Day 1: Arrival and Exploring Edgartown

Morning:

1. Arrival: Arrive at Martha's Vineyard via ferry or plane. If arriving by ferry, you'll likely land in either Oak Bluffs or Vineyard Haven.
2. Check-In: Check into your chosen accommodation. For a central location, consider staying in Edgartown.

Late Morning:

1. Edgartown Exploration: Start your day by exploring Edgartown, known for its charming streets and historic homes.
2. Edgartown Harbor: Walk along the waterfront, enjoy the scenic views, and visit the Edgartown Lighthouse.

Lunch:

1. Seafood Delight: Head to The Seafood Shanty for a classic New England seafood lunch with views of the harbor.

Afternoon:

1. Shopping: Stroll through Edgartown’s Main Street, visiting local boutiques and shops.
2. Martha’s Vineyard Museum: Learn about the island’s history and culture with a visit to this engaging museum.

Evening:

1. Dinner: Dine at The Port Hunter, known for its fresh, local cuisine and lively atmosphere.
2. Sunset: Take a short drive or bike ride to Lighthouse Beach for a picturesque sunset view.

Day 2: Oak Bluffs and Vineyard Haven

Morning:

1. Breakfast: Start your day with breakfast at Among the Flowers Cafe in Edgartown.
2. Oak Bluffs Exploration: Head to Oak Bluffs, famous for its gingerbread cottages and vibrant atmosphere.

Late Morning:

1. Flying Horses Carousel: Visit the oldest operating platform carousel in America, a fun activity for all ages.
2. Gingerbread Cottages: Take a walking tour of the colorful and historic gingerbread cottages in the Oak Bluffs Campground.

Lunch:

1. Lunch at Back Door Donuts: Grab a quick and delicious bite, especially their famous apple fritters.

Afternoon:

1. Beach Time: Spend the afternoon relaxing at Inkwell Beach or Joseph Sylvia State Beach.
2. Vineyard Haven: Head to Vineyard Haven for a stroll along Main Street, visiting more shops and art galleries.

Evening:

1. Dinner: Enjoy dinner at The Black Dog Tavern, a Vineyard Haven staple known for its hearty meals and maritime ambiance.
2. Evening Walk: Take a post-dinner walk along Owen Park Beach, enjoying the tranquil evening atmosphere.

Day 3: Adventure and Departure

Morning:

1. Breakfast: Enjoy a leisurely breakfast at Art Cliff Diner in Vineyard Haven.
2. Outdoor Adventure: Choose between a kayak tour, a bike ride along the scenic paths, or a hike in the Manuel F. Correllus State Forest.

Late Morning:

1. Aquinnah Cliffs: Drive to the western end of the island to see the stunning Aquinnah Cliffs and Gay Head Lighthouse. The views are breathtaking and worth the trip.

Lunch:

1. Lunch at Cliffside Restaurant: Enjoy lunch with a view at the restaurant near the cliffs, offering fresh seafood and local fare.

Afternoon:

1. Final Shopping: If time allows, do some last-minute shopping or souvenir hunting in any of the island’s charming towns.
2. Relax and Reflect: Spend your remaining time relaxing at a café or taking a leisurely walk, soaking in the island’s beauty one last time.

Departure:

1. Head Home: Depending on your departure time, make your way to the ferry terminal or airport, reflecting on a wonderful weekend spent exploring Martha’s Vineyard 🙂