Oliver and I recently went on yet another international vacation – this time to Greece. We decided to change up our usual modus operandi and try out a cruise ship. I have a lot of thoughts on that (let me know if you guys want a blog post just about this?) but this post is about what I wore and why I brought it.
Now if you’ve read my post about Tahiti, I definitely decided that next time we were planning to travel to somewhere warm (and believe me – Greece was HOT the entire time we were there) that I was going to bring copious amounts of sundresses. And so I did, to the detriment of my backpack.
My collection of proposed packing items (almost exactly what I ended up bringing minus a few last minute cuts, and the “geriatric nurse” outfit that I wore for the plane. Supremely comfortable, and perfectly warm if not my most stylish travel ‘fit.
I want to stress that trip packing is not a one-and-done deal, but that there are always new lessons to be learned and new tweaks to try. We took some of the lessons from Tahiti and applied them to great impact on this trip:
- We made more room for sunscreen by bringing shampoo/conditioner bars and reducing other liquids.
- We brought straight up /better/ sunscreen and were more religious about applying it
- I packed more with the idea of comfortable in mind than I did when we went to Tahiti – for example I brought looser clothing (sundresses) and remembered bike shorts for my poor thighs
The red sundress I wore in Crete and the sunflower dress I wore in Rhodes.
I learned some new lessons on this trip, however, when it comes to clothing.
- The benefit of not sundresses is layering – of course this comes into play with style, to keep outfits feeling fresh, but this also comes into play with smell. Dresses get smelly, and when one is too smelly it takes a whole outfit out of play instead of just one piece. I did hack this a bit by hanging my dresses inside out in the closet while on the cruise ship, which allowed them to air out some.
- The type of shorts I bring are very important, and bike shorts are my real heroes: they keep my thighs from rubbing together and don’t move, they are comfortable, they are thin enough to work under a dress but thick enough to work as bottoms on their own, they pack small. For real, if you’re mid-size or bigger, try bike shorts on your next vacation.
- Long sleeves didn’t necessarily equate to hotter, and it was sometimes nice to have a loose fitting long sleeve shirt to wear to save myself some sunscreen effort.
- I need to prepare for not being able to wear my dresses some days, or that I’ll want to change up my look, and bring more layering pieces in the future.
The striped shirt and bike shorts I wore in Mykonos, and the t-shirt and bike shorts I wore in Olympia.
Now, let’s get into the nitty gritty of what I brought, what worked, and what didn’t.
** Skincare/Hair Care **
I have been working on clearing up some pretty rough acne and I know that sunscreen and dirt and sweat can make this worse, but I also wanted to cut down on liquids so here’s what I ended up with.
What I Did: At the time I was using Curology (I’ve since stopped using their products, but they did a decent job on this trip) so I brought their cleanser and moisturizer. Greece has a limit on how many prescription products you can bring, so I did not bring my medicated cream. In addition, I brought these face wipes from BusyCo which are really awesome, work well, smell great, and are compostable! They also pack super small which is convenient. For hair care, I brought this set of shampoo and conditioner bars which I got from Grove Collaborative (but you might be able to find elsewhere).
What Worked: In contrast to Tahiti, I wasn’t having to bug spray at night, so I actually did my most intense washing in the afternoon when we stopped by our room to shower off the day’s sweat and rest. This worked very well for me, and I think would be easy to replicate with any skin care regimen. My skin was pretty rough before we left, but actually cleared up a bit while on the trip. The shampoo/conditioner bars were honestly better than I expected though it did take a bit of effort to figure out how, exactly, they worked. If you can put up with a bit more work in the shower, I say look into some bars because they save on liquid space. I put ours in soap savers I got for like $6 from Ross, so they also dried out well between uses and packed without leaving grim on anything.
What I Would Change: Honestly, not much. I think I really hacked what worked well for me this time.
The floral dress I wore in Corfu, and the red dress worn again under one of my layering tops for Santorini.
// Hair Sidebar – Accessories //
Since I knew we wouldn’t really be swimming on this trip, I brought a few more accessories.
What I Did: I brought a whole host of cute bobby pins, a couple of clips, and two big scrunchies, and two small scrunchies.
What Worked: This setup was a quick and easy grab, especially since I have short hair right now. These were all tested items that I use every day at home, so I knew they would do roughly what I wanted them to.
What I Would Change: THERE WAS SO MUCH WIND IN GREECE. Legit, I almost made Oliver learn to French braid while we were on the cruise ship. If you were wondering why my hair is such a mess in all these photos – for real, the wind was a problem for my short curls.



** Shoes **
What I Did: I brought my Vionic leather sneakers and this pair of Tiva sandals.
