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The old money aesthetic is all about quiet luxury, timeless silhouettes, and high quality fabrics like linen and silk.
This summer, you can achieve that classic European socialite look by focusing on neutral palettes and perfectly tailored pieces.
These twenty outfits are designed to look like they belong on a vintage yacht or a private estate in the Hamptons.
Get ready to elevate your seasonal wardrobe with these head turning, elegant ensembles that define effortless grace.
1. Yacht Club
I once styled this for a client attending a private boat party in the Mediterranean.
The crisp white linen feels incredibly expensive when you pair it with rich navy blue accents.
You will look like you belong on a luxury vessel sailing across the blue sea.
It is a timeless summer classic.
- Top: White linen button down shirt
- Bottom: Navy blue tailored cotton shorts
- Shoes: Brown leather boat shoes
- Watch: Gold tank watch with leather strap
- Earring: Small gold pearl studs
- Bag: Navy blue canvas weekend bag
2. Polo Polished
I saw a woman wearing this at a high stakes polo match last July.
The cream tones look so sophisticated when you walk across the green grass under the sun.
You will appreciate how the silk scarf adds a touch of heritage to your modern look.
It is truly a regal ensemble.
- Top: Cream short sleeve knit polo
- Bottom: White high waisted pleated trousers
- Shoes: Beige leather loafers
- Accessories: Silk floral neck scarf
- Earring: Gold hoop earrings
- Bag: Tan leather structured handbag
3. Riviera Radiance
I wore this while exploring the streets of a small coastal town in Italy.
The light blue stripes against white linen create a very fresh and airy feeling for you.
You will feel like a movie star from the golden age of cinema in this look.
It is perfect for seaside lunches.
- Dress: Light blue striped linen shirt dress
- Shoes: White leather flat sandals
- Earring: Pearl drop earrings
- Necklace: Simple gold chain necklace
- Bag: Large straw tote bag
- Accessories: Tortoise shell sunglasses
4. Equestrian Edge
I noticed this outfit in a luxury equestrian magazine featuring elite summer riders.
The combination of a crisp vest and tailored pants creates a very sharp and disciplined silhouette.
You will look powerful and refined while staying cool in the intense summer heat.
It is a very bold choice.
- Top: Beige tailored linen vest
- Bottom: Matching beige linen cigarette pants
- Shoes: Tan leather mules
- Watch: Silver oversized watch
- Earring: Silver knot earrings
- Bag: Dark brown leather top handle bag
5. Tennis Traditional
I remember seeing this look at an exclusive grass court club in London.
The all white palette is the ultimate symbol of quiet luxury and sporting heritage for you.
You will feel incredibly light and graceful as you move through your afternoon activities.
It is a very clean aesthetic.
- Top: White sleeveless jersey polo
- Bottom: White pleated mini skirt
- Outerwear: White cable knit sweater draped over shoulders
- Shoes: White leather tennis sneakers
- Earring: Small diamond studs
- Accessories: White cotton headband
6. Hamptons Heritage
I styled this for a friend attending a summer garden gala on Long Island.
The flowy silk skirt moves beautifully when you walk through a lush green garden.
You will love how the neutral colors make your skin look sun kissed and glowing.
It is a very romantic summer look.
- Top: White silk camisole
- Bottom: Champagne silk midi skirt
- Outerwear: White lightweight cashmere cardigan
- Shoes: Nude strappy sandals
- Necklace: Gold locket necklace
- Bag: Small white beaded clutch
7. Terrace Tea
I saw this outfit at a luxury hotel during afternoon tea service last week.
The soft yellow hue looks stunning against the white lace details of your accessories.
You will feel like a character from a classic novel while enjoying your cold drink.
It is a very charming ensemble.
- Dress: Pale yellow eyelet lace midi dress
- Shoes: White pointed toe slingback heels
- Earring: Gold floral earrings
- Necklace: Pearl strand necklace
- Bag: White wicker box bag
- Accessories: White lace gloves
8. Coastal Chic
I wore this for a sunset dinner at a very exclusive beach club.
The navy blazer adds a professional touch to your relaxed summer linen trousers.
You will look polished enough for a formal event while feeling very comfortable and breezy.
It is the height of seaside style.
- Top: White cotton t shirt
- Outerwear: Navy blue blazer with gold buttons
- Bottom: White wide leg linen pants
- Shoes: Navy blue velvet flats
- Earring: Gold anchor earrings
- Bag: White leather shoulder bag
9. Monogram Muse
I saw a socialite wearing this while shopping in a very high end district.
The subtle logos and gold hardware make your outfit look very expensive and curated.
You will feel like a member of a prominent family in this structured look.
It is a very confident fashion statement.
- Top: Black silk short sleeve blouse
- Bottom: Beige tailored shorts with a gold belt
- Shoes: Black leather sandals with gold hardware
- Earring: Gold logo stud earrings
- Watch: Gold bracelet watch
- Bag: Beige monogrammed canvas tote
10. Orchard Opulence
I styled this for a photoshoot in a private apple orchard during June.
The green floral print blends perfectly with the natural summer scenery around you.
You will look like you are part of the landscape in this elegant dress.
It is a very soft and feminine choice for you.
