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Vacation Essentials for Men

  • All Shop by Occasion
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3522 items
55mm Pillow Sunglasses
Ray-Ban

55mm Pillow Sunglasses

$90.97Current Price $90.97
(Up to 53% off)Up to 53% off.
$180.00 – $195.00Comparable value $180.00 to $195.00
(2)
57mm Polarized Aviator Sunglasses
Ted Baker

57mm Polarized Aviator Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Legacy 3-Piece Hardside Luggage Set
CHAMPS

Legacy 3-Piece Hardside Luggage Set

$349.97Current Price $349.97
(50% off)50% off.
$699.99Comparable value $699.99
Plaid Baggy Denim Shorts
New!
Obey

Plaid Baggy Denim Shorts

$34.97Current Price $34.97
(56% off)56% off.
$80.00Comparable value $80.00
BB Cadet Crater Black Distressed Cutoff Denim Shorts
New!
Billionaire Boys Club

BB Cadet Crater Black Distressed Cutoff Denim Shorts

$129.97Current Price $129.97
(29% off)29% off.
$185.00Comparable value $185.00
Flamingo Stripe Seersucker Swim Trunks
Rainforest

Flamingo Stripe Seersucker Swim Trunks

$19.97Current Price $19.97
(71% off)71% off.
$69.00Comparable value $69.00
Mission Hill Ombré Johnny Collar Polo
New!
Robert Barakett

Mission Hill Ombré Johnny Collar Polo

$43.97 – $56.97Current Price $43.97 to $56.97
(Up to 64% off)Up to 64% off.
$125.00Comparable value $125.00
(3)
Only a few left
Driver Cap
San Diego Hat

Driver Cap

$19.97Current Price $19.97
(13% off)13% off.
$23.00Comparable value $23.00
Huck Sport Sandal (Men)
NUNN BUSH

Huck Sport Sandal (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
Little America Backpack
Herschel Supply Co.

Little America Backpack

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(8)
Roadster Carry-On Expandable 21-Inch Spinner Suitcase
Porsche Design

Roadster Carry-On Expandable 21-Inch Spinner Suitcase

$455.00Current Price $455.00
(30% off)30% off.
$650.00Comparable value $650.00
Practice Mesh Shorts
New!
ICECREAM

Practice Mesh Shorts

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
Huntington Frond Away 8 Swim Trunks
New!
Tommy Bahama

Huntington Frond Away 8 Swim Trunks

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
Stretch Swim Trunks
Cotton On

Stretch Swim Trunks

$34.97Current Price $34.97
(4)
Unreal 52mm Rectangular Sunglasses
Le Specs

Unreal 52mm Rectangular Sunglasses

$29.97Current Price $29.97
(60% off)60% off.
$75.00Comparable value $75.00
(3)
10-Inch Lightweight Terry Shorts
Reigning Champ

10-Inch Lightweight Terry Shorts

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(2)
Everyday Washed Midway Short Sleeve T-Shirt
New!
Hurley

Everyday Washed Midway Short Sleeve T-Shirt

$14.97Current Price $14.97
(42% off)42% off.
$26.00Comparable value $26.00
57mm Aviator Sunglasses
Saint Laurent

57mm Aviator Sunglasses

$199.97Current Price $199.97
(56% off)56% off.
$460.00Comparable value $460.00
(2)
Excursionist Flex Polo
New!
Peter Millar

Excursionist Flex Polo

$74.97Current Price $74.97
(53% off)53% off.
$160.00Comparable value $160.00
(2)
Naples Palmero Stripe Swim Trunks
New!
Tommy Bahama

Naples Palmero Stripe Swim Trunks

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
Del Mar Trucker Baseball Cap
Hurley

Del Mar Trucker Baseball Cap

$15.97Current Price $15.97
(42% off)42% off.
$28.00Comparable value $28.00
(10)
61mm Oval Sunglasses
Saint Laurent

61mm Oval Sunglasses

$315.97Current Price $315.97
(44% off)44% off.
$565.00Comparable value $565.00
Only a few left
Print Camp Shirt
FOR THE REPUBLIC

Print Camp Shirt

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
Bahama Coast Scala Stripe Polo (Big & Tall)
Tommy Bahama

Bahama Coast Scala Stripe Polo (Big & Tall)

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
Not Your Average Solid Swim Trunks
Rainforest

Not Your Average Solid Swim Trunks

$19.97Current Price $19.97
(71% off)71% off.
$69.00Comparable value $69.00
(1)
On Par IslandZone® Shorts (Big & Tall)
Tommy Bahama

