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Vacation Essentials for Men

  • All Shop by Occasion
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3522 items
53mm Gradient Square Sunglasses
COACH

53mm Gradient Square Sunglasses

$69.97Current Price $69.97
(65% off)65% off.
$202.00Comparable value $202.00
NYC Hot Dawg Graphic T-Shirt
Vans

NYC Hot Dawg Graphic T-Shirt

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
Larry Occy Shorts
Billabong

Larry Occy Shorts

$32.97Current Price $32.97
(50% off)50% off.
$65.95Comparable value $65.95
Only a few left
Sinclair Smokey Trucker Hat
American Needle

Sinclair Smokey Trucker Hat

$21.97Current Price $21.97
(50% off)50% off.
$44.00Comparable value $44.00
Only a few left
Medallion Performance Polo
TailorByrd

Medallion Performance Polo

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
(1)
Stonegate 27-Inch Hardside Luggage
Britbag

Stonegate 27-Inch Hardside Luggage

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(2)
Stonegate 21-Inch Carry-On Hardside Luggage
Britbag

Stonegate 21-Inch Carry-On Hardside Luggage

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(2)
Square 54mm Sunglasses
Saint Laurent

Square 54mm Sunglasses

$189.97Current Price $189.97
(58% off)58% off.
$460.00Comparable value $460.00
Micro Print Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Micro Print Short Sleeve Button-Up Shirt

$16.97Current Price $16.97
65mm Oversize Aviator Sunglasses
Gucci

65mm Oversize Aviator Sunglasses

$299.97Current Price $299.97
(46% off)46% off.
$560.00Comparable value $560.00
(4)
Ultrabraid Fedora
San Diego Hat

Ultrabraid Fedora

$19.97Current Price $19.97
(35% off)35% off.
$31.00Comparable value $31.00
(3)
Short Sleeve Tech Waffle Rashguard
Spyder

Short Sleeve Tech Waffle Rashguard

$19.97Current Price $19.97
(42% off)42% off.
$35.00Comparable value $35.00
Sand Monstera Print Short Sleeve Linen Blend Button-Up Shirt (Big & Tall)
Tommy Bahama

Sand Monstera Print Short Sleeve Linen Blend Button-Up Shirt (Big & Tall)

$64.97Current Price $64.97
(52% off)52% off.
$138.00Comparable value $138.00
51mm Polarized Round Sunglasses
Ted Baker London

51mm Polarized Round Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Huck Sport Sandal - Wide Width Available (Men)
NUNN BUSH

Huck Sport Sandal - Wide Width Available (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
Coram Straw Panama
Bailey

Coram Straw Panama

$135.97Current Price $135.97
(43% off)43% off.
$240.00Comparable value $240.00
58mm Cat Eye Sunglasses
Swarovski

58mm Cat Eye Sunglasses

$89.97Current Price $89.97
(61% off)61% off.
$233.00Comparable value $233.00
Threes Company Short Sleeve Shirt
Tori Richard

Threes Company Short Sleeve Shirt

$64.97Current Price $64.97
(45% off)45% off.
$120.00Comparable value $120.00
(1)
Frond Fest Short Sleeve Button-Up Shirt
Tommy Bahama

Frond Fest Short Sleeve Button-Up Shirt

$79.97Current Price $79.97
(45% off)45% off.
$148.00Comparable value $148.00
Floral Cotton Graphic T-Shirt
Obey

Floral Cotton Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
(1)
51mm Round Core Polarized Sunglasses
Maui Jim

51mm Round Core Polarized Sunglasses

$169.97Current Price $169.97
(46% off)46% off.
$319.00Comparable value $319.00
Only a few left
Wilbur Wavy Print Polo
Robert Graham

Wilbur Wavy Print Polo

$49.97Current Price $49.97
(49% off)49% off.
$98.00Comparable value $98.00
Poseidon Short Sleeve Linen & Cotton Jacquard Button-Up Shirt
Robert Graham

Poseidon Short Sleeve Linen & Cotton Jacquard Button-Up Shirt

$55.96Current Price $55.96
(70% off)70% off.
$188.00Comparable value $188.00
(1)
Volley Swim Trunks
Vintage Summer

Volley Swim Trunks

$12.98Current Price $12.98
(66% off)66% off.
$39.00Comparable value $39.00
Only a few left
Legend 65mm Multi-Sport Sunglasses
Nike

Legend 65mm Multi-Sport Sunglasses

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(6)
SuperLite 3 Baseball Cap
adidas

SuperLite 3 Baseball Cap

$19.97Current Price $19.97
(23% off)23% off.
$26.00Comparable value $26.00
(226)
Prebbleton Sport Fit Print Short Sleeve Button-Up Shirt
Rodd & Gunn

