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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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3940 items
Pillar Destroyer Low Top Sneaker (Men)
New Markdown
Collegium

Pillar Destroyer Low Top Sneaker (Men)

$59.98 – $99.97Current Price $59.98 to $99.97
(Up to 76% off select items)Up to 76% off select items.
$255.00 – $265.00Comparable value $255.00 to $265.00
(6)
Birdie Shorts
New Markdown
Billionaire Boys Club

Birdie Shorts

$37.98Current Price $37.98
(71% off)71% off.
$135.00Comparable value $135.00
52mm Square Sunglasses
New!
TOM FORD

52mm Square Sunglasses

$179.97Current Price $179.97
(51% off)51% off.
$370.00Comparable value $370.00
Baja Marina Swim Shorts
Tommy Bahama

Baja Marina Swim Shorts

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
(5)
Only a few left
50mm Polarized Rimless Square Sunglasses
Maui Jim

50mm Polarized Rimless Square Sunglasses

$164.97Current Price $164.97
(16% off)16% off.
$198.00Comparable value $198.00
56mm Best Sunglasses
Gucci

56mm Best Sunglasses

$189.97Current Price $189.97
(55% off)55% off.
$430.00Comparable value $430.00
(4)
49mm Core Round Polarized Sunglasses
Maui Jim

49mm Core Round Polarized Sunglasses

$169.97Current Price $169.97
(55% off)55% off.
$379.00Comparable value $379.00
(1)
62mm Aviator Sunglasses
McQueen

62mm Aviator Sunglasses

$199.97Current Price $199.97
(56% off)56% off.
$455.00Comparable value $455.00
Carrera 56mm Square Sunglasses
Carrera Eyewear

Carrera 56mm Square Sunglasses

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
Pointe Polarized Wrap Sunglasses
Revo

Pointe Polarized Wrap Sunglasses

$124.97Current Price $124.97
(30% off)30% off.
$179.00Comparable value $179.00
(2)
Beachcomber 52mm D-Frame Sunglasses
New Markdown
Le Specs

Beachcomber 52mm D-Frame Sunglasses

$20.07 – $24.47Current Price $20.07 to $24.47
(Up to 74% off)Up to 74% off.
$80.00Comparable value $80.00
(3)
Madison 24-Inch Hardside Expandable Spinner Suitcase
Kenneth Cole

Madison 24-Inch Hardside Expandable Spinner Suitcase

$89.97Current Price $89.97
(70% off)70% off.
$300.00Comparable value $300.00
Fusional 27-Inch Expandable Hardshell Suitcase
IT LUGGAGE

Fusional 27-Inch Expandable Hardshell Suitcase

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
58mm Gradient Octagon Sunglasses
Chloé

58mm Gradient Octagon Sunglasses

$249.97Current Price $249.97
(52% off)52% off.
$525.00Comparable value $525.00
Hibiscus Bliss Swim Shorts
TailorByrd

Hibiscus Bliss Swim Shorts

$29.97Current Price $29.97
(56% off)56% off.
$69.50Comparable value $69.50
Only a few left
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
(2)
59mm Square Sunglasses
Dunhill

59mm Square Sunglasses

$239.97Current Price $239.97
(54% off)54% off.
$530.00Comparable value $530.00
56mm Polarized Gradient Pilot Sunglasses
New!
Ray-Ban

56mm Polarized Gradient Pilot Sunglasses

$109.97Current Price $109.97
(43% off)43% off.
$194.00Comparable value $194.00
Baja Hidden Gems 8-Inch Board Shorts
Tommy Bahama

Baja Hidden Gems 8-Inch Board Shorts

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
(3)
Flying Axis 28" Hardside Spinner Luggage
Kenneth Cole

Flying Axis 28" Hardside Spinner Luggage

$99.97Current Price $99.97
(72% off)72% off.
$360.00Comparable value $360.00
(41)
Castle Valley 21-Inch Carry-On Luggage
TRAVELERS CHOICE

Castle Valley 21-Inch Carry-On Luggage

$209.97Current Price $209.97
(43% off)43% off.
$369.99Comparable value $369.99
Shorelite 7-Inch Performance Swim Trunks
New!
Faherty

Shorelite 7-Inch Performance Swim Trunks

$44.97Current Price $44.97
(54% off)54% off.
$98.00Comparable value $98.00
(15)
Only a few left
Betawave 2-in-1 5-Inch Board Shorts
New!
SAXX

Betawave 2-in-1 5-Inch Board Shorts

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
58mm Core Square Polarized Sunglasses
Maui Jim

58mm Core Square Polarized Sunglasses

$154.97Current Price $154.97
(38% off)38% off.
$249.99Comparable value $249.99
Suzuka 61mm Pilot Sunglasses
Modo

