Where to Wine Down on Long Island 

There’s something magical about a Long Island summer evening—when the sun starts to dip, the breeze carries a warm saltiness, and a live acoustic set fills the air. Whether you’re craving a glass of chilled rosé, a bold local red, or simply a front-row seat to the setting sun, Long Island has no shortage of places to wine down and soak it all in. 

Macari Vineyards, Mattituck  

Located in the heart of the North Fork wine trail, Macari Vineyards is known for its award-winning wines, eco-conscious farming practices, and panoramic vineyard views. Whether you book a guided tasting or simply relax on their patio with a glass of their beloved sauvignon blanc, this family-run gem invites you to slow down and savor the moment. Weekend visitors are often treated to live music, artisanal food trucks, and that perfect golden-hour glow over the vines. Be sure to check their events calendar for what’s happening next. www.macariwines.com 

 Harmony Vineyards, Saint James 

A little slice of wine country tucked away in St. James, Harmony Vineyards offers a tranquil waterfront escape just minutes from the hustle and bustle. Set in a restored 17th-century farmhouse overlooking Stony Brook Harbor, the vibe is rustic, refined, and undeniably romantic. Their boutique wines are poured on an ivy-covered terrace where you can enjoy live jazz, acoustic sets, and even the occasional poetry night. With cozy seating, charming views, and a warm sense of community, Harmony lives up to its name. www.harmonyvineyards.com 

Salt Shack, Cedar Beach, Babylon 

Craving sand between your toes and a soundtrack of surf rock and seagulls? Head to Salt Shack, where the vibe is part beach bar, part concert venue, and all-around summer fun. Overlooking the ocean at Cedar Beach, this laid-back spot serves up casual seafood, frosty drinks, and a rotating roster of high-energy bands that keep the crowd dancing into the night. With ample outdoor seating, string lights swaying in the breeze, and the scent of saltwater and sunscreen in the air, it’s the ultimate spot to unwind after a sun-soaked day and reflect while gazing at the stunning sunset. www.saltshackny.com 

The Clubhouse, East Hampton 

More than a music venue, The Clubhouse is where summer fun meets Hamptons style. This dynamic space offers live performances on their expansive outdoor stage, along with indoor entertainment like bowling, arcade games, and even mini golf. Come for a burger and a beer, stay for a show under the stars. Whether you’re watching a local favorite or discovering new talent, the energy here is always upbeat and inclusive. With plenty of space to mingle and move, it’s a go-to for both locals and visitors looking to make the most of a warm summer night. www.clubhousehamptons.com 

 As the sun dips below the horizon and music drifts into the warm night air, these coastal gems offer more than just wine and song. They offer memories in the making. With each clink of a glass, each note carried on the breeze, you’re reminded that summer is not just a season. It’s a feeling, a moment to be shared with family and friends. So, whether you’re swaying to a guitar at sunset or sipping something crisp by the shore, let Long Island’s summer nights sweep you off your feet.