Hi guys! Since it’s summer vacation time and I made a head start with our trip to Spain in early June, I thought I’d write another “How To” about incorporating fashionable looks into your vacation style.

Despite the fact that our travel days are the most fun and liberated times in terms of dressing, I noticed that plenty of people – who look perfectly stylish and put-together throughout the week – let themselves go and literally stop coordinating anything as soon as they hop on a plane / car / train / bus. Why is that?! I’m breaking down my fool-proof ways to look cute on vacation while staying cool, comfy and relaxed. It doesn’t have to be a choice between one or the other… Plus, I’m adding a few packing tipps!


Airport Style & Packing:

Ready for takeoff! The day has finally come and you’re ready to head on out the door into your next sunny adventure. Good for you! For those few hours on the go, comfort comes first. But that doesn’t need to equal sweatpants or semi-transparent leggings. I’m choosing boyfriend jeans, comfy flats and a relaxed cotton sweater. Also, I wear my straw hat just because I don’t want it to get ruined in my luggage, duh. Steer clear of big statement jewelry, belts, metal heels unless you love being felt-up at security. My number one travel bag is this Louis Vuitton monogram tote by the way. It fits everything, and the canvas material is so robust that it can easily join me at the beach.

Talking about bags, I usually take one big one (as mentioned before) and a few small cross-body ones. It’s efficient for luggage space and your back will thank you after hours of exploring a city! When optimizing luggage space (a.k.a. whenever you’re not flying business class and taking two huge 32kg suitcases), I suggest you plan your outfits. Whenever I just “take things” and postpone the coordination to my holiday destination, I can be certain I will take way too much and STILL not have enough outfits because some key piece is missing. Since I book restaurants in advance, I usually know how many fancy and how many relaxed evenings I have ahead of me, so I plan outfits accordingly. Ideally, you pack things like a favorite skirt that can be worn with two different cute tops, again optimizing luggage space. Light summer dresses are another easy option that basically takes up zero space. For day-time, I take a beachdress or two, shorts and cute tops, and a comfy maxi skirt, all of which are space-savers. Footwear, on the other hand, can be a bulky endeavor. For evenings, I take three pairs: A chic wedge, my nude  pointy Louboutins, and a strappy gold high-heeled sandal. Those three can take any outfit in the world. For daytime, I take a cute pair of sandals or two (I love my waterproof Tod’s pair), and a comfy ballet flat or a pair of loafers. Yes, I take my running shoes, but I NEVER wear them unless I’m engaging in some form of fitness activity, and city walking doesn’t count…

Lara Caspari on Vacation in Spain

Day-Time:

1) City:

Exploring the streets of Barcelona, walking up the hill and strolling the major shopping avenues sure was something for the eye, but not always the feet. On those days when your health app records 20,000+ steps, it’s most important to wear comfy, not-too-tight footwear and always bring band aids for blisters. During summer trips, I stick to flats and sandals while riding boots are my go-to choice in winter. As for the rest of the outfit, looking cute doesn’t mean you’re going to be extra-sweaty and uncomfortable all day. A pair of relaxed shorts with a flowy blouse or linen shirt does the trick, or the maxi skirt combo below that’s literally as comfortable as my PJ’s. Stick to pieces that don’t wrinkle easily, and never wear things that are too tight. Last but not least, sunglasses and a medium-sized cross-body bag are your must-buys for city trips!

Lara Caspari on Vacation in Spain

Lara Caspari on Vacation in Spain

2) Beach:

Lucky you, it’s time to go to the beach! Obviously you’re taking that cute new swimsuit that’s been waiting to make its appearance, but don’t forget to bring a few things to throw over for lunchtime. I love this sundress for its soft, cooling material, the shoulder sun coverage, and the pretty open back. If you want to do a city-to-beach look, go for ripped denim shorts and a cute loose top. Off the shoulder ones like this one just scream summer vacation… Also, buy a straw hat. Your skin and hair will thank you later!

Lara Caspari on Vacation in Spain

Top: Oysho

Lara Caspari on Vacation in Spain

Dress by Sundress

Lara Caspari on Vacation in Spain

Straw Hat: Lack of Color

Lara Caspari on Vacation in Spain

Polo Shirt: Polo Ralph Lauren, borrowed from the fiancé

Dinner & Drinks:

Now, let’s talk dinner & cocktail outfit options! For fancier venues and going out in a bigger city, I do enjoy getting dolled up in a dress, heels and statement earrings. After all, I’m often too lazy to go out much back home, so I soak it all in on my trips. For fresh fish & wine on the beach though, I just love taking out colorful maxi dresses, skirts and wedges for a chic but relaxed look. Another favorite: whites! And basically anything that’s office-inappropriate, for once…

Lara Caspari on Vacation in Spain

Dress: Kora Rae

Lara Caspari on Vacation in Spain

Dress (with a gazillion ways to tie it) bought in a tiny boutique in NYC, similar found here

Lara Caspari on Vacation in Spain

Skirt: J.Crew

Lara Caspari on Vacation in Spain

Lara Caspari on Vacation in Spain

Skirt: Zara

The Boys:

Okidoki, now let me just mention a few things about the boys! Out of the few women I see on vacation that actually made an effort to look cute, more than half of them have a very touristy-looking guy next to them (and he probably suits up nicely on the 9-to-5!). It’s funny because there are some country-specific phenomena to be observed here: While Germans seem to love hiking sandals with socks and some form of trousers with zip-off-legs (urgh), Americans continue to stay loyal to Hawaii shirts, jogging shoes, and safari hats.

What’s up with that?! Please please please, all women out there, go shopping with your man and convince them to buy some soft  suede tassle loafers, colored (or at least beige) chinos, some slim fit shirts and a fitted summer blazer. And then, buy them a good belt for their next bday. You’ll look twice as good next to them if they look at least somewhat dapper.

Lara Caspari on Vacation in Spain

… I swear they didn’t color-coordinate …

Lara Caspari on Vacation in Spain

Jeans by Blank Denim, Heels Valentino

Lara Caspari on Vacation in Spain

And to conclude…here’s to those beautiful sunset views at dinner at the Costa Brava (Calella de Palafrugell)!


1 Comment

  1. Thank you for this wonderful article. The tips and suggestions are right on point and all your outfits look super cute and stylish.
    Can´t wait to incooperate some of it in my looks as well..
    Love from Cologne <3

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