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There are many potential pitfalls a man faces when packing for a holiday. Too much, and he finds himself shelling out on excess baggage, but too little and he’s forced to add a launderette to his list of sights worth seeing.
Worse yet, there’s the chance you pack the wrong things, leaving you sartorially stranded somewhere between a pair of Air Jordans and a wool drop crotch trouser. So to expedite your packing, and streamline your suitcase, we’ve pulled together a holiday hit-list of the pieces that cover all bases. No dead weight allowed.
OK, so kicking off with a tee is almost embarrassingly obvious, but its prominence on this list isn’t to patronizingly tell you what you already know – i.e. that a T-shirt is indispensable in summer – but to emphasize the importance of buying one that’s good.
By which we mean it should be white (or another neutral shade), weighted nicely (not so thick as to leave you slick with sweat, not too light as to #freethenipple) and made from 100 percent cotton, preferably mercerized, pima or supima.
(Related: How to find the perfect t-shirt)







Unless this trip marks the first leg of your big retirement tour, you’ll likely find yourself outdoors well into the wee hours. Which means you’ll need a layer in tow to take the chill off.
Rather than a hoodie, which can lean too casual, or a jacket, which in many cases ends up too warming, a fine-gauge jumper strikes the right balance, keeping out the cold without cramping your style.







This being a ‘capsule’ wardrobe, there’s little room for pieces that won’t mesh well with others – meaning most loud prints, experimental cuts and generally ‘difficult’ wears are out of the question.
A Breton top, though, bridges the gap between safe and unwearably bold, bringing some color and visual depth to your holiday line-up. Opt for a long-sleeved version in a medium weight (100 percent cotton styles come recommended), but not so heavy that it’s unbearably hot.







Shorts are indispensable in a man’s warm-weather rotation. But that’s not to say there aren’t other options for letting your legs breathe.
By swapping your heavy-duty denim and twill chinos out for a lighter twill, 100 per cent cotton or cotton-blend trouser (in a cut that’s close but doesn’t cling), you can keep your pins under wraps without running the risk of self-combusting.
As an anchor piece in your summer squad, your trousers need to play with other pieces, so stick to light neutral hues (beige, stone, off-white), shades of blue or even pastels if you’re the type of guy that would get good wear out of an ice cream-coloured pair.







Sometimes you just want to let it all hang out. We get it. But, as freeing as it’d be to tour a museum in just a pair of Speedos, social norms dictate at least a modicum of modesty when you’re not by the pool.
Which is where chino shorts come in handy. Only marginally less smart than trousers, chino shorts still work with everything from a T-shirt to a Breton top and a blazer – and, of course, they’ll help you stay cool.







Even the most low-key holidays have their scrub-up moments. To ensure you’re ready to cut a smart figure whenever, wherever – pack a blazer that doesn’t make you look like you’re on your way to the office.
An unstructured linen or linen-cotton blazer in a neutral color like beige, grey or even slate blue will instantly sharpen up even your most laid-back looks.
(Related: The complete guide to linen)







Even the leanest suitcase needs a sartorial talking point. For a seasonal piece that makes a statement, consider the Cuban collar shirt. Proffered by designers from Dries Van Noten to E. Tautz, this is hands-down SS16’s key piece.
A plain-color style is a safe bet but we’d suggest taking yours in a subtle floral or print to add a point of difference to the rest of your look. Just sidestep Tommy Vercetti-level Hawaiian and polyester styles. You want this shirt to turn heads, not wrinkle noses.







Whether you’re diving in or not, swim shorts are de rigueur when lounging poolside or on the beach. Choose the right pair, and you won’t even have to change when you leave the deck chair behind for a bar stool.
Look for a tailored style in quick dry polyamide fabric, and stick with a solid color, stripes or a similarly subtle pattern. That way, all you need do is pull on a polo shirt and a pair of loafers to make good on that dinner date.







As above, at least some of your holiday is going to spent wearing as little as possible. A pair of black or brown leather sandals or some minimal, non-branded slides or flip-flops will keep your tread steady when couriering cocktails around the pool, and cover your feet when going between sand and gravel.
They won’t, however, cut the mustard anywhere else. Which brings us to…
(Related: 10 of the best men’s sandals)







Sandals, slides or flip-flops are fine when you’re sun-worshipping, but you’ll need something a little smarter, and offering a little more coverage, for evening meals and nights out.
A style in plush suede lends any look a little of the Riviera, and won’t make your feet sweat as much as leather either. Beige, dark brown and tan rank first for versatility (complementing most other colors in your capsule line-up) but grey, beige and pastel blue are solid options too.







