I Went to Italy and Greece for Two Weeks—These Were My Best Looks (2024)

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (1)

(Image credit: @indyabrown)

The last time I went on a "real" holiday—the type where you completely unplug and don't look at a screen even once—was about two years ago, so it was a long time coming.This is why I jumped on the first decently priced flight to Italy I caught before I even had time to second-guess myself. Through some finessing, I was also able to fit in a mini getawaytoSantorini and Copenhagen while in Italy. Before I knew it, a two-week vacation was born.

This was my most extendedtrip to date, and while great, a two-week trip also means a whole lot of outfits. You have to pack strategically. Thankfully, I live forholiday prep, so I carefully charted out myoutfits weeks in advance. Keeping in line with the romantic Italian landscape and architecture, I knew I wanted pieces that evoked that "la dolce vita" feel but with a slight edge. Bright colours and statement prints also were on my mood board, so several shades of orange, blue, and greeneventually made it into my suitcase. Ultimately, I was able to fit roughly 16 outfits, five swimsuits, and five pairs of shoes in my Tumi suitcase (I highly recommend it for fashion people who love clothes), so it was a success in my book. To see all of the best outfitsfrom my European trip and where to shop each piece, keep scrolling.

Look #1: Roman Rooftop Dinner

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (2)

(Image credit: @indyabrown)

Any meal on a rooftop is next-level, but when that rooftop is in Rome, it's unparalleled. For this evening, I opted for an easy two-piece set with high impact from Christopher Esber. The brand has been my go-to for elegant-meets-risqué pieces (its cutout dresses are cult items) and was perfect for the occasion.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (3)

Christopher Esber

Cropped Silk Shirt

My set may be sold out, but this bold blue co-ord has just as much impact.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (4)

Christopher Esber

Loophole Silk Maxi Skirt

Co-ords are perfect for travel as you can separate and mix with other pieces to create even more looks.

Look #2: Sightseeing in Florence

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (5)

(Image credit: @indyabrown)

It's true that toile has origins in France, but there'san essence about the print that also feels in line with Italy. Reformation has a whole collection of toile dresses for the summer,so it was an obvious choice to add to my vacation outfit lineup. This dress also received numerous compliments, which really says it all.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (6)

Reformation

Twilight Dress

This elegant dress has a little stretch so there's always room for gelato.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (7)

Laura Lombardi

Luciana Recycled Gold-Tone Earrings

The perfect finishing touch.

Look #3: Aperitivo Hour

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (8)

(Image credit: @indyabrown)

LPA famously draws inspiration from founder Pia Baroncini's Italian roots, so it made sense to wear this lemon-yellow dress whileexploring Rome during the aperitivo hour. Thematerial is surprisingly lightweight, so I never had to worry about sweating in the June humidity.

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LPA

Vahn Knit Midi Dress

Love this sunny yellow.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (10)

Jimmy Choo

Diosa 90 Twisted Leather Mules

The padded insoles allow for all day wear.

Look #4: Lunch in Santorini

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (11)

(Image credit: @indyabrown)

When I think of vacation, images of linen instantly come to mind. Few brands do sophisticated linen pieces like Cult Gaia—this dress is elegant and modern without looking too casual. The day I wore this was also exceptionally hot, and the linen held up through every sunbeam.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (12)

Cult Gaia

Breanna Open-Back Dress

This gorgeous linen dress was my second choice.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (13)

Bottega Veneta

Leather Sandals

Now these will go with everything.

Look #5: Pool Day in Greece

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (14)

(Image credit: @indyabrown)

You'll notice shades of blue everywhere in Santorini, and it's not just the Aegean Sea. The color hasahistorical and cultural significance on the island, so naturally, Iended up wearing a lot of blue during my time there. It all melded perfectly with this suit by emerging designer Louisa Ballou, whichis one of my favorite swimsuits I own.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (15)

Louisa Ballou

Sex Wax One-Piece Swimsuit

It's all about the cut-outs.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (16)

Laura Lombardi

Rosa Gold-Plated Necklace

Always accessorise.

Look #6: Having Gelato While Roaming in Florence

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (17)

(Image credit: @indyabrown)

It's no exaggeration to say I ate my body weight in gelato. And in Italy, it's practically a requirement. An all-white top may not be the best choice when downing a scoop of chocolate creamy goodness, but I made it work and felt like letting the world see this outfit was worth the risk. I styled this halter top from cool-girl brand Area with a printed Miaou midi skirt from its new collaboration with Paloma Elsesser. The entire look felt like the 2022 version of La Dolce Vita.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (18)

Area

Crystal Buckle Crop Top

I feel like Xtina would approve.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (19)

Conner Ives

Printed Silk Blend Skirt

The Miaou skirt is sold out, but this graphic offering from Conner Ives is just as dreamy.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (20)

Tissot

Lovely Watch

A truly classic style.

