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Men's Vacation & Resort Clothing, Shoes & Accessories

A man in a green hat, green shirt, white tee and white pants.
Clothing
A pair of black Birkenstock clogs.
Shoes
A man wearing brown sunglasses.
Accessories
A man wearing a button-up shirt, tee and shorts.
Swim
  • All Men
  • Under $100
  • New Arrivals
  • Shorts
  • Swim
  • Clothing
  • Shoes
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  • Luggage & Travel
  • Travel Essentials
2468 items
Rainbow 301Alts Single Layer Arch Sandal (Men)

Rainbow® Rainbow 301Alts Single Layer Arch Sandal (Men)

$70Current Price $70
Beach Coast Stretch Linen & Cotton Pants (Big & Tall)

Tommy Bahama Beach Coast Stretch Linen & Cotton Pants (Big & Tall)

$99.99 – $148Current Price $99.99 to $148
$148Previous Price $148
New Markdown
Essentials Arizona Waterproof Slide Sandal (Men)

Birkenstock Essentials Arizona Waterproof Slide Sandal (Men)

$49.95Current Price $49.95
Tuahine Waterproof Flip Flop (Men)

OluKai Tuahine Waterproof Flip Flop (Men)

$100Current Price $100
Solid Straw Lifeguard Hat

Hemlock Solid Straw Lifeguard Hat

$22Current Price $22
$40Previous Price $40
Sunday Performance Shorts
New

Vuori Sunday Performance Shorts

$67.20 – $84Current Price $67.20 to $84
$84Previous Price $84
Arizona Soft Slide Sandal (Men)

Birkenstock Arizona Soft Slide Sandal (Men)

$94.99 – $154.95Current Price $94.99 to $154.95
$139.95 – $154.95Previous Price $139.95 to $154.95
Open to Close Tech Chino Shorts

TravisMathew Open to Close Tech Chino Shorts

$53.96 – $89.95Current Price $53.96 to $89.95
$89.95Previous Price $89.95
New Markdown
Mea Ola Flip Flop (Men)

OluKai Mea Ola Flip Flop (Men)

$140Current Price $140
GrandPro Rally Sneaker (Men)

Cole Haan GrandPro Rally Sneaker (Men)

$168Current Price $168
Traveler Seersucker Swim Trunks

Polo Ralph Lauren Traveler Seersucker Swim Trunks

$63.99 – $98.50Current Price $63.99 to $98.50
$98.50Previous Price $98.50
New Markdown
Everett Stretch Sateen Slim Straight Pants (Regular, Big & Tall)

AG Everett Stretch Sateen Slim Straight Pants (Regular, Big & Tall)

$79.20 – $210Current Price $79.20 to $210
$198 – $210Previous Price $198 to $210
New Markdown
Core Organic Cotton Brushed Terry Sweat Shorts

Elwood Core Organic Cotton Brushed Terry Sweat Shorts

$24.99 – $55Current Price $24.99 to $55
$55 – $65Previous Price $55 to $65
New Markdown
Dri-FIT Challenger Athletic Shorts

Nike Dri-FIT Challenger Athletic Shorts

Add to bag or wish list to see price
New Markdown
'Crouching Tiger, Hidden Beverage' Cabana

Tombolo 'Crouching Tiger, Hidden Beverage' Cabana

$158Current Price $158
Tuahine Waterproof Flip Flop (Men)

OluKai Tuahine Waterproof Flip Flop (Men)

$100Current Price $100
The Bayberry Swim Trunks

Fair Harbor The Bayberry Swim Trunks

$39.59 – $88Current Price $39.59 to $88
$76 – $88Previous Price $76 to $88
New Markdown
Piece Dye Linen Short Sleeve Button-Down Shirt

Polo Ralph Lauren Piece Dye Linen Short Sleeve Button-Down Shirt

$81 – $135Current Price $81 to $135
$135Previous Price $135
New Markdown
OOahh Slide Sandal (Men)

Oofos OOahh Slide Sandal (Men)

$59.95Current Price $59.95
Slide Sandal (Men)

Gucci Slide Sandal (Men)

$510Current Price $510
Ulele Flip Flop (Men)
New

OluKai Ulele Flip Flop (Men)

