Introducing Resort ’22 | Calypso


Lush green space, blazing sunsets and pulsing swell, THE UPSIDE sends its love from the North Shore’s Pipeline – a sacred place of peaceful living and powerful surf. Prettier than the postcards and more chill than the mainland, this season’s Calypso collection offers a change of pace and the perfect break from the real world. Wild, serene and free – Calypso expresses the Mahalo mood and sublime spectrum of THE UPSIDE’s spiritual home – the Hawaiian isles – spliced with our signature sportif sensibility. With ancient mythology’s island nymph playing muse, these escapism essentials radiate bronzey 60s hues, retro surfer cool and happy, holiday vibes. Slow down, live full and make paradise your own with Calypso.



Taking its cue from the tropics, October rolls to the rhythm of this season’s heroine, the heavenly bloom of Hibiscus in our nostalgic Aloha motif imagined in an earthy 60s palette of Dusty Peach and Agave Green. Take pleasure in leisure on and off the court with our Maui tennis capsule of radiant whites, apple greens and navy that riffs off retro-cool. Relax to the mellow shades of Honey, Pine, Bone, rediscover the old school athletica of ribbing, plunging ‘V’ necks, sporty stripes and Navy, find comfort in the seamless stretch of Olive Marle and Citrus Marle and make space for our debut silhouette – the Florence pant, a fresh take on the 70s flare. In the mood to make plans? Follow your wanderlust with minimum fuss and maximum cool courtesy of our Holiday capsule complete with a limited-edition July x THE UPSIDE carry-on case brimming with all the beach weekend basics for a woman on-the-move.



This November we continue to ride the wave of nostalgia with sixties-inspired cuts and sunburnt shades. Abuzz with holiday fever we play with rainbow stripes, punchy pops of Parakeet Green and palm trees amid sunsets in the collection’s namesake motif, Calypso. Echo an endless summer with all kinds of crochet for a vintage coastal vibe that’s trimmed with retro collars as reimagined by the likes of our Malia Shirt and Voyage co-ords. Splashes of Sangria, Guava, Clay and Mandarin make us long for precious moments by the sea and an ice-cold aperitif. Sun worship aside, we still have love for the dark side with Navy, Indigo Soleil Conversation print and Onyx anchoring the palette in striking one-piece wonders like our Pipeline Maya Paddlesuit and Pipeline Astrid Catsuit.



As we ease into the end of 2022 our December capsule is ripe with vacation vibes. A cruisey palette of soft olives, paired back with natural shades of Shell and Fawn reminds us to wind down and just be. Designed to perform in the studio and give low-maintenance chic in the street, our Utopia and Sundial sets bring colour and sweetness wherever they roam. A joyful trio of Coral, Papaya and Marigold makes us dream of happy times and far-flung places. Our love for all things old school and tie-dye never fades as seen in our Canyon three-piece in Setting Sun and Keiki Midi Pant. Forever fierce, camo makes its mark in our Lili Moss story while palm-studded print LouLu in Kiwi or Rose lightens the mood. For those wanting escapism with a twist, our tropical Hula print spiked with vivacious lime is sure to have you seeing the year out with a bang.