Kontokosta Winery
Greenport
Dubbed “the North Fork’s first and only waterfront tasting room and winery,” this family-owned establishment is a must-visit. It is situated on 62 acres with a Long Island Sound waterfront property and sweeping bluffs. Guests are invited to enjoy a glass of the award-winning rose and cabernet sauvignon as they take in the beautiful view of the region’s coastline. Click to go
Jamesport Vineyards
Jamesport
Lauded by many for its “peaceful” environment, the manicured grounds with lush grass and vibrant vines transport visitors to another place in time. The spacious outdoor patio, which has a wood-fired oven that whips up delicious pizza in the summer, is perfect for enjoying good wine, live music and pristine views. Click to go
Paumanok Vineyards
Aquebogue
Founded by Ursula and Charles Massoud and their three sons in 1983, this winery has a reputation for its food and amazing views. Visitors can unwind in the rustic deck with intimate tables and flowers while they nosh on cheese, smoked salmon and sweet Italian sausage, which all pair well with the wines. Click to go
Baiting Hollow Farm Vineyard
Calverton
Doubling as a vineyard and a farm (with a horse rescue), visitors can go on a tour to see clean white fences, vibrant red barns and of course, horses. The beautiful creatures combined with the acres of lush grass, rustic furniture and clear blue skies are awe-inspiring. Click to go
Macari Vineyards
Mattituck
Macari is as scenic as it is accommodating. A rustic tasting room with an outdoor patio overlooks the vineyard’s beautiful 500 acres of land. It’s a great choice for large parties since there’s both great service and plenty of room to explore. Even better? Furry friends are allowed. Click to go