The Ultimate Comfortably Chic Travel Outfit

Traveling is always fun, but the actual flying part can be a hassle. Here are three ways to look absolutely put together and chic when flying, while remaining totally comfortable.

There is an art to traveling while looking cute and maintaining comfort. When I first started travelling, I would always wear clothes that while looked cute, would be sooo uncomfortable during long flights. I once wore a dress on a 10 hour flight with heeled boots. I looked cute but I was basically dead when I landed.

As many of you may know, I travel internationally a lot. I went to Uni in Glasgow, Scotland, but I grew up in Denver. I have moved back and fourth a total of 4 times! yeah I know, a bit much.

BUT this means I am a pro at knowing how to be both functional and cute when flying. I know which clothing articles cause more trouble than they are worth. For example, while I am a proponent of cute boots 24/7, I have learned to avoid wearing such beasts while traveling. They take a long time to take off and put on in security lines, and you end up getting uncomfortable on long fights.

No two trips are the same, but here are some travel outfit picks designed to help you travel comfortably and look stylish doing it:



The Look:

This look is perfect if you have a long day (or night) of travelling ahead of you. This outfit is both functional and fashionable and helps you get from one place to another without too much hassle. This outfit is probably one of my go to choices when travelling.

Overcoat

I always take my coat on the airplane with me. It helps that I travel a lot to chronically cold places, but I like having something warm on the freezing plane during long flights.

Long T-shirt

I love a t-shirt when traveling on long flights. I have my extra layer just in case it gets cold, but when I am running from one end of an airport to another to catch a connecting flight, I can really build up a sweat.

Weekender Bag

I am all for a cute weekender bag. Not only are they super stylish, but they allow for a bit of cheating on airlines as most of them fit the dimensional criteria for a ‘personal item’. Most airlines allow you to bring both a carry on and a personal item for free. I can usually sneak in at least a day or two of extra outfits if need be.

The trick however, is packing them in a way that doesn’t get you stuck at security. I always make sure my liquids are at the top in a clear plastic bag ready to pull out. This always helps me get through security with minimal hiccups.

Cut Out Leggings

Leggings are the absolute best things to wear on long flights. They are breathable, they don’t constrict, and they are so comfortable to travel in. Plus, they look super cute when styled. I honestly wear leggings most of the time I travel, especially if I have to go do things straight off the plane, I still look put together.

Adidas Superstars

I love wearing my Superstars travelling, in fact, I think I’ve only really used them to travel! They are so easy to slip on and off, and in some countries, you don’t even have to take them off at security check points. Not to mention they are so comfortable. These shoes are perfect for a long day of travelling. 


Shop the Look:


The Look:

I love this look because it’s a comfortable and chic way to travel. Plus, you really don’t need to change if you are headed straight from traveling to activities, this look is great to wander about new cities in.

Turtle Neck Sweater

Turtle neck sweaters are one of my favorite pieces to layer. They look good with pretty much any outer layer you can find. They also keep you warm and cosy when flying.

Pull on Trousers

So finding good trousers to travel in is a pain. Either they are really cute but constricting, or they are kinda thin and don’t work too well for travel. These trousers look like cute work trousers you would wear out, but have an elastic waist band. They pull over easily and will not constrict during your travels.

Knee Length Coat

So again, coat can double as a blanket during flights. (I am telling you, there is literally no way to stop the cold blast of air on airplanes). The knee length coat is probably one of my favourite looks because it can be worn in so many ways and accentuates what your wearing.

White Trainers

One thing I love about this outfit is the white trainers provide a colour contrast. While I LOVE all black, sometimes it is good to add a pop of another colour. Not to mention, trainers are GREAT for traveling. They are comfy, easy and they can be really cute.

Cute Belt

I am seeing this belt EVERYWHERE on pinterest. So naturally, I bought one. I have been pairing it with almost everything. It adds a bit of bling to your outfit without overdoing it, and honestly dresses this outfit up a bit. Plus, belts while may seem uncomfortable, they are adjustable, so you can adjust them to be more comfortable while flying.

Quilted Backpack

I love traveling with a cute backpack! I mean who likes to run around the airport lugging around a billion things in your hands or slung across one shoulder? I find that on days I know I have a lot of connecting flights and need to be running around from one end of the universe to the other, hands free is really the way to go.


Shop the Look:


The Look:

This look is good if you have a shorter flight and need to get going when you land. This is the type of look that I go for after flying home from a weekend holiday. This way, I can jump into all my to do’s for the day without losing more time.

