Oak Bluffs, a charming town on Martha’s Vineyard, offers a perfect mix of fun activities and beautiful sights. Whether you’re looking for relaxation or adventure, this place has something for everyone. From lovely beaches to vibrant shops, Oak Bluffs is full of surprises that make it a great spot for families, couples, and friends alike.
Today, we will look at some exciting things to do in Oak Bluffs. You can enjoy tasty seafood at local restaurants, visit the famous gingerbread cottages, or take a stroll along the beach. There are so many ways to enjoy this lovely town and create unforgettable memories!
Things To Do In Oak Bluffs
1. Stroll through the historic Gingerbread Cottages in Oak Bluffs
The Gingerbread Cottages in Oak Bluffs are a true feast for the eyes. This colorful collection of Victorian-style houses captures the charm of the late 19th century. Each cottage showcases intricate woodwork, vibrant colors, and unique architectural details. They create a whimsical atmosphere that delights both residents and visitors.
As you stroll through this enchanting neighborhood, take your time to admire the beautiful craftsmanship. Many cottages have unique names and fascinating stories. The view is especially stunning when the flowers bloom during the warmer months, adding to the overall charm.
The annual Oak Bluffs Gingerbread Fair is another highlight if you can visit in August. During this event, the cottages are beautifully decorated and open for tours. It’s a special chance to step inside some of these historic homes and learn about their history.
Don’t forget to bring your camera! The cottages are perfect for photography, especially when the sunlight touches their vibrant walls. Capture the essence of Martha’s Vineyard while making unforgettable memories.
Take a walk through this colorful neighborhood and enjoy the distinctive architecture. It is a lovely way to experience the cultural heritage of Oak Bluffs.
Address: 45 Circuit Ave, Oak Bluffs, MA 02557.
2. Relax on the beautiful beaches of Oak Bluffs
Oak Bluffs boasts some of Martha’s Vineyard’s most beautiful beaches. The sandy shores are perfect for sunbathing, swimming, or simply enjoying the coastal sights. Enjoy the refreshing ocean breeze while basking in the sun or taking leisurely walks along the waterfront.
The most popular beach is Inkwell Beach, known for its spacious area and family-friendly atmosphere. Here, you can build sandcastles or enjoy a picnic with loved ones. The beach provides easy access to local eateries and shops, making it a perfect spot for an all-day adventure.
For a quieter beach experience, head to Joseph Sylvia State Beach. This beach offers a more serene atmosphere, ideal for relaxation. With its stunning views of the ocean and softer waves, it’s a great place to unwind and connect with nature.
As the sun sets, the beaches transform into a picturesque setting for romance. Take a sunset walk, or simply sit and listen to the gentle waves. Each beach has its distinct vibe, ensuring everyone finds a perfect spot to unwind.
Whether you are with family or enjoying a solo getaway, the beaches of Oak Bluffs are sure to provide a delightful escape.
Address: 370 Seaview Ave, Oak Bluffs, MA 02557.
3. Visit the Martha’s Vineyard Camp Meeting Association Tabernacle
The Martha’s Vineyard Camp Meeting Association Tabernacle is a unique architectural gem. This historic building features a colorful and ornate design that captivates the imagination. Built in the 1800s, it serves as a gathering place for events and a stunning backdrop for photographs.
Inside, you’ll find a beautiful wooden interior with a large open space beneath a majestic roof. The atmosphere is peaceful, making it a wonderful spot for reflection and community gatherings. The vibrant colors of the surrounding Gingerbread Cottages add to the charm of the Tabernacle area.
Throughout summer, the Tabernacle hosts concerts and religious services, attracting both locals and visitors. The lively music and engaging talks create a welcoming environment full of community spirit. Make sure to check the schedule for any upcoming events during your visit.
Besides its historical importance, it is a lovely place to simply sit and enjoy the surroundings. The gardens nearby offer a beautiful area to relax, picnic, or read a book. History, culture, and community come together in this special place.
Don’t miss the chance to experience the magic of the Tabernacle. It represents the rich heritage of Oak Bluffs and the vibrant spirit of Martha’s Vineyard.
