking around town, the sunsets in Oak Bluffs are truly breathtaking. So sit back, relax, and enjoy the show.

And with that, we conclude our guide to what to do in Oak Bluffs. We hope you have an amazing time exploring this wonderful town, and we can't wait to hear about your adventures!


What To Do In Oak Bluffs: People Also Ask

What are the best things to do in Oak Bluffs?

There are plenty of things to do in Oak Bluffs that will keep you entertained throughout your stay. Some of the best things to do include:

  • Visit the Flying Horses Carousel, the oldest operating platform carousel in America
  • Explore the gingerbread cottages at the Martha’s Vineyard Camp Meeting Association
  • Relax on the beach at Inkwell Beach or State Beach
  • Take a scenic stroll along the Oak Bluffs Harbor
  • Enjoy a night out at the historic Strand Theatre

What is there to do in Oak Bluffs at night?

Oak Bluffs has a bustling nightlife scene that offers something for everyone. Some fun things to do at night in Oak Bluffs include:

  • Grab a drink and listen to live music at the Ritz Cafe
  • Enjoy a delicious meal at one of the many restaurants along Circuit Avenue
  • Catch a movie at the Strand Theatre
  • Play some pool and enjoy a game of darts at the Wharf Pub and Restaurant

What are some family-friendly activities in Oak Bluffs?

If you’re visiting Oak Bluffs with your family, there are plenty of fun activities to keep everyone entertained. Here are a few family-friendly options:

  • Visit the Island Alpaca Company and meet some adorable alpacas
  • Spend the day at the Oak Bluffs Harbor and watch boats come and go
  • Take a ride on the Flying Horses Carousel
  • Play mini golf at Island Cove Mini Golf

What is the best time to visit Oak Bluffs?

The best time to visit Oak Bluffs depends on what you’re looking for. If you want to experience the hustle and bustle of peak season, visit during July and August. If you prefer a quieter atmosphere, consider visiting in the shoulder seasons of May-June or September-October. Just be sure to pack accordingly as the weather can be unpredictable!

In conclusion:

Oak Bluffs has something for everyone, from historic landmarks to family-friendly activities to a lively nightlife scene. No matter what you choose to do during your visit, you’re sure to have a memorable time.