Euro Summer Style Guide: Olivia’s Travel Diaries — Portugal Edition

By your fave Working Girl abroad 💋

Let’s be honest: sightseeing hits different when your outfit’s on point. I just wrapped a dreamy 5-day trip to Lisbon—filled with nata-fueled mornings, designer window shopping, and at least one outfit change per day. Naturally, I packed like it was a photo shoot (because… it kind of was).

Here’s your full travel + style diary: 5 days, 5 vibes, and five very good excuses to dress up on vacation.


 

DAY ONE: Dark Glam in the Daylight

📍 Praça do Comércio, Santa Justa Lift, Rossio Square

Everyone’s doing light and linen in Lisbon—but I wanted contrast. I went full dark glam with a cosmopolitan edge: a cropped black lace cami, metallic skirt, silver accessories, cat-eye sunnies, and my Saint Laurent Mini Lou Camera Bag slung just right. Against those yellow buildings and mosaic-tiled sidewalks? Instant film star energy.

The Vibe: Midnight in Lisbon (…at noon)
Perfect For: Architectural wandering and your first 'nata' of the trip.

👗 The pieces I wore

  • Victoria Secret Cropped Lace Cami 

  • Metallic Ruffled Skirt Skirt

  • Hermes Oran Sandal 

  • Gucci Cat-Eye Framed Sunglasses 

  • Amazon Claw Clip

  • Saint Laurent Mini Lou Camera Bag 

💃How to achieve the look

DAY TWO: Neutral Flirtation on Avenida da Liberdade

📍 Fábrica da Nata + Luxe Shopping Day

Let’s hear it for the beige dress supremacy. This Zara linen number was breezy perfection—soft drama in motion with strappy details, floaty fabric, and just the right amount of flirt. I paired it with natural Aldo wedges, layered Dior gold, tortoiseshell Miu Miu sunnies, and the Louis Vuitton Mini Lin Tote (yes, big enough to stash a few pastel de nata—no regrets).

The Vibe: Coastal romance meets luxury window shopper
Perfect For: Designer daydreams and patio espresso moments.

👗 The pieces I wore:

  • Zara Textured Strappy Dress

  • Aldo Ybylin Wedge Heels

  • Dior 30 Montaigne Short Necklace

  • Miu Miu Tortoise Sunglasses (MU 04ZS)

  • Louis Vuitton Mini Lin Tote

💃How to achieve the look

 


 

DAY THREE: Dinner Like a Movie Star

📍 Casa do Bacalhau

This look? Easily my favorite—she’s giving full leading lady energy. I didn’t have much planned beyond a relaxed day and a nice dinner, but the crisp white Zara peplum top and voluminous skort said, why not look the part? Ruby red Steve Madden kitten heels brought the pop, and the vintage Chanel Pearl Crush Mini added just the right touch of glam. With Swarovski drops, a red agate bangle, and slicked-back hair, I let the outfit do all the heavy lifting.

The Vibe: Audrey Hepburn with a group chat
Perfect For: Laid-back days, spontaneous plans, and showing up to dinner like you own the restaurant.

👗 The pieces I wore:

  • Zara White Peplum Stretch Top

  • Zara Voluminous Skort

  • Steve Madden Liana Burgundy Patent

  • Amazon Red Agate Jade Bangle

  • Swarovski Bella Drop Earrings

  • Chanel Pearl Crush Mini Rectangular

💃How to achieve the look

 


 

DAY FOUR: Beach Day Energy in the City

📍 Amorino Ice Cream, Pre-Beach Wandering

A little chaotic, a little cute—basically my whole personality in an outfit. I threw on this gingham bandeau and micro short set from ASOS, layered an oversized white Oxford shirt from H&M for some breezy shade, and finished it off with green Sambas, frilly white socks, and my trusty LV Neverfull (because yes, I do need five types of sunscreen). The ice cream was melting, but I wasn’t.

The Vibe: Summer tomboy meets retro French girl
Perfect For: Ice cream runs and packing for the beach without looking like you’re going to the beach.

👗 The pieces I wore:

  • Asos Gingham Bandeau and Micro Short Set

  • H&M Oxford Shirt (worn open)

  • Adidas Samba XLG (Shadow Green Chalk White)

  • Amazon White Ruffled Socks

  • Brown Prada Sunglasses

  • Louis Vuitton Neverfull MM

💃How to achieve the look

DAY FIVE: Beach Club Barbie™️

📍 K Urban Beach Club

On the final day, I went full Beach Club Barbie™. My ocean-mint sequin top from White Fox shimmered like a disco ball in the sun, paired with a tropical print mini wrap skirt that brought the vacation drama. Gold strappy Steve Madden heels, layered Dior jewelry, and my powder blue Chanel 19 WOC sealed the deal. Yes, I matched the sea. Yes, someone asked to take my picture.

The Vibe: If Barbie had a European villa and zero responsibilities
Perfect For: Poolside sipping, golden hour pics, spontaneous beach bar flirting.

👗 The pieces I wore:

  • White Fox Nostalgic Nights Sequin Mint Top

  • White Fox Tropic Temptations Mini Skirt Wild Botanica

  • Steve Madden Annie Gold Strappy Heels

  • Dior 30 Montaigne Short Necklace

  • Gold Cartier Love Ring

  • Chanel 19 Wallet on Chain 

💃How to achieve the look

 


 

Pro Tip: Always pack a look you think is “too much.” If you don’t wear it on vacation, when will you?

This trip was a fashion dream—and trust me, this is just the beginning of us talking style around here. If you want to see more outfit breakdowns, packing tips, and ways to style your fave WGB bags? Let us know. Because the closet is only getting bigger...

xoxo,
Olivia from WGB

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