What to Wear to Oceans Mall Cocktails & Connections 2025

Networking is as much about presence as it is about personality, and Cocktails & Connections offers the perfect stage for women to embody both. Taking place in late August, when winter still lingers but spring hints in the air, the event calls for versatile style choices that feel polished, warm enough for cooler breezes, yet adaptable if the afternoon sun adds unexpected warmth. Dressing for this kind of occasion means mixing style with practicality, while ensuring you feel comfortable moving from cocktails to keynote sessions and all the connections in between.

The event itself is a celebration of influence, leadership, and impact. Your outfit, therefore, should strike a balance between sophistication and self-expression. You want to stand out and make an impression but you also want to be classy. Very demure, very mindful.  Think about outfits that reflect your individuality while also carrying the vibe of the occasion. This isn’t about rigid business wear, nor is it a casual Sunday brunch; it’s about elevating your look in a way that seamlessly transitions across networking, panel discussions, and celebratory moments. 

1. Power Dressing with Softness

Chistian Vierig /Getty Images | Victoria Beckham/vogue.com

Opt for a tailored suit in a late-winter palette; deep olive, charcoal, or rich burgundy, mocha brown. A wide-leg trouser paired with a blazer offers authority. You can play around with dimension and that the blazer be oversized for a sexy yet masculine flair. A silk blouse in powder pink, butter yellow baby blue or cream can bring softness to the look. A corset top would also be a great option, it is structured yet soft and feminine. For shoes add pointed heels or ankle boots to stay warm, and keep a statement brooch or scarf handy to refresh your look.

2. Elegant Layering

Akris Fall 2024 Ready-to-Wear Collection | Angelina Jolie/vogue.com

A midi dress in a structured knit or wool blend is ideal for the day-to-evening nature of the event. A satin midi dress would  be a great option if it ends up being a warmer day. Layer it with a trench or longline coat in camel or navy, which you can remove once indoors. Pair with heeled boots or slingbacks, and finish with gold jewellery and a statement bag for that go-getter look.

3. Sleek Cocktail-Inspired Ensemble

hellomagazine.com womenlifestyle.com

If you lean towards a bolder statement, choose a monochrome look in black or jewel tones. A high-waisted skirt with a fitted turtleneck. You can throw on a cropped jacket or cape, it is both warm and striking. Swap your outer layer for a silk shawl later in the evening for a more cocktail-ready feel.

4. Contemporary Business-Casual

@fusunlindner/instagram | womenlifestyle.com

For those who prefer something more relaxed, wide-leg tailored trousers or jeans with a cashmere turtleneck, fine knit top or a white button-up shirt  can be just as impactful. Add a cropped boucle jacket and loafers with a slight heel for chic comfort. A structured tote that doubles as a clutch ensures you can move effortlessly from networking to the seated programme.

5. Trend-Forward

Oliva Rodrigo/vogue.com Kate Middleton/mirror.co.uk

For the fashion-conscious guest, tweed makes a powerful yet stylish impression. A cropped tweed jacket with exaggerated shoulders, paired with a matching mini skirt layered over opaque tights, strikes the perfect balance between chic and warm. Alternatively, a belted tweed coat-dress in a modern silhouette will feel equally fresh and timeless. Complete the look with knee-high boots or sleek Mary Janes, and add a mini top-handle bag to lean into the trend-led aesthetic while still keeping it polished.

Beauty, Hair and Make-Up

Rosie Huntington-Whiteley Hoyeon Jung/vogue.com

When it comes to beauty, effortless polish with a hint of statement works best. Hair can be styled in sleek low buns, soft waves, half up half down, or a chic pixie crop or bob, keeping the focus on the face and accessories.

For make-up, consider a luminous base with subtle contouring, a wash of cool-toned eyeshadow or a touch of metallic shimmer on the lids, and a defined brow to frame the look. A classic bold lip in berry or deep red adds winter drama, while nude gloss keeps it understated for those preferring minimalism.

Ultimately, what you wear to Cocktails & Connections is more about how those choices reflect the power you carry within. Confidence is the ultimate accessory, shaping how others perceive your presence long before they hear you speak. When you feel secure in your skin, every gesture, from a handshake to a smile, radiates authenticity. Remember, the true connection you bring to this gathering is not just what’s on your shoulders, but the strength, grace, and brilliance that you wear from within.