Men's Holiday Outfits

(268)

For effortless vacation style, men's holiday outfits combine comfort and sophistication. From breathable linen shirts and lightweight shorts to casual blazers and stylish sneakers, these outfits are perfect for everything from sightseeing to beachside dinners. Explore HUGO BOSS pieces that keep you looking sharp and relaxed, whether you're at the beach or exploring a new city.

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Cotton-jersey T-shirt with SPF 50+ UV protection
Cotton-jersey T-shirt with SPF 50+ UV protection

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Cotton-jersey T-shirt with SPF 50+ UV protection

A short-sleeved jersey T-shirt ideal for beachwear, designed by BOSS Menswear in a regular fit with a contrast printed logo at the chest.
£49.00
  • color Dark Blue
Cotton-jersey T-shirt with SPF 50+ UV protection
Cotton-jersey T-shirt with SPF 50+ UV protection

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Cotton-jersey T-shirt with SPF 50+ UV protection

A short-sleeved jersey T-shirt ideal for beachwear, designed by BOSS Menswear in a regular fit with a contrast printed logo at the chest.
£49.00
  • color Green
Cotton-jersey T-shirt with SPF 50+ UV protection
Cotton-jersey T-shirt with SPF 50+ UV protection

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Cotton-jersey T-shirt with SPF 50+ UV protection

A short-sleeved jersey T-shirt ideal for beachwear, designed by BOSS Menswear in a regular fit with a contrast printed logo at the chest.
£49.00
  • color Dark Grey
Swim shorts with metal logo and branding
Swim shorts with metal logo and branding

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with metal logo and branding

Featuring a metal logo, these quick dry swim shorts by HUGO Menswear are a versatile choice. The adjustable cord has branding and durable hardware tips.
£79.00
  • color Black
-29%
Fully lined swim shorts with seasonal print
Fully lined swim shorts with seasonal print

Available Sizes

  • S
  • XL
  • XXL

Fully lined swim shorts with seasonal print

Statement swim shorts by BOSS. This fully lined pair features a seasonal print, a logo label and an elasticated waistband.
£69.00 £49.00
  • color White
-29%
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all over print. Fully lined and naturally quick drying.
£69.00 £49.00
  • color Beige
-29%
Fully lined swim shorts with seasonal print
Fully lined swim shorts with seasonal print

Available Sizes

  • S

Fully lined swim shorts with seasonal print

Statement swim shorts by BOSS. This fully lined pair features a seasonal print, a logo label and an elasticated waistband.
£69.00 £49.00
  • color Green
-29%
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all over print. Fully lined and naturally quick drying.
£69.00 £49.00
  • color Black
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all over print. Fully lined and naturally quick drying.
£69.00
  • color White
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all-over print. Fully lined and naturally quick drying.
£69.00
  • color Black
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all-over print. Fully lined and naturally quick drying.
£69.00
  • color Grey
-49%
Logo-print swim shorts with drawcord
Logo-print swim shorts with drawcord

Available Sizes

  • S
  • XL

Logo-print swim shorts with drawcord

Make a statement on the beach with these fully lined swim shorts by HUGO Menswear. Printed with repeat logos. Crafted in naturally quick-drying fabric.
£69.00 £35.00
  • color Green
Logo-print swim shorts with drawcord
Logo-print swim shorts with drawcord

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo-print swim shorts with drawcord

Make a statement on the beach with these fully lined swim shorts by HUGO Menswear. Printed with repeat logos. Crafted in naturally quick-drying fabric.
£69.00
  • color Blue
-29%
Fully lined swim shorts with stacked logo
Fully lined swim shorts with stacked logo

Available Sizes

  • XXL

Fully lined swim shorts with stacked logo

Sleek quick-drying swim shorts by HUGO Menswear. Featuring full lining and a drawcord waist, this pair is printed with a stacked HUGO logo. This product is created with recycled polyamide made from pre- and post-consumer textile waste or industrial fishing nets. The aim of using recycled materials is to save valuable resources.
£49.00 £35.00
  • color White
-25%
Logo-badge swim shorts with degradé monogram print
Logo-badge swim shorts with degradé monogram print