$80 – $90Current Price $80 to $90
Beach Coast Linen Blend Shorts (Regular & Big)

Tommy Bahama Beach Coast Linen Blend Shorts (Regular & Big)

$82.50 – $110Current Price $82.50 to $110
$110Previous Price $110
New Markdown
Underground Oversize Graphic T-Shirt

AllSaints Underground Oversize Graphic T-Shirt

$95 – $99Current Price $95 to $99
Pursuit 7-Inch Unlined Training Shorts
New

Rhone Pursuit 7-Inch Unlined Training Shorts

$49.99 – $74Current Price $49.99 to $74
$74Previous Price $74
Arizona Sandal (Men)

Birkenstock Arizona Sandal (Men)

$78 – $139.95Current Price $78 to $139.95
$139.95Previous Price $139.95
Club Woven Flow Shorts

Nike Club Woven Flow Shorts

$55Current Price $55
The Bungalow Water Repellent Swim Trunks

Fair Harbor The Bungalow Water Repellent Swim Trunks

$38 – $88Current Price $38 to $88
$76 – $88Previous Price $76 to $88
Beach Coast 7-Inch Flat Front Linen & Cotton Shorts (Regular & Big)
New

Tommy Bahama Beach Coast 7-Inch Flat Front Linen & Cotton Shorts (Regular & Big)

$99.50Current Price $99.50
Maverick Shorts
New

Vuori Maverick Shorts

$59.20 – $78Current Price $59.20 to $78
$74 – $78Previous Price $74 to $78
Nomad Drawstring Cotton & Linen Shorts
New

Bonobos Nomad Drawstring Cotton & Linen Shorts

$89Current Price $89
Vibe Swim Trunks

BOSS Vibe Swim Trunks

$69Current Price $69
'Flamingo Tartare' Cabana

Tombolo 'Flamingo Tartare' Cabana

$158Current Price $158
On-The-Go Water Repellent Shorts (Regular & Big)
New

vineyard vines On-The-Go Water Repellent Shorts (Regular & Big)

$63.99 – $108Current Price $63.99 to $108
$98.50 – $108Previous Price $98.50 to $108
Wanderer 8.5-Inch Stretch Cotton Chino Shorts (Regular & Big)
New

AG Wanderer 8.5-Inch Stretch Cotton Chino Shorts (Regular & Big)

$81 – $145Current Price $81 to $145
$135 – $145Previous Price $135 to $145
The Bungalow Water Repellent Swim Trunks

Fair Harbor The Bungalow Water Repellent Swim Trunks

$76 – $88Current Price $76 to $88
Men's Linen Easy Short
New

Cotton On Men's Linen Easy Short

$49.99Current Price $49.99
Good Times Pro Board Shorts
New

Billabong Good Times Pro Board Shorts

$59.95Current Price $59.95
Only a few left
Lae'ahi Lauhala Woven Leather Shoe (Men)

OluKai Lae'ahi Lauhala Woven Leather Shoe (Men)

$165Current Price $165
All Day 7-Inch Water Repellent Shorts

Faherty All Day 7-Inch Water Repellent Shorts

$108Current Price $108
Sportswear Tech Woven Shorts

Nike Sportswear Tech Woven Shorts

$34 – $85Current Price $34 to $85
$85Previous Price $85
New Markdown
All Day 2.0 5-Inch Water Repellent Shorts
New

Faherty All Day 2.0 5-Inch Water Repellent Shorts

$108Current Price $108
Kore Shorts

Vuori Kore Shorts

$40.80 – $78Current Price $40.80 to $78
$68 – $78Previous Price $68 to $78
New Markdown
Linen Button-Up Shirt
New

Nordstrom Linen Button-Up Shirt

$99.50Current Price $99.50
Men's Box Fit Text T-Shirt

Cotton On Men's Box Fit Text T-Shirt

$24.49 – $27.99Current Price $24.49 to $27.99
$34.99 – $39.99Previous Price $34.99 to $39.99
Palma Linen Short Sleeve Button-Up Shirt