Address: 84 Trinity Park, Oak Bluffs, MA 02557.
4. Enjoy a scenic ferry ride to and from Martha’s Vineyard
A scenic ferry ride is a must when visiting Oak Bluffs. The journey to Martha’s Vineyard is a beautiful experience that provides panoramic views of the harbor. As you set sail, watch the shoreline fade away, with the sparkling waters surrounding you.
Both the Steamship Authority and Vineyard Fast Ferry operate regular trips, offering convenience for travelers. The ride typically lasts about 45 minutes, providing plenty of time to take photos and enjoy the scenery. The ferries are equipped with seating on both indoor and outdoor decks, allowing you to choose your ideal spot.
Keep an eye out for local wildlife! Seagulls often accompany the ferry, and you might even catch a glimpse of dolphins playing in the water. The sight adds to the magic of the experience.
Once you arrive, explore the various towns of Martha’s Vineyard, including Edgartown and Vineyard Haven. Each town has its own unique charm, offering shops, restaurants, and attractions to enjoy. The ferry rides are not just a means of transport; they are part of the adventure!
Make sure to plan your trip to capture the stunning sunsets as you return to Oak Bluffs. It will be a memorable highlight of your visit.
Address: 1 Ferry Terminal Rd, Oak Bluffs, MA 02557.
5. Explore the Oak Bluffs Harbor for picturesque views and local shops
Oak Bluffs Harbor is the heart of the community and a lively hub of activity. This charming harbor offers stunning views of the water and the boats bobbing gently. It’s an ideal place to stroll and soak in the vibrant atmosphere while enjoying the salty breeze.
Along the harbor, you’ll find many shops and boutiques selling unique local crafts and souvenirs. From handmade jewelry to local art, you are sure to find a memento of your visit. Shopping in this quaint setting is a delightful experience, with friendly merchants eager to share their stories.
After exploring the shops, grab a bite to eat at one of the harbor’s many restaurants. Enjoy fresh seafood dishes, such as clam chowder and lobster rolls, as you take in the scenic views. Dining on the waterfront creates a relaxing experience you won’t forget.
In the evening, the ambiance transforms as the sunset paints the sky in vibrant colors. The harbor is perfect for enjoying a romantic dinner or a casual walk with friends. The views are breathtaking, making it a popular spot for photos.
A visit to Oak Bluffs Harbor blends relaxation, shopping, and fantastic dining. It’s a must-see on your journey!
Address: 53 E Chop Dr, Oak Bluffs, MA 02557.
6. Check out the local crafts and goods at the Oak Bluffs Farmers Market
The Oak Bluffs Farmers Market is a wonderful event for food lovers and supporters of local artisans. Held weekly during the summer months, the market features a great variety of fresh produce, baked goods, and handmade crafts. You’ll find everything from ripe fruits to fresh flowers beautifully displayed.
The friendly vendors are passionate about their products and often share tips about cooking and gardening. It’s a fantastic way to connect with the local community and learn about the area’s agriculture. Take your time to explore the stalls and sample delicious treats as you browse.
In addition to fresh food, the market offers artisans showcasing their unique crafts. Artwork, jewelry, and hand-knit items are just a few of the treasures you might find. Supporting local businesses is a highlight of this experience.
The atmosphere is lively and welcoming. Live music often fills the air, adding to the cheerful vibe of the market. It’s a great place to enjoy the company of friends and family while soaking up the community spirit.
Don’t miss this charming market during your visit. It’s an authentic taste of Oak Bluffs and a delightful way to spend your morning.
Address: 13 N Bluff Ave, Oak Bluffs, MA 02557.
7. Discover the joys of cycling on the Vineyard’s bike paths
Cycling is one of the best ways to explore Martha’s Vineyard. With scenic bike paths winding through forests, along beaches, and past charming villages, you can experience the island’s beauty up close. Rent a bike in Oak Bluffs for a fun-filled day of adventure!
The paths are well-maintained and suitable for cyclists of all skill levels. A popular route is around the lagoon, where you can enjoy stunning views of the water and observe local birds. Many trails lead to recreational areas and cultural sites, making it easy to customize your ride.
