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All Boat Charters
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Nantucket by Water

Nantucket By Water offers a wide range of harbor cruises and private charters designed for families, couples, and groups looking to experience Nantucket from the water. From sunset and cocktail cruises to oyster tours, fishing trips, and narrated harbor adventures, each excursion blends scenic views with a relaxed island atmosphere. Departing from Straight Wharf, it’s one of the most versatile and approachable ways to explore Nantucket by boat.

Endeavor Sailing Excursions

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.

Tall Ship Lynx - America's Privateer

The Tall Ship Lynx offers a one-of-a-kind sailing experience aboard a beautifully crafted interpretation of an 1812 privateer schooner. Departing from Nantucket during the summer season, the vessel combines scenic harbor sails with hands-on maritime education and living history. Whether joining a public cruise, sunset sail, or educational program, guests experience Nantucket’s seafaring heritage in an immersive and unforgettable way.

The Blue Peter

The Blue Peter Yacht offers elegant private sailing charters aboard a beautifully restored classic yacht departing from Straight Wharf. Combining timeless craftsmanship with a relaxed Nantucket atmosphere, each sail delivers harbor views, ocean breezes, and a more intimate experience on the water. From sunset cruises to private gatherings and special occasions, it’s a refined way to experience the island by sea.