The Ultimate Guide to Old Money Travel Outfits
The “old money” aesthetic has an almost care-free allure.
It’s all understated luxury, timeless elegance and quality over flash.
In life, channeling this iconic style means mixing your sophistication with that practicality so you never look unkempt at your destination(s).
Read on to discover the keys to old money travel outfits—think neutral palettes, tailored pieces and the art of accessorizing.
Whether sweeping through European cobblestone streets, lounging at a chic resort or boarding a first-class flight, with these outfit ideas at your fingertips, you’ll embody quiet elegance wherever you go.
1. The Ideal Travel-Day Outfit
Old money travel begins with being refined — even en route.
Wear a fitted blazer over a turtleneck or knit cashmere sweater and over relaxed trousers or cigarette pants.
Loafers or chic white sneakers cinch comfort but never lack polish.
Style with a structured leather tote and oversized sunglasses for easy polish.
Why It Works: This give off a classic, put-together vibe but practical for travel.
2. Neutral Co-Ord Sets for Sightseeing
A co-ord set isn’t all the rage for nothing; opt for a neutral beige, ivory, or slate gray one for a chic but easy fit.
Style a lightweight knit top with tailored shorts or wide-leg trousers.
Finish with espadrilles and a canvas crossbody bag that leaves your hands free for exploring.
Why It Works: The coordinated pieces take one factor out of the equation, making it easy to look chic, without overthinking your outfit.
3. The Woven Cotton Shirt for All Seasons
The white button-up shirt is the base of the old money wardrobe.
Tuck it into high-waisted linen trousers or a midi skirt for a polished all-day look.
Add a silk scarf knotted at the neck or worn in the hair.
Why It Works: Its versatility made it just as right for sightseeing as for casual dinners.
4. Coastal Getaway Linen Dresses
For beach towns or seaside retreats, pack a muted-toned A-line or shift linen dress in colors like sage, blush or cream.
Team with leather sandals and a woven bag for a breezy, elevated vibe.
You can get a straw hat to shield yourself from the sun and still look chic.
Why It Works: Linen’s breathable fabric is perfect for warm-weather days, and its natural texture says effortless luxury.
5. Dinner Outfits in Just One Color
Monochromatic dressing, a hallmark of old money style, is an essential element of its sophistication.
Opt for an all-black outfit with a silky blouse and fitted pants or a midi dress with classic heels.
Pearls or gold jewels make it look more elegant.
Why It Works: A monochrome palette is chic, classic and makes packing easier.
6. Camel Coats for City Strolls
A long camel coat is an essential layering piece, particularly for cooler destinations.
Drape it over a lightweight knit and slim-fit jeans or trousers for a chic, minimalist look.
Complete the look with ankle boots and a structured handbag.
Why It Works: This classic coat makes every look infinitely cooler — and warmer.
7. Day Trip Tennis Outfit Inspiration
Embody the preppier side of old money with a pleated tennis skirt and a cropped knit sweater or polo shirt.
Team with low-profile sneakers and a leather backpack for a sporty but elegant look.
Why It Works: It’s practical for active days, but still faithful to the classic aesthetic.
8. Maxi Skirts and Cardigans for Country Escapes
Go for a flowing maxi skirt in muted florals or solid earth tones, paired with a lightweight cardigan.
Leather flats and a structured straw tote pull the look together.
Why It Works: This outfit is comfortable for an outing in the country, yet retains an elegant, vintage quality.
9. Every Season Sweater: Cable Knit Cashmere Sweater
You’ll want a neutral cashmere sweater in shades of oatmeal, navy or gray that layers well.
Pair it with tailored shorts for summer evenings, or wool trousers for cooler climes.
Finish with a silk scarf and loafers for some polish.
Why It Works: Cashmere is luxurious but not flashy.
10. Dressy High-Waisted Jeans for Casual Chic
A more laid-back vibe, high-waisted jeans in a dark wash with a tucked in blouse or crew-neck sweater, hit the spot.
Add loafers or ankle boots and a leather belt to unify the whole outfit.
Why It Works: It’s an updated take on old money style that is perfectly calibrated between casual and sophisticated.
11. Shorts Customised for the Hottest of Places
Go for structured shorts in neutral tones such as khaki, cream or navy and wear with a button-up or fitted knit top tucked.
Pair loafers or sandals and a leather belt for a polished vibe.
Why It Works: Tailored shorts help you stay cool without sacrificing polish.
12. Midi Wrap Dresses for Dinner Antics
Al fresco dining calls for a wrap dress in luxe fabric such as silk or soft cotton.
Wear with strappy heels and delicate jewelry for a sleek evening look.
Why It Works: The wrap design works for every figure and looks effortlessly charming.
13. Simple Swimsuits for Poolside Lounging
Pick a one-piece or a high-waisted bikini in solid, neutral colors such as black, white or navy.
Add a sheer cover up, leather slides and a wide-brim hat to elevate your poolside look.
Why It Works: Simple swimwear made from nice materials feels luxe without forcing it.
14. Formal or Semi-Formal Evening Dresses for Dinner
For nicer dinners, choose a floor-length gown or midi dress in muted colors.
Style with kitten heels, a clutch and delicate earrings.
Why It Works: The old money aesthetic is all about classic silhouettes and quality fabrics.
15. Tweed Blazers for Layering
A fitted tweed blazer adds sophistication to any outfit.
Pair it with a turtleneck and trousers for a chic daytime option, or layer it over a dress for a polished evening ensemble.
Why It Works: Tweed blazers are quintessentially classic and perfect for a multitude of occasions.
Final Thoughts
Old money travel outfits are about understated elegance, quality fabrics and timeless silhouettes.
By keeping to neutral tones and investing in versatile staples, you’ll feel chic and polished regardless of your destination.
And it’s not about flaunting—rather, it’s about embodying quiet confidence and a love for the finer things.