Suzuka 61mm Pilot Sunglasses

$119.97Current Price $119.97
(56% off)56% off.
$275.00Comparable value $275.00
Crown Santa Barbara Palm Swim Trunks
Peter Millar

Crown Santa Barbara Palm Swim Trunks

$39.97Current Price $39.97
(63% off)63% off.
$110.00Comparable value $110.00
(1)
54mm Rectangle Fashion Sunglasses
Gucci

54mm Rectangle Fashion Sunglasses

$214.97Current Price $214.97
(54% off)54% off.
$475.00Comparable value $475.00
(1)
Legion 31-Inch Hardside Spinner Luggage
New!
IT LUGGAGE

Legion 31-Inch Hardside Spinner Luggage

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
53mm Square Sunglasses
Bottega Veneta

53mm Square Sunglasses

$174.97Current Price $174.97
(57% off)57% off.
$410.00Comparable value $410.00
(1)
SMILEY® Lockup Tech Shorts
New!
MARKET

SMILEY® Lockup Tech Shorts

$27.97Current Price $27.97
(60% off)60% off.
$70.00Comparable value $70.00
Only a few left
Barbados Breeze La Vida Check Linen Blend Button-Up Shirt
Tommy Bahama

Barbados Breeze La Vida Check Linen Blend Button-Up Shirt

$34.98Current Price $34.98
(74% off)74% off.
$138.00Comparable value $138.00
(5)
53mm Square Sunglasses
Gucci

53mm Square Sunglasses

$209.97Current Price $209.97
(51% off)51% off.
$430.00Comparable value $430.00
58mm Rectangular Sunglasses
New Markdown
Saint Laurent

58mm Rectangular Sunglasses

$143.98Current Price $143.98
(75% off)75% off.
$580.00Comparable value $580.00
Roadster 21-Inch Hardside Carry-On Luggage
Porsche Design

Roadster 21-Inch Hardside Carry-On Luggage

$455.00Current Price $455.00
(30% off)30% off.
$650.00Comparable value $650.00
The Anchor Swim Trunks
Fair Harbor

The Anchor Swim Trunks

$34.97 – $39.97Current Price $34.97 to $39.97
(Up to 51% off)Up to 51% off.
$72.00 – $79.00Comparable value $72.00 to $79.00
(28)
Out Of Bounds 28" Hardside Luggage
Kenneth Cole

Out Of Bounds 28" Hardside Luggage

$89.97Current Price $89.97
(70% off)70% off.
$300.00Comparable value $300.00
(5)
Logo Embroidered Swim Trunks
HONOR THE GIFT

Logo Embroidered Swim Trunks

$39.97Current Price $39.97
(59% off)59% off.
$99.00Comparable value $99.00
(1)
524mm Square Sunglasses
Balenciaga

524mm Square Sunglasses

$169.97Current Price $169.97
(47% off)47% off.
$325.00Comparable value $325.00
(3)
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
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
Carino 49mm Square Sunglasses
New!
Jacquemus

Carino 49mm Square Sunglasses

$159.97Current Price $159.97
(54% off)54% off.
$350.00Comparable value $350.00
Egeeno Oversize Fit Cotton Button-Up Shirt
BOSS

Egeeno Oversize Fit Cotton Button-Up Shirt

$69.97Current Price $69.97
(45% off)45% off.
$128.00Comparable value $128.00
57mm Aviator Sunglasses
Ted Baker London

57mm Aviator Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Stonesfields 31-Inch Hardside Spinner Luggage
New!
Britbag

Stonesfields 31-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
58mm Polarized Aviator Sunglasses
Ted Baker

58mm Polarized Aviator Sunglasses

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
55mm Wrap Sunglasses
Gucci

55mm Wrap Sunglasses

$299.97Current Price $299.97
(Up to 68% off)Up to 68% off.
$870.00 – $945.00Comparable value $870.00 to $945.00
Retro Revive 30-Inch Hardshell Trunk
TRAVELERS CHOICE

Retro Revive 30-Inch Hardshell Trunk

$279.97Current Price $279.97
(44% off)44% off.
$499.99Comparable value $499.99
Not Feeling That Shorts
TravisMathew

Not Feeling That Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(3)
Flanerie 24-Inch Hardside Spinner Luggage
DELSEY

Flanerie 24-Inch Hardside Spinner Luggage

$159.97Current Price $159.97
(60% off)60% off.
$400.00Comparable value $400.00
(7)
Lunes Adjustable Hat
DIET STARTS MONDAY

Lunes Adjustable Hat

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
(1)
53mm Square Sunglasses
Valentino

53mm Square Sunglasses

$249.97Current Price $249.97
(54% off)54% off.
$550.00Comparable value $550.00
Gulf Stripe Sport Swim Trunks
Party Pants