Cillian O’Connor is a freelance writer, editor and consultant, best known for his ability to sort the wheat from the chaff in the world’s of men’s style, grooming, lifestyle and design. Once named the No. 1 Blogger by Vogue, Cillian also contributes to The Sunday Times, The Business of Fashion and Metro.
We independently evaluate all recommended products and services. Any products or services put forward appear in no particular order. if you click on links we provide, we may receive compensation.
There are many potential pitfalls a man faces when packing for a holiday. Too much, and he finds himself shelling out on excess baggage, but too little and he’s forced to add a launderette to his list of sights worth seeing.
Worse yet, there’s the chance you pack the wrong things, leaving you sartorially stranded somewhere between a pair of Air Jordans and a wool drop crotch trouser. So to expedite your packing, and streamline your suitcase, we’ve pulled together a holiday hit-list of the pieces that cover all bases. No dead weight allowed.
OK, so kicking off with a tee is almost embarrassingly obvious, but its prominence on this list isn’t to patronizingly tell you what you already know – i.e. that a T-shirt is indispensable in summer – but to emphasize the importance of buying one that’s good.
By which we mean it should be white (or another neutral shade), weighted nicely (not so thick as to leave you slick with sweat, not too light as to #freethenipple) and made from 100 percent cotton, preferably mercerized, pima or supima.
(Related: How to find the perfect t-shirt)







Unless this trip marks the first leg of your big retirement tour, you’ll likely find yourself outdoors well into the wee hours. Which means you’ll need a layer in tow to take the chill off.
Rather than a hoodie, which can lean too casual, or a jacket, which in many cases ends up too warming, a fine-gauge jumper strikes the right balance, keeping out the cold without cramping your style.







This being a ‘capsule’ wardrobe, there’s little room for pieces that won’t mesh well with others – meaning most loud prints, experimental cuts and generally ‘difficult’ wears are out of the question.
A Breton top, though, bridges the gap between safe and unwearably bold, bringing some color and visual depth to your holiday line-up. Opt for a long-sleeved version in a medium weight (100 percent cotton styles come recommended), but not so heavy that it’s unbearably hot.







Shorts are indispensable in a man’s warm-weather rotation. But that’s not to say there aren’t other options for letting your legs breathe.
By swapping your heavy-duty denim and twill chinos out for a lighter twill, 100 per cent cotton or cotton-blend trouser (in a cut that’s close but doesn’t cling), you can keep your pins under wraps without running the risk of self-combusting.
As an anchor piece in your summer squad, your trousers need to play with other pieces, so stick to light neutral hues (beige, stone, off-white), shades of blue or even pastels if you’re the type of guy that would get good wear out of an ice cream-coloured pair.







Sometimes you just want to let it all hang out. We get it. But, as freeing as it’d be to tour a museum in just a pair of Speedos, social norms dictate at least a modicum of modesty when you’re not by the pool.
Which is where chino shorts come in handy. Only marginally less smart than trousers, chino shorts still work with everything from a T-shirt to a Breton top and a blazer – and, of course, they’ll help you stay cool.







Even the most low-key holidays have their scrub-up moments. To ensure you’re ready to cut a smart figure whenever, wherever – pack a blazer that doesn’t make you look like you’re on your way to the office.
An unstructured linen or linen-cotton blazer in a neutral color like beige, grey or even slate blue will instantly sharpen up even your most laid-back looks.
(Related: The complete guide to linen)







Even the leanest suitcase needs a sartorial talking point. For a seasonal piece that makes a statement, consider the Cuban collar shirt. Proffered by designers from Dries Van Noten to E. Tautz, this is hands-down SS16’s key piece.
A plain-color style is a safe bet but we’d suggest taking yours in a subtle floral or print to add a point of difference to the rest of your look. Just sidestep Tommy Vercetti-level Hawaiian and polyester styles. You want this shirt to turn heads, not wrinkle noses.







Whether you’re diving in or not, swim shorts are de rigueur when lounging poolside or on the beach. Choose the right pair, and you won’t even have to change when you leave the deck chair behind for a bar stool.
Look for a tailored style in quick dry polyamide fabric, and stick with a solid color, stripes or a similarly subtle pattern. That way, all you need do is pull on a polo shirt and a pair of loafers to make good on that dinner date.







As above, at least some of your holiday is going to spent wearing as little as possible. A pair of black or brown leather sandals or some minimal, non-branded slides or flip-flops will keep your tread steady when couriering cocktails around the pool, and cover your feet when going between sand and gravel.
They won’t, however, cut the mustard anywhere else. Which brings us to…
(Related: 10 of the best men’s sandals)







Sandals, slides or flip-flops are fine when you’re sun-worshipping, but you’ll need something a little smarter, and offering a little more coverage, for evening meals and nights out.
A style in plush suede lends any look a little of the Riviera, and won’t make your feet sweat as much as leather either. Beige, dark brown and tan rank first for versatility (complementing most other colors in your capsule line-up) but grey, beige and pastel blue are solid options too.







Cillian O’Connor is a freelance writer, editor and consultant, best known for his ability to sort the wheat from the chaff in the world’s of men’s style, grooming, lifestyle and design. Once named the No. 1 Blogger by Vogue, Cillian also contributes to The Sunday Times, The Business of Fashion and Metro.
Cillian O'Connor is a freelance writer, editor and consultant, best known for his ability to sort the wheat from the chaff in the world’s of men's style, grooming, lifestyle and design. Once named the No. 1 Blogger by Vogue, Cillian also contributes to The Sunday Times, The Business of Fashion and Metro.
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