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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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3929 items
Dinkoe Cotton Shorts
HUGO

Dinkoe Cotton Shorts

$49.97Current Price $49.97
(58% off)58% off.
$119.00Comparable value $119.00
Seersucker Stretch Volley Swim Trunks
Vintage Summer

Seersucker Stretch Volley Swim Trunks

$11.98Current Price $11.98
(79% off)79% off.
$59.00Comparable value $59.00
SMILEY® Lockup Tech Shorts
New!
MARKET

SMILEY® Lockup Tech Shorts

$27.97Current Price $27.97
(60% off)60% off.
$70.00Comparable value $70.00
Only a few left
Tay Pointelle Knit Short Sleeve Zip-Up Shirt
New!
Reiss

Tay Pointelle Knit Short Sleeve Zip-Up Shirt

$90.97Current Price $90.97
(49% off)49% off.
$180.00Comparable value $180.00
(1)
Ridge Silicone 27mm Apple Watch® Watchband
New!
Posh Tech

Ridge Silicone 27mm Apple Watch® Watchband

$6.97 – $13.00Current Price $6.97 to $13.00
(Up to 46% off select items)Up to 46% off select items.
$13.00Comparable value $13.00
(3)
Only a few left
501® Original Fit Lightweight Denim Shorts (Dark Lane)
New!
Levi's

501® Original Fit Lightweight Denim Shorts (Dark Lane)

$20.97Current Price $20.97
(69% off)69% off.
$69.50Comparable value $69.50
Only a few left
Kahili Hi Graphic T-Shirt
Billabong

Kahili Hi Graphic T-Shirt

$14.97Current Price $14.97
(70% off)70% off.
$50.00Comparable value $50.00
Only a few left
Playa Del Carmen Shorts
TravisMathew

Playa Del Carmen Shorts

$54.97Current Price $54.97
(38% off)38% off.
$89.95Comparable value $89.95
(8)
County Line Swim Trunks
New!
RVCA

County Line Swim Trunks

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
9-Inch Volley Swim Trunks
New!
Nike

9-Inch Volley Swim Trunks

$34.97Current Price $34.97
(50% off)50% off.
$70.00Comparable value $70.00
BBQ Volley Swim Trunks
New Markdown
Hurley

BBQ Volley Swim Trunks

$9.98Current Price $9.98
(80% off)80% off.
$50.00Comparable value $50.00
Kite Surfer Shorts
TravisMathew

Kite Surfer Shorts

$54.97Current Price $54.97
(45% off)45% off.
$99.95Comparable value $99.95
(5)
7-Inch Volley Swim Trunks
Nike

7-Inch Volley Swim Trunks

$34.97Current Price $34.97
(47% off)47% off.
$66.00Comparable value $66.00
Dalton Short Sleeve Linen & Cotton Button-Up Shirt
New Markdown
rag & bone

Dalton Short Sleeve Linen & Cotton Button-Up Shirt

$82.47Current Price $82.47
(66% off)66% off.
$248.00Comparable value $248.00
T-Flex Swim Shorts
Party Pants

T-Flex Swim Shorts

$29.97Current Price $29.97
(50% off)50% off.
$59.95Comparable value $59.95
Dunes Volley Swim Shorts
Hurley

Dunes Volley Swim Shorts

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(3)
Summer Break Cotton Graphic T-Shirt
New!
TravisMathew

Summer Break Cotton Graphic T-Shirt

$24.97Current Price $24.97
(37% off)37% off.
$39.95Comparable value $39.95
200XL Slide Sandal (Men)
New Balance

200XL Slide Sandal (Men)

$19.97Current Price $19.97
(50% off)50% off.
$40.00Comparable value $40.00
(9)
Black Star Graphic T-Shirt
New!
Billabong

Black Star Graphic T-Shirt

$14.97Current Price $14.97
(70% off)70% off.
$50.00Comparable value $50.00
Karst Sandal (Men)
Camper

Karst Sandal (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
(1)
Sea Creatures Swim Trunks
Vintage Summer

Sea Creatures Swim Trunks

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
64mm Oversize Polarized Rectangular Sunglasses
Timberland

64mm Oversize Polarized Rectangular Sunglasses

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
Sport Fit Linen Short Sleeve Button-Down Shirt
Brooks Brothers

Sport Fit Linen Short Sleeve Button-Down Shirt

$54.97Current Price $54.97
(53% off)53% off.
$118.00Comparable value $118.00
(1)
Callahan Utility Shorts
Union