Prebbleton Sport Fit Print Short Sleeve Button-Up Shirt

$24.99Current Price $24.99
(80% off)80% off.
$128.00Comparable value $128.00
(4)
Only a few left
53mm Gradient Round Sunglasses
Swarovski

53mm Gradient Round Sunglasses

$129.97Current Price $129.97
(57% off)57% off.
$307.00Comparable value $307.00
Ultrabraid Outback Hat
San Diego Hat

Ultrabraid Outback Hat

$28.97Current Price $28.97
(35% off)35% off.
$45.00Comparable value $45.00
(2)
Miami Vice Boat Cotton Graphic T-Shirt
RIOT SOCIETY

Miami Vice Boat Cotton Graphic T-Shirt

$16.97Current Price $16.97
(43% off)43% off.
$29.99Comparable value $29.99
Mega Crop Cotton Pointelle Camp Shirt
New!
ICECREAM

Mega Crop Cotton Pointelle Camp Shirt

$129.97Current Price $129.97
(25% off)25% off.
$175.00Comparable value $175.00
Backtrack 55mm Flat Top Sunglasses
DEZI

Backtrack 55mm Flat Top Sunglasses

$29.97Current Price $29.97
(66% off)66% off.
$89.00Comparable value $89.00
Running Dog Nylon Short
New!
ICECREAM

Running Dog Nylon Short

$84.97Current Price $84.97
(32% off)32% off.
$125.00Comparable value $125.00
Doris 59mm Shield Sunglasses
TOM FORD

Doris 59mm Shield Sunglasses

$179.97Current Price $179.97
(66% off)66% off.
$535.00Comparable value $535.00
Only a few left
Roadster Small 21-Inch Spinner Carry-On
Porsche Design

Roadster Small 21-Inch Spinner Carry-On

$385.00Current Price $385.00
(30% off)30% off.
$550.00Comparable value $550.00
(1)
Triangle Logo Mesh Trucker Cap
HVMAN

Triangle Logo Mesh Trucker Cap

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
57mm Rectangular Sunglasses
Bottega Veneta

57mm Rectangular Sunglasses

$179.97Current Price $179.97
(62% off)62% off.
$480.00Comparable value $480.00
Keating 71mm Oversize Pilot Sunglasses
TOM FORD

Keating 71mm Oversize Pilot Sunglasses

$179.97Current Price $179.97
(70% off)70% off.
$600.00Comparable value $600.00
(1)
51mm Rounded Sunglasses
Saint Laurent

51mm Rounded Sunglasses

$194.97Current Price $194.97
(58% off)58% off.
$475.00Comparable value $475.00
(3)
Only a few left
Warp Waffle Knit T-Shirt
90 DEGREE BY REFLEX

Warp Waffle Knit T-Shirt

$11.98 – $12.98Current Price $11.98 to $12.98
(Up to 75% off)Up to 75% off.
$48.00Comparable value $48.00
Only a few left
Short Sleeve Chambray Shirt
BURNSIDE

Short Sleeve Chambray Shirt

$24.97 – $29.97Current Price $24.97 to $29.97
(Up to 43% off)Up to 43% off.
$44.00Comparable value $44.00
(1)
Rawn Packable Felted Wool Fedora
Bailey

Rawn Packable Felted Wool Fedora

$69.97Current Price $69.97
(56% off)56% off.
$160.00Comparable value $160.00
Only a few left
55mm Aviator Sunglasses
Cole Haan

55mm Aviator Sunglasses

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
(1)
Melboure Stripe Cotton Shorts
Ezekiel

Melboure Stripe Cotton Shorts

$19.48Current Price $19.48
(67% off)67% off.
$59.50Comparable value $59.50
Only a few left
Men's Crumb Graphic Hoodie
Black Owned/Founded
ICECREAM

Men's Crumb Graphic Hoodie

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 53% off)Up to 53% off.
$150.00Comparable value $150.00
(3)
Veracruz Cay Sand Dollar Short Sleeve Button-Up Shirt
Tommy Bahama

Veracruz Cay Sand Dollar Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
99mm Shield Sunglasses
Gucci

99mm Shield Sunglasses

$479.97Current Price $479.97
(59% off)59% off.
$1,185.00Comparable value $1,185.00
(3)
Frond Fusion Short Sleeve Silk Blend Button-Up Shirt
Black Friday Deal
Tommy Bahama

Frond Fusion Short Sleeve Silk Blend Button-Up Shirt

$79.97Current Price $79.97
(45% off)45% off.
$148.00Comparable value $148.00
(2)
Solid Modal Blend Short Sleeve Shirt
Black Friday Deal
TailorByrd

