Resort Wear, All Year 🌴
What to Wear This Week (6/8/2026)
I’ve been in Cabo, Mexico for going on 6 months straight (we kind of got stuck here, but that’s a story for another time) and I feel I’ve become an expert in resort wear. So in this week’s stylecast, I am focusing on some resort capsule staples to include for your next tropical escape, but also how to wear them now- when it is seriously heating up! As always, I will be giving you some outfit add-ons to make these looks (and resort pieces) work for cooler temps. Let’s get dressed!
Outfit Base: I love the idea of a caftan and when you’re on holiday, they really are the perfect thing. Go for one is a lightweight or sheer fabric and a colorful print! Throw over your swimsuit and pair with raffia sandals or slides, and a wide brim hat.
Outfit Add-Ons: Make your coverups work harder by adding a slip underneath and turning them into a dress. Belt it at the waist to create more shape, and add a cropped jacket for more warmth. Swap your sandals for ankle boots if the temps call for it.
Base Outfit: This look is all about the maxi linen skirt. I’m completely obsessed with this one, and while the price tag is high, it has been so worth it. I wear it pretty much weekly. One of my favorite ways to style it is with this one shoulder crop top and a pair of sandals. So simple, and so effortlessly chic.
Outfit Add-Ons: These maxi skirts are seriously having a moment- you’re probably seen them on all your favorite retailer sites. They come in cotton, and bold colors, prints- you name it. Get one, and thank me later. Pair with a t-shirt for that cool mom vibe. Add mesh flats and designer sunglasses to up your game. Or, go for a sneaker and a denim jacket when the air has a cool chill (or rain!) in it.
Outfit Base: This outfit is all about the matching set. Whether you stay tonal or get a true matching print set, it sets you up for a complete and cool look. I like a linen pair of pants with a crop top or tank. But a true print set is a whole other level and totally worth getting. Raffia slides and a cute hair clip add a final touch.
Outfit Add-Ons: If the crop top is too revealing or cold, add a button down as a shacket- leaving it open in the front. I also love a utility jacket in a light or adjacent color to the set you’re wearing. They are always made from a light fabric and can be the perfect in-between layer.
Outfit Base: A good day dress is a great investment for your resort and summer wardrobe. I’ve been loving the return of the strapless style. Add some sandals and sunnies and you are done!
Outfit Add-Ons: Another wardrobe stable is the cropped denim jacket- mid wash or cream/ white are perfect for summer. If the temps cool off in the evening, switch to a ballet flat.
Outfit Base: Nothing says vacation quite like crochet. These pants were a purchase I made when we first started spending time in Cabo and they have been so fun to style in so many different ways. My go-to is with a one piece swimsuit. I like keeping it tonal, it feels chic without trying. Sandals and cat eye sunglasses.
Outfit Add-Ons: To make these crochet pants more wearable (outside of the resort), pair with an oversized tee. That way you get the coverage you need, and it looks very low key cool. I also like the idea of adding a leaopard print canvas jacket and some open back mules to adjust for cooler temps. The final look is beyond stylish while still feeling easy.