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Vacation Essentials for Men

  • All Shop by Occasion
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3520 items
Island Surfer Swim Shorts
Vintage Summer

Island Surfer Swim Shorts

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
(1)
71mm Oversize Oval Wrap Sunglasses
Balenciaga

71mm Oversize Oval Wrap Sunglasses

$319.97Current Price $319.97
(38% off)38% off.
$520.00Comparable value $520.00
Kat 49mm Small Rectangular Sunglasses
Ray-Ban

Kat 49mm Small Rectangular Sunglasses

$83.97Current Price $83.97
(49% off)49% off.
$166.00Comparable value $166.00
(2)
Baggage Claim Shorts
TravisMathew

Baggage Claim Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(21)
Stripe Textured Short Sleeve Camp Shirt
DENIM AND FLOWER

Stripe Textured Short Sleeve Camp Shirt

$16.97Current Price $16.97
(3)
Textured Camp Shirt
Elie Tahari

Textured Camp Shirt

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
Shadow Floral Short Sleeve Button-Up Shirt
Vince

Shadow Floral Short Sleeve Button-Up Shirt

$134.97Current Price $134.97
(40% off)40% off.
$228.00Comparable value $228.00
(2)
Pile Stripe Short Sleeve Button-Up Shirt
PLEASURES

Pile Stripe Short Sleeve Button-Up Shirt

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
Stripe Seersucker Short Sleeve Button-Up Shirt
14th & Union

Stripe Seersucker Short Sleeve Button-Up Shirt

$19.99Current Price $19.99
(71% off)71% off.
$69.50Comparable value $69.50
(1)
Banks Flip Flop (Men)
Dockers®

Banks Flip Flop (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
58mm Square Sunglasses
Gucci

58mm Square Sunglasses

$199.97Current Price $199.97
(54% off)54% off.
$435.00Comparable value $435.00
(5)
Tropics Floral Silk Camp Shirt
Tommy Bahama

Tropics Floral Silk Camp Shirt

$74.97Current Price $74.97
(49% off)49% off.
$148.00Comparable value $148.00
(2)
NB Stacked Patch Logo Trucker Hat
New Balance

NB Stacked Patch Logo Trucker Hat

$19.97Current Price $19.97
(28% off)28% off.
$28.00Comparable value $28.00
Star Wheel Graphic T-Shirt
adidas

Star Wheel Graphic T-Shirt

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
Dean 51mm Square Sunglasses
DIFF

Dean 51mm Square Sunglasses

$29.97Current Price $29.97
(72% off)72% off.
$110.00Comparable value $110.00
Only a few left
Bali Border Floral Jacquard Short Sleeve Silk Button-Up Shirt (Big & Tall)
Tommy Bahama

Bali Border Floral Jacquard Short Sleeve Silk Button-Up Shirt (Big & Tall)

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
(17)
Postiano 32-Inch Hardside Spinner Luggage
Bric's

Postiano 32-Inch Hardside Spinner Luggage

$436.97Current Price $436.97
(30% off)30% off.
$625.00Comparable value $625.00
Performance Shorts
TailorByrd

Performance Shorts

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
Wire Icon Classic Graphic T-Shirt
Obey

Wire Icon Classic Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Ora Tallis Pleated Cotton & Linen Shorts
AllSaints

Ora Tallis Pleated Cotton & Linen Shorts

$45.48Current Price $45.48
(79% off)79% off.
$219.00Comparable value $219.00
Only a few left
Premium Heritage 55mm Rectangular Sunglasses
Lacoste

Premium Heritage 55mm Rectangular Sunglasses

$59.97Current Price $59.97
(67% off)67% off.
$185.00Comparable value $185.00
(1)
Match It Slide Sandal (Men)
BOSS

Match It Slide Sandal (Men)

$39.97Current Price $39.97
(27% off)27% off.
$55.00Comparable value $55.00
142mm Shield Sunglasses
Vince Camuto

142mm Shield Sunglasses

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
(12)
Volley Swim Trunks
Vintage Summer

Volley Swim Trunks

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
Biarritz 62mm Browline Sunglasses
DIFF

Biarritz 62mm Browline Sunglasses

$29.97Current Price $29.97
(72% off)72% off.
$110.00Comparable value $110.00
(1)
Nomad Mesh Short Sleeve T-Shirt
90 DEGREE BY REFLEX