Along the way, you’ll discover hidden gems, such as local shops, art galleries, and cozy cafes. Stop and explore as you go, allowing the ride to be an exciting part of your adventure. You might even meet friendly locals eager to share their favorite spots!
Cycling also provides an eco-friendly way to enjoy the Island. Feel the wind in your hair and embrace the beautiful surroundings. Feel free to pack a picnic and take a break at one of the scenic viewpoints.
Whether you’re cycling solo or with friends, it’s an enjoyable way to connect with the natural beauty of Martha’s Vineyard. Don’t forget your helmet!
Address: 9 Sea View Ave, Oak Bluffs, MA 02557.
8. Visit the Oak Bluffs Museum to learn about local history
The Oak Bluffs Museum is a treasure trove of local history, reflecting the charm and rich heritage of the area. Housed in a quaint building, the museum offers captivating exhibits that tell the story of Oak Bluffs and its people. You’ll gain insights into the unique culture that shaped this beloved island.
With a variety of artifacts, photographs, and documents, visitors can dive into the history of the Martha’s Vineyard Camp Meeting Association and the evolution of the community over time. Knowledgeable staff members are on hand to answer questions and share fascinating stories.
The museum presents a welcoming atmosphere, making it perfect for families and history enthusiasts alike. Children can engage with interactive displays that make learning fun and accessible. The museum often hosts events and special exhibitions, so check their schedule for any activities during your visit.
After exploring the museum, take some time to stroll through the nearby historic district. The charming architecture and peaceful streets offer a delightful glimpse into the past. You can appreciate the beauty of the Gingerbread Cottages all around.
Visiting the Oak Bluffs Museum is a rewarding experience that combines education and enjoyment. It’s a great way to connect with the history of Martha’s Vineyard.
Address: 32 B Maple Ave, Oak Bluffs, MA 02557.
9. Take a sunset cruise from Oak Bluffs Harbor
One of the best ways to end your day in Oak Bluffs is with a sunset cruise. As the sun sets over the horizon, the colors of the sky transform into a breathtaking palette of pinks, oranges, and purples. The experience is magical and provides stunning photo opportunities.
Various companies offer sunset cruises that typically last for about two hours. While on board, enjoy the scenic beauty of Martha’s Vineyard’s coastline. Many cruises include narration exploring the local history, wildlife, and landmarks you pass along the way.
Relax with a drink in hand as you embrace the gentle breeze and peaceful atmosphere. Some cruises provide live music or entertainment, adding to the delightful ambiance. It’s an amazing way to spend an evening with family, friends, or that special someone.
Be sure to bring a light jacket, as the temperatures may drop on the water. Arrive a bit early to secure a good spot for viewing. The friendly staff is always there to assist you and make your cruise enjoyable.
A sunset cruise is a perfect way to create lasting memories in Oak Bluffs. It proves to be a highlight of your trip to Martha’s Vineyard.
Address: 1 Ferry Terminal Rd, Oak Bluffs, MA 02557.
10. Savor local seafood at the iconic lobster rolls at the Seafood Shack
When in Oak Bluffs, indulging in a lobster roll is a must! The Seafood Shack is one of the best spots on the island to enjoy this classic dish. This local favorite is known for its fresh and flavorful seafood, offering a casual atmosphere that welcomes all visitors.
Each lobster roll is made with sweet, succulent lobster meat generously piled on a toasted bun. You have a choice of preparing it with melted butter or a tangy mayonnaise. The Seafood Shack also offers various other seafood dishes, including clam chowder and fried clams, making it a perfect spot for seafood lovers.
Enjoy your meal on the outdoor patio while taking in the beautiful harbor view. The laid-back vibe makes it an ideal place to unwind after a day of exploration. Don’t forget to pair your meal with a refreshing drink!
During peak season, the Seafood Shack can get quite busy, so it’s a good idea to arrive early or visit during off-peak hours to avoid long lines. You’ll definitely want to indulge in their delicious specialties.
Experiencing a lobster roll at the Seafood Shack is not just a meal; it’s part of the Oak Bluffs experience. You’ll savor every delicious bite!
