Martha's Vineyard has 6 major towns to explore, each own has its own individual uniqueness making it hard to recommend just one!

For Walkable Shopping, Coffees, and Restaurants:

Edgartown: Known for its elegant charm, cobblestone streets, and historic architecture, Edgartown has a variety of boutique shops, coffee spots, and fine dining restaurants. The harbor area is particularly scenic. The downtown may look particularly familiar for any Jaws fans!

Oak Bluffs: Famous for its colorful gingerbread cottages in the MVCMA campground, Oak Bluffs has a lively atmosphere with many shops, cafes, and restaurants. The Flying Horses Carousel is a nostalgic attraction.

Vineyard Haven: Serving as the primary port of entry, Vineyard Haven offers a mix of shops, galleries, and eateries. Here you can eat at the famous Black Dog Tavern and purchase a Black Dog T-shirt for the Monica in your life.

For Scenic Nature Views, Maritime Exploration, and Quieter Spots:

Chilmark/Menemsha: Known for its rural charm, Chilmark offers rolling farmland and the serene Menemsha Hills. Menemsha, a fishing village, provides beautiful sunset views over the harbor. We love popping in to Larsen's Fish Market to check out the daily catch and sample some freshly made Clam Chowder.

Aquinnah: Formerly known as Gay Head, Aquinnah is home to the Wampanoag Tribe and the iconic Gay Head Cliffs. It offers a quieter, more rural atmosphere with a focus on Native American culture.

West Tisbury: Celebrating its agricultural heritage, West Tisbury is known for the Martha's Vineyard Agricultural Fair. The Polly Hill Arboretum is a botanical attraction in the area.