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Endeavor Sailing offers one of the most authentic ways to experience Nantucket, with daytime sails, sunset cruises, and private charters aboard a classic sloop. Led by a seasoned local captain with decades of experience, each trip blends scenic harbor views with stories of the island’s maritime past. Whether you help hoist the sails or simply relax on deck, it’s a timeless Nantucket experience on the water.

Assemble Co is a Nantucket lifestyle shop offering home décor, furniture, art, gifts, and everyday goods. The store features a curated collection of modern and coastal inspired pieces designed for home, entertaining, and island living.

Barrett’s Tours is Nantucket’s oldest tour company, offering historic bus and van tours, wedding transportation, private charters, and ferry and airport transfers. Founded by Chester Barrett as a horse and buggy tour operation, the company continues to provide narrated island tours focused on Nantucket’s history, scenic landmarks, and local stories. Daily tours depart from Federal Street with both scheduled and private transportation options available.

Commonwealth is a unique resale boutique where we believe even clothes deserve a second chance. Eileen founded this eclectic little shop as a way to share her passion for preloved fashion. We specialize in curating quality gently used pieces from your favorite designers. We also feature our Nantucket artists by carrying new and locally made jewelry, accessories and gifts.

The Gallery Nantucket presents a carefully curated collection of fine art from American and European artists, with a focus on museum-quality work and timeless craftsmanship. Established on the island in 1989, it offers a refined gallery experience for collectors and visitors alike, showcasing paintings and pieces that reflect both classic and contemporary influences. It’s a destination for those seeking serious art in an intimate Nantucket setting.

Cisco Brewers is one of Nantucket’s most iconic gathering spots, bringing together a brewery, winery, and distillery in one lively outdoor setting. Located on Bartlett Farm Road, it offers craft beer, local wines, and spirits alongside live music, rotating food trucks, and a high-energy crowd. Whether you’re sipping a drink in the sun or dancing on the patio, it’s a must-experience stop that captures the social side of the island.
Aunt Leah’s Fudge is a beloved Nantucket sweet shop known for its rich, handmade fudge and signature chocolate-covered cranberries. Located on Straight Wharf, it’s a classic stop for visitors looking to pick up gifts or treat themselves to something indulgent. From small-batch confections to packaged tins and seasonal specialties, it captures the sweeter side of Nantucket in every bite.
Nantucket Community Music Center provides year round music education, lessons, ensembles, and community performances for students of all ages and skill levels. Located on Centre Street in downtown Nantucket, the nonprofit organization offers private instruction, youth programs, community ensembles, recording facilities, and concerts designed to make music accessible across the island. Celebrating more than 50 years of music education, NCMC remains a central part of Nantucket’s creative community.