What Worked: After our very first international trip to Paris, and again tested in Tahiti, I have really figured out what shoe combination works well. The sneakers were better for our city roaming days, and the sandals were better for scrabbling about the dusty ruins. I am a firm believer in bringing two pairs of shoes – even better if they are pretty different from each other – so that when things start to rub or blister, you can change it up and give your feet a break. I saw this in full force on this trip. Also, it should be noted that my Vionic sneakers held up much better than my Aerosoles I previously used as my travel shoes, and they had better support than either the Aerosoles or the Soludos. If you’re looking for a solid pair of well made travel shoes, I highly recommend checking out Vionic.
What I Would Change: My main concern was that neither pair of shoes had a really good grip for the loads of marble or the dry, dusty climate. I wasn’t anticipating that Greece would be so dry in general, and I might hunt better grip shoes for our next foray into arid lands, but overall both pairs of shoes did exactly what I needed them to.
Athens days one and two. The striped shirt and shorts was by far my least successful outfit – in future trips I probably won’t bring these shorts again. The dress was fine, but I felt a little weird about how see through it was.
** Clothing **
What I Did: I brought on this trip four sundresses, three t-shirts, one long sleeve shirt, one sweater, one pair of sweat pants, three pairs of bike shorts, one pair of looser athletic shorts, two long tanks, one crop tank (tight fit), light rain jacket, one swimsuit.
What Worked: As I mentioned above, the bike shorts were the real heroes – even though the sundresses were a lot flashier. I’m very glad I brought two long/loose tank tops, as these did all the real sweat mopping work under my cute dresses. The tight top wasn’t super practical – I’m not positive I would bring this one again.
I purchased another sundress from the locals and once again, this was the perfect thing for this climate. It’s almost as if the people who live there know how to dress for it! Also, as I mentioned a bit in the caption above, I frequently had some concern about how see through some of my dresses were. Fun fact: the Greek people do not care ONE BIT about you seeing their underwear through their cute sundresses so this was entirely my own self-conscious issue. Once I got over this, I was a lot more comfortable in the heat.
What I Would Change: Definitely some of the items I brought were just too heavy. Specifically the turquoise t-shirt; while it’s a very cute layer and did do that job well, it was a bit thick for the heat. So when I was layering it over things, I was often just too hot. I also probably needed to bring one more pair of regular shorts (maybe the denim ones I cut from the first picture in this post) and maybe one more t-shirt. I forget that my travel outfit is usually completely wasted by the time we arrive (I get so smelly on planes)! Also, I didn’t need to bring the raincoat at all — the only day it rained, we didn’t have our coats and my sundress dried out just fine. Plus the wet was a welcome reprieve from the hot sun and dry wind.
The sundress I bought in Greece, my go-to cruise ship outfit, and Oliver in his favourite outfit – linen pants and floral button down shirt, paired with his dad hat and sandals (of course).
** Final Thoughts **
I really love travel, and while I complain endlessly about it, I also love the challenge of travelling out of a backpack as a fashionista. It feels like such an accomplishment when I implement new lessons each time, and learning and growing always feels so natural when it comes to trip fashion. At the end of the day, I love to look good and I love to see new things, and the combination of the two is *chef’s kiss.*
I feel like each time we go on a new international vacation, I also start to hone in on what is important to me while travelling, and it’s comfort – hands down. I really need to be able to move well and look cute while doing it. In this sense, the sundresses do a lot of work. But I also need to bring items that pack efficiently, and use what little space I have to the best of my ability. The sunflower dress was so dang cute and pretty comfortable to wear, but took up about half of my space. If I had swapped that for some smaller items, I could likely have fit at least two other full outfits – dresses or tops & bottoms – and this would have been to my advantage.
Finally, I want to talk a bit about colour palette: I’ve proven, handily, that you can bring a whole host of colourful patterned items that all work together. To all the people out there who want to try a capsule wardrobe or want to travel out of a backpack but aren’t really into plain-jane clothing and neutrals – it can be done. I never once felt like I was trying to make colours or patterns go together that just didn’t work. The whole palette made sense. My best helpful hint for how to do this is to lay all the items out that you intend to pack (like I did in the first photo of this post) so you get a quick visual on things that just don’t work together. In the future, thought, I might not put the strict ban on black clothing like I did this time. I have some really fun sundresses and shirts that were quickly ruled out as packing options which might have worked better than some of the items I brought.
I hope all of you get to travel soon, and that these fashion debriefs are helpful in your own packing adventures.




What are your go-to items for vacations? Do you bring multiple suitcases or just backpack it like we do? Planning a trip and don’t know what to pack? Let me know in the comments below.






































