Bike Riding One of the best ways to get around the island. Some hotels offer complimentary bikes, or you can rent from Nantucket Bike Shop or Young’s downtown. Golf Tee times available at Miacomet Golf Club or Sconset Golf Club (“Skinners”). Town Shopping & Brunch Browse the boutiques (top tier), then grab brunch at Lemon Press or Born and Bread. Juice Bar Ice Cream Brave the line, it's famous for a reason. Endeavor Sailing Three daily harbor sails. Book the sunset.
Black Eyed Susan’s Cash only, worth the wait for the best breakfast on the island. Lemon Press Something green for breakfast to power you on the dance floor. Provisions Low-key, fresh sandwiches. Great for a beach lunch or a quick bite between plans. Straight Wharf Eleanor’s favorite. Classic Nantucket with harbor views. Ventuno Kevin’s pick. Homemade pasta and a lively atmosphere. Via Mare Small plates and a cozy, historic Nantucket vibe. Bar Yoshi Oysters, best sushi on island, and hands-down best espresso martini. The Chanticleer Located in beautiful ‘Sconset garden. A drive outside town, but if you're in Sconset, book it. Millie's Laid back Madaket hotspot serving New-England-style Tex-Mex. Worth the drive for lobster quesadillas, skinny spicy margs, and a dope sunset. Brotherhood of Thieves Casual, dependable tavern with a local vibe. Pizza Sit at the bar at Pi for a casual night out OR grab Pizzeria Gemelle for a Pinterest-level beach picnic.
Coffee Shops Handlebar Cafe, Born and Bread, The Hub, Provisions Cisco Brewery Local institution. Chill on weekdays, loud on weekends. Chicken Box An icon. End your night here. The Gaslight Live music, walkable, always a scene. Gazebo Famous for mudslides and dark & stormies. Prepare to run into everyone you've ever met. Galley Beach Bougie sunset cocktails, heavy on the ambience. Club Car Bar in an old train car. Feels random in the best way.
Steps Beach North Shore. Calm water, iconic staircase, walkable from town. Cisco Beach South Shore. A local favorite for surfing. Ladies Beach South Shore. Waves, fewer crowds, near Bartlett’s and Cisco. Surfside Beach South Shore. Busier but easy to reach on the Wave shuttle. Has bathrooms and a snack bar.