Oak Bluffs Travel Guide: Our Favorite Martha’s Vineyard Destination

Welcome to the charming and vibrant town of Oak Bluffs, a beloved destination, and our home on Martha’s Vineyard! With its quaint cottages, stunning beaches, and a bustling downtown area, Oak Bluffs is a must-visit for those seeking a perfect blend of natural beauty and lively atmosphere. Join us as we explore the highlights and hidden gems of this enchanting town in our Oak Bluffs Travel Guide.

Circuit Avenue:

Oak Bluffs' Main StreetImmerse yourself in the vibrant atmosphere of Circuit Avenue, the main street of Oak Bluffs. Lined with unique shops, boutiques, art galleries, and restaurants, this bustling thoroughfare offers something for everyone. Explore the eclectic mix of local artisans, browse for souvenirs, or indulge in mouthwatering seafood delicacies. As you stroll along Circuit Avenue, you’ll experience the energy and liveliness that makes Oak Bluffs a favorite among visitors and locals alike.

Inkwell Beach:

Inkwell Beach on Martha's VineyardWhen it’s time to relax and soak up the sun, head to Inkwell Beach. This pristine stretch of shoreline is not only a beautiful spot for sunbathing, but it also holds historical significance. Inkwell Beach was a popular gathering place for African Americans during the era of segregation. Today, it remains a symbol of unity and a testament to the rich cultural heritage of Oak Bluffs. Take a refreshing dip in the crystal-clear waters or simply unwind on the sandy shores, enjoying the breathtaking views.

 The Gingerbread Cottages:

Martha's Vineyard Gingerbread CottagesNo visit to Oak Bluffs is complete without a stroll through the iconic Gingerbread Cottages. These whimsical and colorful cottages, adorned with intricate details and ornate trimmings, create a fairytale-like ambiance. Take a leisurely walk through the Martha’s Vineyard Camp Meeting Association grounds and marvel at the creativity and charm of these historic structures. Don’t forget your camera, as these cottages are a photographer’s dream.


Flying Horses Carousel:

Vintage Flying Horse CarouselStep back in time and experience a classic amusement ride at the Flying Horses Carousel. Recognized as the oldest operating carousel in the United States, this nostalgic attraction has been delighting visitors since 1876. Take a ride on one of the beautifully hand-carved horses or try your luck at grabbing the brass ring. The Flying Horses Carousel is a cherished piece of Oak Bluffs’ history and a joy for visitors of all ages.

Ocean Park:

Ocean Park on the VineyardOcean Park is a beloved and iconic destination that captures the essence of this idyllic island. With its expansive green space, vibrant floral displays, and breathtaking views of the Atlantic Ocean, Ocean Park offers a peaceful oasis for locals and visitors alike. Dating back to the late 19th century, this meticulously manicured park has been a gathering place for generations, hosting concerts, community events, and leisurely strolls. The park’s centerpiece is the iconic Ocean Park Pavilion, a charming gazebo that has become a symbol of Oak Bluffs. It serves as a venue for concerts and cultural performances, providing a delightful backdrop for memorable experiences. Whether you’re seeking a serene spot to relax and enjoy the coastal breeze, a picturesque setting for a picnic, or a place to revel in the beauty of Martha’s Vineyard, Ocean Park is a must-visit destination!

Farm Neck Golf Club:

For golf enthusiasts, a visit to the Farm Neck Golf Club is a must. This scenic 18-hole championship golf course offers breathtaking views of the Vineyard Sound and lush landscapes. With its challenging fairways and well-manicured greens, Farm Neck provides an unforgettable golfing experience. Even if you’re not a golfer, the club’s inviting restaurant and outdoor patio offer a perfect spot to relax and savor a delicious meal while enjoying the serene surroundings.


Oak Bluffs, with its enchanting Gingerbread Cottages, lively downtown, beautiful beaches, and rich history, captures the essence of Martha’s Vineyard’s charm and allure. Whether you’re seeking relaxation, exploration, or a glimpse into the island’s heritage, Oak Bluffs offers a little something for everyone.

So, pack your bags, hop on a ferry, and embark on an unforgettable journey to Oak Bluffs. Immerse yourself in the unique ambiance, embrace the island vibes, and create memories that will last a lifetime in this beloved Martha’s Vineyard destination.

Leave a Reply

Where would you like to go?

0 adults
0 adults

Passenger Details