Available Sizes

  • S
  • XL
  • XXL

Logo-badge swim shorts with degradé monogram print

Signature BOSS Menswear swim shorts, featuring a logo badge and monogram print in a degradé effect. This pair is crafted in naturally quick-drying fabric.
£79.00 £59.00
  • color Black
-34%
Swim shorts with signature stripe and logo
Swim shorts with signature stripe and logo

Available Sizes

  • XL
  • XXL

Swim shorts with signature stripe and logo

Fully lined swim shorts by BOSS, detailed with signature stripes and a logo.
£59.00 £39.00
  • color Red
Fully lined swim shorts with seasonal print
Fully lined swim shorts with seasonal print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Fully lined swim shorts with seasonal print

Statement swim shorts by BOSS. This fully lined pair features a seasonal print, a logo label and an elasticated waistband.
£69.00
  • color Blue
Cargo-pocket swim shorts with logo badge
Cargo-pocket swim shorts with logo badge

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Cargo-pocket swim shorts with logo badge

Get beach ready with these BOSS Menswear swim shorts, featuring a cargo pocket for essentials. Crafted in naturally quick drying material. Tonal rubber logo badge. This product contains at least 60% better raw materials.
£69.00
  • color Light Blue
Printed swim shorts with logo detail
Printed swim shorts with logo detail

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts with logo detail

In naturally quick drying fabric, these fully lined BOSS Menswear swim shorts have a modern print. Subtle 3D logo.
£69.00
  • color Dark Blue
Logo-badge swim shorts with degradé monogram print
Logo-badge swim shorts with degradé monogram print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo-badge swim shorts with degradé monogram print

Signature BOSS Menswear swim shorts, featuring a logo badge and monogram print in a degradé effect. This pair is crafted in naturally quick-drying fabric.
£79.00
  • color Blue
-51%
Quick-dry swim shorts with vertical logo print
Quick-dry swim shorts with vertical logo print

Available Sizes

  • L

Quick-dry swim shorts with vertical logo print

Signature swim shorts, featuring a vertical logo print in contrast, by HUGO. This quick dry pair has full lining for sportive comfort.
£59.00 £29.00
  • color Black
-43%
Logo-print swim shorts with drawcord
Logo-print swim shorts with drawcord

Available Sizes

  • S
  • M
  • XL
  • XXL

Logo-print swim shorts with drawcord

Make a statement on the beach with these fully lined swim shorts by HUGO Menswear. Printed with repeat logos.
£69.00 £39.00
  • color Light Blue
Swim shorts with signature stripe and logo
Swim shorts with signature stripe and logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with signature stripe and logo

Fully lined swim shorts by BOSS, detailed with signature stripes and a logo.
£59.00
  • color Dark Blue
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all over print. Fully lined and naturally quick drying.
£69.00
  • color Light Blue
-27%
Swim shorts in striped seersucker fabric
Swim shorts in striped seersucker fabric

Available Sizes

  • XL
  • XXL

Swim shorts in striped seersucker fabric

Designed in striped seersucker fabric that encourages comfortable airflow, these BOSS Menswear swim shorts are naturally quick-drying. Style with the matching beach shirt.
£89.00 £65.00
  • color Dark Blue
Swim shorts with signature stripe and logo
Swim shorts with signature stripe and logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with signature stripe and logo

Fully lined swim shorts by BOSS, detailed with signature stripes and a logo.
£59.00
  • color Dark Grey
Swim shorts with split-logo waistband
Swim shorts with split-logo waistband

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with split-logo waistband

Naturally quick drying, these HUGO Menswear swim shorts are essential for summertime. Creative split logo detail on the waistband. Hidden drawcord. This product contains at least 60% better raw materials.
£69.00
  • color Black
-29%
Quick-drying swim shorts with outline logo
Quick-drying swim shorts with outline logo