On Par IslandZone® Shorts (Big & Tall)

$54.97Current Price $54.97
(53% off)53% off.
$118.00Comparable value $118.00
55mm Cat Eye Sunglasses
Gucci

55mm Cat Eye Sunglasses

$309.97Current Price $309.97
(48% off)48% off.
$605.00Comparable value $605.00
Versace Men's Tokyo R Silicone Strap Watch, 43mm x 10.5mm
Black Friday Deal
VERSUS Versace

Versace Men's Tokyo R Silicone Strap Watch, 43mm x 10.5mm

$49.99Current Price $49.99
(69% off)69% off.
$165.00Comparable value $165.00
55mm Novelty Square Sunglasses
Gucci

55mm Novelty Square Sunglasses

$299.97Current Price $299.97
(43% off)43% off.
$530.00Comparable value $530.00
Club Nine 60mm Polarized Aviator Sunglasses
Nike

Club Nine 60mm Polarized Aviator Sunglasses

$84.97Current Price $84.97
(59% off)59% off.
$210.00Comparable value $210.00
(3)
Edwin 54mm Square Sunglasses
TOM FORD

Edwin 54mm Square Sunglasses

$179.97Current Price $179.97
(68% off)68% off.
$580.00Comparable value $580.00
(1)
Only a few left
Bright Tie Dye Shortie Swim Trunks
Boardies

Bright Tie Dye Shortie Swim Trunks

$24.97Current Price $24.97
(69% off)69% off.
$82.00Comparable value $82.00
Grid Performance Shorts
TailorByrd

Grid Performance Shorts

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
Five Pocket Shorts
XRAY

Five Pocket Shorts

$24.97 – $27.97Current Price $24.97 to $27.97
(Up to 56% off)Up to 56% off.
$58.00Comparable value $58.00
(1)
124mm Rectangle Sunglasses
Vince Camuto

124mm Rectangle Sunglasses

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
(2)
Textured Short Sleeve Button-Up Shirt
FRAME

Textured Short Sleeve Button-Up Shirt

$123.97Current Price $123.97
(50% off)50% off.
$248.00Comparable value $248.00
53mm Pillow Sunglasses
Swarovski

53mm Pillow Sunglasses

$109.97Current Price $109.97
(57% off)57% off.
$258.00Comparable value $258.00
Derek Perforated Leather Apple Watch® Watchband
The Posh Tech

Derek Perforated Leather Apple Watch® Watchband

$24.97Current Price $24.97
(37% off)37% off.
$39.99Comparable value $39.99
James Geo Print Short Sleeve Cotton Button-Up Shirt
Peter Millar

James Geo Print Short Sleeve Cotton Button-Up Shirt

$69.97 – $74.97Current Price $69.97 to $74.97
(Up to 54% off)Up to 54% off.
$155.00Comparable value $155.00
(1)
Fenris Knit Chino Shorts
WESTZEROONE

Fenris Knit Chino Shorts

$26.98Current Price $26.98
(40% off)40% off.
$44.97Previous Price $44.97
(3)
Only a few left
Getaway Performance Jersey Polo
New!
Peter Millar

Getaway Performance Jersey Polo

$74.97Current Price $74.97
(53% off)53% off.
$160.00Comparable value $160.00
(2)
Essential Venture 59mm Square Sunglasses
Nike

Essential Venture 59mm Square Sunglasses

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
(18)
59mm Navigator Sunglasses
Gucci

59mm Navigator Sunglasses

$319.97Current Price $319.97
(43% off)43% off.
$570.00Comparable value $570.00
Roadster Cabin Small 21-Inch Spinner Carry-On
Porsche Design

Roadster Cabin Small 21-Inch Spinner Carry-On

$455.00Current Price $455.00
(30% off)30% off.
$649.97Previous Price $649.97
60mm Oversize Round Sunglasses
Chloé

60mm Oversize Round Sunglasses

$284.97Current Price $284.97
(46% off)46% off.
$530.00Comparable value $530.00
Fallen Leaves Tencel® Modal Blend Button-Down Shirt
Tommy Bahama

Fallen Leaves Tencel® Modal Blend Button-Down Shirt

$29.23 – $64.97Current Price $29.23 to $64.97
(Up to 77% off select items)Up to 77% off select items.
$128.00Comparable value $128.00
(133)
55mm Rectangular Sunglasses
Cole Haan

55mm Rectangular Sunglasses

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
Square Sunglasses
Vince Camuto

Square Sunglasses

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
(3)
Drawstring Stretch Cotton Shorts
Brooks Brothers

