Fashion Lifestyle Travel

City Break Packing Guide for Guys

The team have been working hard to bring you the best in men’s fashion with an NHS discount for your next short holiday. 

The trick is to pack light but to get the most mileage out of your outfits. They’ll need to be versatile items that can take you from day to night.

If it’s a last minute booking – and by default last minute packing – follow our checklist to step out in style and relax.

Don’t worry about forgetting your toothbrush or overpacking – we’ve got you covered. This is your time to de-stress, and enjoy being the best dressed…

Here’s the full checklist for your three day travels – adjust as necessary. This doesn’t include your outbound travel outfit, but does include the shoes. Happy packing!

Abercrombie & Fitch Knit Cardigan in Light Grey Marl

This grey Abercrombie and Fitch cardigan ticks one of the boxes on our checklist and it will match all of the trousers, shorts and tees in our ultimate 3 day city case items.

Depending on the climate of your destination it makes a stylish, lightweight option for day or night.

It will come in especially handy for over this £3.50 grey vest from ASOS (when you’ve had your wear out of the vest it can double up as a pyjama top too). It also looks great with the Ted Baker jeans, or the Ralph Lauren shorts.

Find the full range at the ASOS Outlet here

ASOS Weekday Gabriel Striped T-Shirt

This green and white Weekday Gabriel stripy tee from ASOS will match well with all of our bottom picks.

Team it with the black roll up Ted Baker Jeans and a pair of white pumps for the ultimate street smarts.

If it’s getting hot make a match with the Ralph Lauren chino shorts.

Take it into the evening with drinks on the deck in your slim fit chinos from River Island.

If you’re following the packing checklist you also can’t go wrong with this longline fit black cotton t-shirt from Topman. It will go with the jeans, the shorts and the chinos. Perfect for the plane home and under a jumper once you’ve got your wear out of it on your hols.

Find the full range at the ASOS Outlet here

River Island Slim Fit Chino Trousers


A staple to have in circulation – the slim fit chino trouser. This light weight woven fabric will keep you feeling and looking cool.

Team it with any colour t-shirt, a crisp white shirt or a stripy Breton top with Birkenstocks.

Get your River Island Health Service Discounts Cashback Card here

Polo Ralph Lauren Blue Chino Shorts at TK Maxx

Ralph Lauren 100% cotton chino shorts provide a bright twist on a summer in the city classic.

Traditional cuts can easily help you stride from the street to the beach and beyond.

TK Maxx currently have a range of colours and patterns – take your pick from a range that originally retailed at £99.00 for considerably less – plus your NHS Discount.

Visit our range of discounts at TK Maxx here

Levi’s 501 Black Jeans from Urban Outfitters

These iconic black Levi’s 501 jeans are keepers. Currently on sale for £45.00 get them while you can.

It’s a good idea to have a dark trouser in your city break case, it’ll hid any spilt cocktails. They work hard for the money too – casual with a pump or smart with a jacket – turn up those bottoms and transform from night to day.

Enjoy the full Urban Outfitters mid-season sale with up to 50% off here

ASOS Shower Resistant Trench

Every city break needs the insurance of a waterproof jacket. Do it in style with this shower resistant, double breasted trench.

It’s a full match with all of the other items on this list. Try the Ted Baker jeans and the River Island chinos. If you’re wearing the shorts, then it’s likely you won’t need more than the grey cardigan.

Smart or casual wear it again when you get back to Blighty with your favourite blue jeans or on a smart day with a suit.

Adidas Samba FB Shoes

There is currently 50% off at the Adidas outlet and this timeless classic men’s trainer comes in a premium suede tan.

Wear them with shorts, your Ted Baker black jeans or chinos, and when you get back home they look great with sweat pants too.

The Samba is the original football trainer turned streetwear favourite.

This shoe is universally recognised and always in style – no matter what country you’re in!

If you’re following our three day checklist, you may also want to check out these woven black shoes from ASOS, or these supercool Black Leather Moriarty Zip Boots from Topman to take you into the evening.

Visit the 50% off Adidas Outlet here

TK Maxx Bizhop suitcase with combination lock

Chill out from the moment your feet hit the airport floor with this hard-shelled spinner suitcase.

Safe from damage and easy to pull along.

Your mind will be totally at rest with its combination lock – and it makes you look a bit like James Bond on his day off.

Synchronise your watches to a new time zone boys!

Full list of TK Maxx discounts here

Don’t forget to tell your friends, they can sign up for free to NHS and Health Care Discounts here.

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