Available Sizes

  • XL
  • XXL

Quick-drying swim shorts with outline logo

Modern swim shorts in quick-drying fabric by BOSS. Fully lined for comfort, these sporty swim shorts are printed with a large BOSS logo in an outline style at the left leg. Plastic-tipped drawcords with further branding complete this pair.
£49.00 £35.00
  • color Black
Quick-dry swim shorts with vertical logo print
Quick-dry swim shorts with vertical logo print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with vertical logo print

Signature swim shorts, featuring a vertical logo print in contrast, by HUGO. This quick dry pair has full lining for sportive comfort.
£59.00
  • color Brown
-41%
Swim shorts with signature stripe and logo
Swim shorts with signature stripe and logo

Available Sizes

  • XXL

Swim shorts with signature stripe and logo

Fully lined swim shorts by BOSS, detailed with signature stripes and a logo.
£59.00 £35.00
  • color White
Swim shorts with stripe and logo
Swim shorts with stripe and logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with stripe and logo

Printed with a stripe and logo, these BOSS Menswear swim shorts are naturally quick drying for easy care. Hidden adjustable drawcord. Signature stripe detail. This product contains at least 60% better raw materials.
£59.00
  • color Black
-43%
Fully lined swim shorts with seasonal print
Fully lined swim shorts with seasonal print

Available Sizes

  • S

Fully lined swim shorts with seasonal print

Statement swim shorts by BOSS. This fully lined pair features a seasonal print, a logo label and an elasticated waistband.
£69.00 £39.00
  • color Khaki
-20%
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all-over print. Fully lined and naturally quick drying.
£69.00 £55.00
  • color Blue
-34%
Swim shorts with signature stripe and logo
Swim shorts with signature stripe and logo

Available Sizes

  • XXL

Swim shorts with signature stripe and logo

Fully lined swim shorts by BOSS, detailed with signature stripes and a logo.
£59.00 £39.00
  • color Blue
-29%
Fully lined swim shorts with seasonal print
Fully lined swim shorts with seasonal print

Available Sizes

  • S
  • XXL

Fully lined swim shorts with seasonal print

Statement swim shorts by BOSS. This fully lined pair features a seasonal print, a logo label and an elasticated waistband.
£69.00 £49.00
  • color Orange
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Drawstring swim shorts with all-over print

Upgrade your holiday wardrobe with these refined BOSS Menswear swim shorts, featuring a distinctive all-over print. Fully lined and naturally quick drying.
£69.00
  • color Green
Printed swim shorts with logo detail
Printed swim shorts with logo detail

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts with logo detail

In naturally quick drying fabric, these fully lined BOSS Menswear swim shorts have a modern print. Subtle 3D logo.
£69.00
  • color Beige
Printed swim shorts with logo badge
Printed swim shorts with logo badge

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts with logo badge

Naturally quick to dry, these easy care BOSS Menswear shorts will add energy to beach and poolside looks. Modern micro print and logo badge trim.
£69.00
  • color Blue
-51%
Seasonal-print swim shorts with round hem
Seasonal-print swim shorts with round hem

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Seasonal-print swim shorts with round hem

Modern swim shorts, featuring a seasonal print, by HUGO Menswear. This pair – in naturally quick-drying fabric – has contrast piping and a rounded hem. This product is created with recycled polyamide made from pre- and post-consumer textile waste or industrial fishing nets. The aim of using recycled materials is to save valuable resources.
£79.00 £39.00
  • color Light Blue
Fully lined swim shorts with contrast logo
Fully lined swim shorts with contrast logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Fully lined swim shorts with contrast logo

Minimalist swim shorts with a contrast logo print and matching drawcords by HUGO. This fully lined pair comes in quick-dry material.
£49.00
  • color Orange