Style Guide of the Week | Vacation Style

Welcome back to our weekly style guide! While Summer isn’t calendar official until the 21st, June is a prime month for travel prep. This week I wanted to share 7 vacation-inspired looks. From airport style to sitting poolside, sightseeing, and attending night dinners, I’ve got you covered.

One important note – Much like our monthly planners, these guides provide an opportunity to discover our style. They differ from capsules, where the focus is on versatility. While I love the use of basics and a functioning minimal closet, the idea behind these guides is to offer inspo for all style types. In an effort to broaden this style source, the item count is more lenient each week and you’ll see a vast number of pieces styled only once.

That said, I realize this week’s topic forces the latter. Our vacation style often requires structure, just by the nature of travel. Our suitcases can only hold so much and what we wear is often determined by what can or cannot fit in our suitcase.

My hope is that you’ll source this week’s guide for what it is. Know that basics are foundational and are on the packing list. In no way do I want you to steer clear of the closet you already have. Nor would I suggest going out to purchase every item below just to claim style on your trip to Barbados next month. And to be completely candid, I don’t believe one needs 7 handbags when traveling, ever. 🙂 Source it as you will and enjoy the discovery! Be sure to check back next week for new styled looks!


Comfort is key when it comes to airport style. I love to choose pieces that are loose-fitting, soft, and layer well. I paired these super soft joggers with a ribbed tank and a casual denim jacket. I also recently discovered this magnetic clip you can attach to your suitcase. It secures hats or other lightweight accessories easily!


While crochet is a favored fabric when on vacation, it’s definitely having a moment. I saw these fun cover-up crochet pants and think they’re a perfect component in this functional neutral look. Sitting poolside, you can layer an oversized chiffon button-up as you head out to lunch or to the nearest lookout.


Sightseeing or heading into town is one of my favorite days on any vacation. It also gives my swimsuit a day to dry out! This linen romper is lightweight, stylish, and a convenient option. Pair it with a crossbody and comfortable slides.


Lightweight, easy breezy fabrics seem to be the theme. These comfortable linen pants work in yet another transitional and functional outfit. Layer a knit crochet top over a simple and smocked one-piece. These raffia slides and large tote will take you from the pool to town and back again.


This entire fit reads chic and sophisticated. I love the feminine, yet sleek cover-up dress over the classic black bikini. Add in gold link huggies and a favorited straw basket to elevate it further (as if it could get any more Hollywood glam).


The final night dress is covered and then some. I saw this gorgeous olive-toned halter dress and knew it held versatility. It can be dressed up or down, depending on the day’s events. Here I styled it with a textured heel sandal, statement earrings, and a raffia clutch.


The flight or ride home calls for layers and leggings. This long coat cardigan is warm and a great layer when one has to acclimate back to the weather’s reality. Complete your look with ultra-comfortable sneakers and you’ll be set.

Disclosure: Some of the links above are affiliate links. This means that, at zero cost to you, I will earn an affiliate commission if you click through the link and finalize a purchase.

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