Gulf Stripe Sport Swim Trunks

$29.97Current Price $29.97
(57% off)57% off.
$69.95Comparable value $69.95
(1)
Only a few left
Rocker Belted Denim Shorts (Razor)
Cult of Individuality

Rocker Belted Denim Shorts (Razor)

$79.97Current Price $79.97
(49% off)49% off.
$159.00Comparable value $159.00
(1)
Shortlite Swim Trunks
Faherty

Shortlite Swim Trunks

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 54% off)Up to 54% off.
$98.00Comparable value $98.00
(4)
Flying Axis 28-Inch Hardside Spinner Luggage
Kenneth Cole

Flying Axis 28-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(72% off)72% off.
$360.00Comparable value $360.00
Lars Terry Cloth Camp Shirt
BOSS

Lars Terry Cloth Camp Shirt

$74.96Current Price $74.96
(58% off)58% off.
$179.00Comparable value $179.00
Only a few left
99mm Shield Sunglasses
Balenciaga

99mm Shield Sunglasses

$199.97Current Price $199.97
(61% off)61% off.
$520.00Comparable value $520.00
(2)
Cruise 3.0 26-Inch Hardside Trunk Spinner Luggage
DELSEY

Cruise 3.0 26-Inch Hardside Trunk Spinner Luggage

$199.97Current Price $199.97
(58% off)58% off.
$480.00Comparable value $480.00
(23)
Backtrack 55mm Flat Top Sunglasses
New Markdown
DEZI

Backtrack 55mm Flat Top Sunglasses

$13.48 – $20.07Current Price $13.48 to $20.07
(Up to 84% off)Up to 84% off.
$89.00Comparable value $89.00
(1)
Cruise 3.0 22-Inch Hardside Carry-On Luggage
DELSEY

Cruise 3.0 22-Inch Hardside Carry-On Luggage

$159.97Current Price $159.97
(60% off)60% off.
$400.00Comparable value $400.00
(20)
58mm Square Sunglasses
Dunhill

58mm Square Sunglasses

$189.97Current Price $189.97
(55% off)55% off.
$430.00Comparable value $430.00
52mm Rectangle Sunglasses
McQueen

52mm Rectangle Sunglasses

$229.97Current Price $229.97
(54% off)54% off.
$510.00Comparable value $510.00
Medusa Pop Silicone Strap Watch, 38mm
New!
Versace

Medusa Pop Silicone Strap Watch, 38mm

$349.97Current Price $349.97
(46% off)46% off.
$650.00Comparable value $650.00
53mm Square Sunglasses
Saint Laurent

53mm Square Sunglasses

$299.97 – $309.97Current Price $299.97 to $309.97
(Up to 48% off)Up to 48% off.
$550.00 – $580.00Comparable value $550.00 to $580.00
Turtle Print Swim Shorts
Vintage Summer

Turtle Print Swim Shorts

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
Cruise 3.0 28-Inch Softside Spinner Luggage
DELSEY

Cruise 3.0 28-Inch Softside Spinner Luggage

$209.97Current Price $209.97
(65% off)65% off.
$600.00Comparable value $600.00
(27)
Flanerie 24-Inch Hardside Spinner Luggage
DELSEY

Flanerie 24-Inch Hardside Spinner Luggage

$159.97Current Price $159.97
(60% off)60% off.
$400.00Comparable value $400.00
(7)
99mm Novelty Square Sunglasses
Gucci

99mm Novelty Square Sunglasses

$309.97 – $319.97Current Price $309.97 to $319.97
(Up to 52% off)Up to 52% off.
$640.00 – $680.00Comparable value $640.00 to $680.00
(1)
Cruise 3.0 Softside Carry-On Luggage
DELSEY

Cruise 3.0 Softside Carry-On Luggage

$149.97Current Price $149.97
(62% off)62% off.
$400.00Comparable value $400.00
Out of Bounds 20" Lightweight Hardside 4-Wheel Spinner Carry-On Luggage
Kenneth Cole Reaction

Out of Bounds 20" Lightweight Hardside 4-Wheel Spinner Carry-On Luggage

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
(3)
Renegade 30-Inch Expandable Hardside Spinner Luggage
Kenneth Cole

Renegade 30-Inch Expandable Hardside Spinner Luggage

$99.97Current Price $99.97
(72% off)72% off.
$360.00Comparable value $360.00
(1)
Les Lunettes Capri 55mm Cat Eye Sunglasses
New!
Jacquemus

Les Lunettes Capri 55mm Cat Eye Sunglasses

$159.97Current Price $159.97
(36% off)36% off.
$250.00Comparable value $250.00
Only a few left
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