A date plan
Solo outing · Fort Greene · Fancy
A solo night out in Fort Greene that moves from a polished dinner for one to a moody speakeasy cocktail, finishing with a glass of natural wine and a pastry at the chic little wine bar next door.
Fort Greene · $$$ · Restaurant · American restaurant
Sailor is the kind of place that makes eating alone feel intentional rather than incidental — the room is quietly stylish, the menu is tight and confident, and the $50–100 price point signals that tonight is a proper occasion. Pull up to the bar or snag a table and let the American menu do the work. This is Fort Greene at its most polished.
~1 min walk (0.1 mi). Walking from Sailor on DeKalb Ave to Dick and Jane's on Adelphi St, you'll cut through the residential heart of Fort Greene — brownstone stoops, gas lanterns, and the kind of block quietness that makes the city feel manageable. Keep an eye out for the unmarked door on Adelphi; the lack of signage is intentional.
Fort Greene · $$ · Bar
Dick and Jane's is a converted carriage house on a quiet block with about ten bar seats, red light washing the walls, and a rotating seasonal cocktail menu that earns its unhurried attention. The unmarked door is part of the charm — once you're in, you're in. Get there before 8pm and the cocktails are half price, which is a very elegant way to treat yourself.
~5 min walk (0.2 mi). Dick and Jane's to Petit Paulette is a short stroll back toward DeKalb Ave. The two Paulette venues (Café Paulette and Petit Paulette) share a building at the corner of DeKalb and S Elliott — Petit Paulette is the wine bar entrance. Note that Petit Paulette's address puts it just at the edge of the Fort Greene/Clinton Hill border, but it's firmly in the neighborhood's social orbit.
Fort Greene · $$ · Wine bar
End the night at Petit Paulette, the petite sister wine bar to Café Paulette next door, where first-come-first-served seats, French pastries, and a well-curated natural wine list make for the perfect solo nightcap. Order something buttery from the pastry case and a glass of whatever the staff recommends — the room is small enough that the conversation flows naturally.