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My Favorite Nantucket Clichés (Because They’re Actually Great)

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I’ve been a Cape and Maine girl my whole life, but I started coming to Nantucket regularly last summer—and immediately got the hype. This list is a mix of classics and new favorites: beaches, food, drinks, and all the little spots that made me fall i...
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Beaches + Views

 
Alexandra Conn profile picture
My go-to beach on Nantucket when I want easy access, solid waves, and room to breathe. It’s family-friendly but never too chaotic, has real bathrooms (a luxury), and a snack shack with everything from burgers to ice cream. Bonus: the bike ride there ...
Surfside Beach | Nantucket, MA - Official Website
 
Alexandra Conn profile picture
A Nantucket classic—because did you even go if you didn’t get a photo here? Just a short walk from town, Brant Point is the perfect spot for a morning coffee stroll or golden hour moment. Peaceful, postcard-perfect, and a must for first-timers or any...
Brant Point Lighthouse - Nantucket Island
 
Alexandra Conn profile picture
Feels like you stepped into a coastal fairytale. Tiny rose-covered cottages, white shell paths, and vibes so charming it’s hard not to whisper while walking around. The Sconset Bluff Walk is a must—an easy, scenic path through oceanfront backyards (l...
A Travel Guide to Sconset on Nantucket

Food + Drink

 
Alexandra Conn profile picture
Farmstand, market, garden center—and home to the chicken Caesar wrap of my dreams. Their sandwich counter is wildly underrated: fresh ingredients, big portions, and quick enough to grab on the way to the beach. I also grab snacks, wine, and whatever ...
Bartlett's Farm
 
Alexandra Conn profile picture
Go for the tacos, stay for the sunset. Millie’s is the sunset spot on Nantucket—right on the west end with unbeatable golden hour views and strong margaritas to match. Great for casual dinners after the beach or just grabbing drinks and watching the ...
Millie's
 
Alexandra Conn profile picture
Come for the drinks, stay for the chaos (in the best way). Cisco is a brewery, winery, and distillery all in one—with live music, food trucks, and a crowd that somehow includes both toddlers and bachelorette parties. Great vibe, great drinks, and som...
Cisco Brewers
 
Alexandra Conn profile picture
Elevated but not stuffy, and the crab dip alone is reason enough to book a reservation. It’s warm, rich, and somehow still light—served with buttery crostini and gone in five minutes. Great spot for a nicer dinner when you want seafood, cocktails, an...
Straight Wharf Restaurant
 
Alexandra Conn profile picture
Somehow both quaint and cozy and always bustling—which is hard to pull off, but Cru does it. The back bar is my favorite spot to post up with a Crucumber (trust me, it’s dangerously good), and the views of the harbor make everything taste better. It’...
Cru