Old school place for burgers and brews. They have locations in Laurel and Riverhead as well.
Amazing cocktails and seafood specials.
Part of the oldest family run restaurant in the U.S., this deck bar is the go-to place in Greenport for fresh shellfish and cold drinks. A great place to watch the sunset!
Walking into this place is like going back in time to the 1950s. Try an egg cream, they are out of this world.
We highly recommend the short ferry trip over to Shelter Island for this place. They have a separate bar called "The Shipwreck" as well that is worth checking out. Their sister restaurant, "Port," is located near the ferry in Greenport.
Fantastic Italian food with a patio out front. Seconds away from the church!
A great all-day brunch spot. Try the fudge too!
Retro diner serving breakfast and lunch.
Matt's favorite place in town. Fill up your own bag of classic candy.
We have had some hilarious evenings here with family.
The best pie on the North Fork. We know that's a bold claim, but trust us, we have tried A LOT of pies.
Some of the best ice cream on the North Fork!
A beautiful spot for photos and souvenirs.
This place offers boat rentals, tours, fishing charters, and more. If the weather cooperates, this is the best way to experience eastern Long Island!
Have a glass while taking in the stunning views of the Long Island Sound from the bluffs behind the winery building.
This vineyard also has delicious brick oven pizza and live music!
The North Fork is full of antique shops, and this is one of the best.
Taking the quick 10-minute ferry ride from Greenport to Shelter Island makes for a wonderful day trip. This tight-knit community has plenty of restaurants and bars to choose from.
Choose a horse on the outside and try to grab the brass ring. If you do, you get a free ride!
A small speakeasy that makes a mean cocktail. If you're nice to us, maybe we'll tell you where it is ;) (or Google will).
This iconic store is the heart of Greenport and a boat-lover's paradise.
Built in 1857, the lighthouse offers views of the Sound and Connecticut.
Stop here for coffee and take a leisurely stroll through the little town of Mattituck.
A fun place to go with the family. If you don't have time to see the whole place, check out the sea lions in the front courtyard.
For the shop-aholics.