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The Islander is a family-owned Nantucket wine and spirits shop known for its extensive selection and knowledgeable service. Offering everything from fine wines and single malt scotches to craft beer and hand-rolled cigars, it’s a go-to stop for both everyday essentials and special occasions. With one of the largest selections on the island and a focus on quality, it’s where locals and visitors go when they want to get it right.

Cary Hazlegrove’s photography captures Nantucket through a deeply personal and timeless lens, shaped by more than four decades of life on the island. Her work spans sweeping coastal landscapes, quiet seasonal moments, and iconic island scenes, available as fine art prints and collections. It’s a chance to experience Nantucket beyond a visit and bring a piece of its beauty home.

Rose & Crown is one of Nantucket’s longest-running and most recognizable pubs, serving food, drinks, and entertainment in the heart of downtown. By day, it’s a casual, welcoming spot for burgers, beer, and relaxed meals. By night, it shifts into a lively bar with DJs, karaoke, and dancing, making it one of the island’s go-to late-night destinations.

Located on Straight Wharf, G.S. Hill Gallery showcases the work of longtime Nantucket artist Greg Hill, along with a curated collection of island-inspired art, prints, and handcrafted jewelry. Established in 1979, the gallery reflects decades of creative influence shaped by Nantucket’s light, landscapes, and maritime culture. It’s a staple stop for those looking to experience and take home a piece of the island’s artistic tradition.

The Nantucket Historical Association preserves and shares the rich history of Nantucket through its museums, historic sites, and engaging programs. From the iconic Nantucket Whaling Museum to guided walking tours and research collections, it offers a deeper look into the people, industries, and stories that shaped the island. It’s an essential experience for visitors who want to understand Nantucket beyond its beaches.
Located inside Nantucket Memorial Airport, Crosswinds is a casual, all-day restaurant known for generous portions, daily specials, and a relaxed, welcoming atmosphere. Serving breakfast, lunch, and dinner year-round, it offers everything from classic comfort food to quick takeout, with indoor and outdoor seating overlooking the airfield. It’s a go-to spot for both locals and travelers looking for a dependable, no-fuss meal on the island.