17 March 2024

Stylish Outfit Ideas For Your Next Vacation

Vacation: Rails sweater | Paige jeans | Sandals | Clare V. bag, similar | Necklaces: here, here and here

Stylish Outfit Ideas For Your Next Vacation ☀️

Next week I’m headed to LA with my youngest for what I’m pretty sure will be the last spring break trip with my kids. This time, it will just be me and Jake, and I’m looking forward to having a little one on one time. We’re visiting my friend Jason at Fidelity Denim, and he’ll be showing us the factory where everything is designed and produced. I’m super excited to share this with Jake since he’s a Fashion major in the School of Business. We’re both super grateful for the opportunity! After that, the plan is to hang out in the sun, eat yummy food, maybe hike, and of course, squeeze in a little shopping.

Lately I’ve been getting lots of lovely texts, and by the sound of it, many of you also have some fun travel plans coming up! No matter where you’re going, packing can be challenging … for any of us 😉 Last summer, when I went to San Diego and Paris in the same trip and had several important events to attend, I started a “new concept” for packing. And since then, it has really helped me make sure I have the correct outfits. So, I thought I’d share it with you!

Today’s post gives you several stylish outfit ideas for your next trip. And, here’s my packing concept: if you lay out your clothes by outfit according to the things you’ll be doing, it makes packing a lot easier! To start, I highly recommend these compression packing cubes — they’re life-changing when it comes to fitting everything in your suitcase. They aren’t expensive, and they help you stay organized and tidy. Plus, if you pack them by activity, it’s really efficient. So, keep reading for some new style board inspo and a few stylish outfit ideas you might like for your next trip. Happy travels!

Recent travel posts

Here’s A Packing Tip That Works For Every Trip

9 Warm Weather Essentials To Buy Before Spring


Travel Outfit Ideas and Packing Essentials


Susie’s outfit: Spanx crew (over shoulders) | Spanx Wide-Leg Pant | ATM t-shirt | Sandals

Top row: Black blazer | ATM tee | Baseball hat | Denim jacket | Middle row: Jewelry case | Luggage | Beis Weekender | Scarf | Right: Rails dress | Sneaker | Sandal | Chloe tote | Sunglasses | Bracelet

On a recent trip to CA, I went for the comfy route and wore these Spanx pants and the crew sweatshirt thrown over my shoulders (photo above). I recently picked up a new suitcase, and it’s nice to have one in a different color when you arrive in baggage claim. And, can’t say enough good things about this black scarf that I take on every trip. I highly recommend it, along with the Beis weekender bag. To see more travel favorites, click here to see the shop.


Recent vacation outfits


Left: Rag & Bone t-shirt | Paige Anessa jeans | Vince Camuto sandals | Black casual jacket | Middle: Ulla Johnson dress | Chloe tote | Sandals | Right: Striped tank top | Denim skirt | Black casual jacket | Sandals


Daytime dresses for lunches and shopping


Susie’s outfit: Ulla Johnson dress | Clare V. bag | Right: AG denim jacket | Frame dress | Straw tote | Sunglasses | Sandals | Bracelet

Comfortable dresses are worth every penny in my book! They work with denim jackets, cardigans over your shoulders, flat sandals or heeled sandals … the list goes on. They can be dressed up or down, and you’ll always feel polished and put together. Dresses are my go-to all summer long. Right now, I have my eye on this Veronica Beard denim dress and this new Rails one. Both so easy, and wearable for everyday.


Happy hour


Susie’s outfit: Rails blouse | Jeans | Sandals | Clutch | Right: Lady jacket | Green top | Earrings | Jeans | Bottega bag

Having a cute happy hour outfit works whether you’re on vacation or at home! Of course dresses are always a go-to, but sometimes a pretty blouse, jacket and denim is comfortable and always stylish!


Stylish dinner outfit


Susie’s outfit: Vince dress | Gucci sandals | Cashmere I wore over shoulders | Right: Ulla Johnson dress | White blazer | Gucci bag | Metallic sandals | Earrings

It’s always a good idea to pack one black dress, just in case. It hardly takes up any space and is an easy go-to piece for dinner. I can never decide which one though, so this time I brought this Vince dress and this one by Anthropologie. Dress them up or down depending on the event using the accessories you brought along. For undergarments, this Wacoal Red Carpet Strapless bra is hands down a favorite.


By the pool outfits


Susie’s outfit: Melissa Obadash coverup | Loewe tote | Swimsuit | Sandals | Right: Coverup | Swimsuit | Espadrilles | Basket tote | Bracelet

Having a white swim coverup is a vacation staple, and between this J.Crew one, and these two above, you can’t go wrong. You’ll have them for years to come, and they work with every swimsuit in your collection. Finally, packing a straw bag sounds difficult, but it’s not if you stuff it with all your swim things and lay it sideways in your suitcase. You don’t need to overpack swimsuits, just make sure they mix and match with your coverups.


Work lunch


Left: Alice & Olivia blouse | J.Crew linen trousers  | Bottega bag | Sandals | Right: J.Crew dress | Clutch | Sandals

Every now and then you might have a lunch that you want to feel a little more polished for, and right now I’m LOVING these new linen pants. Since trousers are trending, these are a perfect casual style that works so nicely with pretty blouses. A shirt dress like this one is another great option – and both of these outfits work for many different events.


Exercise ideas


Left: Striped top | Lululemon tennis skirt | ON sneakers | Right: Varley top and matching short | Sandals 

Some of us work out on vacation, some of us don’t 😂 For those who do, Pickleball is definitely still all the rage. But, whether you play pickleball or tennis, walk or jog — it doesn’t matter. Don’t overpack here — a couple of sets of workout clothes you love and feel good in will do. Lately I’ve been loving anything related to tennis or pickleball, like this cute bag and jewelry case. I also swear by the Lululemon belt bag and take it on every trip.


Thank you for reading xx

This post contains affiliate links. If you purchase through the links, we may make a commission.