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Men's Vacation & Resort Swimwear

  • All Men
  • Under $100
  • New Arrivals
  • Shorts
  • Swim
  • Clothing
  • Shoes
  • Accessories
  • Luggage & Travel
  • Travel Essentials
416 items
Hermosa Retro Swim Trunks
New

O'Neill Hermosa Retro Swim Trunks

$58Current Price $58
Men's Stretch Swim Short
New

Cotton On Men's Stretch Swim Short

$27.99Current Price $27.99
$39.99Previous Price $39.99
4.6(59)
The Bayberry Medallion Print Water Repellent Swim Trunks

Fair Harbor The Bayberry Medallion Print Water Repellent Swim Trunks

$88Current Price $88
4.3(40)
The Anchor Swim Trunks

Fair Harbor The Anchor Swim Trunks

$72 – $88Current Price $72 to $88
4.5(31)
Short Sleeve Swim Tee Rash Guard
New

Lands' End Short Sleeve Swim Tee Rash Guard

$31.47 – $44.95Current Price $31.47 to $44.95
$44.95Previous Price $44.95
4.5(41)
The Bungalow Water Repellent Swim Trunks

Fair Harbor The Bungalow Water Repellent Swim Trunks

$88Current Price $88
5(8)
Surfsilk Tijuana Board Shorts

Quiksilver Surfsilk Tijuana Board Shorts

$35.40 – $59Current Price $35.40 to $59
$59Previous Price $59
New Markdown
4(1)
Garage Layback Swim Trunks
New

Billabong Garage Layback Swim Trunks

$69.95Current Price $69.95
Sol Tiles 19" Board Shorts

Quiksilver Sol Tiles 19" Board Shorts

$29.69Current Price $29.69
$66Previous Price $66
New Markdown
The Bayberry Water Repellent Swim Trunks

Fair Harbor The Bayberry Water Repellent Swim Trunks

$88Current Price $88
5(3)
Maverick Shorts
Nordstrom For Good

Vuori Maverick Shorts

$78Current Price $78
5(3)
Everyday Volley 15-Inch Swim Trunks

Quiksilver Everyday Volley 15-Inch Swim Trunks

$17.60 – $44Current Price $17.60 to $44
$44Previous Price $44
New Markdown
vuori Cruise Hybrid Board Shorts
Nordstrom For Good

Vuori vuori Cruise Hybrid Board Shorts

$78Current Price $78
4.5(15)
Sundays Print Swim Shorts
New

Billabong Sundays Print Swim Shorts

$62.95Current Price $62.95
Lennox Scallop Stripe Board Shorts

O'Neill Lennox Scallop Stripe Board Shorts

$54Current Price $54
5(1)
All Day™ Swim Trunks
New

Faherty All Day™ Swim Trunks

$98Current Price $98
5(16)
Collegiate Solid Swim Trunks

PacSun Collegiate Solid Swim Trunks

$39.95Current Price $39.95
Mix Volley 17" Swim Trunks
New

Quiksilver Mix Volley 17" Swim Trunks

$56 – $59Current Price $56 to $59
Bayberry Water Repellent Swim Trunks

Fair Harbor Bayberry Water Repellent Swim Trunks

$76 – $88Current Price $76 to $88
Classic Lined 5.5-Inch Swim Trunks

Chubbies Classic Lined 5.5-Inch Swim Trunks

$79.50Current Price $79.50
4.8(1538)
Hyperfreak Mysto Scallop Board Shorts

O'Neill Hyperfreak Mysto Scallop Board Shorts

$64Current Price $64
Mirage Sessions Board Shorts
New

Rip Curl Mirage Sessions Board Shorts

$59.95Current Price $59.95
Hyperfreak Tech Panel Board Shorts
New

O'Neill Hyperfreak Tech Panel Board Shorts

$74Current Price $74
Clifton Swim Trunks

Peter Millar Clifton Swim Trunks

$108Current Price $108
Surfsilk Kaimana Board Shorts
New

Quiksilver Surfsilk Kaimana Board Shorts

$54Current Price $54
Hyperfreak Mysto Block Scallop Swim Trunks

O'Neill Hyperfreak Mysto Block Scallop Swim Trunks

$64Current Price $64
The Bayberry Water Repellent Swim Trunks

Fair Harbor The Bayberry Water Repellent Swim Trunks

$32.40Current Price $32.40
$72Previous Price $72
New Markdown
5(1)
Only a few left
Two-Tone Swim Trunks
Nordstrom For Good

BOSS Two-Tone Swim Trunks

$38.24Current Price $38.24
$85Previous Price $85
New Markdown
Only a few left
Boardwalk 18 Board Shorts
New

O'Neill Boardwalk 18 Board Shorts

$64Current Price $64
Shorelite Swim Trunks
Nordstrom For Good

Faherty Shorelite Swim Trunks

$118Current Price $118
4.8(74)
Mix Volley 17" Swim Trunks
New

Quiksilver Mix Volley 17" Swim Trunks

$62Current Price $62
Original Straight Board Shorts
New

Quiksilver Original Straight Board Shorts

$24.99 – $59Current Price $24.99 to $59
$59Previous Price $59
New Markdown
Volley Swim Trunks
New

Vintage Summer Volley Swim Trunks

$45Current Price $45
Ole Swim Trunks
Nordstrom For Good

BOSS Ole Swim Trunks

$31.60Current Price $31.60
$79Previous Price $79
Only a few left
Pirhana Swim Trunks
Nordstrom For Good

