On the outskirts of downtown Sag Harbor you’ll find a refreshing, low-key vibe by the pier.
Eat: It’s not really a day in the Hamptons without a lobster roll. Local favorite Dock House is known for its lobster rolls, clam strips and fried scallops. Get your order to go, snag a seat on the dock and watch the world go by. Hopefully you saved room for dessert, because practically next door you’ll find Big Olaf and the best waffle cones around.
Shop: Stroll down the wharf to Main Street and pop into the cozy Harbor Books. The well-stocked shelves and friendly staff make it impossible to leave without at least one new beach read. Afterward, stop into Matta for breezy, globally sourced clothing (think embroidered caftans and printed sarongs).
Do: If you thought to invite your four-legged bestie on this excursion, wander down the pier and find a spot on the small sandy patch of beach next to wharf (it’s leashed-dog friendly). Not feeling the beach? Head to the Bay Street Theater for an afternoon show.