Address: 6 Seaview Ave, Oak Bluffs, MA 02557.
11. Experience the vibrant nightlife at local bars and live music venues
The vibrant nightlife in Oak Bluffs is one of the highlights of visiting Martha’s Vineyard. The area boasts an array of bars, pubs, and live music venues, where both locals and tourists gather to enjoy the evening. You’ll find a welcoming atmosphere filled with laughter and music.
One popular spot is the Ocean Park, where outdoor concerts take place regularly during the summer. Grab a drink and enjoy live performances that feature various music styles, from folk to rock. The park is a great place to socialize with friends while enjoying great tunes.
For a more laid-back vibe, head to one of the local bars in town. Many places offer fantastic happy hour specials, making it easy to enjoy tasty cocktails and craft beers. You can often find weekly trivia nights, karaoke, or themed parties that add to the fun.
At popular venues, DJs keep the energy high, ensuring a great night out. Whether you’re dancing the night away or enjoying live music, there’s something for everyone in Oak Bluffs.
As the sun sets, the nightlife comes alive. Plan to explore the local bars and music scene for a memorable evening during your visit!
Address: 1 S Summer St, Oak Bluffs, MA 02557.
12. Go fishing or kayaking in the calm waters off East Chop
East Chop is a beautiful area of Oak Bluffs, known for its calm waters ideal for fishing and kayaking. The serene environment makes it a perfect spot for both beginners and experienced water enthusiasts. Rent a kayak or fishing gear for a day of outdoor fun.
Kayaking allows you to explore the picturesque coastline and discover hidden coves. Paddle along the shore while taking in the stunning natural beauty all around you. Keep an eye out for local wildlife, including birds and seals that may pop up for a visit.
If you prefer fishing, the waters off East Chop offer a plentiful supply of species, including striped bass and bluefish. Whether you’re casting from a kayak or from a dock, you’re sure to find enjoyment in the peaceful setting.
Kayak rentals are available from local shops, where you can also find guides who offer tours for those who prefer a guided experience. Fishing gear can also be easily rented, making it convenient for spontaneous outings.
Spending time on the water in East Chop allows for relaxation and adventure. It’s an ideal way to experience the natural beauty of Martha’s Vineyard.
Address: East Chop Dr, Oak Bluffs, MA 02557.
13. Visit the beautiful East Chop Lighthouse for stunning views
The East Chop Lighthouse is a charming piece of history located on the coast of Oak Bluffs. This historic lighthouse, built in 1878, stands proudly over the waters and is an iconic symbol of Martha’s Vineyard. Climbing to the top is a great way to enjoy unrivaled views of the surrounding area.
Visitors can easily access the lighthouse and enjoy a leisurely stroll through the park. From the grassy area around the lighthouse, you can capture stunning photographs of the coastline and the harbor. The contrast of the lighthouse against the blue sky makes for a beautiful sight.
While the interior of the lighthouse is not open for tours, the area still offers plenty to enjoy. Pack a picnic and relax in the park while soaking up the sun and the scenic views. It’s also a lovely spot for watching the sunset, where the lighthouse acts as a perfect backdrop.
As part of your visit, take time to explore the nearby East Chop neighborhood. The quaint, tree-lined streets are filled with charming homes and rich history, enhancing your overall experience.
Visiting the East Chop Lighthouse allows you to indulge in the beauty of the island while appreciating its maritime history. It’s a must-see destination on your trip!
Address: East Chop Dr, Oak Bluffs, MA 02557.
14. Enjoy water sports and rentals at Oak Bluffs Marina
Oak Bluffs Marina is a bustling hub for water sports and outdoor activities. If you’re looking to explore the waters of Martha’s Vineyard, this is the place to start. The marina offers a variety of rentals, from paddleboards to fishing boats, making it easy to find the right activity for your interests.
For adrenaline seekers, try renting a jet ski for an exhilarating ride across the waves. It’s a thrilling way to see the coastline from a different perspective. If you prefer a more relaxed pace, consider paddleboarding or kayaking, which allows you to explore at your leisure.
