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Vacation Essentials for Men

  • All Shop by Occasion
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3460 items
Main Beach Floral Stretch Cotton Drawstring Shorts
Rodd & Gunn

Main Beach Floral Stretch Cotton Drawstring Shorts

$17.99 – $59.97Current Price $17.99 to $59.97
(Up to 83% off select items)Up to 83% off select items.
$110.00Comparable value $110.00
Dusty Relaxed Fit Knit Polo
DENIM AND FLOWER

Dusty Relaxed Fit Knit Polo

$19.97Current Price $19.97
(1)
Roan Ken Slim Fit Short Sleeve Button-Up Shirt
BOSS

Roan Ken Slim Fit Short Sleeve Button-Up Shirt

$33.98Current Price $33.98
(73% off)73% off.
$128.00Comparable value $128.00
Only a few left
High Trucking Giraffe Patch Trucker Hat
Goorin Bros.

High Trucking Giraffe Patch Trucker Hat

$19.97Current Price $19.97
(50% off)50% off.
$40.00Comparable value $40.00
Ceres 51mm Rectangular Sunglasses
New!
AIRE

Ceres 51mm Rectangular Sunglasses

$11.97 – $19.97Current Price $11.97 to $19.97
(Up to 70% off)Up to 70% off.
$39.00 – $40.00Comparable value $39.00 to $40.00
(4)
55mm Iridescent Polarized Sunglasses
Oakley

55mm Iridescent Polarized Sunglasses

$69.97Current Price $69.97
(67% off)67% off.
$217.00Comparable value $217.00
(6)
Gender Inclusive Adilette Comfort Sport Slide Sandal
adidas

Gender Inclusive Adilette Comfort Sport Slide Sandal

$24.97Current Price $24.97
(28% off)28% off.
$35.00Comparable value $35.00
(19848)
Trefoil Essentials Sweat Shorts
adidas Originals

Trefoil Essentials Sweat Shorts

$24.00Current Price $24.00
(40% off)40% off.
$40.00Previous Price $40.00
(573)
Slimmy Chino Shorts
7 For All Mankind

Slimmy Chino Shorts

$41.98 – $49.99Current Price $41.98 to $49.99
(Up to 73% off)Up to 73% off.
$158.00Comparable value $158.00
Goldfarb Floral Convertible Collar Camp Shirt
AllSaints

Goldfarb Floral Convertible Collar Camp Shirt

$39.98Current Price $39.98
(79% off)79% off.
$199.00Comparable value $199.00
Only a few left
56mm Gradient Square Sunglasses
TOM FORD

56mm Gradient Square Sunglasses

$169.97Current Price $169.97
(58% off)58% off.
$410.00Comparable value $410.00
(1)
Lucinda 48mm Round Sunglasses
TOM FORD

Lucinda 48mm Round Sunglasses

$179.97Current Price $179.97
(66% off)66% off.
$530.00Comparable value $530.00
Logo Slide Sandal (Men)
Hurley

Logo Slide Sandal (Men)

$14.97Current Price $14.97
(62% off)62% off.
$40.00Comparable value $40.00
(4)
New School Snapback Hat
RVCA

New School Snapback Hat

$12.72 – $16.97Current Price $12.72 to $16.97
(Up to 57% off select items)Up to 57% off select items.
$30.00Comparable value $30.00
ACG Reservoir Goat Water Repellent Hybrid Shorts
New!
Nike

ACG Reservoir Goat Water Repellent Hybrid Shorts

$24.97Current Price $24.97
(66% off)66% off.
$75.00Comparable value $75.00
Surge Tailored Fit Water Resistant Performance Shorts (Regular & Big)
Peter Millar

Surge Tailored Fit Water Resistant Performance Shorts (Regular & Big)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
Carson Short Sleeve Stretch Linen Blend Button-Up Shirt
Rails

Carson Short Sleeve Stretch Linen Blend Button-Up Shirt

$51.97Current Price $51.97
(64% off)64% off.
$148.00Comparable value $148.00
Sarasota Stretch Check IslandZone® Button-Up Shirt
Tommy Bahama

Sarasota Stretch Check IslandZone® Button-Up Shirt

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
Peanuts® Daytona Beach Florida Cotton Graphic T-Shirt
The Forecast Agency

Peanuts® Daytona Beach Florida Cotton Graphic T-Shirt

$16.97Current Price $16.97
(32% off)32% off.
$24.99Comparable value $24.99
Tijuana Bandana Print Short Sleeve Cotton Button-Up Shirt
AllSaints

Tijuana Bandana Print Short Sleeve Cotton Button-Up Shirt

$59.96Current Price $59.96
(69% off)69% off.
$199.00Comparable value $199.00
(3)
Daylite Water Repellent Tote Pack
Osprey

Daylite Water Repellent Tote Pack

$69.97Current Price $69.97
(22% off)22% off.
$90.00Comparable value $90.00
(39)
Matlock Seersucker Performance Shorts
Peter Millar

