What do linen, breezy tops, and straw bags all have in common? They are just begging to go on vacation (kinda like me). I know this time of year there are a lot of vacation plans happening so I thought it would be helpful to share 11 different outfit ideas to help you plan what to wear on vacation!
One of the easiest ways to pack is to fully visualize each outfit. You can even use packing cubes like these to help you organize your outfits. I will never travel without them – It’s a total packing game changer!! Not only can you use them to organize your clothes but there is a zipper system that compresses them after packing them in to save even more space. I was able to use these to pack so much into my carry-on. 10/10 recommend!!
But back to the cute vacation outfits. Pinterest is loaded with the best vacation outfit ideas, so thats where most of my inspo comes from. These 11 looks will take you from plane to beach, to sightseeing, to dinner. Add PJ’s and a few workout clothes and you are good to go!
What to Wear on Vacation: Travel Outfits
When it comes to travel, my ideal outfit should be comfy, cute, and polished. No shade to the PJ wearer, but I want to hop off a plane and have vacation mode ON.
1. Joggers and Striped T-Shirt
suitcase here / striped linen t-shirt (xs, tts) / joggers (small, runs a tad small) / sneakers (8, tts)
This outfit is perfect for the girl who wants the comfort of leggings without wearing leggings. I’ve had these joggers for years and they are so comfortable for travel! They are also perfect for when you need an extra cozy layer on vacation. This linen top is lightweight and a step above your average T-shirt. It also pairs well with almost any bottom.
2. Casual Dress + Denim Jacket
dress (runs big, size down, wearing xs) / denim jacket (tts, small) / sneakers (tts, small)
This dress is so cute, comes in a bunch of colors, and is beyond comfy. It looks especially cute paired with a denim jacket. I normally wouldn’t wear a dress on a plane or for travel but this one is an exception. The fit is relaxed which also makes it super comfy. This would also make a cute casual outfit for sightseeing or brunch. Fit is loose, I would size down. Wearing an extra small here and it’s still loose.
3. Linen Pants + Basic Tank
beige linen pants (runs large, wearing xs) / basic tan tank (fitted, wearing small) / denim jacket / black tank (relaxed fit, wearing xs) / blue linen pants (runs large, wearing xs) / tan braided slides (tts, 8)
I feel like linen is the ultimate easy vacation look. It makes any look slightly elevated. Instead of wearing jeans and a tank, I love the idea of pairing these basic tanks with the linen pants. The ones shown are the same, just different colors. These would pair so cute for casual dinner or lunch outfits too. Both tanks are must-haves. They are perfect for layering or wearing alone. To dress these outfits up while on vacation, layer some cute jewelry. It’s an instant boost to any outfit. I especially love the fit and look of the black one! And they are both under $10 so you can’t beat that!
Cute Beach Vacation Outfits
4. Striped Button-Down + Shorts + Straw Hat
striped button-down (relaxed fit, wearing small) / swimsuit (I sized up for length, wearing med) / white shorts (tts, xs) / hat
This button-down is so cute! It has a linen feel and oversized boyfriend fit. I do not recommend sizing down in it if you want that relaxed beachy vibe. The pink is more vibrant than it looks in pictures, which makes it feel extra cute for a beach vacation outfit. This white swimsuit is super flattering, and I love how it looks paired with the white shorts. I really think the hat rounds out the beach outfit look!
5. Linen Tunic Tops + Swimsuit
linen tunic (relaxed fit, wearing xs) / bike shorts (last season, similar linked) / tank (size small, runs fitted) / swimsuit / watch / bag
I have been hunting for some high-quality linen tops, and when I found these tunic-style ones I fell in love. Sounds dramatic, I know, but they were exactly what I was looking for! They are long enough to wear alone over a swimsuit, but also look adorable with jeans, shorts, and athletic wear (like over an athletic one-piece!). The material is thin enough that you can tuck it into your shorts or tie it up and it won’t be too bulky. I am wearing a size extra small, and the fit is still very loose so consider sizing down one.
6. Swimsuit + Cover-Up
cover-up / black swimsuit (similar) / sunglasses
This white coverup has come on vacation with me so many times! It’s perfect to throw on for a poolside lunch or chasing after the kiddos. It’s also very bump-friendly!
Casual Vacation Outfits
7. Flutter Sleeve Top + White Shorts
flutter sleeve top (runs big, wearing xs) / white shorts (tts, xs) / white slides
This style top is so sweet! I love that you can wear it on or off the shoulders. This top runs pretty loose so consider sizing down at least one. Wearing an extra small here. It pairs really well with light-colored denim or white shorts like these pull-on ones seen above. These sandals are also a great vacation outfit item to bring because they are neutral but add a fun pop. They also work great for pairing with nicer outfits or wearing poolside.
8. Flutter Sleeve Ribbed Tank + Pull-On Shorts
flutter sleeve tank / high-waist shorts / braided slides / straw bag
I’m not usually into ruffles but these flutter sleeve tops are so cute! I love that they are a little more of a structured ruffle so it adds more of a drama look versus a super girlie-cutesy look if that makes sense. Paired with these shorts and you have the perfect brunch outfit! Individually they both work with multiple pieces and can be dressed up or down. This is what makes these items perfect to travel with. Shorts and sandals run true to size, the tank is pretty fitted, wearing size small.
9. Linen Blend T-Shirt, Pull-On Shorts + Straw Hat
striped t-shirt / high-waist shorts / hat
This look is perfect for sightseeing. I love how breezey both the t-shirt and shorts are. The hat goes perfectly with this outfit too! As you can see from the other outfits I styled from these items, everything is super versatile which makes them perfect to travel with.
What to Wear on Vacation: Dinner Outfits
10. Relaxed Linen Dress
black and white dress / straw bag / headband / pink dress
I love how flowy these dresses are. They are pretty much straight down and can be worn as shown or paired with a belt for more waist definition. Both colors work perfectly for a beach vacation dinner outfit! I love how perfectly they pair with the straw bag. The fit is loose and the straps on the dress are adjustable. I recommend sizing down. Wearing size extra small.
11. Pull-on Shorts and Basic Tank
black tank / white shorts / braided heels / straw bag
Recognize these items? As you can tell, I love finding items that can be worn with multiple pieces and for different activities. A simple tweak of adding casual sandals instead of the heels and you have another easy daytime outfit! Wearing size extra small in both.
I hope this was helpful in packing for your next vacation! I think the key is choosing items that can be worn with multiple pieces and styled in different ways.
Which look was your favorite? Let me know in the comments or over on my DM’s on instagram.
If you would like to see these outfits in motion – check out these reels:
What to Wear on Vacation – pt 1
What to Wear on Vacation – pt 2
4 Travel Looks (that aren’t leggings)
x, rae
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