- Dress: Sage green floral silk maxi dress
- Shoes: Tan leather wedges
- Earring: Emerald green stud earrings
- Necklace: Thin gold bar necklace
- Bag: Brown woven leather bag
- Accessories: Wide brim straw hat
11. Safari Sophisticate
I noticed this look on a traveler at a luxury airport lounge recently.
The utility pockets and earthy tones create a very adventurous yet high class vibe.
You will feel ready to explore a new city with style and grace.
It is a very functional and chic outfit.
- Top: Khaki linen safari shirt
- Bottom: Matching khaki linen shorts
- Shoes: Brown leather gladiator sandals
- Watch: Gold watch with brown leather strap
- Earring: Small gold hoop earrings
- Bag: Tan leather crossbody bag
12. Midnight Muse
I wore a version of this for a summer evening at the opera.
The deep black silk looks incredibly striking against the warm summer night air.
You will feel mysterious and elegant as you navigate your formal evening plans.
It is a very sophisticated and dark aesthetic.
- Top: Black silk halter neck top
- Bottom: Black silk wide leg trousers
- Shoes: Black satin high heels
- Earring: Silver chandelier earrings
- Necklace: Silver crystal choker
- Bag: Silver metallic clutch bag
13. Sailing Sunday
I saw this look on a yacht captain’s guest during a regatta.
The red and white color scheme is bold and fits the nautical theme perfectly.
You will stand out against the blue water in this very vibrant outfit.
It is a very energetic and classic look.
- Top: Red and white striped boat neck top
- Bottom: White cotton capri pants
- Shoes: Red leather loafers
- Earring: Pearl stud earrings
- Watch: Silver watch with navy strap
- Bag: White canvas tote with red trim
14. Vineyard Velvet
I styled this for a private wine tasting event in a lush valley.
The velvet ribbon adds a touch of old world charm to your summer straw hat.
You will feel very connected to tradition while wearing this beautiful linen look.
It is a very thoughtful and detailed ensemble.
- Top: White linen puff sleeve blouse
- Bottom: Olive green linen midi skirt
- Shoes: Brown leather flat sandals
- Accessories: Straw hat with black velvet ribbon
- Earring: Gold leaf earrings
- Bag: Olive green suede bag
15. Marble Manor
I saw a woman wearing this at a museum opening in the city.
The grey and white tones look very cool and statuesque against the marble floors.
You will look like a piece of art in this very structured and minimal outfit.
It is a very modern luxury look.
- Top: Grey silk sleeveless blouse
- Bottom: White tailored trousers with a sharp crease
- Shoes: Grey suede pointed pumps
- Earring: Silver geometric stud earrings
- Necklace: Silver pendant necklace
- Bag: Grey structured leather tote
16. Portofino Picnic
I wore this while having a picnic overlooking the harbor in Italy.
The gingham print is very playful yet remains firmly in the old money aesthetic.
You will feel lighthearted and stylish as you enjoy your summer afternoon outdoors.
It is a very cheerful and classic print.
- Dress: Blue and white gingham linen dress
- Shoes: White canvas espadrilles
- Earring: White bead earrings
- Necklace: Simple silver heart necklace
- Bag: Woven straw picnic basket bag
- Accessories: White sunglasses
17. Estate Evening
I styled this for a client hosting a dinner at her family estate.
The long sleeves and silk fabric offer a very modest and high class silhouette.
You will look like the perfect hostess in this graceful and flowing outfit.
It is a very dignified and beautiful choice.
- Dress: Navy blue silk long sleeve maxi dress
- Shoes: Gold kitten heels
- Earring: Large gold drop earrings
- Necklace: Gold statement collar necklace
- Bag: Navy blue satin clutch
- Watch: Gold delicate dress watch
18. Library Luxe
I noticed this outfit on a student at a prestigious summer university program.
The sweater vest and glasses create a very intelligent and wealthy academic look.
You will feel very smart and put together for a day of reading.
It is a very unique and scholarly style.
- Top: White short sleeve shirt
- Outerwear: Navy blue knit sweater vest
- Bottom: Khaki pleated cotton skirt
- Shoes: Brown leather t strap shoes
- Accessories: Tortoise shell reading glasses
- Bag: Brown leather satchel
19. Fountain Flare
I saw this look near a famous fountain in a historic city square.
The wide brim hat and sundress create a very dramatic and elegant summer silhouette.
You will feel like you are on a grand tour of Europe in this outfit.
It is a very high fashion moment.
- Dress: White cotton sundress with a full skirt
- Shoes: Tan leather block heels
- Earring: Gold sunburst earrings
- Necklace: Layered gold coin necklaces
- Bag: Large straw circle bag
- Accessories: Black wide brim sun hat
20. Archive Aesthetic
I wore this to visit a fashion archive during a summer trip.
The vintage inspired cut of your trousers makes you look like a fashion historian.
You will appreciate the timeless quality of these high waisted, well tailored pieces.
It is the essence of old money style.
- Top: Black ribbed knit sleeveless top
- Bottom: High waisted white sailor trousers
- Shoes: Black leather slides
- Earring: Pearl and gold earrings
- Watch: Vintage gold tank watch
- Bag: Black leather minimalist bag



















