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Ice Cream & Candy Bazaar

Ice Cream & Candy Bazaar

Restaurant / Food & DrinkEdgartown

You'll find a sweet escape at Ice Cream & Candy Bazaar, a charming waterfront confectionery tucked along Edgartown harbor. Step inside and you're greeted by 32 flavors of freshly scooped ice cream, bins of penny candy, house-made fudge, rich chocolates, and old-fashioned licorice — the kind of place that turns a quick stop into a lingering afternoon. The shop carries a wonderfully unhurried, classic-island feel with wheelchair-accessible seating right near the water. It's the sort of spot locals swear by and visitors stumble onto with delight — a family-friendly, no-frills gem that earns its 4.7-star reputation one scoop at a time. Whether you're loading up on nostalgic penny candy or going all-in on a double scoop, the Candy Bazaar delivers pure, simple joy with every visit.

5 Dock St, Edgartown, MA 02539

Quarterdeck Restaurant

Quarterdeck Restaurant

Restaurant / Food & DrinkEdgartown

You'll discover the Quarterdeck tucked right on Dock Street in Edgartown, just steps from the Chappy ferry and the harbor. This casual, no-frills seafood and sandwich spot is the kind of place locals and visitors return to summer after summer for straightforward, satisfying food served fast. Think fresh seafood plates, deli-style sandwiches, and cold drinks at picnic tables under the open sky with lighthouse views in the distance. It's the grab-and-go extension of the Sea Shanty, ideal for a quick harborside lunch before hopping the ferry or after a morning on the water. The relaxed, unpretentious vibe and prime waterfront location make the Quarterdeck a quintessential Edgartown stop.

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The Pinehills · Plymouth · Massachusetts

29 Dock St, Edgartown, MA 02539

Soft As A Grape — Edgartown

Soft As A Grape — Edgartown

Retail / ShoppingEdgartown

You'll find Soft As A Grape right on Dock Street in Edgartown, making it an easy stop while exploring the village. Born from a wine-making supply shop in 1972, the brand has grown into a beloved New England institution known for its 100% cotton casual tees, sweats, and nautically themed apparel for men, women, and kids. The Edgartown shop is open daily with extended hours, making it easy to browse before or after dinner. Whether you're hunting for a classic Vineyard souvenir tee, matching family gear, or a cozy sweatshirt to remember the trip, you'll find the signature comfort and coastal charm that makes Soft As A Grape a multi-generational favorite across the island.

41 Dock St, Edgartown, MA 02539