Your first trip to Nantucket should include the island's greatest hits. These are the experiences that define the island - start here, then dig deeper on return visits.
Watch Sunset at Madaket
Essential Experience
The island's most famous sunset. Pack a picnic, arrive early, and watch the sky explode with color. This is Nantucket at its most magical.
Bike to Surfside Beach
Classic Activity
The 3-mile bike path is flat and safe. End at Surfside Beach. This is how Nantucket summers are spent.
Walk to Brant Point Lighthouse
Must-See
The iconic lighthouse is a short walk from downtown. Watch ferries pass, throw a coin for luck, take the classic photo.
Visit the Whaling Museum
Best Museum
The 46-foot whale skeleton is worth seeing alone. Learn why this small island was once the whaling capital of the world.
Eat at Something Natural
Iconic Lunch
Legendary sandwiches on homemade bread. Bike there for the full experience. Every first-timer needs to do this.
Get Ice Cream at The Juice Bar
Sweet Tradition
Yes, the line is long. Yes, it's worth it. The island's most famous ice cream is a rite of passage. Cash only.
Stroll Main Street
Essential Walk
The cobblestone heart of town. Browse shops, admire historic buildings, soak in the atmosphere. This is Nantucket.
Afternoon at Cisco Brewers
Local Scene
Local beer, food trucks, live music, lawn games. Where visitors and locals mingle in the most relaxed setting.
Visit Sconset Village
Day Trip
The tiny village at the island's east end. Rose-covered cottages, bluff walks, and a charming market. Worth the bike ride.
Take the Ferry (Not a Flight)
Arrival Experience
The approach by water is part of the magic. Watch the island appear from the sea. Start your trip right.
First-Timer Tips
- Book ferry tickets well in advance
- Reserve dinner reservations before you arrive
- Rent bikes - they're the best way to explore
- You don't need a car for a first visit
- Leave time to simply wander and discover