Callahan Utility Shorts

$34.97Current Price $34.97
(41% off)41% off.
$59.50Comparable value $59.50
(5)
Northern Swim Trunks
New!
RVCA

Northern Swim Trunks

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
Beer Can Emblem Graphic T-Shirt
RIOT SOCIETY

Beer Can Emblem Graphic T-Shirt

$16.97Current Price $16.97
(43% off)43% off.
$29.99Comparable value $29.99
'Clubmaster' Square 52mm Sunglasses
Ray-Ban

'Clubmaster' Square 52mm Sunglasses

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
(55)
Metropolis Polo
New Markdown
DKNY SPORTSWEAR

Metropolis Polo

$12.98 – $14.96Current Price $12.98 to $14.96
(Up to 83% off)Up to 83% off.
$79.50Comparable value $79.50
(1)
Ditsy Mini Classic Floral Short Sleeve Cotton Button-Up Shirt
Quiksilver

Ditsy Mini Classic Floral Short Sleeve Cotton Button-Up Shirt

$29.97Current Price $29.97
(44% off)44% off.
$54.00Comparable value $54.00
Hyder 51mm Polarized Round Sunglasses
Eco

Hyder 51mm Polarized Round Sunglasses

$54.97Current Price $54.97
(59% off)59% off.
$135.00Comparable value $135.00
(1)
49mm Polarized Wayfarer Sunglasses
Ray-Ban

49mm Polarized Wayfarer Sunglasses

$99.97Current Price $99.97
(46% off)46% off.
$186.00Comparable value $186.00
(191)
Heritage™ Hardshell Large Carry-On Luggage
Herschel Supply Co.

Heritage™ Hardshell Large Carry-On Luggage

$95.53 – $99.99Current Price $95.53 to $99.99
(Up to 61% off)Up to 61% off.
$250.00Comparable value $250.00
(106)
Noah Flat Front Stretch Twill Shorts
Mavi Jeans

Noah Flat Front Stretch Twill Shorts

$39.97Current Price $39.97
(54% off)54% off.
$88.00Comparable value $88.00
Airtex Short Sleeve Cotton Button-Up Shirt
New!
Rodd & Gunn

Airtex Short Sleeve Cotton Button-Up Shirt

$58.97 – $59.97Current Price $58.97 to $59.97
(Up to 60% off)Up to 60% off.
$148.00Comparable value $148.00
(3)
Movement Piqué Polo
New!
Faherty

Movement Piqué Polo

$32.97Current Price $32.97
(69% off)69% off.
$108.00Comparable value $108.00
(12)
Tipped Knit Polo
Calvin Klein

Tipped Knit Polo

$29.97Current Price $29.97
(56% off)56% off.
$69.00Comparable value $69.00
(1)
Core Volley Gradient Dot Swim Trunks
Calvin Klein

Core Volley Gradient Dot Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(10)
Wire Short Sleeve Button-Up Shirt
Obey

Wire Short Sleeve Button-Up Shirt

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
Core Solid Swim Trunks
DKNY

Core Solid Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(1)
60mm C-DBL Navigator Sunglasses
Ray-Ban

60mm C-DBL Navigator Sunglasses

$89.97Current Price $89.97
(58% off)58% off.
$215.00Comparable value $215.00
(55)
Hybrid Shorts
BURNSIDE

Hybrid Shorts

$24.97Current Price $24.97
(58% off)58% off.
$60.00Comparable value $60.00
(2)
50mm Round Sunglasses
BOSS

50mm Round Sunglasses

$69.97Current Price $69.97
(71% off)71% off.
$248.00Comparable value $248.00
(1)
61mm Aviator Sunglasses
Versace

61mm Aviator Sunglasses

$99.97Current Price $99.97
(65% off)65% off.
$290.00Comparable value $290.00
(3)
Cabana Slide Sandal (Men)
New!
Swims

Cabana Slide Sandal (Men)

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
(1)
Steezier Swim Trunks
Billabong

Steezier Swim Trunks

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
Denim Carpenter Shorts
Obey

Denim Carpenter Shorts

$39.97Current Price $39.97
(52% off)52% off.
$84.00Comparable value $84.00
Costa Wave Positana Palms Short Sleeve Button-Up Shirt
New!
Tommy Bahama