Faherty Palma Linen Short Sleeve Button-Up Shirt

$168Current Price $168
Club Tank Top

Nike Club Tank Top

$15 – $21Current Price $15 to $21
$30Previous Price $30
New Markdown
Breeze Short Sleeve Button-Down Shirt
New

Faherty Breeze Short Sleeve Button-Down Shirt

$158Current Price $158
Banks Shorts

Vuori Banks Shorts

$54.40 – $78Current Price $54.40 to $78
$68 – $78Previous Price $68 to $78
The Heater Solid Short Sleeve Performance Polo

TravisMathew The Heater Solid Short Sleeve Performance Polo

$62.96 – $89.95Current Price $62.96 to $89.95
$89.95Previous Price $89.95
The Zinna 2.0 Polo Shirt
New

TravisMathew The Zinna 2.0 Polo Shirt

$69.96 – $99.95Current Price $69.96 to $99.95
$89.95 – $99.95Previous Price $89.95 to $99.95
'¡Gusanito!' Cabana

Tombolo '¡Gusanito!' Cabana

$158Current Price $158
The Bayberry Water Repellent Swim Trunks

Fair Harbor The Bayberry Water Repellent Swim Trunks

$88Current Price $88
Gamepoint 2.0 Polo
New

Vuori Gamepoint 2.0 Polo

$88Current Price $88
Allday Garment Dyed Cotton T-Shirt
New

Madewell Allday Garment Dyed Cotton T-Shirt

$35Current Price $35
Logo Pocket T-Shirt

Carhartt Work In Progress Logo Pocket T-Shirt

$24.75 – $45Current Price $24.75 to $45
$45Previous Price $45
New Markdown
Orlando Logo Oversize Graphic T-Shirt

AllSaints Orlando Logo Oversize Graphic T-Shirt

$59.40Current Price $59.40
$99Previous Price $99
New Markdown
Only a few left
Dri-FIT Unlimited 7-Inch Unlined Athletic Shorts

Nike Dri-FIT Unlimited 7-Inch Unlined Athletic Shorts

$24 – $65Current Price $24 to $65
$60 – $65Previous Price $60 to $65
New Markdown
Essential Stretch Cotton Drawstring Shorts

Faherty Essential Stretch Cotton Drawstring Shorts

$98Current Price $98
Club Short Sleeve Button-Up Oversize Shirt

Nike Club Short Sleeve Button-Up Oversize Shirt

$48.75Current Price $48.75
$75Previous Price $75
Reserve Water Resistant Hybrid Shorts
New

O'Neill Reserve Water Resistant Hybrid Shorts

$60Current Price $60
Cordoba Short Sleeve Linen Blend Button-Up Shirt

Billabong Cordoba Short Sleeve Linen Blend Button-Up Shirt

$24.99 – $69.95Current Price $24.99 to $69.95
$65.95 – $69.95Previous Price $65.95 to $69.95
New Markdown
Ponto Shorts

Vuori Ponto Shorts

$84Current Price $84
Underground Low Top Sneaker (Men)

AllSaints Underground Low Top Sneaker (Men)

$159Current Price $159
Monkey Business

Tombolo Monkey Business

$158Current Price $158
Taxer Amphibian Shorts
New

Quiksilver Taxer Amphibian Shorts

$54Current Price $54
Mekila Flip Flop (Men)

OluKai Mekila Flip Flop (Men)

$140Current Price $140
Dale 2.0 Pocket T-Shirt

johnnie-O Dale 2.0 Pocket T-Shirt

$28.79 – $55Current Price $28.79 to $55
$48 – $55Previous Price $48 to $55
New Markdown
Cruise Hybrid Board Shorts

Vuori Cruise Hybrid Board Shorts

$59.20 – $78Current Price $59.20 to $78
$74 – $78Previous Price $74 to $78
Vibe Recycled Polyester Swim Trunks

BOSS Vibe Recycled Polyester Swim Trunks

$69Current Price $69
Sueded Jersey Short Sleeve Button-Up Shirt
New

Vince Sueded Jersey Short Sleeve Button-Up Shirt

$84 – $168Current Price $84 to $168
$168Previous Price $168
Aim Shorts

Vuori Aim Shorts

$74Current Price $74
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