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Vacation Essentials for Men

  • All Shop by Occasion
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3519 items
Linen Shorts
Rodd & Gunn

Linen Shorts

$31.83 – $55.97Current Price $31.83 to $55.97
(Up to 71% off select items)Up to 71% off select items.
$110.00Comparable value $110.00
(8)
Paddy 1 Stretch Cotton Polo
BOSS

Paddy 1 Stretch Cotton Polo

$48.73Current Price $48.73
(58% off)58% off.
$118.00Comparable value $118.00
(4)
Aviator Sunglasses
Modo

Aviator Sunglasses

$119.97Current Price $119.97
(56% off)56% off.
$275.00Comparable value $275.00
Tamara 54mm Round Sunglasses
TOM FORD

Tamara 54mm Round Sunglasses

$179.97Current Price $179.97
(66% off)66% off.
$530.00Comparable value $530.00
Roadster Pro Crossbody Bag
Porsche Design

Roadster Pro Crossbody Bag

$132.97Current Price $132.97
(30% off)30% off.
$190.00Comparable value $190.00
Beach Wave Knit Shorts
DIET STARTS MONDAY

Beach Wave Knit Shorts

$49.97Current Price $49.97
(56% off)56% off.
$116.00Comparable value $116.00
Diamond Knit Polo
Elie Tahari

Diamond Knit Polo

$29.97Current Price $29.97
(65% off)65% off.
$88.00Comparable value $88.00
A Cotton Canvas Shorts
STAN RAY

A Cotton Canvas Shorts

$35.97Current Price $35.97
(64% off)64% off.
$100.00Comparable value $100.00
Only a few left
Lei Border Swim Trunks
Vintage Summer

Lei Border Swim Trunks

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
52mm Modified Rectangular Sunglasses
Lacoste

52mm Modified Rectangular Sunglasses

$59.97Current Price $59.97
(67% off)67% off.
$185.00Comparable value $185.00
(1)
55mm Flat Top Square Sunglasses
New!
Vince Camuto

55mm Flat Top Square Sunglasses

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
(1)
Miller High Life Graphic T-Shirt
Junk Food

Miller High Life Graphic T-Shirt

$19.97Current Price $19.97
(58% off)58% off.
$48.00Comparable value $48.00
Only a few left
Cotton Gauze Camp Shirt
Joe's

Cotton Gauze Camp Shirt

$17.48 – $37.47Current Price $17.48 to $37.47
(Up to 88% off)Up to 88% off.
$158.00Comparable value $158.00
(4)
Rizzo Pinstripe Cotton Camp Shirt
Obey

Rizzo Pinstripe Cotton Camp Shirt

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
7-Inch Volley Swim Trunks
Nike

7-Inch Volley Swim Trunks

Add to Bag or Wish List to see price(2)
Arizona Slide Sandal (Men)
New Markdown
Birkenstock

Arizona Slide Sandal (Men)

$74.96 – $89.97Current Price $74.96 to $89.97
(Up to 42% off select items)Up to 42% off select items.
$130.00Comparable value $130.00
(2)
Captain Toucan Swim Trunks
Party Pants

Captain Toucan Swim Trunks

$29.97Current Price $29.97
(57% off)57% off.
$69.95Comparable value $69.95
54mm Square Sunglasses
Saint Laurent

54mm Square Sunglasses

$349.97Current Price $349.97
(32% off)32% off.
$520.00Comparable value $520.00
55mm Pillow Sunglasses
Black Friday Deal
Burberry

55mm Pillow Sunglasses

$89.99Current Price $89.99
(82% off)82% off.
$522.00Comparable value $522.00
50mm Phantos Sunglasses
Black Friday Deal
Burberry

50mm Phantos Sunglasses

$89.99Current Price $89.99
(73% off)73% off.
$344.00Comparable value $344.00
(1)
Sean Short Sleeve Button-Up Shirt
John Varvatos

Sean Short Sleeve Button-Up Shirt

$113.97Current Price $113.97
(50% off)50% off.
$228.00Comparable value $228.00
Only a few left
Annika 56mm Polarized Square Sunglasses
Revo

Annika 56mm Polarized Square Sunglasses

$129.97Current Price $129.97
(43% off)43% off.
$229.00Comparable value $229.00
Tropical Short Sleeve Modal Blend Button-Up Shirt
TailorByrd

Tropical Short Sleeve Modal Blend Button-Up Shirt

$34.97Current Price $34.97
(60% off)60% off.
$89.50Comparable value $89.50
Braided Paper Cowboy Hat
San Diego Hat

