Greenport, NY

This 1920 Herschell-Spillman carousel features 36 hand-carved wooden horses in a harborside glass pavilion. Try your luck at the brass ring game—catch the golden ring for a free spin on this rare historic treasure.

Descend 67 wooden steps through lush greenery to reach this secluded Long Island Sound shoreline. Settle on natural boulder seats to witness spectacular sunsets over crystal-clear waters.

Long Island's only waterfront winery offers panoramic Sound views amid sustainable, wind-powered facilities. Savor award-winning wines in the modern tasting room or relax on the lawn overlooking vineyards.

Housed in an 1892 freight house, this museum showcases the Long Island Rail Road's pivotal role in regional development. View vintage artifacts and model train layouts while exploring transportation heritage.

This maritime museum showcases Long Island's seafaring heritage with historic Fresnel lenses and lighthouse exhibits. Explore their saltwater aquarium or visit during September's vibrant Maritime Festival.

This North Fork craft brewery transforms local flavors into distinctive beers in a historic firehouse. Sample specialties like Haus Pilsner while enjoying the art-filled space that captures Long Island's maritime spirit.

This rare optical device projects live, panoramic views of Greenport Harbor onto a viewing table in a darkened room. Experience a 360-degree perspective of the surroundings through its rotating mirror system.

This waterfront market showcases the North Fork's agricultural bounty with local produce, seafood, and artisanal goods. Browse the stalls while enjoying live music and harbor views in scenic Mitchell Park.