Nomad Mesh Short Sleeve T-Shirt

$14.97Current Price $14.97
(46% off)46% off.
$28.00Comparable value $28.00
(7)
Dawn Patrol Swim Shorts
Rip Curl

Dawn Patrol Swim Shorts

$29.97Current Price $29.97
(50% off)50% off.
$59.95Comparable value $59.95
Tennis Climacool Graphic T-Shirt
adidas

Tennis Climacool Graphic T-Shirt

$29.97Current Price $29.97
(14% off)14% off.
$35.00Comparable value $35.00
(3)
Textured Knit Short Sleeve Button-Up Shirt
T.R. PREMIUM

Textured Knit Short Sleeve Button-Up Shirt

$34.97Current Price $34.97
(55% off)55% off.
$79.00Comparable value $79.00
Fish Print Short Sleeve Stretch Poplin Button-Up Shirt
14th & Union

Fish Print Short Sleeve Stretch Poplin Button-Up Shirt

$24.97Current Price $24.97
(49% off)49% off.
$49.50Comparable value $49.50
(3)
54mm Square Sunglasses
Gucci

54mm Square Sunglasses

$199.97Current Price $199.97
(34% off)34% off.
$305.00Comparable value $305.00
53mm Polarized Acetate Frame Square Sunglasses
Ted Baker London

53mm Polarized Acetate Frame Square Sunglasses

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
(14)
Party Volley Swim Shorts
Rip Curl

Party Volley Swim Shorts

$19.23Current Price $19.23
(72% off)72% off.
$69.95Comparable value $69.95
(2)
Optical 27-Inch Hardside Spinner Luggage
IT LUGGAGE

Optical 27-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(1)
Regular Fit Cotton Seersucker Short Sleeve Button-Down Shirt
Brooks Brothers

Regular Fit Cotton Seersucker Short Sleeve Button-Down Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(2)
Only a few left
Shield Sunglasses
GUESS

Shield Sunglasses

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
Only a few left
Submission 31-Inch Hardside Spinner Luggage
IT LUGGAGE

Submission 31-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(1)
59mm Polarized Aviator Sunglasses
Ted Baker London

59mm Polarized Aviator Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(1)
Cabana Stripe Short Sleeve Button-Up Camp Shirt
New!
Vince

Cabana Stripe Short Sleeve Button-Up Camp Shirt

$113.97Current Price $113.97
(50% off)50% off.
$228.00Comparable value $228.00
(1)
Renegade Expandable ABS 8 Wheel Suitcase - Size 24
Kenneth Cole

Renegade Expandable ABS 8 Wheel Suitcase - Size 24

$89.97Current Price $89.97
(70% off)70% off.
$300.00Comparable value $300.00
(2)
Furman Shorts
WESTZEROONE

Furman Shorts

$26.98Current Price $26.98
(40% off)40% off.
$44.97Previous Price $44.97
Herit Polo
Original Penguin

Herit Polo

$23.98 – $39.97Current Price $23.98 to $39.97
(Up to 73% off select items)Up to 73% off select items.
$90.00Comparable value $90.00
(2)
Only a few left
50mm Square Sunglasses
Saint Laurent

50mm Square Sunglasses

$309.97 – $315.97Current Price $309.97 to $315.97
(Up to 40% off)Up to 40% off.
$520.00Comparable value $520.00
Short Sleeve Sport Shirt
SOUL OF LONDON

Short Sleeve Sport Shirt

$34.99Current Price $34.99
(74% off)74% off.
$138.00Comparable value $138.00
53mm Round Sunglasses
DRAGON

53mm Round Sunglasses

$29.97Current Price $29.97
(50% off)50% off.
$60.00Comparable value $60.00
52mm Polarized Square Sunglasses
Ted Baker London

52mm Polarized Square Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Only a few left
Blueprint 52mm Round Sunglasses
QUAY

Blueprint 52mm Round Sunglasses

$34.97Current Price $34.97
(46% off)46% off.
$65.00Comparable value $65.00
Victory Polo
SKECHERS

Victory Polo

$19.97Current Price $19.97
(59% off)59% off.
$49.00Comparable value $49.00
(1)
Dri-FIT Form 7-Inch Athletic Shorts
Nike

