Aside from blasting Rihanna and sipping on rosé, there are very few ways to make packing a suitcase fun. From the stresses of under-packing vs over-packing to wondering if you’ll actually wear that animal-print kaftan, the process is mentally exhausting! In anticipation of your outfit conundrums, we styled three easy-to-try ensembles, just in time for the long weekend.
Be the sartorial envy of post-pool afternoon cocktail hour in this ladylike look.
Mango Dark Wash Denim Jacket ($70)
A denim jacket is a great way tie your look together.
Veda Hyde Top ($88)
This lightweight tank is the perfect mix-and-match item to pack in your suitcase.
Alice + Olivia Hale Midlength Puff Skirt ($297)
Who are we kidding? A flamingo-print skirt is too good not to wear on holiday.
Tibi Melia Sandals ($165)
Voila! The sandals you’ll wear all summer.
LOFT Zig Zag Raffia Clutch ($40)
Ditch the bulky tote, and opt for this chic raffia clutch, instead.
Next to the pool, on the beach, around the desert — this colorful ensemble works no matter where your adventures take you.
J Brand 1046 Low-Rise Cut-Off Denim Shorts ($155)
We imagine these denim cutoffs will be your best friend this summer.
LemLem Gola Tee ($175)
This woven, fair-trade top is a fun and fresh choice.
Hat Attack Raffia Crochet Continental Hat ($98)
A straw hat is an essential holiday accessory.
Madewell Thea Sandals ($98)
These slip-ons are perfect for your on-the-go outings.
Mara Carrizo Scalise Ball Chain Anklet ($145)
An anklet is an Olsen-approved and stylishly subtle jewelry piece.
Searching for a flirty ensemble that will transition flawlessly from day to night? Try this matchy-matchy look!
Pixie Market Stripe Lace Matching Separates ($90)
A matching set is the easiest outfit formula you could ask for.
ASOS Federal Leather Sliders ($38)
A chic pair of slip-on sandals will go a long way.
Isabel Marant Yakata Stone Bracelet ($100)
This pop of color is just what your holiday ensemble needs.
Oliver Peoples Gregory Peck Sunglasses ($430)
The frame on these black sunnies is delightfully versatile.
Click through for more Memorial Day shopping!
Zara Printed Top ($70)
Call us crazy, but we’d rock this tropical top with a pair of mom jeans!
Anthropologie Inland Weekender ($148)
File under: chic carry-ons.
Made Kakumbo Cord Bracelet ($42)
This two-textured bracelet is great for stacking.
Need Supply Pom Pom Top ($68)
You really can’t ask for much more than a pom-pom embellishment.
PilyQ Spring Raja Triangle Top & Tieside Bottoms ($68 and $80)
We’re obsessed with the intricate embroidery and tassel details on this bikini!
Soludos Woven Sandals ($48)
When in doubt, go for a pair of Soludos!
Topshop Straw Double Band Fedora Hat ($40)
The blue and white band on this straw fedora gives it a nautical vibe that we’re totally digging.
Mikkat Market Braided Multi Color Necklace ($33)
A rope and bead statement necklace for under $35? Why, thank you!
Stella and Jamie Milana Dress ($168)
You’ll be glad to have this sheer summery dress on those warm vacation evenings.
Tory Burch Lennie Pants ($295)
How could you not have the best vacation ever in these embroidered trousers?
Wild Soul Emerald Rhino Sunglasses ($100)
Fun fact: you can buy insurance for these fun sunnies.
Wilde Willow Rosette Shorts ($46)
Pair these rose-print shorts with a white bandeau and denim jacket.
Ace and Jig Railroad Overalls ($298)
We suspect this adorable pair of overalls would look vacation-ready with a bikini worn underneath!
Level 99 Charlie Shirt ($114)
A chambray shirt is great for tying around your waist or tossing over your swimsuit.