Men's Holiday Outfits

(285)

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

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
Logo-label swim shorts
Logo-label swim shorts

Available Sizes

  • XS
  • S
  • XL

Logo-label swim shorts

A pair of short-length swim shorts by HUGO Menswear. Made from quick-drying fabric for lasting comfort. Detailed with a signature red logo label on the hem.
£59.00
  • Colour Black
Logo-label swim shorts
Logo-label swim shorts

Available Sizes

  • XXL

Logo-label swim shorts

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
Logo-label swim shorts
Logo-label swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo-label swim shorts

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 Brown
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • XXL

Printed swim shorts

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
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • L
  • XXL

Printed swim shorts

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
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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
Printed swim shorts
Printed swim shorts

Available Sizes

Printed swim shorts

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 Beige
Swim shorts with repeat logos
Swim shorts with repeat logos

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with repeat logos

Featuring repeat logos on the side, these HUGO Menswear swim shorts are made in naturally quick drying material. Hidden cord inside the waistband.
£59.00
  • Colour Black
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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 Grey
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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 Blue
Swim shorts with repeat logos
Swim shorts with repeat logos

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with repeat logos

Featuring repeat logos on the side, these HUGO Menswear swim shorts are made in naturally quick drying material. Hidden cord inside the waistband.
£59.00
  • Colour Blue
Swim shorts with repeat logos
Swim shorts with repeat logos

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with repeat logos

Featuring repeat logos on the side, these HUGO Menswear swim shorts are made in naturally quick drying material. Hidden cord inside the waistband.
£59.00
  • Colour Pink
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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 Brown
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

Modern swim shorts by BOSS Menswear, featuring an all over print and a branded silicone badge. An elasticated waistband provides comfort.
£69.00
  • Colour Black
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

Modern swim shorts by BOSS Menswear, featuring an all over print and a branded silicone badge. An elasticated waistband provides comfort.
£69.00
  • Colour Blue
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL

Printed swim shorts

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 Grey
Quick-dry swim shorts with all-over print
Quick-dry swim shorts with all-over print

Available Sizes

  • S
  • M
  • XL

Quick-dry swim shorts with all-over print

Featuring a statement print all over, these bold HUGO Menswear swim shorts are made in naturally quick drying fabric. Coordinating logo 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

  • 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
Swim shorts with Double B monogram trim
Swim shorts with Double B monogram trim

Available Sizes

  • S
  • M
  • L
  • 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
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

Designed in naturally quick drying material, these BOSS Menswear swim shorts have a contemporary print all over. 3D logo on left leg.
£69.00
  • Colour Yellow
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 Black
Swim shorts with all-over stacked logos
Swim shorts with all-over stacked logos

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts with all-over stacked logos

Add impact to beach and poolside looks with these HUGO Menswear swim shorts, embossed all over with tonal stacked logos. Naturally quick drying fabric.
£65.00
  • 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
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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
Printed swim shorts
Printed swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Printed swim shorts

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

  • XL

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 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 Light Grey
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 Light Blue
Swim shorts in seersucker fabric with embroidered logo
Swim shorts in seersucker fabric with embroidered logo

Available Sizes

  • S
  • M
  • 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 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 Blue
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
Swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Swim shorts

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
Quick-dry swim shorts with printed stacked logo
Quick-dry swim shorts with printed stacked logo

Available Sizes

  • M

Quick-dry swim shorts with printed stacked logo

With a printed stacked logo and coordinating cord, these HUGO Menswear swim shorts are naturally quick to dry. Comfortable elasticated waist. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£49.00
  • Colour Black
Logo swim shorts
Logo swim shorts

Available Sizes

  • XXL

Logo swim shorts

In naturally quick-drying fabric, these BOSS Menswear swim shorts have contrast branding and piping. Signature-stripe detail at the back. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£49.00
  • Colour Turquoise
Logo swim shorts
Logo swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo swim shorts

A pair of swim shorts by BOSS Menswear. They are crafted from quick-drying fabric for comfort. Finished with a contrast drawstring and a printed logo.
£49.00
  • Colour Dark Blue
Logo swim shorts
Logo swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo swim shorts

In naturally quick-drying fabric, these BOSS Menswear swim shorts have contrast branding and piping. Signature-stripe detail at the back. This product contains at least 80% better raw materials. This product is partly created with recycled polyamide.
£49.00
  • Colour Green
Logo swim shorts
Logo swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo swim shorts

A pair of swim shorts by BOSS Menswear. They are crafted from quick-drying fabric for comfort. Finished with a contrast drawstring and a printed logo.
£49.00
  • Colour Dark Grey
Logo swim shorts
Logo swim shorts

Available Sizes

  • S
  • M
  • L
  • XL
  • XXL

Logo swim shorts

A pair of swim shorts by BOSS Menswear. They are crafted from quick-drying fabric for comfort. Finished with a contrast drawstring and a printed logo.
£49.00
  • Colour Blue

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