Men's Holiday Outfits
(268)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
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Dark Blue
Available Sizes
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- M
- L
- XL
- XXL
Cotton-jersey T-shirt with SPF 50+ UV protection
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Green
Available Sizes
- S
- M
- L
- XL
- XXL
Cotton-jersey T-shirt with SPF 50+ UV protection
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Dark Grey
Available Sizes
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- M
- L
- XL
- XXL
Swim shorts with metal logo and branding
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Black
Available Sizes
- S
- XL
- XXL
Fully lined swim shorts with seasonal print
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White
Available Sizes
- XL
- XXL
Drawstring swim shorts with all-over print
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Beige
Available Sizes
- S
Fully lined swim shorts with seasonal print
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Green
Available Sizes
- S
- XL
- XXL
Drawstring swim shorts with all-over print
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Black
Available Sizes
- S
- XL
- XXL
Drawstring swim shorts with all-over print
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White
Available Sizes
- S
- M
- L
- XL
- XXL
Drawstring swim shorts with all-over print
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Black
Available Sizes
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- M
- L
- XL
- XXL
Drawstring swim shorts with all-over print
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Grey
Available Sizes
- S
- XL
Logo-print swim shorts with drawcord
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Green
Available Sizes
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- M
- L
- XL
- XXL
Logo-print swim shorts with drawcord
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Blue
Available Sizes
- XXL
Fully lined swim shorts with stacked logo
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White
Available Sizes
- S
- XL
- XXL
Logo-badge swim shorts with degradé monogram print
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Black
Available Sizes
- XL
- XXL
Swim shorts with signature stripe and logo
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Red
Available Sizes
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- M
- L
- XL
- XXL
Fully lined swim shorts with seasonal print
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Blue
Available Sizes
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- M
- L
- XL
- XXL
Cargo-pocket swim shorts with logo badge
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Light Blue
Available Sizes
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- M
- L
- XL
- XXL
Printed swim shorts with logo detail
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Dark Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Logo-badge swim shorts with degradé monogram print
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Blue
Available Sizes
- L
Quick-dry swim shorts with vertical logo print
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Black
Available Sizes
- S
- M
- XL
- XXL
Logo-print swim shorts with drawcord
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Light Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Swim shorts with signature stripe and logo
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Dark Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Drawstring swim shorts with all-over print
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Light Blue
Available Sizes
- XL
- XXL
Swim shorts in striped seersucker fabric
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Dark Blue
Available Sizes
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- L
- XL
- XXL
Swim shorts with signature stripe and logo
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Dark Grey
Available Sizes
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- L
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- XXL
Swim shorts with split-logo waistband
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Black
Available Sizes
- XL
- XXL
Quick-drying swim shorts with outline logo
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Black
Available Sizes
- S
- M
- L
- XL
- XXL
Quick-dry swim shorts with vertical logo print
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Brown
Available Sizes
- XXL
Swim shorts with signature stripe and logo
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White
Available Sizes
- S
- M
- L
- XL
- XXL
Swim shorts with stripe and logo
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Black
Available Sizes
- S
Fully lined swim shorts with seasonal print
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Khaki
Available Sizes
- S
Drawstring swim shorts with all-over print
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Blue
Available Sizes
- XXL
Swim shorts with signature stripe and logo
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Blue
Available Sizes
- S
- XXL
Fully lined swim shorts with seasonal print
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Orange
Available Sizes
- S
- M
- L
- XL
- XXL
Drawstring swim shorts with all-over print
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Green
Available Sizes
- S
- M
- L
- XL
- XXL
Printed swim shorts with logo detail
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Beige
Available Sizes
- S
- M
- L
- XL
- XXL
Printed swim shorts with logo badge
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Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Seasonal-print swim shorts with round hem
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Light Blue
Available Sizes
- S
- M
- L
- XL
- XXL
Fully lined swim shorts with contrast logo
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Orange
40 products out of 268