Easy Travel Outfit

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I don’t know about you, but when I travel I like to be comfortable. 

Coincidentally, I’m now down 20 pounds so I’ve been having fun redoing my wardrobe to celebrate a small milestone hit. 

Since fall is coming, it’s been ages since I’ve done an outfit post, AND I came across two great finds this month I figured I would share them with you. 

Easy Travel Outfit

As I said, when I travel, especially if the destination will take more than 2 or 3 hours to get to, I need to be comfortable. 

So for my recent trip, I traveled wearing black leggings, a basic solid top, Piper Black Snake Canvas Shoes from Lamo Footwear, and The Transform by Urban Originals

Why Piper Black Snake Was My Choice of Shoes

Unless it’s a special occasion, or I’m going running, you can find me in some canvas shoes. So, there’s no real surprise here that I’d be traveling in them as well. 

However, as a huge canvas shoe lover (and owner) I can tell you that not all canvas shoes are created the same. 

I have my favorite pairs, uncomfortable ones that usually get donated, and then ones that are worn on special occasions. 

I chose to wear the Piper Canvas shoes for my recent trip because they are super comfortable to wear and the design is very stylish. Plus, unlike the canvas shoes, I usually travel in, I don’t feel every single thing that I step on. 

I have two pairs of shoes from Lamo Footwear, with my other pair being the Juarez Boots, that I can’t wait to travel in during the winter months and wear them while lounging around the house also. 

If you don’t own a pair of Lamo Footwear shoes yet, you’re going to want to check them out. 

What I Like About The Transform by Urban Originals

Usually, I’m not a fan of big purses. 

However, when I’m traveling having a big purse is a must. 

My normal travel purse doesn’t close when the iPad and keyboard are inside, which is a problem when in crowded and unfamiliar places. Plus, my most recent trip was a business trip so having both the iPad and keyboard readily available was definitely needed.

Thank goodness, the Transform by Urban Originals is not only spacious enough but it’s cute. 

It does come with a purse strap, for those who are wondering, however, I like to wear my purses on my wrist. 

It even has two compartments inside so you can keep everything organized. 

Closing Thoughts: Comfort Is Key For Creating the Perfect Travel Outfit

When it comes to outfit planning I like to try to keep it as easy and comfortable as possible. For other easy outfit ideas make sure to check out my easy casual outfit and easy errand outfit

What do you like to wear when you’re traveling? 


Easy Travel Outfit


  1. I need pants that are comfortable to sit in for a long period of time. I also like shoes that slip on and off easily.

  2. mya kroeplin says:

    that’s such a cute outfit. I love something that is super comfy and great for travel as I’m always on the go. this looks fantastic.

  3. Tiffany La Forge-Grau says:

    I always look for something comfy to wear when I travel. This would be so nice to travel in; looks cute too!

  4. Nikka Shae says:

    I really like that purse! This is a comfy traveling outfit too!

  5. We travel quite a bit and being comfortable on long car trips is a necessity. Nothing worse than being stuck in the car in uncomfortable clothes!

  6. I’m with you! I prefer comfy dress and shoes when I travel. I avoid packing jeans and bulky outfit. I like the whole ensemble. Thanks for sharing!

  7. I loved how you’ve styled your entire outfit! You look absolutely gorgeous!

  8. Ruth I says:

    I will be checking out the Lamo Footwear shoes. I need a more comfy shoes when traveling.

    1. Ruth,

      They have some super cute stuff. Their boots are even comfy as well.

  9. Catalina says:

    This is definitely a very cozy outfit. perfect for traveling! You look awesome!

  10. Kimberly Storms says:

    I am like you, when I travel I want to be comfortable above all else. I like layers and baggy though, not sure my style has a name to it, maybe frumpy? LOL You though look great even while traveling comfy!

  11. That looks like a very comfortable outfit for traveling! I’ll have to look into getting a pair of those shoes for myself. I like a big purse so I can have room for a sweater. That purse looks like a great one.

  12. These are all great items to have when on-the-go! I love carrying a big bag to carry a lot of what I’ll need.

  13. I love this super simple and cute outfit. Leggings aren’t my thing but I typically wear a shirt like you have on with jeans and casual shoes.

  14. Love this look! My go-to travel outfit consists of leggings, a comfortable top, a sweater in case I get cold and shoes that are easy to slip on and off to go through airport security.

  15. This is such a fabulous outfit! I am all about comfort. And I really like this purse as well. Great color.

  16. robin rue says:

    I LOVE that purse. I always have a big bag with me because I carry stuff for the whole family!

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