BOSS Pirhana Swim Trunks

$30.99Current Price $30.99
$69Previous Price $69
New Markdown
Everyday Surf Long Sleeve Performance Rashguard

Quiksilver Everyday Surf Long Sleeve Performance Rashguard

$44Current Price $44
5(1)
OG Fader Drawstring Board Shorts

O'Neill OG Fader Drawstring Board Shorts

$64Current Price $64
Ocean Mayhem Floral 19" Board Shorts

Quiksilver Ocean Mayhem Floral 19" Board Shorts

$24.99 – $66Current Price $24.99 to $66
$66Previous Price $66
New Markdown
The Anchor Swim Trunks

Fair Harbor The Anchor Swim Trunks

$72 – $88Current Price $72 to $88
5(1)
Cole Houshmand Pro Board Shorts
New

SANTO STUDIO Cole Houshmand Pro Board Shorts

$75Current Price $75
The Anchor Swim Trunks

Fair Harbor The Anchor Swim Trunks

$72Current Price $72
Collegiate Swim Trunks

PacSun Collegiate Swim Trunks

$39.95Current Price $39.95
Seventy Three Layback Swim Trunks
New

Billabong Seventy Three Layback Swim Trunks

$65.95Current Price $65.95
Sessions Volley Swim Trunks
New

Rip Curl Sessions Volley Swim Trunks

$49.95Current Price $49.95
Ocean Mayhem Volley Swim Trunks

Quiksilver Ocean Mayhem Volley Swim Trunks

$24.99Current Price $24.99
$56Previous Price $56
New Markdown
The Anchor 8-Inch Swim Trunks

Fair Harbor The Anchor 8-Inch Swim Trunks

$72Current Price $72
5(1)
Surf Supply Long Sleeve Rashguard
New

O'Neill Surf Supply Long Sleeve Rashguard

$48Current Price $48
Surfsilk Panel 20" Board Shorts

Quiksilver Surfsilk Panel 20" Board Shorts

$66Current Price $66
Naples Neon Sips 6-Inch Performance Swim Trunks
New

Tommy Bahama Naples Neon Sips 6-Inch Performance Swim Trunks

$89.50Current Price $89.50
Every Other Day Swim Trunks

Billabong Every Other Day Swim Trunks

$59.95Current Price $59.95
Original Blocked 19" Board Shorts

Quiksilver Original Blocked 19" Board Shorts

$69Current Price $69
Fade Lines 19" Board Shorts

Quiksilver Fade Lines 19" Board Shorts

$29.69 – $66Current Price $29.69 to $66
$66Previous Price $66
New Markdown
Shark Swim Trunks
Nordstrom For Good

BOSS Shark Swim Trunks

$79Current Price $79
Original Arch 18" Water Repellent Board Shorts
New

Quiksilver Original Arch 18" Water Repellent Board Shorts

$69Current Price $69
Iconic Side Stripe Swim Trunks
Nordstrom For Good

BOSS Iconic Side Stripe Swim Trunks

$24.99Current Price $24.99
$65Previous Price $65
New Markdown
Only a few left
The Bungalow Water Repellent Swim Trunks

Fair Harbor The Bungalow Water Repellent Swim Trunks

$76 – $88Current Price $76 to $88
4.3(22)
Seersucker Swim Shorts
New

H&M Seersucker Swim Shorts

$29.99Current Price $29.99
Traveler Classic Polo Bear Print Swim Trunks

Polo Ralph Lauren Traveler Classic Polo Bear Print Swim Trunks

$98.50Current Price $98.50
Everyday 17" Solid Stretch Swim Trunks

Quiksilver Everyday 17" Solid Stretch Swim Trunks

$44Current Price $44
Just My Type Board Shorts
New

TravisMathew Just My Type Board Shorts

$99.95Current Price $99.95
Lido Swim Trunks
New

SANTO STUDIO Lido Swim Trunks

$75Current Price $75
Tribong LT Board Shorts

Billabong Tribong LT Board Shorts

$24.99 – $59.95Current Price $24.99 to $59.95
$59.95Previous Price $59.95
New Markdown
The Bayberry Geo Print Water Repellent Swim Trunks
New

Fair Harbor The Bayberry Geo Print Water Repellent Swim Trunks

$88Current Price $88
OG Print Scallop Board Shorts
New

O'Neill OG Print Scallop Board Shorts

$74Current Price $74
Vibe Swim Trunks
Nordstrom For Good

BOSS Vibe Swim Trunks

$65Current Price $65
Cabana Board Shorts

TravisMathew Cabana Board Shorts

$99.95Current Price $99.95
5(1)
Only a few left
Iconic Side Stripe Swim Trunks
Nordstrom For Good

BOSS Iconic Side Stripe Swim Trunks

$61Current Price $61
Reform Layback Swim Trunks
New

Billabong Reform Layback Swim Trunks

$65.95Current Price $65.95
Cruzer Stripe Scallop Board Shorts

O'Neill Cruzer Stripe Scallop Board Shorts

$64Current Price $64
Hyperfreak Heat Solid Board Shorts

O'Neill Hyperfreak Heat Solid Board Shorts

$58Current Price $58
Hyperfreak Heat Block Swim Trunks

O'Neill Hyperfreak Heat Block Swim Trunks

$58Current Price $58
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