128 Greenpoint Ave (at Manhattan Ave), Brooklyn, NY
Mexican Restaurant · Greenpoint · 73 tips and reviews
StayNYC Rentals: Upscale Mexican restaurant serves bomb guacamole and frozen margaritas on a patio separated from the busy sidewalk by a thin, hip-height strip of greenery. Dog-friendly and perfect for people watching
3 Mitchell Pl (Top of Beekman Tower), New York, NY
Cocktail Bar · Turtle Bay · 10 tips and reviews
StayNYC Rentals: This 1920s-era art deco panoramic balcony on the 26th floor of the Beekman Tower, allowing you to sip craft cocktails and eat avocado toast on a historic and legitimately cool rooftop terrace.
French Restaurant · Greenpoint · 57 tips and reviews
StayNYC Rentals: The telegenic, French-inspired, New Orleans-esque neo-bistro (tldr; Instagram-friendly eatery) across from McCarren Park has one of the best sidewalk cafes in the neighborhood
Seafood Restaurant · Governors Island · 26 tips and reviews
StayNYC Rentals: This cocktail and seafood restaurant by the Grand Banks team requires a short ferry ride to Governors Island, but the views, and booze, are worth it. Only open during the warmer months.
StayNYC Rentals: New York City’s only commercial urban vineyard and winery, meaning they produce wines from grapes grown on their rooftop. Visits are reservation-only, so book a spot online.
StayNYC Rentals: This barbecue joint’s sprawling outdoor patio stays open until it’s too cold to sit outside. Amazing BBQ and you can play a round of cornhole.
Seafood Restaurant · Brooklyn Heights · 19 tips and reviews
StayNYC Rentals: Nautical space housed on the deck an old ship. Navy-blue stools surround a U-shaped bar, big yellow-and-white striped umbrellas provide shade, and the lower Manhattan skyline glitters across the river
Italian Restaurant · Williamsburg · 190 tips and reviews
StayNYC Rentals: The sizable outdoor seating area open to walk-ins makes trying the legendary malfadini far more feasible. If you do have to wait, grab a seat in the public, Wi-Fi-equipped park across the street.
618 Saint Johns Pl (btwn Classon & Franklin Ave), Brooklyn, NY
Bar · Crown Heights · 170 tips and reviews
StayNYC Rentals: Though this Crown Heights bar has ample indoor space, the outdoor picnic benches and beer garden are the best reason to hang out here.
StayNYC Rentals: Completely outdoors, this festive barge offers plenty of communal tables and open space, all illuminated by party lights and skyscrapers across the East River at night.
268 Avenue of the Americas (btwn Bleecker & W Houston St), New York, NY
Italian Restaurant · Greenwich Village · 205 tips and reviews
StayNYC Rentals: If eating pasta at a sidewalk cafe is your thing, look no further than Bar Pitti, the legendary celebrity hangout known for simple Italian food.
StayNYC Rentals: Should you find yourself in the mood to ogle New Yorkers’ yachts and slightly less-enviable sailboats, grab an outdoor seat at Boat Basin, a cafe and bar on the west end of Riverside Park
Italian Restaurant · Financial District · 76 tips and reviews
StayNYC Rentals: Industry Kitchen boasts an impressively large dockside patio, so you can people-watch and boat-watch outdoors while picking through a pot of mussels
Dim Sum Restaurant · Upper West Side · 15 tips and reviews
StayNYC Rentals: Dim sum outdoors is a rarity in New York, so be sure to take advantage of the patio dining at the Upper West Side offshoot of this popular Chinatown behemoth.