There’s something to be said about strength in numbers — humans are meant to live in communities, after all. Yet sometimes, you have to pour into No. 1 — yourself — so you can show up better for your people. But solo time doesn’t need to be spent in solitude. Around the Hamptons, there are restaurants, shops and activities that welcome a party of one with open arms.
Throughout the next few months, we’ll share a dream itinerary for solo days around the South Fork. First Up: Sag Harbor
Technically set in the large towns of East Hampton and Southampton, Sag Harbor is a gem in its own right. The incorporated village has a mighty history in whaling and as the first port entry to the U.S. Today, Sag Harbor is a bustling town — not just during the warmer months but come winter, too. This small village has plenty to pack-in for those looking for a solo day out. From restaurants that have no problems hosting a party of (and for) one to spots brimming with creativity to re-inspire your own, these picks make a perfect “me” day in Sag Harbor.
Breakfast at Estia’s Little Kitchen for south (of the fork) flair
Don’t let the name fool you. Like the small incorporated village Estia’s Little Kitchen calls home, the roadside café is brimming with offerings. Set on the outskirts of Sag Harbor inside a humble shingled structure, Estia’s Little Kitchen’s breakfast menu is the foodie’s version of “waking up on the right side of the bed.” Flip for banana or buttermilk pancakes, or pucker up for the taste bud rollercoaster that is sweet-meets-sourdough French toast. Burritos and breakfast tacos like the Chohinita Pibil (adobo pork, scrambled eggs, red onion and cilantro) and Pavo Western (scrambled eggs, turkey bacon, peppers, onions and pico de Gallo) epitomize the eatery’s Mexican-American style.
1615 Bridgehampton-Sag Harbor Turnpike, Sag Harbor, 631-725-1045
Worm through the shelves for your next read at Sag Harbor Books
With apologies to the Beast, Belle from the Disney classic would have met her match in Sag Harbor Books. The charming indie bookstore is a haven for bookish types, brimming with a wide range of new and classic titles. Find everything from reads on the East End’s rich history, cookbooks worthy of real estate in your kitchen and the latest from Emily Henry. Need to make room on your shelf for more? The bookstore purchases titles from people’s libraries.
7 Main St., Sag Harbor, 631-725-8425
Lunch at Lulu’s Kitchen & Bar
Stay on Main Street for lunch. Small, hole-in-the-wall pizza joints are a natural fit for solo days — they’re fast, easy and will have you in and out. But at Lulu’s Kitchen & Bar, you can stop and savor the pizza (and other goodies) for a while. The upscale yet casual Mediterranean space, with a wood-burning oven and grill, offers creative twists on the pizza Long Islanders hold dear. A Khachapurri (egg, raclette cheese with yogurt sauce on the side) is salty, cheesy, buttery and just plain pleasurable for the taste buds. The Trufata (stracciatella cheese, exotic mushrooms, arugula, pickled onions and truffle paste) is completely indulgent. The Margarita is a comforting classic for those craving more familiar fare.
Lulu Kitchen & Bar, 126 Main St., Sag Harbor, 632-725-0900
Take yourself to (The) Church
The Church is a place to celebrate, pursue creativity and find community. Whether you’re a first-timer or a long-timer, the one-time Methodist Church is now a haven for artists, writers and dancers. Eric Fischl and April Gornik purchased the building in 2017 and transformed it into a space to host artists-in-residence and find your people (yes, even on a solo day). Multi-media exhibits include music, painting, drawing, sculpture and more. And events cover everything from reflections on mental health solutions to hands-on classes where people can learn printmaking and other media.
48 Madison St., Sag Harbor, 631-919-5342
Get swanky at The American Hotel
When you’re only paying for No. 1, a trip to this 179-year-old hotel with a legendary American-French restaurant may be more palatable on the wallet. Regardless, you deserve the treat at The American Hotel Restaurant, a brooding upscale spot with soft lighting, brick interior accents and a who’s who of local (and less local) patrons. Soothe-the-soul soups like lobster bisque are like a warm hug on a cold night. Caviar? Why not — it’s your day. “Turf” enthusiasts will adore the steak options, including a Blank Angus Sirloin or filet mignon. There’s also a generous wine and cocktail list, if you’re Ubering.
45 Main St., #3012, Sag Harbor, 631-725-3535
Have a nightcap at Bay Street Theater & Sag Harbor Center for the Arts
Dinner and a show? Double swanky. Bay Street Theater & Sag Harbor Center for the Arts hosts performances year-round in its nearly 300-seat theater. It welcomes most genres — from comedians that’ll have you slapping your knees to cover bands that’ll have you tapping your toes. Pro tip: Plan your me day date around the performance you most want to see.
1 Long Wharf, Sag Harbor, 631-725-9500
