Nantucket has that magical mix of quaint charm, breezy summer vibes and classic coastal style that makes dressing for it feel like an art. I’ve spent a lot of time thinking about what works best for strolling cobblestone streets, sipping iced coffee by the harbor, or snapping a few pictures that might make your friends jealous (in a totally kind way).
From relaxed chic to playful prints, I’ve rounded up the trending Nantucket looks that are perfect for anyone wanting to channel island elegance with a touch of personality.
Linen Maxi Dress & Woven Bag
When I step onto Nantucket’s sunny streets, nothing says “summer island life” like a breezy linen maxi. I love pairing a soft, cream-colored linen dress with a structured woven bag as it feels like a modern take on a timeless style.
Add a pair of neutral espadrilles, and suddenly walking around town feels more like a mini-vacation. I think the key here is light fabrics; they keep you cool and look dreamy in photos.
Cropped White Top & High-Waisted Shorts
I adore how high-waisted shorts bring a retro vibe without feeling stuffy. Paired with a crisp cropped white top, it’s playful yet chic.
I like to tuck in the shirt slightly for a casual, just-stepped-out-of-a-coastal-cafe effect. I also love accessorizing with a straw hat, it’s protective and stylish at the same time.
Striped Button-Up & Denim Skirt
I have a soft spot for stripes because they feel nautical without screaming “costume.” A striped button-up tied at the waist with a mid-length denim skirt instantly gives off that Nantucket-ready energy.
I sometimes roll up the sleeves and throw on a pair of simple loafers, which makes the outfit feel less preppy and more relaxed.
Lightweight Sweater & Midi Skirt
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Cooler evenings on the island call for something cozy. I often reach for a lightweight pastel sweater with a flowing midi skirt. I love how the skirt moves when I walk, it’s whimsical but still put-together.
Adding subtle gold jewelry can turn a casual outfit into something that feels a little more special for dinner by the harbor.
Floral Sundress & Sandals
I can’t resist a floral sundress, it’s like summer distilled into a single outfit. I like soft, muted florals because they feel more grown-up while still playful. Pairing it with flat strappy sandals makes the look comfy for walking while still photogenic.
A small crossbody bag completes it, keeping your hands free for ice cream (a crucial Nantucket accessory).
Sleeveless Blouse & Cropped Linen Pants
I recently discovered how much I adore sleeveless blouses with cropped linen pants. It’s casual but polished enough to take you from brunch to a casual evening stroll.
I often pick lighter hues like soft blues or beiges, which make the outfit feel airy. A pair of minimal sandals or slip-on mules makes it all feel seamless.
Oversized Button-Up Shirt & Cycling Shorts
Okay, I admit, I’m totally into oversized shirts lately. Paired with cycling shorts, it’s comfy, fun and a little unexpected for Nantucket.
I love tucking just the front of the shirt into high-waisted shorts or shorts for a hint of shape. It’s a mix of sporty and stylish, which I feel captures Nantucket’s laid-back attitude perfectly.
Knit Top & White Jeans
White jeans scream summer and when paired with a soft knit top, they balance elegance and casual ease. I love a knit in a soft pastel shade; it adds color without feeling overdone.
I also like accessorizing with dainty earrings and neutral sandals, little touches that elevate the outfit without needing effort.
Wrap Dress & Espadrille Wedges
Wrap dresses are my secret weapon because they flatter almost every body type. I love choosing one with a subtle pattern for visual interest.
Espadrille wedges are my go-to here because they lift the outfit without making me feel like I’m walking on stilts. I always carry a straw tote for extra charm and practicality.
Sleeveless Jumpsuit & Leather Sandals
I have a soft spot for jumpsuits, they’re a complete outfit in one! A sleeveless style in a neutral tone feels polished while still easygoing.
Pairing it with brown leather sandals keeps it grounded and perfect for exploring the island. I often add a slim belt to highlight my waist without overcomplicating the look.
Lightweight Blazer & Linen Shorts
Lastly, I can’t resist pairing a lightweight blazer with linen shorts. It’s a twist on classic summer prep, combining structure with comfort. I usually opt for a neutral blazer and slightly patterned or colored shorts to add personality.
A cute pair of loafers or sandals finishes it, making it suitable for brunch or a harbor-side drink.
Conclusion
Nantucket style is all about balance: a little charm, a little comfort, and a lot of confidence. Each of these 13 outfits blends classic coastal vibes with personal flair, letting you look stylish without overthinking every piece.
I love having a mix of dresses, skirts, shorts and casual separates so that every day on the island feels like an opportunity to dress up for yourself.
