Now that we’re reached what feels like month 3,472 of the winter season, we’re betting you’re about ready to skip town. Here, we do the packing for you, setting you up style-wise for three buzzy destinations with distinctive vibes.

The Destination: Cartagena, Columbia

Ceviche, street markets and steady sunshine – need we say more? This colourful, coastal city with Spanish-Caribbean roots is revered for its vibrant energy and old-world feel (think: cobblestone streets, colonial architecture and pastel structures.)

Strapless Bikini

Think about all the tan lines you’ll skip out on sporting this skimpy bikini. (Because you stocked up on SPF too, duh.)

Seafolly Essential Tube Bikini Top ($60,


Seafolly High-Cut Bikini Bottoms ($60,

Cocktail Dress

Cocktail dresses must be multi-use on vacay. This slinky slip goes from sipping guaro by candlelight to exploring hipster ‘hood Getsemaní in the morning with ease.

Silk Laundry 90s Silk Slip Dress Flowers ($290,

Multi-purpose Tote

A lesson in smart packing: take an elevated, hand-crocheted tote that’ll double as a roomy beach bag.

Sophie Anderson Tasseled Eve Tote ($505,

Comfy Heels

Want to dance into the wee hours alongside the nightlife-loving locals? Of course you do! This comfy – but elegant – pair of flats is your friend.

Aldo Knottie Mules ($70,


Angular, lilac sunglasses, because practicality rules don’t apply on vacation.

Free People Porto Angular Sunglasses ($26,


The Destination: Lanai, Hawaii

Surfing along Manele Bay in the early A.M., exploring the pastureland by UTV at golden hour, sampling freshly caught poke in between, repeat. Such is the adventurous energy on one of Hawaii’s most luxurious islands where the diverse terrain calls to intrepid types.


Full-coverage, smoothing material means you’ll be catching waves without a care.

Left on Friday Pool Days Top ($100,

Left on Friday Hi Tide Bottom ($100,


This airy button-up with attitude packs away easily into your bag between ocean dips.

Solid & Striped Cabana Leopard-Print Voile Shirt ($130,


The search for the perfect pair of denim shorts ends here: ultra-soft, worn-in cotton make these cut-offs a staple piece.

Re/Done The Shorts ($239,


Teensy tiny sunglasses (with broad spectrum protection, natch): all the better to see the spinner dolphins with.

Simons Bitzy Rectangular Sunglasses ($15,


When the UV index reaches extreme levels, you’ll be grateful to have this chic, wide-brimmed hat on hand.

Clyde Oceanic Hat ($375,


An extra-cushy pair of familiar sneaks are a fitting choice for a visit to Mountain of the Gods’ martian-like landscape.

Vans Lace Mix Comfycush Era Sneakers ($80,

The Destination: Palm Springs

This Old Hollywood-tinged hot spot features an abundance of classy pool parties, mint thrift stores and star-gazing opportunities, plus a hearty dose of mid-century modern architecture. Oh, and did we mention the desert heat?


Between the waist-cinching raffia belt, the flattering balconette top and that sweet shade of cornflower blue, this maillot is a real winner.

We Wore What Danielle One-Piece Swimsuit ($320,

Midi Dress

A sun-bleached print plus puff sleeves make for the perfect pool-to-party dress.

Faithfull the Brand Nora Midi Dress ($250,


Green apples! Dangling from your lobes! Just try and find a more joyous pair of earrings.

Mercedes Salazar Apple Iraca Drop Earrings ($165,


Lean into the city’s throwback vibes with this vintage cat-eye shape in a glossy maroon finish.

Warby Parker Leta Sunglasses in Oxblood ($150,


The colour of desert-growing prickly pears, these versatile mules are pretty much the only footwear you’ll need (as long as you’re not the hiking type).

H&M Mules ($60,