This post contains references to tours and experiences  from affiliate partnerships.  We may receive compensation when you click on those links.  Tours and experiences explicitly discussed and posted on this site have been carefully vetted.

Do You Check a Bag or Carry On?

Want to see what I packed for a month in Italy?  Yes, an entire month.  Spoiler:  I’m not a light packer.  There.  I said it.  I probably will never be, but I’ve managed to pack a lot lightER than I used to.  One thing that has changed the game for me when it comes to packing is getting organized.

To illustrate how I go through the packing process, I’m going to share the steps I take from weeks to days before my trip through when I’m on my trip.


Get Organized

I have a packing checklist that I created to help me remember what items I need.  If you click here, I’ll give you an editable copy of it.  It has the items that I pack, but you can change it to meet your own packing needs.



From outlet converters to cameras and cords, there are so many electronics that I carry along with me when I travel.


Last minute Items

I’m always waiting until the last minute, but some of these items were necessary and thank goodness Amazon delivers quickly!


Toiletry Bag

Game changer!  I NEVER organized my toiletries until 2021 and I don’t know how I managed to keep track of all these items without my toiletry bag.  I love the fact that there’s a pocket for everything and the entire bag just folds and zips right up and can be hung up as soon as you get to your destination.


Everything I Packed

Do you want to see a quick overview of all the items I packed up in my suitcase?  Here’s a very satisfying high speed packing video.


Carry-On Duffel Bag

I don’t think my anxiety could handle lost luggage.  To avoid stress, I started packing up my suitcase and then throwing a thin duffle bag inside to make sure everything fits.  Once it does, I take the duffle and fill it with the most important items such as a set of clothes, makeup, hair products, etc.  If it’s something that I would regret not having in a pinch, it goes in my carry-on duffel.



I LOVE my Nordace backpack and bring it on every single trip I take so I can tote my laptop and other work items around.  It’s well-padded for electronics and has a lot of fun compartments for storing various items.


Shoes I Packed

I don’t recommend coming to me for shoe advice.  I pack VERY simply when it comes to shoes.  If I’m traveling to Europe, I’ve stopped packing heels or wedges because I end up never wearing them.


Pack My Suitcase with Me

Do you want to see a real life game of tetris?  Finding the right packing strategy in order to fit every single thing into my suitcase gives me a boost of serotonin.


Casual Day Bag

My new favorite casual bag is this Herschel crossbody.  It was perfect for long walks, casual strolls around the city, or just a quick outing for a cappuccino.  It has more room than you would expect for fitting tons of items.


Dressy Day Bag

When I want to look a little more stylish while walking around a city, I thrown on my Michael Kors crossbody.  This bag is comfortable, spacious, and also CUTE! The front little pocket is the perfect size for a couple of lip products and a portable charger!

About the Author

Hi! My name is Terry and I'm a former elementary school teacher. After 13 years in the classroom, I decided to take my side hustle of creating educational resources full-time.

Now, I work remotely and have the time and flexibility to do what I've always wanted to do more of: TRAVELING. I've created an online space where I can share my adventures along with tips for anyone who has had the desire to seek adventure, but may have things holding them back. Whether it's financial reasons, or you simply don't have anyone to go with - I'm here to help you get inspired to just go for it and book the trip!

If you're looking for that push/motivation, follow along with me! Make sure you check me out on TikTok and Instagram, too!