Every time I start thinking about what to pack for Nantucket, I imagine how I want to feel while I’m there. For me, it’s all about effortless ease mixed with a touch of romance and that unmistakable coastal vibe. Comfort is key—but it has to feel special, too. Pieces that move with the breeze, transition seamlessly from morning coffee runs to sunset cocktails, and perfectly capture the slow, dreamy rhythm of summer on the island.
With an upcoming trip on the horizon, I’ve already curated a few standout outfits specifically for the special dinners we have planned—whether at cozy town restaurants or while watching the sun dip below the harbor. These are the looks I know will feel just right, and I’m excited to share them with you.
A Pineapple-Pink Slip Dress to Keep Forever
This dress is a true joy to wear. The soft pink color paired with a subtle pineapple print feels playful yet timeless—a rare combination that makes it a wardrobe favorite. Its slip silhouette floats effortlessly, perfect for warm summer nights and beachside strolls alike. I plan to layer it with a cardigan and pair it with sandals for a look that’s relaxed yet refined.
This is the kind of piece that instantly lifts your mood and reminds you of sunshine, sea breezes, and the simple pleasures of summer living.
Linen Vest and Wide-Leg Pant Set: The Ultimate Summer Duo
If I had to pick my favorite outfit formula this season, it would be this matching set. The linen vest is tailored just right, giving it structure without feeling stiff. The wide-leg pants are light and flattering, ideal for Nantucket’s laid-back but polished style. What I love most is how versatile this set is—you can dress it up for dinner or keep it casual for a day exploring the island.
To keep the look coastal and modern, I’ll pair the set with flat leather sandals and minimal gold jewelry, striking the perfect balance between effortlessness and elegance.
Flowing Embroidered Dress: Grace in Motion
This blue and white floral midi dress feels like poetry in fabric. The delicate embroidery and soft, flowing skirt add a touch of grace to every step. It’s the kind of dress that works just as well for brunch with friends as it does for wandering through local markets. On cooler evenings, I’ll throw on a cardigan for a cozy, layered look.
It’s versatile, feminine, and captures the spirit of a gentle summer breeze in every stitch.
The One Thing I’m Leaving Behind: Kitten Heel Sandals
While kitten heels are technically comfortable and do lend a polished finish, I’ve realized they rarely make it out of my suitcase on Nantucket. There’s something about the island that encourages me to pare things down—to walk more, dress more simply, and embrace comfort without sacrificing style.
This trip, I’m leaving the kitten heels behind in favor of flat sandals, espadrilles, and slides. These shoes feel right for the island’s relaxed pace and give me the freedom to roam without fuss.
I’ll be sharing more of my packing choices and outfit updates in real time while I’m on Nantucket, so stay tuned for fresh coastal style inspiration. And if you have a summer getaway planned, I hope these ideas spark some inspiration for your own suitcase.
What’s one item you’ve stopped packing for summer trips? I’d love to hear your thoughts!
