Thinking about a weekend escape that’s easy to get to but feels a world away?
Nantucket’s got you covered with salty air, winding streets, and some seriously good eats.
Whether you’re into beach walks, history, cute little shops, or just chilling with a drink in your hand, this island knows how to do it right.
Keep reading for the perfect weekend itinerary that mixes just the right amount of adventure, chill time, and island charm.
1. Brant Point Lighthouse
Brant Point Lighthouse sits at the entrance of Nantucket Harbor, with a white tower, black lantern, and a tiny red-roofed entry.
It is the second-oldest lighthouse in the United States, first built in 1746, with the current wooden structure standing since 1901.
And at just 26 feet tall, it’s the shortest lighthouse in New England, but it’s one of the most photographed spots on the entire island.
You’ll find it at the end of Easton Street, and there’s a sandy beach right next to it where you can watch ferries glide in and out of the harbor.
2. Nantucket Whaling Museum
Just a 15-minute walk from Brant Point, the Nantucket Whaling Museum takes you straight into the island’s wild whaling past.
This place is packed with cool stuff like a 46-foot sperm whale skeleton hanging from the ceiling and a real 1800s candle factory inside.
You can also check out old harpoons, scrimshaw carvings, and even climb up to the rooftop deck for awesome harbor views.
If you’re into stories about sea captains and giant whales, you’re gonna love it here.
3. Madaket Beach
After soaking up some island history, make your way to Madaket Beach for a completely different feel.
This beach is known for having the best sunsets on Nantucket, with wide open skies and crashing Atlantic waves that look incredible at golden hour.
And despite being just a 15-minute drive from town, there are hardly any buildings around, only sand, sea, and sky.
So bring snacks, a beach blanket, and maybe a sweatshirt, since it can get breezy.
4. Cisco Beach
If you’re more into surfing and people-watching, Cisco Beach is your spot.
Located about 10 minutes from town, this one is super popular with surfers because of its steady waves and wide sandy stretch.
There’s no boardwalk or shops here, and you’ll usually see beachgoers with coolers and surfboards, settling in for a long afternoon.
Tip: If you want to get in on the action, you can rent a board from nearby Nantucket Island Surf School and try catching a few waves yourself.
5. Cisco Brewers
A quick five-minute drive inland from Cisco Beach, Cisco Brewers is where you can sit back and relax for a while.
It’s a brewery, winery, and distillery all in one spot, with outdoor picnic tables, live music, and even seasonal food trucks.
Once you’ve settled in, you can sip a Shark Tracker IPA, try their blueberry vodka, or grab a Froze if you’re feeling fancy.
It’s super casual, dog-friendly, and usually packed with both locals and visitors just hanging out and having a good time.
6. Miacomet Beach
When you’re ready for a quieter beach scene, Miacomet Beach is a perfect pick.
This one is less crowded than Cisco, with strong waves, soft sand, and a peaceful stretch that feels way more local.
The beach is roughly a 15-minute drive from town, with Miacomet Pond just behind it, offering a calm freshwater spot that’s great for kids.
It’s intentionally low-key, with no shops or bathrooms, so pack what you need and get ready for a no-frills, all-natural beach day.
7. ‘Sconset Bluff Walk
For a walk with jaw-dropping scenery, the ’Sconset Bluff Walk is a must.
This little path runs right through people’s backyards (literally), while offering front-row views of the Atlantic and some of the island’s cutest cottages.
It’s about a mile long, starting in the town of Siasconset and ending at Baxter Road.
To make the most of it, go early in the morning or close to sunset for the best light and the fewest people.
8. Sankaty Head Lighthouse
Just beyond the Bluff Walk, you’ll spot the red-and-white stripes of Sankaty Head Lighthouse standing tall on the edge of the cliffs.
Built in 1850, it’s one of the most iconic sights on the island and was one of the first U.S. lighthouses to get a Fresnel lens.
You can’t go inside, but the views from the bluff are unreal, especially when the sky turns pink at sunset.
It’s quiet, windswept, and the kind of place that makes you stop and just soak it all in.
Related Posts