The marina is also an excellent starting point for group excursions such as sailing or fishing charters. Several local companies offer guided tours to help you get the most out of your experience on the water. Enjoying a day out on the ocean with friends or family creates lasting memories.
After a day full of adventure, you can unwind at the marina’s waterfront dining options. Enjoy fresh seafood and take in the beautiful views as you relax and reflect on your day.
Whether you’re looking for a thrilling water experience or a peaceful day on the water, Oak Bluffs Marina has something for everyone.
Address: 5 Oak Bluffs Ave, Oak Bluffs, MA 02557.
15. Take a guided tour of Martha’s Vineyard by bus or bike
Exploring Martha’s Vineyard is easier than ever with guided tours available by bus or bike. Whether you prefer to pedal through the scenic landscapes or relax on a bus ride, there are plenty of options to learn about the island’s history and culture.
A guided bus tour typically covers the main highlights of Martha’s Vineyard, including historic sites, beaches, and lighthouses. Knowledgeable guides share fascinating facts and stories about the island as you travel between stops. It’s a perfect choice for those with limited time who want to see the most in a short period.
If you’re looking for a more active experience, consider joining a bike tour. Cycling allows you to navigate the backroads, take in the natural beauty, and stop at interesting sites along the way. Many bike tours cater to different skill levels, ensuring a fun experience for everyone.
Moreover, group tours provide an excellent opportunity to meet fellow travelers and make new friends. Both options cater to different preferences and allow you to see the island at your own pace.
Choosing a guided tour will enhance your experience and provide you with a deeper connection to the charming island of Martha’s Vineyard.
Address: 8 Oak Bluffs Ave, Oak Bluffs, MA 02557.
16. Explore the natural beauty of Down Island and its coves
Down Island is a stunning area of Martha’s Vineyard known for its natural beauty and serene environment. This part of the island features breathtaking landscapes, sandy beaches, and fascinating coves just waiting to be explored. The peaceful atmosphere makes it ideal for a day of adventure and relaxation.
One great way to discover Down Island is by taking a hike along its scenic trails. These paths lead you through lush forests, along the coastline, and past beautiful vistas. Nature lovers will appreciate the diverse flora and fauna that thrive in this picturesque part of the island.
Another highlight of exploring Down Island is discovering its hidden coves. Pack a picnic and visit one of these tranquil spots to enjoy the sound of gentle waves lapping against the shore. The picturesque settings provide ample opportunities for swimming, sunbathing, or simply unwinding in nature.
Coving up with a book or sketching the scenery can be a soothing way to connect with the environment. Keep your camera handy to capture the stunning views that will take your breath away.
A visit to Down Island is a perfect way to escape the crowds and immerse yourself in the natural beauty of Martha’s Vineyard. It’s a hidden gem waiting to be discovered!
Address: 141 Wamsutta Ave, Oak Bluffs, MA 02557.
17. Sample delicious baked goods at the Martha’s Vineyard Bakery
The Martha’s Vineyard Bakery is a delightful destination for food lovers. This local gem is known for its mouthwatering baked goods, including pastries, cookies, and artisan breads. Start your day with a fresh pastry and a cup of coffee while you enjoy the cozy atmosphere.
The bakery takes pride in using high-quality ingredients sourced from local farms. As a result, their treats are delicious and reflect the spirit of Martha’s Vineyard. Signature items include flaky croissants, rich brownies, and seasonal fruit tarts. You won’t want to miss trying their famous blueberry muffins!
In addition to baked goods, the Martha’s Vineyard Bakery offers breakfast and lunch options, from hearty sandwiches to fresh salads. There’s something for everyone on the menu, making it a perfect stop for any meal of the day.
To enjoy the experience fully, find a seat outside on the patio. The bakery provides the perfect setting for people-watching and enjoying the island’s relaxed pace. It’s a great place to take a break after exploring Oak Bluffs.
When visiting Oak Bluffs, treat yourself to the delicious offerings at the Martha’s Vineyard Bakery. Your taste buds will thank you!
Address: 8 North St, Oak Bluffs, MA 02557.
