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A Summer Retreat to Sag Harbor: A Complete Guide

Ruth E. Carter

Ruth E. Carter

Oscar-winning costume designer for films like "Black Panther," authoring works on the intersection of fashion, culture, and history.

For those planning a summer escape to Sag Harbor, this guide unveils the charm of this Hamptons village, which beautifully encapsulates the essence of classic Americana. From its bustling Main Street, adorned with local boutiques, to its serene harbors dotted with sailboats, and the lively wharf where children enjoy ice cream, Sag Harbor offers a delightful retreat. It's important to note that while often referred to as a town, Sag Harbor is officially a village, a former whaling port now celebrated for its unique character and vibrant atmosphere.

When it comes to accommodations, Sag Harbor offers distinctive choices. The recently opened Faraway Sag Harbor, a stylish boutique hotel, has revitalized the historic Baron's Cove with contemporary amenities like a Padel court. Guests and locals alike can relax on the lawn by a fire pit, enjoy cocktails in the lobby, or savor an exquisite Amalfi-inspired meal at Zagara, where the focaccia is a must-try. For a truly authentic experience, The American Hotel, a grand Georgian establishment dating back to 1846, provides an elegant stay. Its bar is a popular evening spot, while its porch offers a perfect vantage point for lunch and people-watching on Main Street, making it a beloved local institution despite having only eight rooms.

Sag Harbor is a haven for food lovers, boasting an impressive array of dining establishments. Sag Harbor Tavern stands out with its Michelin-starred hospitality, offering a cozy dockside setting for delectable steaks, fish and chips, and what many consider the finest burger in the Hamptons. The Beacon, perched on Sag Harbor Cove, is a summertime favorite, renowned for its waterfront dining where guests can enjoy rosé and lobster rigatoni as the sun sets. Page, an all-day American bistro on Main Street, caters to diverse tastes with a crowd-pleasing menu. For Asian cuisine, Sen has been a Hamptons staple for over three decades, celebrated for its extensive sushi rolls and tempting steamed buns. Tutto il Giorno provides an elegant Southern Italian experience with its rustic dining room and charming garden. For a lively night out, Le Bilboquet is the place to be, offering a social atmosphere with a DJ, Cajun chicken, and tuna tartare. Sweet cravings can be satisfied at Big Olaf Ice Cream, a retro-themed shop known for its famous waffle cones, or at Carissa’s The Bakery, a James Beard Semi Finalist. Goldberg’s Famous Bagels is a bustling morning spot, famous for its breakfast sandwiches, and BuddhaBerry offers a delightful frozen yogurt experience with endless toppings.

Beyond dining, Sag Harbor provides a unique shopping experience. TWP, located in an 18th-century clapboard home, offers comfortable yet sophisticated American sportswear, perfect for the Hamptons lifestyle. Annabel The Shop is a fashion-forward boutique featuring cool-girl essentials, from Comme Si boxers to Ancient Greek sandals. Tucked away in a brick-paved alley, Zamani House of Heritage is a treasure trove of intricately embroidered textiles, handmade rugs, and lapis lazuli jewelry, each piece boasting a rich history from Afghanistan. For book enthusiasts, Sag Harbor Books, a quaint independent shop, sells new and used books and hosts author talks. Gwyneth Paltrow’s Goop has an outpost carrying clean sunscreens, supplements, and airy linen clothing. Lastly, Sage and Madison, housed in an old barn, is an enchanting store selling gourmet pantry staples, local gifts, and chocolates, making it an ideal spot for finding hostess gifts.

Beyond the culinary and retail delights, Sag Harbor Cinema, a historic landmark with its iconic neon Art Deco sign, invites visitors to enjoy both summer blockbusters and arthouse films. The village embraces its rich history while offering contemporary amenities, creating a destination that caters to varied interests. Sag Harbor exemplifies a vibrant community where tradition and modernity blend seamlessly, providing a classic American summer experience that leaves visitors feeling refreshed and inspired by its unique charm and welcoming atmosphere.