Look #7: All-White Grecian-Resort Vibes

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (21)

(Image credit: @indyabrown)

As much as I adore colour, I felt like it was imperative to pack an all-white ensemble for my time in Greece. Anotherlook from Cult Gaia made its way into my luggage (the brand is just so good for vacations), and I chose to wear this set during a sunset dinner on the beach. Everything was magical.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (22)

Alice + Olivia

Latia Cropped Tank

This Alice + Olivia version will look great with anything from skirts to jeans.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (23)

Jil Sander

Asymmetric Coated-Linen Midi Skirt

A white skirt is so versatile.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (24)

ASOS

True High Wedge Mules in Pink

Add a modern touch with bold accessories.

Look #8: Late-Night Spaghetti in Florence

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (25)

(Image credit: @indyabrown)

There's always a time and place for an LBD, so even whenI didn't have an occasion in mind for this dress, I knew I'd end up wearing it at some point. The cutouts are the obvious centerpiece here, butthey weren'tso risqué that I felt self-conscious. Paired with diamanté hoops, this was one of my favorite looks of the bunch.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (26)

Magda Butrym

One-Shoulder Cut-Out Dress

This is seriously elegant.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (27)

Swarovski

Dextera Hoop Earrings

Evening looks call for a little sparkle.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (28)

(Image credit: @indyabrown)

One of the maintowns in Santorini, Oia is the site of the island's famed elevated maze of walkways and whitewashed buildings. I was inspired by its bright landscape and wore this midi dress from indie label Asta Resort. Wearing bright colours feels like the definition of a getaway.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (29)

Asta Resort

Alex Maxi Dress

Now this is bright.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (30)

Bottega Veneta

Jodie Mini Knotted Intrecciato Patent-Leather Tote

There's plenty of colours to choose from, but this sea blue stole my heart.

Look #10: Alfresco Dining at Dusk

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (31)

(Image credit: @indyabrown)

I'm not usually into the bohemian aesthetic, but I simply couldn't stop thinking about this dress. Made with a heavier knit material, it's great for chilly nights when you don't feel like bringing a whole second layer but want to stay cosy. The fringed hemline adds extra pizazz that really makes it stand out. I'm genuinely considering getting this in a second colour.

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House of Harlow 1960 x Revolve

Rose Dress

I'll be wearing this every summer from now on.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (33)

& Other Stories

Leather Wedge Sandals

Eyes on the sale price.

Look #11: A Day at Sea

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (34)

(Image credit: @indyabrown)

Keeping it cool and casual for a boat trip on the Aegean Sea, I wore this bikini from Vix Paula Hermanny along with my belovedASOS cargos. Crochet is huge for the summer, so I brought along this JW Anderson tote to keep my sunscreen, snacks, and phone all in one place.

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I Went to Italy and Greece for Two Weeks—These Were My Best Looks (35)

Vix Paula Hermanny

Livia Top

There's plenty of ways to wear this bikini top: halterneck, bandeau, traditional, criss cross.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (36)

Vix Paula Hermanny

Julie Tanga Bottom

Orange is big for summer 2022.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (37)

ASOS Design

Clean Cargo Trousers

90's cargo pants are back - and oh so comfortable.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (38)

JW Anderson

Crochet Checked Tote Bag

Add contrasting texture with this crochet tote.

Shop my packing essentials:

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (39)

Tumi

Extended Trip 19 Degree Aluminium Suitcase

Good luggage is a nonnegotiable for me. After going through several suitcases that ripped or busted at the seams, I decided to upgrade and have never looked back. I've had a Tumi for years, and it's well worth the price.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (40)

Shacke Pak

5 Set Packing Cubes

Traveling with this many outfits would not be possible without the assistance of these packing cubes. Going between five different cities during my trip, these cubes made the task of unpacking and repacking so much easier.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (41)

Fenty Beauty

Baby What It Dew Travel-Size Makeup Refreshing Spray

My flight to Rome included three different flights over the span of nearly 24 hours. My face would've broken out like no other without this for added hydration.

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (42)

Fenty Skin

Butta Drop Mini Whipped Oil Body Cream With Tropical Oils + Shea Butter

This is simply the best lotion I've ever used.It definitely added to myholiday glow.

Up next:I Spent Four Days In Paris - Here's Everything I Packed And Wore

This storyoriginally appeared on Who What Wear US.

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About Me

I am an expert and enthusiast assistant. I have access to a wide range of information and can provide detailed insights on various topics. My responses are based on up-to-date information available as of the current operating time: Wednesday, February 14, 2024 12:41 UTC.

I have a deep understanding of fashion, travel, and lifestyle topics, and I can provide detailed information on various concepts related to these areas. My knowledge is based on a wide range of sources and search results, allowing me to offer accurate and relevant information on these subjects.

Concepts in the Article

This article focuses on a travel experience in Italy, Santorini, and Copenhagen, with a particular emphasis on fashion and outfit choices for various occasions during the trip. The concepts covered in the article include:

  1. Travel Destinations: The article discusses travel experiences in Italy, Santorini, and Copenhagen, highlighting specific locations and activities in each destination.

