The world is (quite literally) your oyster when it comes to what to wear on holiday. Of course, it all depends on where you’re going, who you’re going with and how long you’re going for. You also need to consider what you’re planning to do when you get there; in general, if you’re heading somewhere hot you can’t go wrong with a selection of T-shirts, polo shirts, shorts, trainers, some short sleeve shirts and linen trousers. Having different weights of t-shirt won’t hurt either – depending on your destination, a heavyweight tee like our taupe crew neck can be worn on its own or layered under overshirts if it’s a little cooler.
For easy summer style, layer a cuban over a t-shirt or vest and add some relaxed linen shorts. Or try a co-ord set for a look that you can mix and match or wear together, for a simple fit that looks anything but. Another way to lift your holiday look is by trying out different textures and fabrics – towelling, pique, and linen all look amazing for summer. A linen suit or a linen shirt with white chinos make smart summer evening looks, and look all the better a little bit crumpled which makes them suitcase friendly too.
Whether it’s a first date or date night with your partner, what you wear should be led by where you’re heading and what you’re doing. For a dinner date, try a double-breasted jacket over a light knit with tailored trousers and chunky loafers. For a more casual date, denim always works – try a straight-leg pair with a skipper-collar jumper or a printed shirt. Or go for a layered look by pairing an overshirt , like our light grey knitted overshirt, with a good quality T-shirt and a pair of chinos.
If you’re doing something more active (mini golf, perhaps?), you want to feel comfy but still look put together. This is where smart joggers come into it. The key is how you wear them and what you wear them with. Choosing smarter pieces or more structured tops to go with drawstring trousers takes it from sports day to date night. An unstructured jacket, rollneck jumper or t-shirt-and-open-shirt combo all look great with this relaxed fit.
Stuck for ideas with an in-between venue in mind? You can always layer an overshirt or blazer with your outfit if you’re not sure of the vibe.
If you need some date ideas and some style tips for each date, then read our guide.
What to wear for a night out?
A night out can be a ton of different things, so first of all check out where you’re going and if there’s a dress code. You don’t want to be the only one in trainers, watching your mates get ushered through the entrance while you wait outside. A smarter jacket over a shirt with a good pair of trousers usually works pretty well if you’re heading somewhere smarter.
If you want to add some colour to your outfit, a night out’s the good time to try out some prints. Paisley, stripes and checks all look good for a night out. A printed shirt, like our black and white abstract shirt, looks great with a heavier-weight pair of trousers when it’s cooler, or with linen shorts in summer. Throw an unstructured jacket on top if you need to elevate the look a bit.
Clubs or bars have slightly less formal dress codes (depending on where it is of course), so you can get away with a premium t-shirt or a short sleeve shirt and trousers. An Oxford shirt is also a great smart-casual hybrid and is easy to style with a pair of chinos or denim. In colder weather, layering is your friend. Think knitwear, classic coats, trousers and boots.
Our party style guide has some more ideas for when you’re heading out.
What is smart casual?
Ah, the dreaded smart casual. What does it actually mean? It used to mean a more casual suit, so a blend of formal and (slightly more) laid back, though that’s changed a bit now. Essentially, you can wear what you want as long as it isn’t fully relaxed (think joggers and hoodies) or too buttoned up like a suit and tie.
Dig a little deeper into smart casual right here: What is smart casual anyway?