Old Money Summer Vacation Style

Summer is here, and many of us are planning our summer vacations. If you want to look elegant and classy, opt for the old money style aesthetic. This aesthetic is all about timelessness and embracing high quality pieces with classic silhouettes. It’s overall a great option if you are wanting an easy to style wardrobe that will keep you always looking chic. So, today, I’m excited to share old money summer vacation style outfits to inspire your wardrobe. I’ll be sharing some of my favorite old money vacation outfit essentials and pieces to shop as well, so stay tuned!

Also, if you’re loving this style, be sure to check out my post on the Old Money Aesthetic and 16 Old Money Summer Outfits for more inspiration!

Old Money Summer Vacation Style

Old Money Summer Vacation Style

Sharing a variety of chic old money summer outfit ideas to elevate your look for any occasion from hanging out by the beach, to vacation dinners, and more!

Swimsuit outfits

Vacation style isn’t complete without a chic swimsuit. If you want to opt for the old money aesthetic, go for a classy swimsuit in a neutral color, usually in black or white. Choosing a timeless one piece swimsuit or a chic two piece with a classy cut will instantly elevate your look. I’m sharing some of my favorites below that are not only elegant, but perfect for lounging by the pool or enjoying a day at the beach.

White Plunge Neck One Piece | Black Halter Neck One Piece Swimsuit | White and Black Trim Contrast One Piece | White Tank Bikini Top | White Mid Waist Bottom | Black and White One Piece | Black Coral One Piece

White Skirt outfits

A white skirt is a must have for an old money aesthetic summer look. I personally love to pair mine with a black tank and sandals for a chic day exploring while on vacation. You can also opt for sleek sneakers to stay comfortable. I’ve been loving Adidas Sambas lately. You can also mix and match your skirt with so many other looks, making it a versatile must have piece in your wardrobe.

Full White Skirt | White Cotton Poplin Skirt | White Linen Skirt | Black and White Knit Tank | Black and White Crop Top | Bralette | Black Adidas Sambas | Woven Raffia Handbag | Loewe Bag

White Dress outfits

I love white dress outfits for summer and they are an essential in my wardrobe. For an old money vacation look, white dresses are perfect because they are easy to style and look so timeless. I love to opt for a linen one to stay cool in the summer heat. You can style them for dinner with heels and a clutch. Or also for a relaxed day exploring the city with sandals and a tote.

Linen Strapless Dress | Strapless White Midi Dress | Strappy White Dress | A-Line Linen Dress | Scalloped Dress | White Knit Dress | Loewe Woven White Bag | Gladiator Sandals

Tailored Trousers outfits

Tailored trousers are an old money essential year round. For a vacation, they are perfect paired with a classic black or white tank or vest. Then add chic sandals and your favorite bag. This outfit is great for exploring the city, visiting museums, or enjoying lunch out. It’s effortless, elegant, and perfect for looking elegant while on vacation.

Black and White Trim Tank | Black Trousers | White Trousers | White Vest | Loewe Bag | Marni Tote

Shorts set outfits

I love a shorts set for so many occasions. A comfy cotton or linen set is great for a beach day cover up. A knit set works perfectly for a casual day out with sandals or even for travel. You can also choose an elevated shorts set to pair with heels for a chic dinner look. Overall, having a shorts set in your old money summer travel wardrobe is a great idea for many different looks.

Cream Sweater Shorts Set | Knit Two Piece Skirt Set | Knit Shorts Set | White Linen Shorts | White Linen Crop Top | Eyelet Tunic | Eyelet Shorts | White Button Down Shirt | White Shorts | Raffia Heels

Button Down Shirt outfits

A button down shirt is a classy and timeless essential in any old money aesthetic wardrobe. It’s a great piece to bring on a summer vacation for this look. You can pair it in so many ways, from a swimsuit cover up to wearing it with tailored shorts and a belt, or even with a skirt for a classy daily look. Its versatile and elegant, making it a must have for effortless summer style.

Tailored White Linen Shorts | White Linen Mini Skirt | Black and Cream Striped Linen Button Down | White Linen Button Down Shirt | Blue and White Striped Shirt | Oversized White Button Down | White Polo Hat | Striped Knit Pullover

Linen pants outfits

I love wearing linen pants in summer because they are so comfy and lightweight but also look chic. They’re great for exploring the town. Pair them with a chic vest or tank, your favorite sandals or sneakers, and a stylish bag. You can even wear them with a swimsuit as a cover up. There are so many options to mix and match with linen pants.

White Linen Pants | Natural Linen Pants | Black French Sole Sandals | Marni Tote | Black Linen Vest | Demellier Brown Midi New York Bag | White Cotton Shirt and Pants Set | Black and White Crochet Sandals | Black and White Knit Top | Black and White Knit Cardigan Top | Brown Sandals

Black Dress outfits

Black and white are timeless colors for the old money aesthetic. Just as having a white dress is important, so is having a black one. You can dress a black dress casually with sneakers or sandals and a tote for a day exploring the city or going to lunch. Pair it with heels for a dinner night out by the beach. Overall, it’s so pretty and easy to style, making it a must have in a summer vacation wardrobe.

Linen Black Dress | Black and White Knit Dress | Black T-Shirt Dress | Black French Sole Sandals Black Linen Halter Top | Black Linen Midi Skirt

Shop Old Money Summer Vacation Style

Don’t forget to pin to save for later!

Old Money Summer Vacation Outfits

Be sure to check out my most recent posts for more style inspiration!

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!!

Also, check out my instagram shop HERE to shop all my instagram looks, style guides, gift guides and fashion tips.

You can also download the free LIKETOKNOW.IT app and follow me HERE.

STAY IN THE KNOW:  Don’t forget to sign up for my exclusive Newsletter for STYLE TIPS, SALE ALERTS, AND MUCH MORE!

As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda


Instagram | Pinterest | Facebook | Shop Instagram | You Tube

Leave a Comment


Subscribe to my newsletter for new blog posts, sale alerts and more!