What shoes should men wear on holiday? Here are some of my husband’s favourite Summer holiday shoes for men
My timeless Summer sandal edit is always popular each year, as is my espadrille selection, which I try and update annually. I was quite surprised when more than a handful of readers (first male and then female) asked me to do an edit of our favourite men’s summer holiday shoes, but as always, happy to oblige.
Without further ado, here are some of our favourite summer holiday shoes for men (and believe me, my husband has more than a few).
The men’s flip flop
Orlebar Brown, from £45 (on sale currently for under £20).
Get it from Orlebar Brown
My husband was never fond of Havaianas (just because they were always the same) and has loved the flip flops he got from Orlebar Brown (one of the most recent Chanel purchases). These ones are great and he also really likes the cork ones.
A foot peel is highly recommended!
The men’s swim shoes
Swims, from £120 (on sale currently for under £60)
Mr. O loves loves loves his Swims – he has a few pairs and they come with us on every trip. You can just take them to the beach if you don’t like to wear flip-flops, or they became perfect swimming shoes when beaches or the seashore isn’t sandy. And they are perfect to take for lunch or sundowners afterwards. Highly recommend this model or the more traditional penny loafer.
The men’s classic espadrilles
Castaner from £80
A classic that never ever goes out of style – and Simon likes Castaner’s classic cut in canvas (not suede), which fold in the back if and when necessary. He has them in navy (of course and green). They will also last you for years.
The men’s classic boat shoes
Timberland, from £110
The staple shoes any man needs 2 pairs of (navy with white soles and brown/burgundy with brown soles). They blend in with every environment – you can travel in them, you can go for a decent walk (not hiking!), to the beach, for lunch and even dinner if they aren’t dirty. Simon buys a pair of each a year and gets his steps from them. Cheap and cheerful.
The men’s classic casual trainers
Loro Piana from £600
Get it from
My husband isn’t quite the type of man who wears trainers except when exercising so I was surprised when he wanted to cast his shoe net wider a few years back. He wasn’t keen on shoes with white soles (besides the Timberland navy ones) and was delighted when he found his ‘brown sole’ trainers or LPs 70s walk trainers.
Loro Piana is one of ‘his brands’ and he has 3 pairs of these – navy, burgundy and a camel brown. They are from last Summer, so I could only link to these alternatives.
The men’s penny loafers
Tod’s from £340
My husband’s absolute favourite shoes and they don’t do his exact type at the moment (his are dark brown leather and currently you can only find full grain or suede, which are still great of course). He looks after them like a baby – and year after year, this part of Gommino driving shoes are absolutely perfect.
They are as comfortable as slippers and he loves them. Every man should have a pair.
What is next on the list? One of these two:
- Loro Piana Summer Walk, £600 from Mr. Porter
- Tod’s Raffia midsole suede loafers, £350 from Selfridges
- Car Shoe driving loafer, £330 from Farfetch
I hope you enjoyed our list of men’s summer holiday shoes and they come in handy for your next trip.
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