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Nantucket Island Surf School offers private and group surf lessons at Cisco Beach for students of all ages and abilities. Founded in 1999, the school provides surfboards, wetsuits, and experienced instructors certified in CPR and first aid, making it easy for beginners and returning surfers to get in the water. In addition to lessons, the school also offers surfboard, boogie board, and wetsuit rentals throughout the season.

The Nantucket Preservation Trust Walking Tour offers guided explorations of Nantucket’s historic architecture, neighborhoods, and preservation efforts through downtown walking experiences led by knowledgeable local guides. Organized by the Nantucket Preservation Trust, the tours highlight the island’s historic homes, streetscapes, and cultural history while sharing stories about preservation and Nantucket’s architectural heritage.

Breeze Restaurant offers a relaxed yet refined coastal dining experience at The Nantucket Hotel, just steps from downtown. With indoor dining, a lively bar, and a wraparound porch, it’s designed for gathering over breakfast, lunch, dinner, or Sunday brunch. The menu blends contemporary New England flavors with seasonal ingredients, making it an easy, polished choice for families, couples, and groups alike.
Brant Point Grill at the White Elephant Nantucket offers classic waterfront dining with sweeping views of Nantucket Harbor. Open for breakfast, lunch, dinner, and Sunday brunch, the menu highlights fresh seafood, grilled steaks, and New England favorites served in both an elegant dining room and a lively outdoor deck. It’s a polished yet approachable setting that captures the essence of Nantucket dining.
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.

Built in 1846 at the height of Nantucket’s whaling prosperity, the Hadwen House is a grand Greek Revival mansion that offers a rare glimpse into the island’s wealthiest era. Now operated by the Nantucket Historical Association as a museum, it features period rooms, decorative arts exhibits, and a beautifully maintained Victorian garden. Located on Main Street, it’s one of the most striking historic homes open to the public on Nantucket.