Dri-FIT Form 7-Inch Athletic Shorts

Add to Bag or Wish List to see price(54)
Habitats Classic Short Sleeve Button-Up Shirt
Quiksilver

Habitats Classic Short Sleeve Button-Up Shirt

$29.97Current Price $29.97
(44% off)44% off.
$54.00Comparable value $54.00
Textured T-Shirt
DENIM AND FLOWER

Textured T-Shirt

$14.97Current Price $14.97
Rivet 55mm Polarized Shield Sunglasses
Hurley

Rivet 55mm Polarized Shield Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Silas Stripe Camp Shirt
Rails

Silas Stripe Camp Shirt

$75.97Current Price $75.97
(54% off)54% off.
$168.00Comparable value $168.00
(1)
Only a few left
Zoe Cat Eye Sunglasses
OTRA EYEWEAR

Zoe Cat Eye Sunglasses

$19.97Current Price $19.97
(69% off)69% off.
$65.00Comparable value $65.00
Batik Print Linen Blend Short Sleeve Button-Down Shirt
Black Friday Deal
TailorByrd

Batik Print Linen Blend Short Sleeve Button-Down Shirt

$29.99Current Price $29.99
(66% off)66% off.
$89.50Comparable value $89.50
57mm Polarized Rectangle Sunglasses
Ted Baker London

57mm Polarized Rectangle Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(3)
Cream Jean Strawberry Fit Denim Shorts (Whisper White)
New!
ICECREAM

Cream Jean Strawberry Fit Denim Shorts (Whisper White)

$109.97Current Price $109.97
(31% off)31% off.
$160.00Comparable value $160.00
Apia Park Relaxed Shorts
Rodd & Gunn

Apia Park Relaxed Shorts

$69.97Current Price $69.97
(45% off)45% off.
$128.00Comparable value $128.00
(2)
Marble Print Cargo Shorts
CRIMINAL DAMAGE

Marble Print Cargo Shorts

$40.97Current Price $40.97
(48% off)48% off.
$80.00Comparable value $80.00
Only a few left
58mm Aviator Sunglasses
Gucci

58mm Aviator Sunglasses

$209.97Current Price $209.97
(48% off)48% off.
$405.00Comparable value $405.00
Nice Dreams Swim Trunks
Party Pants

Nice Dreams Swim Trunks

$17.98Current Price $17.98
(70% off)70% off.
$59.95Comparable value $59.95
Marrkesh Slide Sandal (Men)
Anthony Veer

Marrkesh Slide Sandal (Men)

$64.97 – $69.97Current Price $64.97 to $69.97
(Up to 27% off)Up to 27% off.
$89.95Comparable value $89.95
(2)
53mm Square Sunglasses
Gucci

53mm Square Sunglasses

$209.97Current Price $209.97
(51% off)51% off.
$430.00Comparable value $430.00
99mm Rimless Aviator Sunglasses
McQueen

99mm Rimless Aviator Sunglasses

$234.97Current Price $234.97
(59% off)59% off.
$580.00Comparable value $580.00
(1)
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)
Geometric Print Short Sleeve Button-Down Shirt
DENIM AND FLOWER

Geometric Print Short Sleeve Button-Down Shirt

$16.97Current Price $16.97
Sport Vent Logo Graphic T-Shirt
RVCA

Sport Vent Logo Graphic T-Shirt

$9.88 – $27.00Current Price $9.88 to $27.00
(Up to 82% off)Up to 82% off.
$56.00Comparable value $56.00
(3)
Only a few left
Depp Toyo Straw Fedora
PETER GRIMM

Depp Toyo Straw Fedora

$24.97Current Price $24.97
(37% off)37% off.
$40.00Comparable value $40.00
(2)
Lucy Trucker Hat
PETER GRIMM

Lucy Trucker Hat

$24.97Current Price $24.97
(37% off)37% off.
$40.00Comparable value $40.00
(7)
Circuit 55mm Square Sunglasses
Nike

Circuit 55mm Square Sunglasses

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(4)
63mm Polarized Wrap Sunglasses
Maui Jim

63mm Polarized Wrap Sunglasses

$154.97Current Price $154.97
(37% off)37% off.
$249.00Comparable value $249.00
Only a few left
53mm Square Sunglasses
Gucci

53mm Square Sunglasses

$272.97Current Price $272.97
(50% off)50% off.
$550.00Comparable value $550.00
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