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Party of Two

Three romantic restaurants


Searching for a perfect date-night spot? We scoped out the three best romantic restaurants for that perfect holiday meal.

If you’re on a first or second date:
Go to Sails American Grill. This newly renovated spot just reopened under new management and is experiencing a hip revival of sorts. You’ll love the cool vibe of the rustic elegant décor as well as the great energy. Ask for the “Farmers Table” in the dining room—the best seat in the house by the fireplace. Once you’re settled in, order their festive “Fresca 75”, a gin-based drink with mint, citrus juices and Prosecco, or try the “Pompelmopolitan”, a sexier “grapefruit” version of the famous cranberry-based Cosmo.
148 Rowayton Ave; Rowayton; 203-853-7245

If love is in the air:
Head to Twenty Ten Post. Try this local favorite oyster-bar bistro for a fun, festive meal. Many of their small plate items on the menu are made to share, such as the flatbread, charcuterie or the cheese plates, and their wait staff can help personalize a selection of oysters, crabs or clams from the raw bar to your liking. If you prefer a mellow table, ask to be seated in the quiet area to the right where you can get cozy and be away from the main dining area. Their great selection of jazz, latin, hip hop, reggae, salsa, or American folk music provides an ambient backdrop to a romantic meal, and every Sunday, wine is half price with brunch, lunch and dinner.
1020 Post Rd, Darien; 203-655-1020

If things are getting serious:
Book a table at Elm Restaurant. Elm’s chef, Brian Lewis, is a master at making food sublime, and suggests a His and Hers romantic holiday menu that is like no other. From the minute you snuggle up in a cozy booth and peruse the menu while an old black and white movie plays in the background, you’re impressed. Begin the night by sipping on an “Elm 73”, the restaurant’s famous, evergreen drink, made for two people to share. This drink changes all the time, depending on what’s in season. For an appetizer, order the Osetra Caviar Toasts, sexy mini house-made buttered brioches, topped with sea urchin tongue and a lomo-cured loin of pork. Once your palate is primed, move on to the Blis Maple Bacon & Eggs, a signature dish served in cracked open egg shells. For mains, choose from a Pasta Duo of Foie Gras Cappelletti and Red Kuri squash ravioli, all conducive to sharing, or the 28-day aged Prime Rib Eye for two. If you’re still hungry, you can select from a wide variety of cheeses (the Bonne Bouche goat cheese is a favorite) or for dessert Lewis recommends the concord grape and almond cake, or the soft chocolate cake with candied popcorn and salty caramel ice cream to end the perfect dining experience.
73 Main Street, New Canaan; 203-920-4994