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Mens Shoes

Holiday

Men's Holiday Shoes

Discover our collection of men's holiday shoes, designed to suit any and every summer getaway. Whether you're lounging on the beach, exploring sun-soaked streets, or heading out for dinner, our men's holiday shoes will keep you comfortable through every moment of your trip.

Looking for more warm-weather staples? Explore our full range of men's summer footwear - from breathable men's slip-on canvas shoes to smart-casual loafers made for holiday adventures. No matter if you’re packing for a beach break or a city escape, there’s something here for every destination.

And if you're after something beyond your suitcase essentials, take a look at our complete collection of men's shoes. With free next-day delivery available, it’s easy to get set for summer- and whatever comes after.

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£39.99

RelifeConnor Mens Khaki Casual Lace Up Shoe

£29.99

Comfy StepsJames Mens Navy Lace Up Casual Shoe

£29.99

Cushion WalkDeclan Mens Navy Casual Boat Shoe

Original Penguin Steadman Mens Tan Trainer (Click For Details)

£29.99

RRP £70.00

Original PenguinSteadman Mens Tan Trainer

Web only, this product cannot be bought on the high street

£29.99

Cushion WalkStephen Mens Dark Tan Boat Shoe

Original Penguin Giovanni Mens Navy Casual Shoe (Click For Details)

NOW £29.99

was £34.99
RRP £75.00

Original PenguinGiovanni Mens Navy Casual Shoe

Osaga Palmer Mens Navy Lace Up Shoe (Click For Details)

NOW £19.99

was £29.99 then £24.99

OsagaPalmer Mens Navy Lace Up Shoe

Relife Leon Mens White Wide Fit Lace Up Shoe (Click For Details)

NOW £16.99

was £39.99 then £29.99

RelifeLeon Mens White Wide Fit Lace Up Shoe

Hush Puppies Madden Mens White Leather Shoe (Click For Details)

NOW £39.99

was £49.99
RRP £75.00

Hush PuppiesMadden Mens White Leather Shoe

Comfy Steps Robbie Mens Taupe Slip On Casual Shoe (Click For Details)

£29.99

Comfy StepsRobbie Mens Taupe Slip On Casual Shoe

HEY DUDE Wally Stretch Mens Grey Bungee Lace Shoe (Click For Details)

NOW £39.99

was £49.99 then £44.99

HEY DUDEWally Stretch Mens Grey Bungee Lace Shoe

Osaga Bellingham Mens Navy Lace Up Casual Shoe (Click For Details)

NOW £24.99

was £29.99

OsagaBellingham Mens Navy Lace Up Casual Shoe

Lambretta Tackle Mens Navy Lace Up Trainer (Click For Details)

£34.99

RRP £75.00

LambrettaTackle Mens Navy Lace Up Trainer

Comfy Steps Robbie Mens Blue Slip On Casual Shoe (Click For Details)

£29.99

Comfy StepsRobbie Mens Blue Slip On Casual Shoe

Original Penguin Giovanni Mens Grey Casual Shoe (Click For Details)

NOW £29.99

was £34.99
RRP £75.00

Original PenguinGiovanni Mens Grey Casual Shoe

£29.99

Stone CreekGabriel Mens Brown Lace Up Casual Shoe

Original Penguin Steadman Retro Mens White Trainer (Click For Details)

£34.99

RRP £75.00

Original PenguinSteadman Retro Mens White Trainer

£59.99

SkechersCavell Hensley Mens Brown Lace Up Shoe

Original Penguin Steadman Retro Mens Navy Trainer (Click For Details)

NOW £29.99

was £34.99
RRP £75.00

Original PenguinSteadman Retro Mens Navy Trainer

Original Penguin Steadman Mens White Trainer (Click For Details)

NOW £24.99

was £29.99
RRP £70.00

Original PenguinSteadman Mens White Trainer

£29.99

Cushion WalkDeclan Mens Casual Tan Slip On Shoes

HEY DUDE Wally Stretch Sox Mens Navy Casual Shoes (Click For Details)

£49.99

HEY DUDEWally Stretch Sox Mens Navy Casual Shoes

Original Penguin Sailor Mens Navy Boat Shoe (Click For Details)

£29.99

RRP £60.00

Original PenguinSailor Mens Navy Boat Shoe

Hush Puppies Madden Mens Tan Suede Shoe (Click For Details)

NOW £44.99

was £49.99
RRP £75.00

Hush PuppiesMadden Mens Tan Suede Shoe

Show All

32 products from £16.99 to £59.99.

Our collection of men's holiday shoes

When it comes to men’s holiday shoes, there’s a great mix of styles to elevate your look and keep things comfortable. From classic loafers with a touch of sophistication to casual boat shoes that channel laid-back vibes, there’s something for every occasion. Breathable trainers are ideal for warm days, while slip-on shoes offer an easy, relaxed option that’s perfect for casual strolls on the beach.

Get ready for Summer with our men's holiday shoes

Now for the holiday outfit inspiration. Pair your holiday loafers with a crisp white linen shirt and tailored shorts for a smart-casual look. Try matching a pair of canvas shoes with a lightweight tee and relaxed chinos, or keep it simple with a pair of slip-ons, cargo shorts and a vest for an effortless holiday look.

Men's holiday shoes, perfect for every trip

Ready to find your perfect pair? Explore the full range of men's shoes and enjoy great prices, reliable styles, and free next-day delivery, just in time for your next getaway.

View more men's shoes

BOAT

BROGUES

CASUAL SHOES

EASY FASTEN

FORMAL

LACE UP

LEATHER

LOAFER

OXFORD

SCHOOL

SLIP ON