Braided Paper Cowboy Hat

$24.97Current Price $24.97
(35% off)35% off.
$39.00Comparable value $39.00
Dazy Short Sleeve Button-Up Camp Shirt
Theory

Dazy Short Sleeve Button-Up Camp Shirt

$39.98 – $59.96Current Price $39.98 to $59.96
(Up to 77% off)Up to 77% off.
$175.00Comparable value $175.00
(1)
Miles OoohCotton® Short Sleeve Button-Up Shirt
Bugatchi

Miles OoohCotton® Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(59% off)59% off.
$159.00Comparable value $159.00
61mm Navigator Sunglasses
GUESS

61mm Navigator Sunglasses

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
Novelty 55mm Rectangular Sunglasses
Gucci

Novelty 55mm Rectangular Sunglasses

$309.97Current Price $309.97
(45% off)45% off.
$570.00Comparable value $570.00
Birds Print Performance Polo
TailorByrd

Birds Print Performance Polo

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
Martini Glasses Print Performance Polo
TailorByrd

Martini Glasses Print Performance Polo

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
Gender Inclusive Josef Slide Sandal
Dr. Martens

Gender Inclusive Josef Slide Sandal

$48.96Current Price $48.96
(59% off)59% off.
$120.00Comparable value $120.00
(6)
Only a few left
Slink 42mm Apple Watch® Stretch Watchband
The Posh Tech

Slink 42mm Apple Watch® Stretch Watchband

$24.97Current Price $24.97
(50% off)50% off.
$49.99Comparable value $49.99
(2)
Rumble Square Sunglasses
Under Armour

Rumble Square Sunglasses

$44.97Current Price $44.97
(55% off)55% off.
$100.00Comparable value $100.00
54mm Square Sunglasses
Saint Laurent

54mm Square Sunglasses

$299.97Current Price $299.97
(42% off)42% off.
$520.00Comparable value $520.00
Faux Leather Wool Fedora
San Diego Hat

Faux Leather Wool Fedora

$74.97Current Price $74.97
(40% off)40% off.
$126.00Comparable value $126.00
Seaside Terry Shorts
Rhone

Seaside Terry Shorts

$39.97Current Price $39.97
(48% off)48% off.
$78.00Comparable value $78.00
(2)
Camp Collar Short Sleeve Snap Front Sweater
TRUTH

Camp Collar Short Sleeve Snap Front Sweater

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
Miles OoohCotton® Short Sleeve Button-Up Shirt
Bugatchi

Miles OoohCotton® Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(59% off)59% off.
$159.00Comparable value $159.00
Textured Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Textured Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
(1)
Donnie Stripe Short Sleeve Cotton Button-Up Shirt
Obey

Donnie Stripe Short Sleeve Cotton Button-Up Shirt

$33.97Current Price $33.97
(54% off)54% off.
$75.00Comparable value $75.00
Jackson Short Sleeve Button-Up Shirt
Bugatchi

Jackson Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(63% off)63% off.
$179.00Comparable value $179.00
Textured Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Textured Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
Camo Print Golf Shorts
Vintage 1946

Camo Print Golf Shorts

$29.97Current Price $29.97
(56% off)56% off.
$69.50Comparable value $69.50
(8)
Aviator Sunglasses
Eco

Aviator Sunglasses

$64.97Current Price $64.97
(56% off)56% off.
$150.00Comparable value $150.00
Visel Double Strap Slide Sandal (Men)
GUESS

Visel Double Strap Slide Sandal (Men)

$39.97Current Price $39.97
(38% off)38% off.
$65.00Comparable value $65.00
NY Core Volley Swim Trunks
DKNY

NY Core Volley Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
49mm Round Sunglasses
Saint Laurent

49mm Round Sunglasses

$315.97Current Price $315.97
(48% off)48% off.
$610.00Comparable value $610.00
(1)
Popeye Graphic T-Shirt
Reason

Popeye Graphic T-Shirt

$14.97Current Price $14.97
(48% off)48% off.
$29.00Comparable value $29.00
Leo Pink 8.45 oz Porcelain Travel Mug - Set of 2
BergHOFF

Leo Pink 8.45 oz Porcelain Travel Mug - Set of 2

$46.99Current Price $46.99
(41% off)41% off.
$80.00Comparable value $80.00
(2)
Only a few left
56mm Square Full Rim Polarized Sunglasses
Ted Baker London

56mm Square Full Rim Polarized Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(2)
Parson Straw Panama Hat
Bailey

Parson Straw Panama Hat

$82.97Current Price $82.97
(58% off)58% off.
$200.00Comparable value $200.00
55mm Polarized Square Sunglasses
Ted Baker London

55mm Polarized Square Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Rock & Roll Trunks
Rainforest

