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The Chanticleer offers one of Nantucket’s most romantic dining experiences, set within a rose-covered cottage in the heart of ’Sconset. Guests can enjoy seasonal, locally inspired cuisine in intimate dining rooms or beneath the blooms of the iconic garden patio. With its blend of history, elegance, and atmosphere, it’s a destination for unforgettable lunches, dinners, and special occasions.

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 just off Main Street, Nantucket Estate Jewelry offers a curated collection of antique, vintage, and designer pieces that blend history with timeless style. From fine jewelry by names like Cartier and Tiffany to scrimshaw, nautical antiques, and island-inspired art, each piece carries its own story. It’s a destination for collectors and anyone looking to take home something truly unique from Nantucket.

Dining at The Summer House is as much about the setting as it is the food, with two distinct oceanfront experiences in ’Sconset. The main restaurant offers a romantic, candlelit atmosphere with live piano music and elevated coastal cuisine, while the Beachside Bistro delivers relaxed, open-air dining just steps from the sand. Together, they capture the full spectrum of Nantucket dining, from elegant evenings to laid-back afternoons by the ocean.

Nantucket Health Club is a year round fitness facility offering cardio equipment, free weights, strength training, Pilates, personal training, and group fitness classes on Nantucket. Located on Youngs Way, the club provides membership options, day passes, functional training, and wellness services designed for both island residents and seasonal visitors.