Fall has arrived, and with it comes the promise of cozy outfits and exciting trips. If you’re gearing up for a fall vacation in the Northeast, specifically to the picturesque island of Nantucket, you might be wondering what to wear and pack for your adventure. Don’t worry because I’ve curated a selection of my favorite pieces that are absolutely perfect for a Nantucket fall getaway! So, today, I’ll be sharing outfit ideas and suggesting key pieces to streamline your packing process, ensuring you’re stylishly prepared for your trip to Nantucket.
If you are planning any other trips this fall, like going to Paris, Santa Barbara, Miami, or even on a beach vacation, be sure to check out my packing lists as well.
Anine Bing Cable-Knit Turtleneck Sweater | Anine Bing Navy Sydney Sweater | JW Anderson Baseball Cap | Ralph Lauren Pleated White Wide Leg Pants | Black and Navy Nappa Ballet Flat | Sunglasses | The Amalfi Stripe Silk Shirt | White Sailor Collar Sweater | Tanya Taylor Wool-Blend Checkered Coat | DeMellier Navy Bag | Bijou Shirred Floral Maxi Dress | J.Crew Harriet Trench Coat | Mango Striped Sweater | Mother The Rambler Flared Jeans | Loewe Monogram Logo Sneakers | JW Anderson Small Chain Shoulder Bag | EF Collection 14k Gold Jumbo Dome Hoop Earrings | Anine Bing Levi Sunglasses | Sam Edelman Sylvia Wide Calf Knee High Boot | STAUD Aldrin Cable-Knit Layered Sweater Dress
What to Wear in Nantucket in the Fall
Sharing what to wear in Nantucket this fall for a variety of occasions.
Navy Striped Sweater + Jeans + Sneakers Outfit
J.Crew Harriet Trench Coat | Mango Striped Sweater | Mother The Rambler Flared Jeans | Loewe Monogram Logo Sneakers | Anine Bing Levi Sunglasses | DeMellier Navy Bag
When it comes to a classic everyday look for fall in Nantucket, this outfit is one of my favorites. I go for dark wash jeans, a comfy striped sweater, and a navy trench coat. It’s my go-to look that keeps me cozy while enjoying the autumn vibes by the sea. It’s a look perfect for exploring Nantucket this fall.
Fall Floral Dress + Boots Outfit Idea
Bijou Shirred Floral Maxi Dress | Anine Bing Cable-Knit Turtleneck Sweater | Sam Edelman Sylvia Wide Calf Knee High Boot | JW Anderson Small Chain Shoulder Bag | JW Anderson Anchor Pendant Necklace
For those special dinner nights or when you’re headed to a fancier spot on the island, having a chic dress look is a must. I’m currently loving a floral fall maxi dress. Pair it with matching camel accents, such as this cozy sweater and stylish boots. It strikes that perfect balance between elegance and comfort, making it ideal for those memorable Nantucket evenings.
Striped Button Down + Navy Sweater + White Trousers + Ballet Flats Outfit Idea
Anine Bing Navy Sydney Sweater | Ralph Lauren Pleated White Wide Leg Pants | Black and Navy Nappa Ballet Flat | DeMellier Navy Bag | The Amalfi Stripe Silk Shirt | EF Collection 14k Gold Jumbo Dome Hoop Earrings | JW Anderson Anchor Pendant Necklace | Anine Bing Levi Sunglasses
Another timeless and chic look that’s perfect for Nantucket in the fall is the combination of white pleated trousers with a classic blue and white striped shirt. To stay cozy and stylish, layer over a sweater and complete the outfit with classic navy ballet flats. It’s a sophisticated look that captures the coastal charm of Nantucket.
Cable Knit Sweater Dress + Plaid Coat + Tall Boots Outfit Idea
Tanya Taylor Wool-Blend Checkered Coat | Sam Edelman Sylvia Wide Calf Knee High Boot | JW Anderson Small Chain Shoulder Bag | EF Collection 14k Gold Jumbo Dome Hoop Earrings | STAUD Aldrin Cable-Knit Layered Sweater Dress
For a cozy yet stylish fall outfit in Nantucket, opt for a camel sweater dress paired with tall boots. This combination is so warm and comfortable while still looking stylish and chic. Then, to add extra warmth and style, layer on a long checkered coat and camel accessories.
Wool Coatigan + Navy Sweater + Jeans Outfit Idea
J.Crew Harriet Trench Coat | Mother The Rambler Flared Jeans | Black and Navy Nappa Ballet Flat | DeMellier Navy Bag | Anine Bing Navy Sydney Sweater | Anine Bing Levi Sunglasses
To embrace the coastal charm of Nantucket in the fall, go for a classic navy color scheme. One of my favorite outfit ideas for the season is pairing classic jeans with a cozy navy sweater. Then, top it off with a stylish coatigan and matching accessories. This look not only keeps me warm but is also so chic! I like to complete the outfit with navy ballet flats and a matching bag. This ensures I’m ready for a day filled with sightseeing and enjoying the town.
