Men's Holiday Outfits

(180)

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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-43%
Printed swim shorts with logo badge
Printed swim shorts with logo badge

Available Sizes

  • XXL

Printed swim shorts with logo badge

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 £39.00
  • Colour Black
-30%
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 £55.00
  • Colour Black
-29%
Printed swim shorts with logo badge
Printed swim shorts with logo badge

Available Sizes

  • S
  • M
  • XL
  • XXL

Printed swim shorts with logo badge

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
  • Colour Black
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

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
  • Colour Grey
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

Featuring a distinctive multicoloured print and logo patch, these BOSS Menswear swim shorts are designed with an easy drawstring waist. Naturally quick drying. Rear pocket. This product contains at least 80% better raw materials.
£69.00
  • Colour Blue
-29%
Logo-badge swim shorts with all-over print
Logo-badge swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo-badge swim shorts with all-over 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
  • Colour Blue
-43%
Printed swim shorts with logo detail
Printed swim shorts with logo detail

Available Sizes

  • S
  • M
  • 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 £39.00
  • Colour Dark Blue
-29%
Logo-badge swim shorts with all-over print
Logo-badge swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo-badge swim shorts with all-over 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
  • Colour Red
-51%
Swim shorts with vertical logo print
Swim shorts with vertical logo print

Available Sizes

  • S
  • XXL

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
  • Colour Brown
-29%
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 £49.00
  • Colour 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
  • Colour Dark Blue
-40%
Logo-badge swim shorts with degradé monogram print
Logo-badge swim shorts with degradé monogram print

Available Sizes

  • 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.
£99.00 £59.00
  • Colour Black
-43%
Printed swim shorts with logo badge
Printed swim shorts with logo badge

Available Sizes

  • S
  • XL
  • XXL

Printed swim shorts with logo badge

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 £39.00
  • Colour Light Blue
-34%
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 £39.00
  • Colour Dark Grey
-29%
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 £49.00
  • Colour Light Blue
-34%
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 £39.00
  • Colour Red
-30%
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.
£99.00 £69.00
  • Colour Blue
-49%
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 £35.00
  • Colour Black
-41%
Swim shorts with logo label
Swim shorts with logo label

Available Sizes

  • M
  • L
  • XL
  • XXL

Swim shorts with logo label

Sporty swim shorts in quick-dry fabric by HUGO. Trimmed with a red logo label, this pair is fully lined for active comfort.
£59.00 £35.00
  • Colour Light Blue
-38%
Swim shorts in seersucker fabric with embroidered logo
Swim shorts in seersucker fabric with embroidered logo

Available Sizes

  • XL
  • XXL

Swim shorts in seersucker fabric with embroidered logo

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 £55.00
  • Colour Dark Blue
Quick-dry swim shorts with logo print
Quick-dry swim shorts with logo print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo print

Minimalist swim shorts with a contrast logo print and matching drawcords by HUGO. This fully lined pair comes in quick-dry material.
£55.00
  • Colour Orange
-29%
Printed swim shorts with logo badge
Printed swim shorts with logo badge

Available Sizes

  • S
  • 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 £49.00
  • Colour Blue
Quick-dry swim shorts with logo print
Quick-dry swim shorts with logo print

Available Sizes

  • XS
  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo print

Minimalist swim shorts with a contrast logo print and matching drawcords by HUGO. This fully lined pair comes in quick-dry material.
£55.00
  • Colour Dark Blue
Quick-dry swim shorts with large embroidered logo
Quick-dry swim shorts with large embroidered logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with large embroidered logo

Fully lined swim shorts with a patterned drawcord by BOSS. This pair is detailed with a 3D embroidered logo on the left leg. 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.
£75.00
  • Colour Black
-29%
Quick-dry swim shorts with logo print
Quick-dry swim shorts with logo print

Available Sizes

  • S
  • L
  • XL

Quick-dry swim shorts with logo print

Bring your summertime collection up to code with the contrast logo print of these BOSS Menswear swim shorts. Cut in naturally quick drying material.
£49.00 £35.00
  • Colour Green
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
  • Colour Black
-49%
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

We at HUGO BOSS prefer recycled polyester from pre and post consumer textile waste and do our best to phase out polyester from PET bottles.
£69.00 £35.00
  • Colour Green
-29%
Printed swim shorts with logo badge
Printed swim shorts with logo badge

Available Sizes

  • S
  • M
  • XL
  • XXL

Printed swim shorts with logo badge

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
  • Colour Green
-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
  • Colour 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.
£65.00
  • Colour Dark Blue
-38%
Micro-print swim shorts with logo badge
Micro-print swim shorts with logo badge

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Micro-print swim shorts with logo badge

Perfect for wearing from beach to bar, these BOSS Menswear swim shorts are designed in naturally quick-drying stretch fabric. Signature micro motif. Full lining.
£89.00 £55.00
  • Colour Black
-43%
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 £39.00
  • Colour Beige
-43%
Fully lined swim shorts with logo tape
Fully lined swim shorts with logo tape

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Fully lined swim shorts with logo tape

Signature swim shorts by HUGO. Featuring full lining, this sporty pair is trimmed with logo tape on the side seams. 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.
£69.00 £39.00
  • Colour Black
Quick-dry swim shorts with logo print
Quick-dry swim shorts with logo print

Available Sizes

  • S
  • M
  • XL
  • XXL

Quick-dry swim shorts with logo print

With their sporty contrast details, these BOSS swim shorts will become a beachwear favourite. Made in naturally quick drying fabric.
£49.00
  • Colour Dark Blue
-38%
Waffle-structured swim shorts with embroidered stacked logo
Waffle-structured swim shorts with embroidered stacked logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Waffle-structured swim shorts with embroidered stacked logo

Embroidered with a stacked logo, these HUGO Menswear swim shorts make a sporty statement. Naturally quick-drying fabric with a waffle structure.
£79.00 £49.00
  • Colour Grey
-29%
Quick-dry swim shorts with logo print
Quick-dry swim shorts with logo print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo print

Bring your summertime collection up to code with the contrast logo print of these BOSS Menswear swim shorts. Cut in naturally quick drying material.
£49.00 £35.00
  • Colour White
-29%
Quick-dry swim shorts with logo print
Quick-dry swim shorts with logo print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo print

Bring your summertime collection up to code with the contrast logo print of these BOSS Menswear swim shorts. Cut in naturally quick drying material.
£49.00 £35.00
  • Colour Blue
-49%
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 £35.00
  • Colour Black
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
  • Colour Black
-29%
Cargo-pocket swim shorts with logo badge
Cargo-pocket swim shorts with logo badge

Available Sizes

  • S
  • 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 £49.00
  • Colour Dark Blue

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