Growing up in Massachusetts, one of my favorite memories is how every summer my family would pack up the car and head to Nantucket for vacation.
It was kind of a big deal—those classic beach days, riding our bikes around town, and soaking up the coastal charm.
Maybe that’s where I got my love for Old Money style.
Nantucket always felt like the perfect escape, and now as an adult, I want to keep that tradition going, but this time, I’m planning a fun trip with my friends.
We’ve been talking about doing a girls’ getaway for the longest time, and what better place to channel those laid-back, preppy vibes than Nantucket?
I’m already thinking of all the cute, effortless outfits to wear while strolling those cobblestone streets and hitting up all the beach spots.
So, let’s check out some of my favorite Nantucket outfits.
Nantucket Dinner Outfit Ideas
Nantucket’s coastal charm sets the perfect backdrop for a stylish dinner out, making it easy to create outfits that feel both chic and relaxed.
Light, breezy fabrics paired with soft layers for those cooler evening breezes are key to nailing the island vibe.
From elegant dresses to tailored jumpsuits, dinner outfits in Nantucket call for a balance of casual sophistication with a hint of effortless style.
Let’s check out some beautiful coastal outfits for your Nantucket vacay.
1. White Long-Sleeve Linen Dress
A white long-sleeve linen dress is a total vibe for that easy-breezy, low-key chic look. It’s perfect for those warm days that turn into cooler nights, giving you all the laid-back coastal feels while still looking stylish.
2. Summer Dress
For a Nantucket dinner, a flowy summer dress is a must. It’s lightweight, comfy, and gives off effortless coastal vibes. Pair it with cute sandals and simple accessories, and you’re set for a perfect evening by the sea!
3. Floral Dress
A floral dress is perfect for a classy Nantucket evening. Its soft, romantic vibe pairs beautifully with the island’s coastal charm. Add delicate gold jewelry and some cute sandals or wedges, and don’t forget your vibing nail design and you’re ready for an effortlessly chic night out!
4. Neutral Long Skirt
A neutral long skirt is the ultimate piece for an effortlessly chic Nantucket look. Pair it with a tucked-in lightweight top or a cute crop and finish with strappy sandals. This combo gives you that laid-back yet polished vibe perfect for any island occasion.
5. Ivory Slit Skirt
For a more demure look, an ivory slit skirt is a perfect choice. The subtle slit adds just the right amount of elegance while keeping things classy. Pair it with a fitted blouse or light sweater, and finish with strappy sandals for a polished, sophisticated vibe.
6. Blouse and Patterned Shorts
A blouse paired with patterned shorts is a fun and stylish combo for a casual Nantucket day. The blouse adds a touch of polish, while the playful shorts keep things laid-back. Perfect for exploring the island or grabbing lunch by the beach!
Fall Nantucket Ideas (6)
I always loved fall in Nantucket.
Nantucket is all about cozy layers and rich autumn tones. Stylish outerwear and warm knits make this season the perfect time to embrace a mix of comfort and coastal charm.
Get ready for some chic fall outfit inspiration!
7. Striped Shirt and White Pants
A striped shirt paired with white pants is the perfect balance of casual and polished for a Nantucket look. The classic stripes give a nautical vibe, while the crisp white pants keep it fresh and breezy, perfect for any coastal adventure.
Pair with some clogs and you can run errands and go to dinner too.
8. Casual Jeans, Sweater and Cap
For those windy beach nights, wear some casual jeans, a cozy sweater, and a cap.
This makes the ultimate laid-back Nantucket outfit. The jeans keep it easy, the sweater adds warmth for those cool coastal breezes, and the cap gives the perfect finishing touch for a relaxed yet stylish vibe.
9. White Jeans, Buttoned-Down Shirt + Navy Sweter
A timeless outfit for Nantucket includes white jeans, a buttoned-down shirt, and a navy sweater. The crisp white jeans and classic shirt give off a clean, fresh vibe, while the navy sweater adds warmth and that perfect touch of preppy coastal style.
10. Oversized Sweter + Maxi Dress
An oversized sweater paired with a maxi dress is the perfect blend of cozy and chic for a Nantucket day. The flowy dress adds a touch of elegance, while the oversized sweater keeps it relaxed and comfy, creating an effortlessly stylish, layered look.
11. Oversized Striped Sweater + White Pants
For an easy Nantucket outfit, an oversized striped sweater and white pants make the perfect combo. The relaxed fit of the sweater gives a laid-back vibe, while the crisp white pants keep it fresh and polished. It’s a simple yet stylish look for coastal days.
12. White Sweatshirt + Vest
There’s a lot of walking around Nantucket, so a white sweatshirt layered with a vest is a comfy, stylish choice. The sweatshirt keeps things cozy, while the vest adds warmth without bulk. Perfect for staying comfortable while exploring the island’s charming streets!
Preppy Nantucket Ideas
Preppy Nantucket outfits blend classic coastal vibes with timeless style.
You have your crisp white pants, striped sweaters, and tailored pieces that feel both polished and relaxed.
Whether you’re strolling the beach or dining by the harbor, these looks capture the essence of island chic.
13. Linen Shorts and Scarf
Linen shorts paired with a light scarf create the perfect breezy Nantucket look. The breathable fabric of the shorts keeps things cool and casual, while the scarf adds a touch of effortless style, making it ideal for those coastal walks or casual outings.
14. Preppy Dress
When running around Nantucket, a preppy dress is the go-to choice for effortless style. It’s polished yet comfortable, perfect for exploring the island or grabbing lunch by the harbor. Pair with flats or sandals for a classic, put-together coastal look.
15. Red Buttoned Down Shirt and White Shorts
For a classy Nantucket look, a red buttoned-down shirt paired with white shorts strikes the perfect balance between bold and crisp. The vibrant red adds a pop of color, while the white shorts keep it fresh and polished. Ideal for a stylish coastal day out!
16. Neutral Sweater and Pants
This outfit idea is timeless and effortlessly chic—pairing a neutral sweater with matching pants creates a sleek, cohesive look perfect for Nantucket’s laid-back vibe. The neutral tones keep things elegant, while the comfortable fit makes it ideal for casual strolls or cozy dinners by the water.
17. Turtleneck Sweater and Shorts
This is perfect for a day out on the boat—pairing a turtleneck sweater with shorts strikes the right balance between cozy and cool. The sweater keeps you warm against ocean breezes, while the shorts offer comfort and ease for a stylish nautical vibe.
18. Buttoned Down Shirt + Navy Sweater and Tan Shorts
A buttoned-down shirt layered with a navy sweater and paired with tan shorts is a classic Nantucket outfit. The shirt and sweater combo adds a polished, preppy touch, while the tan shorts keep the look casual and comfortable—perfect for exploring the island or casual seaside dinners.
Nantucket Vacation Outfits
I hope you found some Nantucket vacation outfits, I know I did!
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