Things To Do
Bike the Island & Visit a Lighthouse
Rent bikes (many shops available near town) and explore the island at your own pace. It’s an easy, relaxed way to soak in the scenery and get familiar with the island. One recommended route: downtown → Brant Point Lighthouse for photos, then onward to the coast.
History & Culture in Town
Explore the local history: for instance, visit the Nantucket Historical Association’s Nantucket Whaling Museum and other historic sites. Consider doing this earlier in the day, then wrap up with lunch downtown.
Eat, Drink & Shop
Spend an afternoon exploring the boutiques and galleries in downtown Nantucket — filled with coastal treasures, local art, and charming finds. Enjoy a scoop from The Juice Bar (a local favorite!) and unwind with a drink and live music at Cisco Brewers for the full island experience.
Beach Day
No trip to Nantucket is complete without a little sand between your toes! Early September offers soft sunshine, calm waves, and that quintessential Nantucket charm. Bring a good book, a blanket, and stay long enough to catch the sunset over the water.
Sunset Harbor Cruise or Water Adventure
See Nantucket from a new perspective with a daytime or sunset cruise around the harbor. Enjoy ocean views, salty breezes, and a little island sunshine (or golden-hour glow). Whether you’re sipping champagne under the afternoon sun or watching the sky turn pink at dusk, it’s the perfect way to experience Nantucket’s charm from the water.