What to Pack: Palermo, Marrakech and Seville

We've We've only been back in school mode since September but already our inner child is geared up for a Halloween break; we're itching (possibly from having to wear a jumper) to get back to brighter climes and looks. We've narrowed it down to three destinations perfect at this time of year, and planned out a wardrobe for each. You could say we've done our homework.

Pippa Holt, embroidered striped cotton kaftan, £695; Mansur Gavriel, Woven leather mules, £400; Gabriela Hearst, Nina denim tote, £1,695; LE SPECS + Adam Selman The Last Lolita cat-eye acetate sunglasses, £75

Palermo, Sicily

A spaghetti-tangle of streets, Palermo's many invaders - Greek, Roman, Byzantine, Arab, French, Spanish, Austrian and British - have all added to the capital's exotic architecture. To the north, you'll find galleries and ornate churches; to the south, a contrasting scene of exuberant baroque towns and sleepy fishing villages.

Whether you venture up or down on this isle, be sure to pack a caseload of chiffon - in every shade of Ladurée macaroon.

GANNI, Charron shirred gingham cotton-blend seersucker top, £140; J.CREW, cropped high-rise wide-leg jeans, £140; Simon Miller, Bonsai 20 textured-leather bucket bag, £540; 3.1 PHILLIP LIM Cube cutout leather mules, £290

Seville, Spain

Synonymous with flamenco dancing, Seville is not the place to opt for a subtle wardrobe. Flamboyance is the "orden del día", with a hint of old-world glamour thrown in. Made up of Moorish town squares, gothic cathedrals and cutting-edge boutiques aside, Seville is also renowned as the home of tapas. Eat "ir de tapeo" (around the bars) like the locals, nibbling on small plates and slugging back thimbles of wine, one bustling venue after another. Elasticated waistbands are advisable.

GANNI, Floral-print crepe de chine wrap skirt, £170; Mansur Gavriel, circle leather-trimmed checked cotton-canvas shoulder bag, £565; Faithfull the Brand, Mala cropped ruffled linen bandeau top, £125; Alighieri, surreal gold-plated earrings, £195

Marrakech, Morocco

A city steeped in history and antiquarian architecture, Marrakech is a patchwork of colour; one from which your wardrobe should take its cue. The red, baked-mud medina resting beneath the snow-capped High Atlas, emphasises the contrasting shades (and climates) of this market metropolis perched on the edge of the Sahara. Spend mornings wandering through the souks, stopping at fresh-juice stalls amid shopping for handmade slippers and exotic spices. Come sundown, flit among snake charmers and billows of smoke from street stalls before dining on a rooftop with views of the jumbling city below. Whether visiting tanneries or tucking into tagine, you'll need to pack for every eventuality.