Costa Wave Positana Palms Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(18)
Only a few left
Fallen Leaves Tencel® Modal Blend Button-Down Shirt
Tommy Bahama

Fallen Leaves Tencel® Modal Blend Button-Down Shirt

$64.97Current Price $64.97
(49% off)49% off.
$128.00Comparable value $128.00
(137)
Sandswept Swim Trunks
New!
TravisMathew

Sandswept Swim Trunks

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(1)
Keats Short Sleeve Cotton Seersucker Button-Up Shirt
Wax London

Keats Short Sleeve Cotton Seersucker Button-Up Shirt

$68.97Current Price $68.97
(55% off)55% off.
$155.00Comparable value $155.00
Logo Graphic T-Shirt
RVCA

Logo Graphic T-Shirt

$16.97Current Price $16.97
(43% off)43% off.
$30.00Comparable value $30.00
Modern Paisley Swim Trunks
DKNY

Modern Paisley Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(3)
Only a few left
Textured Knit Short Sleeve Sweater
T.R. PREMIUM

Textured Knit Short Sleeve Sweater

$29.97Current Price $29.97
(69% off)69% off.
$98.00Comparable value $98.00
We Are Not Alone Cotton Graphic T-Shirt
Obey

We Are Not Alone Cotton Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Classic Fit Boxer Briefs - Pack of 3
AQS

Classic Fit Boxer Briefs - Pack of 3

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(4)
Benham 2 Slide Sandal (Men)
Dockers®

Benham 2 Slide Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(8)
Ace Tropic Solid Performance Polo
New Markdown
Tommy Bahama

Ace Tropic Solid Performance Polo

$42.23Current Price $42.23
(64% off)64% off.
$118.00Comparable value $118.00
(28)
Only a few left
Sicily Camp Shirt
Percival

Sicily Camp Shirt

$80.22Current Price $80.22
(70% off)70% off.
$269.00Comparable value $269.00
Colorblocked Volley Swim Trunks
Hurley

Colorblocked Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(1)
Lookup UPF 50+ Hooded Rashguard
Quiksilver

Lookup UPF 50+ Hooded Rashguard

$24.97Current Price $24.97
(64% off)64% off.
$70.00Comparable value $70.00
Only a few left
52mm Foldable Retro Frame Sunglasses
Lacoste

52mm Foldable Retro Frame Sunglasses

$49.97Current Price $49.97
(71% off)71% off.
$175.00Comparable value $175.00
(2)
No Schedule Snapback Baseball Cap
TravisMathew

No Schedule Snapback Baseball Cap

$24.97Current Price $24.97
(44% off)44% off.
$44.95Comparable value $44.95
(6)
Arizona Slim Fit Flat Front Chino Shorts (Regular & Big)
34 Heritage

Arizona Slim Fit Flat Front Chino Shorts (Regular & Big)

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
Vertical Stripe Shorts
New Markdown
DENIM AND FLOWER

Vertical Stripe Shorts

$13.96Current Price $13.96
(30% off)30% off.
$19.97Previous Price $19.97
Maha Flip Flop (Men)
OluKai

Maha Flip Flop (Men)

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 44% off)Up to 44% off.
$90.00Comparable value $90.00
(17)
Large Arcane 21-Liter Commuter Backpack
Osprey

Large Arcane 21-Liter Commuter Backpack

$51.98Current Price $51.98
(52% off)52% off.
$110.00Comparable value $110.00
(1)
Taste Test Graphic T-Shirt
Obey

Taste Test Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
60mm Aviator Sunglasses
BOSS

60mm Aviator Sunglasses

$69.97Current Price $69.97
(58% off)58% off.
$170.00Comparable value $170.00
Shorely Swim Trunks
Billabong

Shorely Swim Trunks

$24.97Current Price $24.97
(37% off)37% off.
$39.95Comparable value $39.95
(2)
Gender Inclusive Logo Slide Sandal
New!
CROCS

Gender Inclusive Logo Slide Sandal

$16.97Current Price $16.97
(32% off)32% off.
$24.99Comparable value $24.99
(48)
Pedro Short Sleeve Button-Up Shirt
WESTZEROONE

Pedro Short Sleeve Button-Up Shirt

$16.49Current Price $16.49
(70% off)70% off.
$54.97Previous Price $54.97
Only a few left
Jey Swim Trunks
BOSS

Jey Swim Trunks

$39.97Current Price $39.97
(41% off)41% off.
$68.00Comparable value $68.00
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