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Men's Holiday Outfits
(261)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 in Italian-made floral-print cotton
In an easy casual fit, this BOSS Menswear shirt is printed with a statement floral motif for summery style. Made in soft Italian cotton poplin.
£159.00
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Green
Available Sizes
- S
- M
Cotton-jersey regular-fit 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. This product is made with organic cotton. Our organic standards do not allow the use of synthetic fertilisers, pesticides or genetically modified seeds.
£49.00
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Green
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
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Dark Blue
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
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Blue
Available Sizes
- S
- XL
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
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Black
Available Sizes
- S
- M
Cotton-jersey regular-fit 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. This product is made with organic cotton. Our organic standards do not allow the use of synthetic fertilisers, pesticides or genetically modified seeds.
£49.00
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Khaki
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
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Green
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
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Black
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
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Blue
Available Sizes
- S
- 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
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Patterned
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
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Black
Available Sizes
- S
- M
- XL
Striped quick-dry swim shorts with handwritten logos
Nautical striped swim shorts in quick drying fabric by BOSS. This fully lined pair features an elasticated waistband and handwritten style logos.
£79.00
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Dark Blue
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
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White
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
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Beige
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
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Red
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
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Orange
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
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Green
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
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Black
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
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White
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.
£69.00
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Light Blue
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
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Dark Blue
Available Sizes
- S
- M
- L
- XL
- 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
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White
Available Sizes
- S
- M
- L
- XL
Vertical-logo-print swim shorts in quick-dry poplin
Statement swim shorts with full lining by BOSS, designed in soft quick drying poplin featuring a vertical logo print on the left leg. For our BETTER BOSS products, we always use at least 60% better raw materials.
£69.00
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Green
Available Sizes
- S
- L
- XL
- XXL
Fully lined swim shorts with vertical logo
Modern swim shorts by HUGO. Fully lined for comfort, this pair is crafted in quick dry material with a vertically printed logo.
£59.00
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Grey
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
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Black
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
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Light Blue
Available Sizes
- S
- M
- L
- 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
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Black
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
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Brown
Available Sizes
- M
- L
- 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
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Light Blue
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
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Light Blue
Available Sizes
- S
- M
- L
- 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
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Dark Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Fully lined swim shorts with red 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
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Light Green
Available Sizes
- S
- M
- L
- XL
- XXL
Fully lined swim shorts with red 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
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Light Blue
Available Sizes
- XS
- 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
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Dark Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Floral-print swim shorts with side stripe
With tape trims for a sporty touch, these BOSS Menswear swim shorts are a contemporary summer update. Floral print on naturally quick drying fabric.
£79.00
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Dark Blue
Available Sizes
- S
- XXL
Quick-dry swim shorts with logo print
Signature swim shorts with full lining by BOSS. This quick dry pair features a contrast waistband and cord, and a matching logo print.
£49.00
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Orange
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
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Black
Available Sizes
- S
- M
- L
- XL
- XXL
Fully lined 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.
£69.00
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Black
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
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Black
Available Sizes
- S
- M
- L
- XL
- XXL
Quick-drying swim shorts with contrast details
With their sporty contrast details, these BOSS swim shorts will become a beachwear favourite. Made in naturally quick-drying fabric. Fully lined for comfort.
£49.00
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Turquoise
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