Food at American Seasons, Nantucket, New England - Courtesy Brian Sager

American Seasons

Just a few blocks beyond Nantucket’s downtown fringe, American Seasons has the air of a longtime classic but the cuisine of a hip new spot. Foodies delight in the farm-to-table dishes, which may include such tastes as carrot soup with cream cheese falafel and bulgar wheat risotto with farm egg and fried pickled ramps in a baked potato broth. With a wine list with over 500 titles, American Seasons is the perfect spot for a romantic evening, especially when dining in the garden patio.

Entrance at Black-Eyed Susan’s, Nantucket, New England

Black-Eyed Susan’s

There’s still no easy way of getting into this island favorite—reservations are accepted only for dinner—but locals and longtime visitors have accepted the fact that lining up in front of the unassuming restaurant is part of the experience. Opened in 1992 by chef Jeff Worster and Susan Handy, the BYOB restaurant has a small dining room with white-washed walls and green copper chandeliers, as well as a lovely outdoor dining space. The hearty breakfast, served until 1 p.m., is the most popular; arrive early and be prepared to wait.

Editors' Picks
Food at Cru, Nantucket, New England


One of few coveted waterfront spaces in town, Cru Oyster Bar opened in 2012 and offers a front-row view of the wharf and bay beyond. The nautical interior is thoughtfully done and features plush banquettes, a central communal high table, dark wood and beautiful bubbled glass light fixtures. Seafood lovers should not miss the oyster bar, which offers fresh local selections daily. But be warned: the restaurant’s location right next to the Hy-Line Ferry can lead to overcrowding.

Editors' Picks
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LoLa 41°

Lola is a happening spot for a drink or dinner (which is served until 11 p.m.), and remains lively well into the night. The concept menu focuses on regional dishes from places located along latitude 41°, where Nantucket lies, and includes everything from sashimi and sushi to pork-chop Milanese and the beloved LoLa Burger (which inspired its own eponymous restaurant).

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Sandbar at the Jetties

The casual beachside eatery at Jetties Beach has been reimagined into Sandbar, a full-fledged restaurant with picnic tables in the sand. Indagare Review
Dinning Area at Straight Wharf, Nantucket, New England - Courtesy of Mayumi Hattori

Straight Wharf

Despite opening 1975, Straight Wharf has never gone out of style or aged one bit; in fact, it’s as popular as ever, enticing patrons with watermelon and tomato salad, arugula and French green olives and zucchini-blossom appetizers. For a drink at sunset, the simple wooden bar inside the main dining room and the patio overlooking Straight Wharf are always crowded. This is not the place for an intimate cocktail (for that, go to Òran Mór), but to see and be seen, there’s no better location on the island.

Editors' Picks
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The Nautilus

The Nautilus, a contemporary bar serving craft cocktails, has quickly become one of Nantucket’s most popular spots. Indagare Review
Dessert - The Proprietors Bar & Table, Nantucket, New England - Courtesy of Lisa Fray

The Proprietors Bar & Table

A happy accident led me to this cozy spot in downtown Nantucket; American Seasons was closed, so I headed to the owners’ newest venture, Proprietors, for a memorable meal of Halloumi cheese with eggplant puree, orange blossom honey and crispy chick peas, followed by a Socca tart with beets, whipped feta, charred baby carrots and pistachios. The two-story restaurant manages to be elegant yet casual, conservative yet daring and the innovative cocktails somehow rival the delicate cuisine. With the aim of tantalizing the “well-traveled palate,” Proprietors mixes global tastes with a distinctly local menu; dishes are so coherent that Peruvian and Greek cuisines seem as obvious a combination as bread and butter.

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Housed in a classic white cottage with a buzzy outdoor patio, Town presents Asian-inspired interiors and fusion cuisine. Indagare Review

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