Rock & Roll Trunks

$19.97Current Price $19.97
(71% off)71% off.
$69.00Comparable value $69.00
Maverick Rise 56mm Tea Cup Sunglasses
Nike

Maverick Rise 56mm Tea Cup Sunglasses

$79.97Current Price $79.97
(49% off)49% off.
$159.00Comparable value $159.00
53mm Square Sunglasses
Saint Laurent

53mm Square Sunglasses

$309.97Current Price $309.97
(43% off)43% off.
$550.00Comparable value $550.00
Resort Extra Trim Fit Linen & Cotton Button-Up Shirt
RANEES

Resort Extra Trim Fit Linen & Cotton Button-Up Shirt

$89.97Current Price $89.97
(52% off)52% off.
$189.00Comparable value $189.00
Only a few left
51mm Rectangular Sunglasses
McQueen

51mm Rectangular Sunglasses

$219.97Current Price $219.97
(56% off)56% off.
$510.00Comparable value $510.00
Court Vision Low Sneaker (Men)
Nike

Court Vision Low Sneaker (Men)

$47.96 – $63.97Current Price $47.96 to $63.97
(Up to 40% off select items)Up to 40% off select items.
$80.00Comparable value $80.00
(12)
Remi Camp Shirt
DKNY SPORTSWEAR

Remi Camp Shirt

$16.97Current Price $16.97
(81% off)81% off.
$89.50Comparable value $89.50
57mm Square Sunglasses
Saint Laurent

57mm Square Sunglasses

$329.97Current Price $329.97
(36% off)36% off.
$520.00Comparable value $520.00
Only a few left
Made for Shade Leaf Print Silk Short Sleeve Button-Up Shirt
Tommy Bahama

Made for Shade Leaf Print Silk Short Sleeve Button-Up Shirt

$74.97Current Price $74.97
(49% off)49% off.
$148.00Comparable value $148.00
(5)
Only a few left
Dusty Fronds Tailored Fit Short Sleeve Button-Down Shirt
Reyn Spooner

Dusty Fronds Tailored Fit Short Sleeve Button-Down Shirt

$32.48Current Price $32.48
(50% off)50% off.
$64.97Previous Price $64.97
Backyard Blast Graphic T-Shirt
TravisMathew

Backyard Blast Graphic T-Shirt

$24.97Current Price $24.97
(37% off)37% off.
$39.95Comparable value $39.95
Glen Afton Floral Short Sleeve Linen Button-Up Shirt
Rodd & Gunn

Glen Afton Floral Short Sleeve Linen Button-Up Shirt

$80.97Current Price $80.97
(54% off)54% off.
$178.00Comparable value $178.00
Only a few left
Mero Slim Raw Hem Cutoff Denim Shorts (Acid)
HVMAN

Mero Slim Raw Hem Cutoff Denim Shorts (Acid)

$89.97Current Price $89.97
(58% off)58% off.
$219.00Comparable value $219.00
Roadster Check-In Large 30-Inch Spinner Suitcase
Porsche Design

Roadster Check-In Large 30-Inch Spinner Suitcase

$486.50Current Price $486.50
(30% off)30% off.
$695.00Comparable value $695.00
Surfsilk Mix Swim Trunks
New!
Quiksilver

Surfsilk Mix Swim Trunks

$21.97 – $29.97Current Price $21.97 to $29.97
(Up to 59% off)Up to 59% off.
$54.00Comparable value $54.00
Cotton & Modal Blend T-Shirt
14th & Union

Cotton & Modal Blend T-Shirt

$14.96 – $19.97Current Price $14.96 to $19.97
(Up to 40% off select items)Up to 40% off select items.
$25.00Comparable value $25.00
(3)
Palm Print Camp Shirt
INDUSTRY REPUBLIC CLOTHING

Palm Print Camp Shirt

$24.97Current Price $24.97
(56% off)56% off.
$58.00Comparable value $58.00
Kirk Slide Sandal (Men)
New Markdown
BOSS

Kirk Slide Sandal (Men)

$29.96Current Price $29.96
(62% off)62% off.
$80.00Comparable value $80.00
Only a few left
Space Carat Print Short Sleeve Button-Up Shirt
Black Owned/Founded
Billionaire Boys Club

Space Carat Print Short Sleeve Button-Up Shirt

$109.97Current Price $109.97
(24% off)24% off.
$145.00Comparable value $145.00
4-Way Stretch Volley Swim Trunks
Vintage Summer

4-Way Stretch Volley Swim Trunks

$19.97Current Price $19.97
(59% off)59% off.
$49.00Comparable value $49.00
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