18. Attend seasonal events, like the Oak Bluffs Fireworks display
Seasonal events in Oak Bluffs bring the community together and create lasting memories. One of the most anticipated events is the Oak Bluffs Fireworks display, held annually during the summer. Watching the fireworks against the backdrop of the ocean is an unforgettable experience that draws locals and tourists alike.
The fireworks typically take place in early August, lighting up the night sky with vibrant colors. People gather at various spots throughout town and along the harbor for a clear view of the performance. Family-friendly activities often precede the display, creating a festive atmosphere for everyone.
In addition to fireworks, Oak Bluffs hosts other seasonal events, such as festivals, concerts, and parades. These celebrations showcase the town’s unique culture, art, and community spirit. Participating in these events is a great way to immerse yourself in the local culture.
Check the local calendar for other events during your visit. Each season brings its own magic to Oak Bluffs, ensuring that there’s always something happening. Whether it’s an art show, a farmer’s market, or a concert in the park, you won’t want to miss out.
Attending seasonal events is a fun way to engage with the community and enjoy the vibrant atmosphere of Oak Bluffs!
Address: 6 Ocean Park, Oak Bluffs, MA 02557.
19. Participate in a yoga class on the beach at sunrise
Start your day in Oak Bluffs with a relaxing yoga class on the beach at sunrise. The peaceful morning setting is perfect for meditation and connection with nature. Breathe in the fresh ocean air and feel the soft sand beneath your feet as the sun rises over the horizon.
Many local instructors offer sunrise classes during the summer months. These sessions cater to all skill levels, so whether you are a beginner or an experienced practitioner, you’ll find a welcoming atmosphere. The gentle sound of ocean waves enhances the experience, allowing for a deeper connection to your practice.
Participating in a morning yoga class is a fantastic way to set a positive tone for your day. After the practice, take a moment to enjoy the tranquility of the beach and engage in a walking meditation along the shore. The serene environment encourages mindfulness and relaxation.
Don’t forget to bring your yoga mat, water, and sunblock. Engaging with nature through yoga enhances your overall well-being and makes for a memorable experience in Oak Bluffs.
Joining a sunrise yoga class is the perfect way to find inner peace while surrounded by the beauty of Martha’s Vineyard.
Address: 9 Sea View Ave, Oak Bluffs, MA 02557.
20. Discover local art at the Oak Bluffs Art Gallery and Studios
The Oak Bluffs Art Gallery and Studios are a haven for art lovers. This space showcases the work of local artists, providing a platform for creativity and inspiration. The gallery features a diverse collection of artwork, including paintings, sculptures, and photography.
Visitors can browse the various exhibits while learning about the artists and their inspirations. Many artists are available to talk about their work, allowing for a more personal connection to the art. Regularly scheduled art shows and exhibitions offer fresh perspectives and highlight emerging talent.
The gallery often hosts workshops and classes for those looking to explore their creative side. From painting to pottery, there’s something for everyone to enjoy. Participating in a class is a fantastic way to connect with fellow art enthusiasts and learn new skills.
In addition to the gallery, Oak Bluffs is filled with vibrant street art and murals that reflect the island’s culture. Walking through town, you’ll often stumble upon creative pieces that showcase the spirit of the community.
Visiting the Oak Bluffs Art Gallery and Studios adds a cultural touch to your trip. It’s a wonderful opportunity to immerse yourself in local talent and creativity!
Address: 5 N Summer St, Oak Bluffs, MA 02557.
Final Thoughts
Oak Bluffs is a vibrant destination filled with charm and beauty. Whether you’re exploring historic cottages, relaxing on the beach, or sampling local delicacies, there’s something for everyone to enjoy. Each activity offers a unique way to connect with nature and the local community.
From stunning sunsets to lively markets, the experiences available can enrich your visit and inspire lasting memories. As you explore the picturesque streets and scenic waterfront, you’ll soon discover the magic of Oak Bluffs and the treasures that Martha’s Vineyard has to offer. If you’re interested in similar adventures, you might want to check out other exciting activities like things to do in Oakbrook or explore different cultures in Burundi.