What to Wear in Nantucket

July 10, 2024

Nantucket What To Do

I’m just back from my seventh trip to Nantucket. This island in Massachusetts is so charming and so special. It remains one of my favorite places to visit. If you’re heading to the island in Spring or Summer or even early Fall, this post should help you decide what to pack. 

The island itself may be upscale in its nature (and prices!) but the vibes overall are casual and laidback. As you get ready to explore all the island has to offer, this post will help you plan what to pack and what to wear while on Nantucket.

15 Nantucket Outfits

Below will give you lots of style inspo and there’s also a shoppable widget where you can shop a lot of the pieces you see featured along with some other items I think are perfect for wearing on Nantucket. 

First and foremost, you can leave your heels at home. A lot of Nantucket is cobblestones so you won’t want to have any heels with you. Nice sandals are perfectly acceptable for evenings outs and you can think more about fit and fabrics when it comes to dressing up for the evenings. For daytime activities the island is full of timeless staples that skew on the more American preppy side. Think stripes, button downs, white sneakers, linen dresses, etc. 

What to Wear in Nantucket

Nantucket Summer Outfit

Lace Dresses

I have a whole collection of favorite lace dresses I love for Nantucket days to nights. 

Don’t miss my Favorite Summer Dresses.

Linen Set Summer Outfit on Nantucket

Coordinated Sets

A cute break from dresses, bring a linen set you can mix and match to make the most of your Nantucket wardrobe while on the island.

Reformation makes a lot of darling coordinated sets. 

Pin the image above for later and shop the styles seen here.

Linen Dresses

The sun on Nantucket can get very hot so I reach for breathable fabrics like linen when on the island in July and August.

Linen Dress on Nantucket

The above little dress from J.Crew is the perfect neutral linen mini (size M). I paired it with a Jenni Kayne sweater (size L), my Loewe Basket Bag and these super comfortable Margaux sandals. You can use code MEGHANDONO15 for 15% off your Jenni Kayne orders!

You can shop even more of my favorite linen pieces for the summer season in my Linen Pieces I Am Loving guide.

White Dresses

No summer suitcase is complete for me without at least one or two white dresses. 

Above I am wearing this beautiful Hill House Dress (size L) paired with these super comfortable Margaux sandals. Seen styled with one of my favorite basket bags I own from Sezane.

Don’t miss my Summer Dresses Edit.

Gingham

A favorite summertime fabric gingham fits the preppy, laidback vibes of Nantucket perfectly.

Above I am wearing the Jenni Kayne Garden dress (size M) with this cute bag from Madewell. My sandals are from YSL. You can use code MEGHANDONO15 for 15% off your Jenni Kayne orders!

Pin the image above for later and shop the styles seen here.

White Jeans

Perfect for cooler days on the island. Pair them with a striped sweater or a button down.

What To Do on Nantucket

Striped Sweaters

Nantucket can sometimes get chilly in the evening and can be cool in early mornings as well in Spring and Summer so I like to have a striped knit with me in neutral tones that pairs well with what else is in my suitcase.

Above I am wearing the Jenni Kayne Chloe Crewneck Striped Knit (size M) with the Jenni Kayne Rove Dress. I paired the look with one of my favorite basket bags I own from Sezane and these super comfortable Margaux sandals. You can use code MEGHANDONO15 for 15% off your Jenni Kayne orders!

Nantucket Guide I wit & whimsy

Striped Tees

And you’ll always fit the island’s nautical vibes with a striped tee. Perfect for a day on a boat!

This striped tee from Sezane is a favorite. Get even more styling ideas in my The Best Sezane Essentials post.

Meghan Donovan I wit & whimsy on Nantucket

Denim Shorts

I always bring a pair of denim shorts with me to Nantucket. I’ll style them with a cute blouse for casual evenings or style them with a linen button down over a swimsuit when I head to the beach.

This pair is my favorite.

La Ligne TShirt Dress

T-Shirt Dress

Easy, breezy and versatile. I love this La Ligne midi dress (size M) with sandals and with sneakers. It also makes a great travel dress! It comes in three colors and you can use code MEGHAND10 for 10% off your first order. 

Eyelet Dress on Nantucket

Eyelet

One of my favorite summer fabrics, eyelet is perfect for Nantucket. Casual yet put together.

My dress above is from Veronica Beard (size 8). I paired it with my Loewe tote and these super comfortable Margaux sandals.

Linen Trousers

Perfect to pair with a button down, a tee or a sweater, linen trousers are a great versatile piece to wear on the island. 

This pair are a favorite from Madewell. You can shop even more of my favorite linen pieces for the summer season in my Linen Pieces I Am Loving guide.

Reformation Crochet Dress Margaux Wrap Sandal Summer Outfit

Crochet

Given Nantucket’s island status, crochet is the perfect subtle nautical nod.

My dress above is from 2023 from Reformation. You can search “crochet” on their site to see what styles they have available now.

Seen styled with these Margaux wrap sandals.

Collage of white linen shirt and denim shorts with Summer accessories for nantucket

Pin the image above for later and shop the styles seen here.

Button Down and Shorts

This is like a uniform on Nantucket it often feels like. Add sneakers and a cute basket bag to finish the island look.

Summer Outfit on Nantucket

Navy

I always pack some navy in my suitcase for Nantucket! The above one is from J.Crew and they always have so many cute dresses to explore this time of year.

I paired it with one of my favorite basket bags I own from Sezane and these super comfortable Margaux sandals.

 

. . .

Have you been to Nantucket in the summer? I’d love to hear what you enjoyed!

Shop the Styles

 

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comments +

  1. ann says:

    Leather sandals on a boat is a stretch. And the looks are tourist.

  2. Erin says:

    I just discovered your blog and I love it! I’m trying to rebuild my wardrobe and re-define my style and I’ve gotten lots of great ideas from you! I love the “looks under $100/$200” posts as I’m on a budget. I’d love to see more posts like that or a cheaper dupes type of post 🙂 Keep up the lovely work!

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