Drawstring Stretch Cotton Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.50Comparable value $89.50
(1)
Cable Knit Short Sleeve Half Zip Sweater
T.R. PREMIUM

Cable Knit Short Sleeve Half Zip Sweater

$29.97Current Price $29.97
(69% off)69% off.
$98.00Comparable value $98.00
Original Scallop Volley Swim Trunks
Quiksilver

Original Scallop Volley Swim Trunks

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
2K Flame Logo Graphic T-Shirt
Vans

2K Flame Logo Graphic T-Shirt

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
Only a few left
60mm Polarized Navigator Sunglasses
Ted Baker

60mm Polarized Navigator Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Sport Vine Line Short Sleeve Button-Up Shirt
New!
Tommy Bahama

Sport Vine Line Short Sleeve Button-Up Shirt

$51.97Current Price $51.97
(59% off)59% off.
$128.00Comparable value $128.00
Only a few left
Leaves Performance Polo
Black Friday Deal
TailorByrd

Leaves Performance Polo

$24.99Current Price $24.99
(68% off)68% off.
$80.00Comparable value $80.00
Alki IslandZone® Henley
Tommy Bahama

Alki IslandZone® Henley

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
All Around Performance Shorts
PURPLE BRAND

All Around Performance Shorts

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
Only a few left
Golden Amber Sun Shield Body Glow Sunscreen SPF 30
Kopari

Golden Amber Sun Shield Body Glow Sunscreen SPF 30

$42.00Current Price $42.00
(57)
56mm Cat Eye Sunglasses
Black Owned/Founded
KIMEZE

56mm Cat Eye Sunglasses

$59.97Current Price $59.97
(83% off)83% off.
$370.00Comparable value $370.00
(2)
Modern Fit Stripe Piqué Polo
Black Friday Deal
TailorByrd

Modern Fit Stripe Piqué Polo

$24.99Current Price $24.99
(64% off)64% off.
$69.50Comparable value $69.50
(2)
Shona Cat Eye Sunglasses
OTRA EYEWEAR

Shona Cat Eye Sunglasses

$19.97Current Price $19.97
(69% off)69% off.
$65.00Comparable value $65.00
Femi Drawstring Shorts
WESTZEROONE

Femi Drawstring Shorts

$24.73 – $24.99Current Price $24.73 to $24.99
(Up to 45% off)Up to 45% off.
$44.97Previous Price $44.97
(1)
99mm Shield Sunglasses
McQueen

99mm Shield Sunglasses

$154.97Current Price $154.97
(59% off)59% off.
$385.00Comparable value $385.00
(1)
Only a few left
48mm Square Sunglasses
Hurley

48mm Square Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Cargo Volley Stretch Swim Trunks
DKNY

Cargo Volley Stretch Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(2)
Belted Cargo Shorts
XRAY

Belted Cargo Shorts

$24.97Current Price $24.97
(56% off)56% off.
$58.00Comparable value $58.00
(7)
Hyped Up 53mm Gradient Square Sunglasses
QUAY

Hyped Up 53mm Gradient Square Sunglasses

$34.97Current Price $34.97
(46% off)46% off.
$65.00Comparable value $65.00
(74)
Logo Embroidered Trucker Hat
CAT WWR

Logo Embroidered Trucker Hat

$14.97Current Price $14.97
(40% off)40% off.
$25.00Comparable value $25.00
(1)
Only a few left
Short Sleeve Cotton French Terry Camp Shirt
Bugatchi

Short Sleeve Cotton French Terry Camp Shirt

$59.97Current Price $59.97
(62% off)62% off.
$159.00Comparable value $159.00
Dri-FIT Unlimited 7-Inch Unlined Athletic Shorts
New!
Nike

Dri-FIT Unlimited 7-Inch Unlined Athletic Shorts

Add to Bag or Wish List to see price(2)
Only a few left
Mob Psycho 100 Shigeo Graphic T-Shirt
Ripple Junction

Mob Psycho 100 Shigeo Graphic T-Shirt

$14.97Current Price $14.97
(57% off)57% off.
$35.00Comparable value $35.00
Men's Sarasota Stretch Ventura IslandZone® Stripe Stretch Button-Up Shirt (Big & Tall)
Tommy Bahama

Men's Sarasota Stretch Ventura IslandZone® Stripe Stretch Button-Up Shirt (Big & Tall)

$69.97Current Price $69.97
(Up to 52% off)Up to 52% off.
$138.00 – $148.00Comparable value $138.00 to $148.00
(3)
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