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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.
Endeavor Sailing offers daytime sails, sunset cruises, and private charters aboard a classic Friendship Sloop departing from Straight Wharf in downtown Nantucket. Led by Captain James Genthner, the charter welcomes both novice and experienced sailors for relaxed excursions around Nantucket Harbor and Nantucket Sound. Guests can help raise the sails, learn about the island’s maritime history, or simply enjoy the scenery from the deck of one of Nantucket’s longest operating sailing charters.
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.