Long Island wineries + classic restaurants
North Fork wine trail Saturday tasting hours, Patchogue Theatre + dinner, Bryant & Cooper Roslyn for the date dinner, restaurant week weeknights. The civilized LI food + drink calendar.
9 matching events
Farmingdale Spring Bar Crawl
A bar crawl through downtown Farmingdale starting at Dark Horse Tavern on Main Street. Teams compete in bar games as they move between stops, with prizes and drink specials throughout. Main Street has metered parking and municipal lots within a block.
- When
- Where
- Dark Horse Tavern, Farmingdale
- Price
- TBD
Sayville Farmers Market — Saturday Mornings
Best South Shore farmers market. 30+ local farms + bakers, free parking, 8 AM start. Get there by 9 to beat the after-yoga crowd. Coffee at Common Ground first, market browse 9-11, breakfast sandwich from the market itself.
- When
- Where
- Downtown Sayville, Sayville
North Fork Wine Trail — Saturday Tasting Hours
20+ North Fork vineyards open for tasting Saturday 11 AM – 6 PM. We'd start at Macari (best Cab Franc on the island), grab lunch at Lenz's outdoor garden, swing through Bedell, end at Pellegrini for sunset. Designated driver, ride share, or the Wine Tour Bus — please don't drive yourself between tastings.
- When
- Where
- North Fork Wine Trail (20+ vineyards), Cutchogue
- Price
- TBD
Northport Farmers Market — Saturday Family Mornings
Northport Village's Saturday farmers market on Main Street. June through October. Locally-grown produce, baked goods, live folk music, kid-friendly artisans + crafts. Free, family-friendly, walkable from the LIRR Northport stop. The North Shore family Saturday template.
- When
- Where
- Northport Village Main Street, Northport
The Cookery — Seasonal Cooking Classes Long Island
The Cookery (Northport) runs hands-on cooking classes weekly — Italian, French, Mediterranean, seasonal seafood. 2-3 hour sessions, you eat what you cook, BYOB. The locals' move for a date night or small-group celebration that doesn't feel like 'going out to dinner.'
- When
- Where
- The Cookery, Northport
- Price
- TBD
North Meets South Festival
Great South Bay Brewery hosts an outdoor festival with craft beer, food vendors, local artisans, and live music. Early bird general admission is $10, and the Drexel Drive location in Bay Shore puts you close to the waterfront if you want to walk around before or after.
- When
- Where
- Great South Bay Brewery, Bay Shore
- Price
- TBD
Famous Food Festival - June 19-21 2026 - Deer Park, NY "Taste The World"
More than 120 vendors serving international food set up at Tanger Outlets for a three-day festival with live music and rides. The Deer Park location means easy parking and access off the LIE.
- When
- Where
- Tanger Outlets - Deer Park, Deer Park
- Price
- TBD
Long Island Restaurant Week — Spring + Fall Editions
Long Island Restaurant Week runs twice a year — 11 days in late April and late October — with 175+ participating restaurants offering 3-course prix-fixe menus at $30, $40, $50 price points. The locals' move to try the destination restaurants without committing to a full-price weekend night.
- When
- Where
- 175+ Long Island Restaurants, Long Island
- Price
- TBD
Long Island Brewery Trail — Summer Saturday Tour
Long Island has 20+ active craft breweries — Greenport Brewing, Blue Point in Patchogue, Long Ireland in Riverhead, Six Harbors in Huntington, Brickhouse in Patchogue, and the East End cluster. The Brewery Trail passport gets you a tasting + free pint at each participating brewery. Designated drivers + Uber budget required.
- When
- Where
- Long Island Brewery Trail (20+ breweries), Long Island
- Price
- TBD
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