Men's Holiday Outfits

(267)

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
-20%
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • 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 £55.00
  • color Blue
-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
  • 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
-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
-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
-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
  • 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
-35%
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 £45.00
  • color Black
-43%
Logo-print swim shorts with drawcord
Logo-print swim shorts with drawcord

Available Sizes

  • S
  • 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 Black
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 Dark Blue
-38%
Quick-dry swim shorts with monogram print
Quick-dry swim shorts with monogram print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with monogram print

Monogram-print swim shorts by BOSS. Fully lined for comfort, this pair is crafted in quick-dry stretch fabric trimmed with a rubber logo badge.
£89.00 £55.00
  • color Black
-29%
Cargo-pocket swim shorts with logo badge
Cargo-pocket swim shorts with logo badge

Available Sizes

  • S
  • 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
  • color Dark Grey
-25%
Logo-badge swim shorts with degradé monogram print
Logo-badge swim shorts with degradé monogram print

Available Sizes

  • S
  • 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 Blue
Fully lined quick-dry swim shorts with monogram print
Fully lined quick-dry swim shorts with monogram print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Fully lined quick-dry swim shorts with monogram print

Signature-trim swim shorts by BOSS, crafted in fully lined quick-dry fabric printed all over with monograms for a distinctive look. This product is partly created with recycled polyester. 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. The aim of using recycled materials is to save valuable resources.
£89.00
  • color Black
-29%
Drawstring swim shorts with all-over print
Drawstring swim shorts with all-over print

Available Sizes

  • S
  • 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 £49.00
  • color Red
Quick-dry swim shorts with all-over print
Quick-dry swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with all-over print

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
  • color Green
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
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
  • color Black