  2. Fashion and Outfit Choices: The author details the outfits worn for different occasions, such as rooftop dinners, sightseeing, aperitivo hour, lunch, pool days, and more. The article emphasizes the selection of specific clothing items and accessories for each setting.

  3. Fashion Brands and Designers: The author mentions several fashion brands and designers, such as Christopher Esber, Reformation, LPA, Cult Gaia, Area, Magda Butrym, and others, showcasing their clothing and accessories in the context of the travel experiences.

  4. Travel Essentials: The article briefly mentions essential travel items, including luggage, packing cubes, skincare products, and clothing accessories, highlighting their importance for a successful and enjoyable trip.

  5. Style Tips and Outfit Inspiration: The article provides style tips, outfit inspiration, and recommendations for specific clothing items, allowing readers to gain insights into fashion choices for travel and leisure activities.

I can provide further details on any of these concepts or discuss related topics in more depth. Feel free to ask for specific information or insights on fashion, travel, or any other related subjects!

I Went to Italy and Greece for Two Weeks—These Were My Best Looks (2024)

FAQs

What to wear in Greece to not look like a tourist female? ›

Opt for lightweight, breathable fabrics such as linen, cotton, and silk. Pack mix-and-match pieces like neutral-colored shorts, skirts, and trousers that can be paired with different tops. Don't forget to include a few dresses for evenings out.

What colors to wear in Greece? ›

Whether you opt for a delicate lace gown or a bohemian-inspired dress, white will always create a sense of timeless beauty against the island's idyllic scenery. Soft Pastels: Serenity in Hues Pastel shades like blush pink, baby blue, and mint green are perfect for those seeking a softer, romantic look.

What to wear in summer in Greece? ›

Summertime in Greece is beach time and that means vibrant colors, flowers, short skirts and shorts, t-shirts and tank tops, dresses and sandals. Everyone wear colorful outfits and many of the islands combine that with a summer chic look.

Can I wear leggings in Greece? ›

Depending on where you're coming from, it can be a long flight to get to Greece. I recommend prioritizing comfort. I'd wear a pair of leggings and a comfortable T-shirt and then throw on either your lightweight jacket or lightweight sweater and pair that with your walking shoes.

What is considered impolite in Greece? ›

Always keep your palm turned toward you. Making a fist with your thumb between your index and middle fingers is considered obscene. Thumbs up signals approval but thumbs down is a rude gesture. A single nod of the head downward is the expression for yes and a single nod of the head backward means no.

Can I wear black in Greece? ›

In a word – yes. I was puzzled when I first heard the question but, after taking some time to observe the people around me, I came to realise that black is indeed the undisputed king of Greek wardrobes.

Can you wear shorts in Greece? ›

Shorts. It is acceptable to wear shorts, whether you are a woman or a man. However, NEVER (and I do mean NEVER) wear shorts if you want to visit a church or monastery. Also, if you plan to do a walking tour of Athens, ditch the shorts and opt for a dress – if you are a woman – or a pair of long pants – if you are a man ...

Can you wear flip flops in Greece? ›

Flip flops – Flip flops are essential for visiting a Greek beach. The sand can be hot, and you won't want to use your nicer sandals since the sand will come back to the hotel with you.

What kind of swimsuits do they wear in Greece? ›

It's true – most of the women here are wearing bikinis. One-piece swimsuits are not common on Greek beaches. I love the freedom that the women here feel – many of them of European tourists, of course. But whether French, Spanish, Greek or Italian, confidence emanates from them.

Can you wear sneakers in Italy? ›

It all depends on the setting and your outfit - here is our advice: Casual Outings: Comfort is paramount for day-to-day activities. Sneakers, loafers, or comfortable sandals pair well with jeans, summer dresses, or even shorts. Business Meetings: Classic pumps or heeled loafers exude professionalism.

Can a woman wear shorts in Italy? ›

Although summer in Italy can be rather hot, you'll rarely see Italian women wearing shorts. The best way to fit in would be to stay away from revealing too much skin, but still look stylish at the same time- try a flowy skirt instead. But if you just can't part with your shorts, save them as a beach cover up.

How to not look like an American in Greece? ›

Visiting Athens for the first time? These 12 helpful Athens travel tips will help you NOT look like a tourist
  1. Don't visit in August. ...
  2. Do drink coffee several times a day. ...
  3. Don't wear the “ancient Greece” themed clothes sold in souvenir shops. ...
  4. Don't talk about how you visited “the Greek islands” ...
  5. Do wear black – all year.
Mar 16, 2024

What to wear to avoid looking like a tourist? ›

Watch What You Wear

Avoid bright-colored clothes and wear muted colors instead. Ditch the white sneakers, bulky cargo shorts, and yoga pants, and opt for comfortable shoes and casual pants like khakis. Forget the fanny pack and hulking backpacks. Carry only what you need.

Is it okay to wear black in Greece? ›

Today, Greeks find black versatile. As all dark colors, it complements mediterranean complexions well. It also doesn't get dirty easily, a plus in a city where smog soon turns whites grimy. Besides, as I always say, black goes with every color, especially black.

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