Solid Modal Blend Short Sleeve Shirt

$29.99 – $39.97Current Price $29.99 to $39.97
(Up to 66% off select items)Up to 66% off select items.
$89.50Comparable value $89.50
(3)
Water Resistant Nylon Duffle Bag
CHAMPS

Water Resistant Nylon Duffle Bag

$99.97Current Price $99.97
(50% off)50% off.
$199.99Comparable value $199.99
Tech Snapback Hat
San Diego Hat

Tech Snapback Hat

$19.97Current Price $19.97
(41% off)41% off.
$34.00Comparable value $34.00
Flying Axis 20" Spinner Suitcase
Kenneth Cole

Flying Axis 20" Spinner Suitcase

$79.97Current Price $79.97
(66% off)66% off.
$240.00Comparable value $240.00
(1)
Solid Linen Blend Short Sleeve Button-Down Shirt
Black Friday Deal
TailorByrd

Solid Linen Blend Short Sleeve Button-Down Shirt

$29.99Current Price $29.99
(66% off)66% off.
$89.50Comparable value $89.50
Pro Players 25-Inch Spinner Luggage
New Balance

Pro Players 25-Inch Spinner Luggage

$199.97Current Price $199.97
(50% off)50% off.
$400.00Comparable value $400.00
55mm Navigator Sunglasses
Carrera Eyewear

55mm Navigator Sunglasses

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(4)
Volley Swim Shorts
Vintage Summer

Volley Swim Shorts

$11.98Current Price $11.98
(75% off)75% off.
$49.00Comparable value $49.00
Only a few left
54mm Rectangular Sunglasses
Gucci

54mm Rectangular Sunglasses

$219.97Current Price $219.97
(53% off)53% off.
$475.00Comparable value $475.00
(6)
58mm Aviator Sunglasses
Gucci

58mm Aviator Sunglasses

$299.97Current Price $299.97
(47% off)47% off.
$575.00Comparable value $575.00
(3)
56mm Square Sunglasses
McQueen

56mm Square Sunglasses

$179.97Current Price $179.97
(50% off)50% off.
$365.00Comparable value $365.00
Square Sport Sunglasses
Under Armour

Square Sport Sunglasses

$44.97Current Price $44.97
(62% off)62% off.
$120.00Comparable value $120.00
All Star® 57mm Rectangle Sunglasses
Converse

All Star® 57mm Rectangle Sunglasses

$29.97Current Price $29.97
(77% off)77% off.
$135.00Comparable value $135.00
(1)
Milano Button-Down Polo
JASON WU

Milano Button-Down Polo

$24.97Current Price $24.97
(71% off)71% off.
$88.00Comparable value $88.00
(1)
Hollywood 16 Baseball Cap
Black Clover

Hollywood 16 Baseball Cap

$19.97Current Price $19.97
(47% off)47% off.
$38.00Comparable value $38.00
Expedition North® Field Chronograph Mixed Media Strap Watch, 43mm
Timex®

Expedition North® Field Chronograph Mixed Media Strap Watch, 43mm

$129.97Current Price $129.97
(47% off)47% off.
$249.00Comparable value $249.00
(7)
Tokyo Graphic T-Shirt
Monster Digital

Tokyo Graphic T-Shirt

$24.97Current Price $24.97
Eco Protect 27-Inch Hardside Luggage
IT LUGGAGE

Eco Protect 27-Inch Hardside Luggage

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
58mm Aviator Sunglasses
Ray-Ban

58mm Aviator Sunglasses

$195.00Current Price $195.00
(19)
Feeder Stripe Crewneck T-Shirt
Vince

Feeder Stripe Crewneck T-Shirt

$69.97Current Price $69.97
(45% off)45% off.
$128.00Comparable value $128.00
(1)
Siggy Floral Waterproof Baseball Cap
Swannies

Siggy Floral Waterproof Baseball Cap

$14.97Current Price $14.97
(57% off)57% off.
$35.00Comparable value $35.00
(2)
Occy OG Short Sleeve Graphic T-Shirt
New!
Billabong

Occy OG Short Sleeve Graphic T-Shirt

$14.97Current Price $14.97
(70% off)70% off.
$50.00Comparable value $50.00
Bailey Floral Golf Polo
Swannies

Bailey Floral Golf Polo

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
(2)
Fontana Flip Flop (Men)
VANCE CO

Fontana Flip Flop (Men)

$29.97Current Price $29.97
(16% off)16% off.
$35.99Comparable value $35.99
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