Men's Holiday Outfits

(206)

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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Relaxed-fit shirt with floral print
Relaxed-fit shirt with floral print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Relaxed-fit shirt with floral print

This product contains at least 80% better raw materials. This product is made with cellulose fibres, derived from natural raw wood material and sourced from responsibly managed forests.
£99.00
  • Colour Light Green
Swim shorts with outline logo print
Swim shorts with outline logo print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with outline logo print

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
  • Colour Black
Quick-dry swim shorts with logo label
Quick-dry swim shorts with logo label

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo label

Featuring a woven logo patch on the leg, these HUGO Menswear swim shorts are designed in naturally quick-drying fabric. Adjustable drawstring for comfort. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£59.00
  • Colour Dark Blue
Swim shorts with signature stripe and logo
Swim shorts with signature stripe and logo

Available Sizes

  • S
  • 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 Grey
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

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
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

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
  • Colour Black
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

Silicone logo badge. This product contains at least 80% better raw materials. Ideal for the beach or pool, these BOSS Menswear swim shorts are printed with a distinctive micro pattern. Naturally quick drying fabric.
£69.00
  • Colour Red
Swim shorts with Double B monogram trim
Swim shorts with Double B monogram trim

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with Double B monogram trim

Featuring a distinctive Double B monogram, these easy-care BOSS Menswear swim shorts are crafted in quick-dry crinkle fabric. Hidden drawstring at the waistband.
£65.00
  • Colour 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
  • Colour Dark Blue
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

Featuring a statement all over print, these HUGO Menswear swim shorts are crafted in naturally quick drying fabric. Logo detail on left leg.
£69.00
  • Colour Light Yellow
Drawstring swim shorts in stretch fabric with tape trim
Drawstring swim shorts in stretch fabric with tape trim

Available Sizes

  • M
  • L
  • XXL

Drawstring swim shorts in stretch fabric with tape trim

In soft, stretchy fabric that's naturally quick to dry, these BOSS Menswear swim shorts feature sporty tape on the hems. Adjustable cord at the waistband.
£139.00
  • Colour Light Beige
Drawstring swim shorts in stretch fabric with tape trim
Drawstring swim shorts in stretch fabric with tape trim

Available Sizes

  • S
  • M
  • L
  • XXL

Drawstring swim shorts in stretch fabric with tape trim

In soft, stretchy fabric that's naturally quick to dry, these BOSS Menswear swim shorts feature sporty tape on the hems. Adjustable cord at the waistband.
£139.00
  • Colour Dark Blue
Quick-dry swim shorts in stretch seersucker
Quick-dry swim shorts in stretch seersucker

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts in stretch seersucker

Featuring a tonal embroidered logo, these BOSS Menswear swim shorts are crafted in stretch seersucker. Naturally quick drying. Elasticated waistband with cord.
£85.00
  • Colour Dark Blue
Drawcord swim shorts with all-over print
Drawcord swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Drawcord swim shorts with all-over print

Add a statement touch to your summer collection with the print of these naturally quick-drying HUGO Menswear swim shorts. Contrast piping on rounded hem. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£85.00
  • Colour Dark Red
Swim shorts with all-over print
Swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with all-over print

Crafted in naturally quick drying fabric, these BOSS Menswear swim shorts feature a modern all over print. Drawstring waist. Subtle logo badge. Side pockets.
£69.00
  • Colour Light Green
Swim shorts with all-over print
Swim shorts with all-over print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with all-over print

Crafted in naturally quick drying fabric, these BOSS Menswear swim shorts feature a modern all over print. Drawstring waist. Subtle logo badge. Side pockets.
£69.00
  • Colour Light Blue
Swim shorts with contrast logo print
Swim shorts with contrast logo print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with contrast logo print

Featuring a cord at the waistband, these versatile HUGO Menswear swim shorts are designed in naturally quick-drying fabric. Contrast logo print on left leg. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£55.00
  • Colour Green
Swim shorts with contrast logo print
Swim shorts with contrast logo print

Available Sizes

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

Swim shorts with contrast 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
Swim shorts in seersucker fabric with embroidered logo
Swim shorts in seersucker fabric with embroidered logo

