Martha’s Vineyard, MA

The perfect 4 days itinerary

Martha’s Vineyard, located off the coast of Massachusetts, is a charming island known for its picturesque landscapes, historic lighthouses, and quaint villages. This idyllic destination offers a mix of beautiful beaches, scenic bike trails, and a rich maritime history. Visitors can explore the island's unique blend of natural beauty and New England charm, making it a perfect getaway for relaxation and adventure.

What to do in Martha’s Vineyard?

This 4 days itinerary is the perfect guide to the best things to see in Martha’s Vineyard. It includes day-by-day activities, travel tips, and the top places to visit.

Day 1: Welcome to the Vineyard

Morning

Start your adventure by arriving at Martha’s Vineyard via ferry from Woods Hole. Once you arrive, head to the charming town of Vineyard Haven. Begin your exploration with a visit to the Martha’s Vineyard Museum to get an overview of the island's history and culture.

Afternoon

Enjoy a leisurely lunch at one of the local eateries in Vineyard Haven. Afterward, take a stroll along Main Street to browse through the unique shops and boutiques. Don’t miss the chance to visit the famous Black Dog Tavern for a coffee or a snack.

Evening

Head to Oak Bluffs, known for its colorful gingerbread cottages and lively atmosphere. Take a walk around the historic Oak Bluffs Campground and admire the whimsical architecture. End your day with a relaxing dinner at a waterfront restaurant, enjoying the sunset views over the harbor.


Day 2: Exploring the Island’s Natural Beauty

Morning

Start your day with a visit to the Polly Hill Arboretum in West Tisbury, where you can explore beautiful gardens and rare plant species. Afterward, head to the nearby island town of Chilmark to visit the iconic Menemsha Harbor, a working fishing village known for its picturesque scenery.

Afternoon

Enjoy a fresh seafood lunch at one of the local seafood shacks in Menemsha. Afterward, spend some time relaxing on Menemsha Beach, famous for its stunning sunsets.

Evening

Make your way to Aquinnah to see the breathtaking Gay Head Cliffs and the historic Gay Head Lighthouse. Take a walk along the cliffs and enjoy the panoramic views of the Atlantic Ocean. End your day with a dinner at a local restaurant in Aquinnah, savoring the island’s fresh and delicious cuisine.


Day 3: Adventure and Relaxation

Morning

Begin your day with a bike ride along the scenic paths of Martha’s Vineyard. Rent a bike in Edgartown and explore the island’s beautiful landscapes at your own pace. Make sure to ride along the Katama Road to South Beach, a popular spot for its wide sandy shores and great surf.

Afternoon

After a morning of biking, enjoy a picnic lunch on South Beach. Spend the afternoon swimming, sunbathing, and taking in the ocean views. If you’re feeling adventurous, try your hand at windsurfing or paddleboarding.

Evening

Head back to Edgartown and take a leisurely walk through the historic district, admiring the charming 19th-century homes and the iconic Edgartown Harbor Light. End your day with a dinner at one of Edgartown’s fine dining restaurants, enjoying the fresh seafood and local flavors.


Day 4: Cultural Immersion and Farewell

Morning

Spend your final morning on Martha’s Vineyard visiting the Felix Neck Wildlife Sanctuary in Edgartown. Explore the sanctuary’s trails and observe the diverse wildlife in their natural habitats. Afterward, visit the nearby Mytoi Japanese Garden on Chappaquiddick Island for a peaceful and serene experience.

Afternoon

Take a short ferry ride to Chappaquiddick Island and enjoy a leisurely afternoon exploring the island’s natural beauty. Visit the Cape Poge Wildlife Refuge and take a guided tour to learn about the island’s ecology and history.

Evening

Return to the main island and spend your last evening enjoying a farewell dinner at a local restaurant in Vineyard Haven. Reflect on your wonderful experiences on Martha’s Vineyard and savor the island’s culinary delights one last time before departing the next day.


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