What to Wear: Traveling
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This is basically my travel uniform. My goals when I dress for travel are first, being comfortable and second, trying to not look like a slob. I start with a comfortable pair of dark skinny jeans and striped t-shirt. I add a trench coat to look more polished and a scarf that can fold out and do double duty as a blanket. I always wear these black wedge booties because they feel dressed up but I can walk all day in them and not feel a thing (they are also great with a skirt or dress on another day.). For overnight flights I keep a pair warm socks and a beanie handy and I change into them when I’m ready to sleep. In the morning before the plane lands I just brush my teeth and apply some lipstick before I have to meet someone.
A. Scarf / B. Illamasqua Matte Lipstick in Encounter / C. Classic Trench / D. Striped boatneck Tee / E. Levi’s® Slim Jeans / F. Fun Suitcase G. Suede Booties
Category: travel, What to Wear
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Oh Happy Day is a party and lifestyle blog based in San Francisco. We just moved back after spending a year in Paris, France. We love to throw parties and make things!
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so so cute. love that red suitcase!
Thanks for your fantastic travel recommendations!! Love those booties. I’m thinking about grabbing a pair…
Adorable outfit! Very practical yet polished.
Thanks for this post – I love the layout and suggestions! I also remember awhile back you mentioning your reservations about doing sponsored posts but I’m all for them and appreciate having suggestions from someone whose blogging I trust and look forward to – such as yours! All that to say – great work!
Pretty sure this is one of my favorite posts!!!!! Great outfit, Jordan. Hope to see more “what to wear” posts!
don’t forget a necklace! i travel often in something similar, usually in flats but good suggestion on the wedges. i usually add a white button down, collar up, for one more layer under the stripes- gives me a good back up plan too when i inevitably spill something on one of the layers.
i love when people post their travel wear. achieving that comfortable-but-not-a-slob look is not as easy as it looks. a big key for me is a shoe that slips on and off easily and is as comfortable as a sneaker but is not a sneaker. i love the ones you picked, above
when my kid was a baby i would always make sure to wear a lightweight boyfriend length sweater that could double as a nursing cover-up, and in a worst case scenario, a diaper rag
Even when the rags are in the carryon, sometimes you can’t get to them fast enough!
wow. so easy and chic!
plus, i love, love, love your elephant scarf. adorable.
Where is your elephant scarf from? I love it!
And love this outfit. And your blog! =D
Thanks for this post! I’ve struggled with choosing travel clothes and your explanations/recommendations are perfect.
Catherine Denton
That’s a perfect travel outfit! I always bring along slippers on the plane since my feet sometimes puff up on a long haul flight.
So cute! Where did you get the suitcase in your picture? I’ve been looking for something like that forever!
I got it from TJ Maxx. It’s by Ralph Lauren I think.
I always admire your lipstick color and am so glad to know what it is! But oh shoot! Looks like Encounter isn’t offered anymore. Bummer!
They usually have it if you go into Sephora.
I loved this post! And I am also a collector of many things elephants – could you please share where you got your particular elephant scarf? I have been searching high and low for animal print scarves, such as yours with elephants or others with zebras or cats. It is so difficult to find the right one! Let me know and thank you
I got it at Anthropologie about a year ago.
Great advice! That’s exactly what I go for, too. I think coworkers I travel with are sick of seeing my navy/white striped tee! ha!
– Danielle
I loveeeeee levis. my favorite jeans ever!
CUTE! i love your scarf!!
THANK YOU for writing a travel-wear post and NOT suggesting Keens! I have those shoes in tan, although they do kill me after wearing them all day. I always leave the trench behind in order to save space and then end up freezing my butt off. I also like to use a pashmina as a scarf, because if I put it down on the ground as a picnic blanket, it doesn’t collect dirt and sticks.
PS – where do you buy those spices for the tea in your last post?
such good tips. I always struggle with this.
I really enjoy reading your blog…always fun! That elephant scarf…my daughter would love love love that…can you share where it came from?
Love the scarf that doubles as a blanket. (I can see that others do…too!) Definitely cute…and useful!
wow, love it. so perfectly stylish, practical and classic. well done!
I absolutely love your scarf!
It can be a challenge sometimes to be comfortable and look polished while traveling, but you have done it Jordan! Well done on a perfect post!
Jordan! Great post! Are the shoes you are wearing and say are so comfy those same Dolce Vita suede booties?
No I got mine here in Paris a few months ago. These were the closest I could find. (The look almost identical to me.) It think the key is just to have wedges that aren’t too high.
Love this whole outfit, but I’m especially loving the idea of using a scarf as a blanket. Never really thought of that before. I’m constantly getting cold on planes, so that’s a great thought!
I travel with a scarf too! That way when I’m napping next to strangers I can drape the scarf over my head to avoid people seeing my sleeping drool face.
It’s hard to find cute, dressy boots that are comfortable enough for city walking. Do you know where one might be able to find those DV boots in Paris?
I got the suede booties from the shoe store Eden.
great traveling trousseau. i whole heartedly agree. i have a similar point of view when i travel as well. look smart and no checked baggage. i learned after airfrance lost our luggage and it chased us for two weeks all over the middle east and europe. enough is enough.
a scarf that doubles as a blanket? yes please! those heart shaped sunglasses are so rad i can’t take it!
Do you promise that those shoes don’t hurt after a long day of walking? I’m always on the lookout for comfortable but stylish travel shoes, and I would think anything with a heel would be miserable…but I’m tempted to try them out. So, honestly, you would wear them for a day at the louvre?
Hi Johanna, the booties aren’t the exact same ones as I listed here since the store doesn’t sell online. But I’ve had really good luck with buying wedge boots with a not-too-high heel. They look put together but are super easy to walk in. I wear mine almost everyday when I travel. (Even after three days walking in Rome.)
So perfect!
I love this classic look, and those heart shaped sunglasses are fabulous! Happy Valentines Day!
There’s a storqe here in Portland that sells the elephant scarf…I was just there last week and saw it. The name of the store is Ink and Peat. I don’t see the scarf in their online store but I bet if you call them they can ship it to you.
Love the shoes! I am going to try them. Could be good shoes for shooting days as well.
As a fellow traveling mom who also wants to look great, I applaud your fantastic style. Well done ! Love the hat box !!!
Dying to know where you got your suitcase from…love it!