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Men's Holiday Outfits
(191)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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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
- 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
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Beige
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
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Red
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
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Green
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
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Black
Available Sizes
- XL
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
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White
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
-
Black
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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Red
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
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Grey
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
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Blue
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.
£89.00
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Black
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
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Light 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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Blue
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
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Light Blue
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
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Dark 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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Red
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.
£89.00
-
Blue
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
-
White
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
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Black
Available Sizes
- L
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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Orange
Available Sizes
- S
- 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
-
Red
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
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Green
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
-
Green
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
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Beige
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
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Blue
Available Sizes
- S
- M
- L
- XL
- 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
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Brown
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
- 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
Swim shorts with signature stripe and logo
Fully lined swim shorts by BOSS, detailed with signature stripes and a logo.
£59.00
-
Dark Grey
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
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Black
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
-
Black
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
-
Black
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
-
Dark Blue
Available Sizes
- S
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.
£89.00
-
Blue
Available Sizes
- S
- L
- XL
- XXL
Quick-dry swim shorts with Double B monograms
Distinctive swim shorts, embroidered with Double B monograms, by BOSS Menswear. This fully lined pair is crafted in naturally quick drying fabric.
£89.00
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Dark Blue
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
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Black
Available Sizes
- 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
-
White
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
-
Light Blue
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
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Black
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
-
Light Blue
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