Half the fun of attending any summer sporting event is finding a cute outfit to wear to it. A few months ago, as the season was approaching, the Ensemble team were discussing our summer style needs when we uncovered a shared fear of headwear. Specifically, the way hats can look perfectly normal when you first put them on, and make you second-guess everything about yourself once you leave the house.

Determined to feel like Samantha Jones at least once this summer, we pushed through our imposter syndrome. A little drama on top is nothing to shy away from (except for white fedoras, which should always be avoided).

Preppy and practical, there are many pros to embracing big hats at summer events like the ASB Classic tennis tournament; they protect you from long days in the sun watching games (or shelter you from the rain if it’s anything like last year) and the wider your brim, the more personal space you’ll enjoy in the crowds. Below, nine chic options you can wear court-side with confidence.

Kate Sylvester hat, $129

A cocoa twist on a classic sunhat, complete with ribbon trim.

Toteme hat, $589

A luxurious embroidered silk sunhat, to elevate any outfit.

Hills Hats hat, $299

Love the cute bow detail on this monochrome panama.

Marle hat, $150

Bring the drama and cut shapes with an exaggerated brim.

Penny Sage hat, $190

Flexible and super wearable, with lots of styling options.

Sophie hat and chain, $84

You can customise your hat with a pearl chain - chic.

Everyday Wine cap, $39

If a sporty cap is more your thing, this ‘Bunch of Wine’ merch is a cute and festive option.

Emily Levine hat, $93

Bring beachy vibes to the court with this colourful crochet number.

Salty Bush hat, $90 

Adorned with kitschy ‘floral reefs' - these hats by artist Reina Sutton will definitely turn heads.