Matlock Seersucker Performance Shorts

$64.97Current Price $64.97
(50% off)50% off.
$130.00Comparable value $130.00
(5)
Pull-On Shorts
DENIM AND FLOWER

Pull-On Shorts

$16.97Current Price $16.97
63mm Oversize Aviator Sunglasses
Carrera Eyewear

63mm Oversize Aviator Sunglasses

$59.97Current Price $59.97
(71% off)71% off.
$210.00Comparable value $210.00
(2)
Espar Slide Sandal (Men)
Calvin Klein

Espar Slide Sandal (Men)

$39.97Current Price $39.97
(46% off)46% off.
$75.00Comparable value $75.00
(8)
Griffin Geo Print Flat Front Shorts
AG

Griffin Geo Print Flat Front Shorts

$41.98Current Price $41.98
(71% off)71% off.
$145.00Comparable value $145.00
(5)
Only a few left
Bigwig Baggy Jeans
New!
Obey

Bigwig Baggy Jeans

$39.97Current Price $39.97
(65% off)65% off.
$115.00Comparable value $115.00
Galek Knit Polo
Robert Barakett

Galek Knit Polo

$24.99 – $39.97Current Price $24.99 to $39.97
(Up to 37% off select items)Up to 37% off select items.
$39.97Previous Price $39.97
(1)
Benson Linen Blend Drawstring Shorts
John Varvatos

Benson Linen Blend Drawstring Shorts

$31.48Current Price $31.48
(78% off)78% off.
$148.00Comparable value $148.00
(1)
'Cruiser' 59mm Sunglasses
Nike

'Cruiser' 59mm Sunglasses

$49.97Current Price $49.97
(58% off)58% off.
$119.00Comparable value $119.00
(3)
Seashell Print Swim Trunks
Sunset x Vine

Seashell Print Swim Trunks

$10.98Current Price $10.98
(83% off)83% off.
$65.00Comparable value $65.00
Extra Large Elephant Patch Snapback Hat
Goorin Bros.

Extra Large Elephant Patch Snapback Hat

$19.97Current Price $19.97
(55% off)55% off.
$45.00Comparable value $45.00
BB Odyssey Oversize Graphic T-Shirt
Black Owned/Founded
Billionaire Boys Club

BB Odyssey Oversize Graphic T-Shirt

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
Hybrid Stretch Shorts
BURNSIDE

Hybrid Stretch Shorts

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Force 55mm Sunglasses
Converse

Force 55mm Sunglasses

$29.97Current Price $29.97
(76% off)76% off.
$125.00Comparable value $125.00
(2)
Shorelite Swim Trunks
Faherty

Shorelite Swim Trunks

$49.97Current Price $49.97
(49% off)49% off.
$98.00Comparable value $98.00
(5)
Aarav Short Sleeve Linen Blend Button-Up Shirt
Coastaoro

Aarav Short Sleeve Linen Blend Button-Up Shirt

$23.98Current Price $23.98
(70% off)70% off.
$79.99Comparable value $79.99
(7)
DropTemp™ Cooling Cotton Boxer Briefs
SAXX

DropTemp™ Cooling Cotton Boxer Briefs

$16.97Current Price $16.97
(46% off)46% off.
$32.00Comparable value $32.00
(1)
Drew Palm Print Stretch Camp Shirt
BOSS

Drew Palm Print Stretch Camp Shirt

$27.98 – $52.47Current Price $27.98 to $52.47
(Up to 76% off)Up to 76% off.
$118.00 – $128.00Comparable value $118.00 to $128.00
(3)
Bend Venetian Driving Shoe (Men)
Nordstrom

Bend Venetian Driving Shoe (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(52)
4-Way Stretch Volley Swim Shorts
Vintage Summer

4-Way Stretch Volley Swim Shorts

$11.98Current Price $11.98
(75% off)75% off.
$49.00Comparable value $49.00
(1)
x Spitfire Cotton Graphic T-Shirt
Dickies

x Spitfire Cotton Graphic T-Shirt

$16.97Current Price $16.97
(32% off)32% off.
$24.99Comparable value $24.99
(6)
Knit Camp Shirt
Bugatchi

Knit Camp Shirt

$41.96 – $59.97Current Price $41.96 to $59.97
(Up to 71% off select items)Up to 71% off select items.
$149.00Comparable value $149.00
(1)
Chip Shot IslandZone® 9-Inch Golf Shorts (Regular & Big)
Tommy Bahama

Chip Shot IslandZone® 9-Inch Golf Shorts (Regular & Big)

$55.97Current Price $55.97
(49% off)49% off.
$110.00Comparable value $110.00
(1)
Down the Isle Embroidered Linen Button-Up Shirt (Big & Tall)
Tommy Bahama

Down the Isle Embroidered Linen Button-Up Shirt (Big & Tall)

$74.97Current Price $74.97
(52% off)52% off.
$158.00Comparable value $158.00
55mm Gradient Butterfly Sunglasses
Black Friday Deal
COACH

