Wine Country

The North Fork

3 Days

Rated by Wine Enthusiast as one of the ‘Top 10 Wine Regions’ in the world, Long Island Wine Country is home to over 60 vineyards and world-class tasting rooms. From rich Cab Francs to versatile roses and legendary bubbly, regional-inspired brews, and top-shelf liquor, Long Island has grown award-winning, high-quality ingredients for wines and spirits in unmatched settings with winding farmlands and waterfront vineyards that are just two-hours away from Midtown by train.

The North Fork, or as the locals call it “NOFO,” is one of the largest and most preserved agricultural regions in New York State. Known for farm stands offering seasonal produce, local honey, baked goods, and flowers, it should come as no surprise that this rich soil is also used to grow spectacular vines that set the foundation for incredible wines. Here’s a comprehensive trip itinerary making stops at a few of our favorite vineyards (they also happen to be accessible utilizing the Long Island Rail Road and car-share services like Uber and Lyft).

Insider Tip

Stop at any of the local farm stands along the way for fresh produce, homemade pies and jams, flowers, grocery items, and more. Use this map to find local farms, fish markets, vineyards, and more.

Long Island Spirits is the first craft distillery on Long Island since the 1800s and it offers a unique farm-to-bottle hand craft distillery operation. Located in in the heart of the acclaimed wine region of the North Fork, the distillery is home to LiV Vodka and is surrounded by 5,000 acres of…

  • 15975 County Road 48
  • (631) 734-8282

The North Fork of Long Island's Wine Country is where Sannino Vineyard has a brand new Tasting House, Sustainable Vineyard, Wine Education tours and classes as well as a private Bed & Breakfast, all located on one property at 15975 County Road 48, Cutchogue, NY 11935. http://www.sanninovineyard.com

  • 2000 Oregon Road
  • (631) 804-0367

Welcome to Shinn Estate Farmhouse, your home on the vineyard. From sunrise to sunset relax and enjoy the time you have put aside for yourself. Located in our historic 1880’s homestead on the estate, Shinn Estate Farmhouse offers elegant and modern appointments in our 4 guest rooms including private…

Insider Tip

For discounted tastings and exclusive savings at vineyards and small businesses throughout the region, download our FREE Downtown Deals Travel Pass.

Day 2

  • 2000 Oregon Road
  • (631) 804-0367

Welcome to Shinn Estate Farmhouse, your home on the vineyard. From sunrise to sunset relax and enjoy the time you have put aside for yourself. Located in our historic 1880’s homestead on the estate, Shinn Estate Farmhouse offers elegant and modern appointments in our 4 guest rooms including private…

Greenport Harbor Brewing Company is dedicated to creating brews and eats inspired by regional culture and utilizing locally sourced ingredients. For high quality, flavorful experiences, step in to the gastropub doing it all and be sure to check the chalkboard for daily specials. LIRR directions…

  • 57225 Main Rd
  • (631) 765-0177

Utilizing the abundant resources of the North Fork of Long Island, this four room Inn offers a complimentary continental breakfast. The restaurant serves progrssive American cuisine.

  • 61600 Main Rd
  • (631) 765-5121

Situated dockside on a marina overlooking the Peconic Bay and Shelter Island, The Shoals is the first of its kind in the area; a hybrid “boatel” that features 20 hotel suites and 20 boat slips, making it accessible by both land and sea. Guests can arrive by train, seaplane, or boat - uniquely…

Day 3

  • 111 Main Street
  • (631) 477-0627

Waterfront dining at Claudio's Restaurant, Claudio's Waterfront, and Crabby Jerry's. Claudio's Restaurant is the oldest same family-owned restaurant in the United States and is a historic landmark.

Walk around Greenport Village, window shop, grab a coffee, some snacks and take a stroll through Mitchell Park. Don’t forget to checkout the famous Greenport Antique Carousel, visit the East End Seaport Museum, or relax on a sailboat with friends at Layla Sailing.

Insider Tip

For the ultimate Instagram photo, stop by Lavender By the Bay. An absolutely magical lavender farm located in East Marion (check ahead to for bloom times) that features a bountiful field of different variations of lavender, a shop that stocks lavender-infused products as well as other local artisan goods.

The Halyard Restaurant at Sound View features inventive takes on classic dishes, using the freshest local ingredients. Be sure to reserve a table outside for uninterrupted views of the Long Island Sound and check out the Piano Bar for live entertainment.

  • 58775 Route 48
  • (631) 477-1910

Ideally situated on a private beach overlooking the Long Island Sound, Sound View Greenport will transport you back to a time of simple pleasures: sun and surf just steps away, fresh food flavored by the salt air, and panoramic sunsets over breaking waves. Located less than 100 miles from New York…

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