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.
11 matching events
Ocean Luxe Soirée
This evening party boards from Captain Lou Fleet's dock in Freeport—think cocktails and waterfront views along the Woodcleft Canal. Details are light on what exactly makes it 'luxe,' but the setting puts you right in the heart of Freeport's restaurant row. Parking is in the municipal lot across from Nautical Mile.
- When
- Where
- Captain Lou Fleet, Freeport
- Price
- See ticket page
Little Birdie Mahjong x Garden Grill
Mahjong night at Garden Grill where you can play American or Chinese style, and beginners are welcome. Bring someone who knows how to play or learn together—either way, you're eating well after at one of Smithtown's better spots on North Country Road.
- When
- Where
- Garden Grill, Smithtown
- Price
- See ticket page
Farm To Table
Red Fox Farm serves five courses in their forest garden in Brentwood—everything from salad through dessert at private tables surrounded by trees. You're eating what grows there, and you bring your own wine. Dinner starts at 5:45 PM on Second Avenue, where there's dedicated farm parking.
- When
- Where
- Red Fox Farm, Brentwood
- Price
- See ticket page
NEW! Hands-On Focaccia Sourdough Bread-Making Workshop with Reanna
Reanna from Re's Bread walks you through making focaccia with sourdough starter from scratch in this hands-on Friday evening class. You'll be working with actual dough, not just watching a demo. Nest on Main is steps from Northport Harbor if you want to grab a drink after.
- When
- Where
- Nest on Main, Northport
- Price
- See ticket page
Summer Sizzle Mingle Dinner • Dancing • DJ ♫ Singles 40s 50s 60s Nassau
A singles party at Vitality Lounge in Hicksville with a DJ, dancing, dinner buffet, and icebreaker games to get conversations started. It's geared toward people in their 40s, 50s, and 60s who want more than just standing around awkwardly with a drink. The venue is on South Broadway with parking available.
- When
- Where
- Vitality Lounge, Hicksville
- Price
- See ticket page
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
- See ticket page
NEW! Hands-On Focaccia Sourdough Bread-Making Workshop with Reanna
Reanna of Re's Bread teaches you to make focaccia sourdough from scratch in this hands-on workshop. You'll mix, shape, and bake your own loaf to take home that night.
- When
- Where
- Nest on Main, Northport
- Price
- See ticket page
Create Your Own Gin in the Garden
Matchbook Distilling Co. brings their gin-making workshop to Landcraft's gardens in Mattituck. You'll blend botanicals to create your own custom gin recipe while surrounded by the actual plants that flavor it. It's a hands-on distilling class meets garden party, which makes way more sense than it sounds.
- When
- Where
- The Landcraft Garden Foundation, Mattituck
- Price
- See ticket page
Assassin Bar Crawl - Babylon Village
This bar crawl through Babylon Village adds an Assassin twist—you're trying to tag targets while avoiding getting tagged yourself as you move between bars. Starts at The Villager on Deer Park Ave at 7 PM. Expect social strategy, light paranoia, and probably some creative rule-bending.
- When
- Where
- The Villager, Babylon
- Price
- See ticket page
Famous Food Festival - Columbus Day Weekend 2026 - Deer Park, NY
Over 100 food vendors bring global flavors to Tanger's parking lot for Columbus Day weekend, plus live music and carnival rides. Think street food from dozens of cultures all in one spot—Thai, Mexican, Greek, Italian, Caribbean, you name it. Decent excuse to shop the outlet deals before or after you eat your way through the festival.
- When
- Where
- Tanger Outlets - Deer Park, Deer Park
- Price
- See ticket page
Halloween Music Festival featuring AMH Presented by ListenUp!
Stereo Garden's annual Halloween blowout returns with live music all night, costumed vendors, and live painters turning the Railroad Avenue venue into a full scene. Doors open at 4 PM—early enough to claim a spot before it gets packed. Costumes strongly encouraged, and they mean it.
- When
- Where
- Stereo Garden, Patchogue
- Price
- See ticket page
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