55mm Gradient Butterfly Sunglasses

$54.99 – $69.97Current Price $54.99 to $69.97
(Up to 74% off select items)Up to 74% off select items.
$213.00Comparable value $213.00
Hookie Flexfit Baseball Hat
RVCA

Hookie Flexfit Baseball Hat

$13.96 – $14.96Current Price $13.96 to $14.96
(Up to 65% off)Up to 65% off.
$40.00Comparable value $40.00
(1)
Only a few left
Tipped Slub Polo
Original Penguin

Tipped Slub Polo

$27.96 – $39.97Current Price $27.96 to $39.97
(Up to 68% off select items)Up to 68% off select items.
$89.00Comparable value $89.00
Embroidered Patch Baseball Cap
New!
Calvin Klein

Embroidered Patch Baseball Cap

$12.97Current Price $12.97
(65% off)65% off.
$38.00Comparable value $38.00
Stretch Cotton Shorts
Brooks Brothers

Stretch Cotton Shorts

$29.98Current Price $29.98
(66% off)66% off.
$89.50Comparable value $89.50
Shelby 427 Graphic T-Shirt
The Forecast Agency

Shelby 427 Graphic T-Shirt

$16.97Current Price $16.97
Classic Short Sleeve Standard Fit Shirt
Levi's®

Classic Short Sleeve Standard Fit Shirt

$39.97Current Price $39.97
(26% off)26% off.
$54.50Comparable value $54.50
Bradburn Double Strap Comfort Sandal (Men)
Dockers®

Bradburn Double Strap Comfort Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
99mm Gradient Polarized Shield Sunglasses
Carrera Eyewear

99mm Gradient Polarized Shield Sunglasses

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
Kinns Felted Wool Fedora
Bailey

Kinns Felted Wool Fedora

$64.97Current Price $64.97
(56% off)56% off.
$150.00Comparable value $150.00
55mm Polarized Matte Square Sunglasses
Cole Haan

55mm Polarized Matte Square Sunglasses

$24.97 – $39.97Current Price $24.97 to $39.97
(Up to 74% off)Up to 74% off.
$98.00Comparable value $98.00
(41)
BB Wrapped Cotton Crewneck T-Shirt
New!
Billionaire Boys Club

BB Wrapped Cotton Crewneck T-Shirt

$49.97Current Price $49.97
(23% off)23% off.
$65.00Comparable value $65.00
Unisex Thalia 51mm Polarized Geometric Sunglasses
Ray-Ban

Unisex Thalia 51mm Polarized Geometric Sunglasses

$89.97Current Price $89.97
(54% off)54% off.
$196.00Comparable value $196.00
(4)
Nico 56mm Square Sunglasses
TOM FORD

Nico 56mm Square Sunglasses

$179.97Current Price $179.97
(61% off)61% off.
$465.00Comparable value $465.00
(9)
Short Sleeve Knit Button-Up Shirt
New!
Scotch & Soda

Short Sleeve Knit Button-Up Shirt

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
50mm Square Sunglasses
TOM FORD

50mm Square Sunglasses

$179.97Current Price $179.97
(65% off)65% off.
$515.00Comparable value $515.00
Only a few left
Stretch Cotton Shorts
Brooks Brothers

Stretch Cotton Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.50Comparable value $89.50
Measure Twice Graphic T-Shirt
New!
Obey

Measure Twice Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Stripe Open Stitch Camp Shirt
Cactus Man

Stripe Open Stitch Camp Shirt

$12.72Current Price $12.72
(25% off)25% off.
$16.97Previous Price $16.97
Only a few left
Volley Swim Shorts
Vintage Summer

Volley Swim Shorts

$11.98Current Price $11.98
(69% off)69% off.
$39.00Comparable value $39.00
London Square Sunglasses
Under Armour

London Square Sunglasses

$44.97Current Price $44.97
(67% off)67% off.
$140.00Comparable value $140.00
(5)
Desert Riviera Linen Half Button Shirt
Tommy Bahama

Desert Riviera Linen Half Button Shirt

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
50mm Glitter Rim Round Sunglasses
BCBGMAXAZRIA

50mm Glitter Rim Round Sunglasses

$19.97Current Price $19.97
(Up to 65% off)Up to 65% off.
$34.00 – $58.00Comparable value $34.00 to $58.00
(3)
Lifestyle 60mm Aviator Sunglasses
FERRAGAMO

Lifestyle 60mm Aviator Sunglasses

$89.97Current Price $89.97
(72% off)72% off.
$330.00Comparable value $330.00
(24)
Backspin 7-Inch Lined Shorts
Rhone

Backspin 7-Inch Lined Shorts

$49.97Current Price $49.97
(40% off)40% off.
$84.00Comparable value $84.00
(1)
Boynton Canyon Graphic T-Shirt
TravisMathew

Boynton Canyon Graphic T-Shirt

$24.97Current Price $24.97
(44% off)44% off.
$44.95Comparable value $44.95
Maple Grove Sneaker (Men)
Timberland

Maple Grove Sneaker (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(24)
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