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts in seersucker fabric with embroidered logo

In naturally quick drying seersucker fabric, these BOSS Menswear swim shorts are embroidered with a subtle logo. Drawstring waist. Signature stripe trim. This product contains at least 80% better raw materials.
£99.00
  • Colour Light Blue
Swim shorts with 3D logo embroidery
Swim shorts with 3D logo embroidery

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with 3D logo embroidery

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
Swim shorts with contrast logo and piping
Swim shorts with contrast logo and piping

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with contrast logo and piping

Featuring patterned cords and sporty piping, these BOSS Menswear swim shorts have a contrast printed logo. Naturally quick-drying fabric.
£49.00
  • Colour Orange
Swim shorts with contrast logo and piping
Swim shorts with contrast logo and piping

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with contrast logo and piping

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
Swim shorts with contrast logo and piping
Swim shorts with contrast logo and piping

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with contrast logo and piping

Featuring patterned cords and sporty piping, these BOSS Menswear swim shorts have a contrast printed logo. Naturally quick-drying fabric.
£49.00
  • Colour Green
Swim shorts with contrast logo and piping
Swim shorts with contrast logo and piping

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with contrast logo and piping

Featuring patterned cords and sporty piping, these BOSS Menswear swim shorts have a contrast printed logo. Naturally quick-drying fabric.
£49.00
  • Colour Red
Quick-dry swim shorts with logo label
Quick-dry swim shorts with logo label

Available Sizes

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

Quick-dry swim shorts with logo label

Featuring a woven logo patch on the leg, these HUGO Menswear swim shorts are designed in naturally quick-drying fabric. Adjustable drawstring for comfort. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£59.00
  • Colour Black
Quick-dry swim shorts with logo label
Quick-dry swim shorts with logo label

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo label

Featuring a woven logo patch on the leg, these HUGO Menswear swim shorts are designed in naturally quick-drying fabric. Adjustable drawstring for comfort. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£59.00
  • Colour Dark Green
Quick-dry swim shorts with logo label
Quick-dry swim shorts with logo label

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Quick-dry swim shorts with logo label

Featuring a woven logo patch on the leg, these HUGO Menswear swim shorts are designed in naturally quick-drying fabric. Adjustable drawstring for comfort. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£59.00
  • Colour Dark Grey
Printed swim shorts in quick-dry fabric
Printed swim shorts in quick-dry fabric

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts in quick-dry fabric

Featuring a statement print, these BOSS Menswear swim shorts are embroidered with a subtle logo. Naturally quick drying fabric. Rear zipped pocket. This product contains at least 80% better raw materials.
£75.00
  • Colour Light Beige
Swim shorts with stripe and logo
Swim shorts with stripe and logo

Available Sizes

  • S
  • 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 Black
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
  • Colour White
Micro-print swim shorts with logo badge
Micro-print swim shorts with logo badge

Available Sizes

  • S
  • M
  • 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
  • Colour Black
Printed swim shorts with stripe and logo
Printed swim shorts with stripe and logo

Available Sizes

  • M
  • L
  • XL

Printed swim shorts with stripe and logo

These HUGO Menswear swim shorts contrast a summery palm print motif against a bold stripe and logo detail. Naturally quick drying fabric.
£75.00
  • Colour Grey
Printed swim shorts with stripe and logo
Printed swim shorts with stripe and logo

Available Sizes

  • M
  • L
  • XL
  • XXL

Printed swim shorts with stripe and logo

These HUGO Menswear swim shorts contrast a summery palm print motif against a bold stripe and logo detail. Naturally quick drying fabric.
£75.00
  • Colour Pink
Swim shorts with logo stripe print
Swim shorts with logo stripe print

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with logo stripe print

In stretchy, naturally quick-drying fabric, these BOSS Menswear swim shorts are detailed with a printed stripe and logo. Adjustable drawcord elasticated waistband.
£75.00
  • 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
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
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.
£99.00
  • Colour Black
Logo-badge swim shorts with degradé monogram print
Logo-badge swim shorts with degradé monogram print

Available Sizes

  • L

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
  • 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 Green
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 Blue

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