Striped Sweater + White Trousers + Sneakers Outfit Idea
Ralph Lauren Pleated White Wide Leg Pants | JW Anderson Baseball Cap | Anine Bing Levi Sunglasses | DeMellier Navy Bag | Mango Striped Sweater | Isabel Marant Lecce Leather Wrap Belt
For a timeless and classic Nantucket-inspired outfit, you can’t go wrong with the classic navy and white combination. Go for a pair of crisp white pleated pants with a blue and white striped sweater. Then, to keep it effortlessly chic, I opt for classic white sneakers. I love this like pair from Loewe for a comfy and chic vibe. However, if you are looking for an alternative, I love the Common Projects shoes. Check out my Common Projects honest review for more information on them.
Checkered Coat + Jeans + White Sweater Outfit Idea
White Sailor Collar Sweater | Tanya Taylor Wool-Blend Checkered Coat | JW Anderson Small Chain Shoulder Bag | Mother The Rambler Flared Jeans | Loewe Monogram Logo Sneakers
If you are wanting a laid-back yet chic Nantucket outfit, you can’t beat the classic combination of jeans and sneakers. Pair your favorite dark wash jeans with comfortable sneakers, I personally love these white sneakers. Then, top it off with a matching checkered coat for that extra layer of style and warmth. This outfit is perfect for exploring Nantucket while staying cozy and fashionable. If you are looking for more fall classic wardrobe essentials, check out my Fall Capsule Wardrobe as well.
Checkered Coat + Jeans + Navy Sweater Outfit Idea
Loewe Monogram Logo Sneakers | Mother The Rambler Flared Jeans | Tanya Taylor Wool-Blend Checkered Coat | DeMellier Navy Bag | Anine Bing Navy Sydney Sweater
If you want to switch up your outfit while maintaining that cozy vibe, swap out your white sweater for a navy one. It’s amazing how a simple change in color can transform your look, while keeping the same chic base layer. Then, be sure to add matching navy accessories to complete the look. I personally love this bag from DeMellier, it’s so chic and versatile!
Checkered Coat + White Trousers + Sneakers Outfit Idea
White Sailor Collar Sweater | Tanya Taylor Wool-Blend Checkered Coat | JW Anderson Small Chain Shoulder Bag | Loewe Monogram Logo Sneakers | Ralph Lauren Pleated White Wide Leg Pants
To achieve a classic and chic Nantucket outfit, start with a classic white monochrome. For that, I love pairing crisp white trousers and a sweater. Then, introduce layers and pops of color to elevate your outfit. A checkered jacket, not only adds warmth but also a stylish contrast to the white ensemble. This combination strikes the perfect balance between classic and contemporary, making it ideal for your Nantucket adventures.
Fall Floral Dress + Sneakers Outfit Idea
Loewe Monogram Logo Sneakers | DeMellier Navy Bag | JW Anderson Baseball Cap | Anine Bing Levi Sunglasses | Bijou Shirred Floral Maxi Dress | JW Anderson Anchor Pendant Necklace
When the weather in Nantucket is on the warmer side during the fall, I love wearing a maxi dress outfit. This floral longsleeve dress is one of my favorites. Paired with crisp white sneakers, it strikes the right balance between comfort and chic style. It’s an effortless choice for strolling around the island, taking in the scenery, and enjoying the pleasant autumn days.
Checkered Coat + Jeans + Ballet Flats Outfit Idea
Mother The Rambler Flared Jeans | Tanya Taylor Wool-Blend Checkered Coat | Black and Navy Nappa Ballet Flat | JW Anderson Small Chain Shoulder Bag | Anine Bing Cable-Knit Turtleneck Sweater | Anine Bing Levi Sunglasses
For a timeless and slightly elevated look while exploring Nantucket, I like to stick with classic jeans and a cozy sweater outfit. However, instead of sneakers, I opt for classic ballet flats. This simple switch instantly adds a touch of sophistication to the outfit while keeping it comfortable for a day of sightseeing, dining, or just enjoying Nantucket in the fall.
Navy Coat + Sweater Dress Outfit Idea
J.Crew Harriet Trench Coat | Sam Edelman Sylvia Wide Calf Knee High Boot | STAUD Aldrin Cable-Knit Layered Sweater Dress | DeMellier Navy Bag
When I’m aiming for a stylish yet cozy dinner or date night look on my Nantucket vacation, I often go for a monochrome navy outfit. A navy sweater dress is my go-to, then I layer a matching navy long coat over it. To complete the look and keep warm during cool autumn evenings, I slip on a pair of tall boots. It’s an elegant and monochromatic outfit choice that exudes a sense of classic sophistication.
Navy Coat + White Trousers Outfit Idea
J.Crew Harriet Trench Coat | Ralph Lauren Pleated White Wide Leg Pants | DeMellier Navy Bag | Black and Navy Nappa Ballet Flat | Anine Bing Navy Sydney Sweater
One of my all-time favorite and timeless looks for a Nantucket getaway is the classic navy and white combination. I opt for crisp white trousers paired with a cozy navy sweater and a matching navy coat. To complete this chic ensemble, I wear navy ballet flats. This outfit not only exudes elegance but also ensures comfort.
Also, for more style inspiration, be sure to check out my posts below!
- My Honest DeMellier Bag Review
- Winter Fashion Trends 2023-2024
- 42 Holiday Nails
- Mango Toggle Coat is Restocked and Here’s How to Style It
- 30+ Classy Nude Nail Designs
Please feel free to email me at thegraydetails@gmail.com if you have any questions! I’m always happy to help with styling or picking out a specific outfit for an event! Have an amazing day!!
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As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda
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