T shirt

Boyfriend Jeans

These are more ideal if you do not have a long flight ahead of you. Jeans can start to get uncomfortable after a while. But for shorter flights where you have to jump into activities, jeans are a great piece to wear. I love wearing my jeans on weekend trips because I can just jump into the day’s activities and not waste time changing. Plus, jeans tend to be a heavier material, so when I am crunched for space on a flight, I wear my heavier clothing to save room.

White Trainers

Okay, so again, trainers are PERFECT for travelling. I literally cannot stress this enough. Especially if you are going to be doing a lot of walking the same day you fly. I can’t count the number of times I wore non-functional shoes, went sight seeing and regretted it for the rest of my trip. Happy feet = Happy sight seeing.

Long Coat

If you are sensing a theme, you are probably right. Long coats are some of my favourite pieces. They can be casual or dressy and again, they are so warm!

Tote Bag

If you are going on a short trip, a tote bag is perfect. You can still carry on most of your travel necessities and they are adorable as well as functional. I always bring a tote bag on weekend trips because I don’t normally need as much space. I like a tote bag with interior pockets though so that I do not have to dig for my travel documents.


Shop the Look:


What is your go to piece when travelling?

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2019 Adventures

2018 had some good adventures. I got to go to London for a weekend, moved back to the US from Scotland, and then went to Cozumel, Mexico for a wedding. All in all, a pretty adventurous year for me.

This year, I hope that I get to go on more adventures and see more places. I feel like I didn’t take full advantage of living in Europe last year. Travelling to different places is so easy when living in Europe. You can find cheap flights for as low as 20 GPB. Plus, travelling in Europe doesn’t require you to take off weeks from work or school. You can easily travel in a short amount of time, which means you can travel on weekends if you have a busy schedule.

This coming September, I am moving back to Scotland for law school, and I plan on taking full advantage of my location this time around!

These are the adventures I already have planned for the 2019 year:

February, 2019: Glasgow, Scotland

Okay, so I am a bit homesick! Plus my wonderful boyfriend lives in Glasgow, so I am going to go visit him for his birthday, so Scotland is the first place I am going to. Glasgow is by far my favourite city, it has a disheveled elegance that makes it unique. Plus, the university is what inspired Hogwarts. Which brings me to this; if you love Harry Potter, Scotland is the place to go.

August, 2019: Amsterdam

I think Amsterdam is one of this trips in 2019 I am most excited for. I have never been to Amsterdam, well that’s a lie, I have been to the airport.

This trip will be one of the longer ones. I will be exploring Amsterdam for 6 days at the end of August into September. Fall is one of my favourite seasons. From what I hear, Amsterdam in the fall is lovely and colourful! I cannot wait to see what Amsterdam has to offer!

October, 2019: Paris, France

Paris. Iconic, romantic, and of course, one of the biggest places in the world for fashion.

I have been to Paris a few years back, but I was literally there for a day and a half, which made it hard to really explore it as much as I would have liked. I am excited to see the beautiful old buildings, eat the wonderful food, and enjoy some amazing shopping. Not to mention, I am trying to teach myself French, so I am excited to use some of what I have learned too.


Check Back in for Updates

Be sure to follow me and keep a look out for posts following my adventures. I will be pre-departure posts which will include packing lists, itineraries and more. Plus, I will post all about each of my adventures in detail. Is there anything you all want to see from my adventures?

What adventures are you planning this year?

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Packing Guide: For a Winter Weekend Away

Packing is always a struggle, especially now that airlines have increased ticket prices to bring checked baggage on flights. However, if you learn to be a savvy packer you can not only avoid paying for checked bags, but you can also save time at check in and in security lines!

Because I travel so much for life now, I have learned how to pack the perfect amount for weekend get aways. I used to throw all the pieces I thought were cute into a bag and forget about practical needs. This would always result in me turning into a hot mess and losing all my chicness during trips.

I am here to help you avoid my past mistakes. I have put together a packing guide to help you understand what to pack if you have to travel this holiday season:

It is possible to pack lightly but still have versatile outfit choices throughout the weekend. The trick to this is to pick a colour scheme for your pieces that can easily be mixed and matched. This will help you create many looks for a variety of activities through the weekend.

Creating Multiple Outfits with Only A Few Pieces:

Here are my favourite combinations of pieces from the packing list. There are even more possibilities you can create. That goes to show you how much you can do with minimal amounts of choice. This tactic is the best choice if you are traveling with restrictions on what you can bring. However, I always like to create my packing lists utilising as few pieces as possible because it is way more convenient when traveling to have less to worry about.

What is one thing you cannot live without when travelling?

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