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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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4218 items
Orson Broken Stripe Short Sleeve Cotton Seersucker Button-Up Shirt
New
Bugatchi

Orson Broken Stripe Short Sleeve Cotton Seersucker Button-Up Shirt

$59.97Current Price $59.97
(66% off)66% off.
$179.00Comparable value $179.00
Floral Print Cotton Short Sleeve Button-Up Shirt
Robert Graham

Floral Print Cotton Short Sleeve Button-Up Shirt

$69.97Current Price $69.97
(62% off)62% off.
$188.00Comparable value $188.00
Vidal Cotton Polo
AllSaints

Vidal Cotton Polo

$49.97Current Price $49.97
(58% off)58% off.
$119.00Comparable value $119.00
(5)
Only a few left
59mm Square Sunglasses
GUESS

59mm Square Sunglasses

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
Palm Print Short Sleeve Button-Up Peached Cotton Poplin Shirt
PX

Palm Print Short Sleeve Button-Up Peached Cotton Poplin Shirt

$34.97Current Price $34.97
(28% off)28% off.
$49.00Comparable value $49.00
Gingham Short Sleeve Stretch Cotton Button-Up Shirt
TailorByrd

Gingham Short Sleeve Stretch Cotton Button-Up Shirt

$34.97Current Price $34.97
(60% off)60% off.
$89.50Comparable value $89.50
(1)
Palm Trees Stretch Cotton Shorts
DENIM AND FLOWER

Palm Trees Stretch Cotton Shorts

$19.97Current Price $19.97
Submission 21-Inch Carry-On Spinner Luggage
IT LUGGAGE

Submission 21-Inch Carry-On Spinner Luggage

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(1)
Only a few left
60mm Rectangle Sunglasses
Oakley

60mm Rectangle Sunglasses

$74.97Current Price $74.97
(66% off)66% off.
$225.00Comparable value $225.00
(2)
Alberto 55mm Gradient Square Sunglasses
TOM FORD

Alberto 55mm Gradient Square Sunglasses

$179.97Current Price $179.97
(63% off)63% off.
$490.00Comparable value $490.00
Spring Glass Insulated Water Bottle - Set of 6
JoyJolt

Spring Glass Insulated Water Bottle - Set of 6

$24.95Current Price $24.95
(53% off)53% off.
$53.99Comparable value $53.99
(26)
Sport Sandal (Men)
AVALANCHE

Sport Sandal (Men)

$29.97Current Price $29.97
(25% off)25% off.
$39.99Comparable value $39.99
Rollmaster™ Lite 2 20-Inch Hardside Carry-On Luggage
TRAVELPRO

Rollmaster™ Lite 2 20-Inch Hardside Carry-On Luggage

$129.97Current Price $129.97
(60% off)60% off.
$330.00Comparable value $330.00
Only a few left
Orson Paisley Pattern Short Sleeve Button-Up Shirt
Bugatchi

Orson Paisley Pattern Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(62% off)62% off.
$159.00Comparable value $159.00
Pineapple Paradise Polo
TravisMathew

Pineapple Paradise Polo

$59.97Current Price $59.97
(40% off)40% off.
$99.95Comparable value $99.95
(12)
Sport Fit Short Sleeve Cotton Shirt
Brooks Brothers

Sport Fit Short Sleeve Cotton Shirt

$49.97Current Price $49.97
(44% off)44% off.
$89.50Comparable value $89.50
(3)
Only a few left
55mm Square Brow Frame Sunglasses
Balmain

55mm Square Brow Frame Sunglasses

$179.97Current Price $179.97
(79% off)79% off.
$880.00Comparable value $880.00
(3)
Only a few left
53mm Square Sunglasses
New
BOSS

53mm Square Sunglasses

$69.97Current Price $69.97
(66% off)66% off.
$209.00Comparable value $209.00
Highline Arch 19 Swim Trunks
Quiksilver

Highline Arch 19 Swim Trunks

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
Only a few left
Geometric Floral Print Seersucker Short Sleeve Button-Up Shirt
New
TailorByrd

Geometric Floral Print Seersucker Short Sleeve Button-Up Shirt

$34.97Current Price $34.97
(60% off)60% off.
$89.50Comparable value $89.50
Moon 28-Inch Hardside Spinner Luggage
New
CALPAK

Moon 28-Inch Hardside Spinner Luggage

$109.97Current Price $109.97
(60% off)60% off.
$275.00Comparable value $275.00
Nice Serve Pocket Graphic T-Shirt
Tommy Bahama

Nice Serve Pocket Graphic T-Shirt

$24.97Current Price $24.97
(49% off)49% off.
$49.50Comparable value $49.50
(17)
Only a few left
Flanerie Hardside Carry-On Luggage
DELSEY

Flanerie Hardside Carry-On Luggage

$144.97Current Price $144.97
(59% off)59% off.
$360.00Comparable value $360.00
(8)
Dri-FIT Stride 2-in-1 Running Shorts (Regular & Tall)
Nike

Dri-FIT Stride 2-in-1 Running Shorts (Regular & Tall)

$26.00Current Price $26.00
(60% off)60% off.
$65.00Previous Price $65.00
(1)
Only a few left
Lux Flat Front Chino Shorts
AG

Lux Flat Front Chino Shorts

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
Only a few left
Chevron Print Twill Polo
Callaway

Chevron Print Twill Polo

$34.97Current Price $34.97
(50% off)50% off.
$70.00Comparable value $70.00
(2)
Sedona Cotton Cargo Shorts
New
Union

Sedona Cotton Cargo Shorts

$34.97Current Price $34.97
(41% off)41% off.
$59.50Comparable value $59.50
(24)
Piers Short Sleeve Woven Button-Up Shirt
New
Robert Graham

Piers Short Sleeve Woven Button-Up Shirt

$89.97Current Price $89.97
(52% off)52% off.
$188.00Comparable value $188.00
Stripe Textured Camp Shirt
DENIM AND FLOWER

Stripe Textured Camp Shirt

$19.97Current Price $19.97
(2)
Best 54mm Square Sunglasses
Saint Laurent

Best 54mm Square Sunglasses

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
(1)
55mm Iridescent Polarized Sunglasses
Oakley

55mm Iridescent Polarized Sunglasses

$69.97Current Price $69.97
(67% off)67% off.
$217.00Comparable value $217.00
(7)
Fort Point Volley Swim Trunks
Hurley

Fort Point Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
57mm Square Sunglasses
Bottega Veneta

57mm Square Sunglasses

$179.97Current Price $179.97
(62% off)62% off.
$480.00Comparable value $480.00
Draped Linen Deuce Coupe Camp Shirt
New
BUCK MASON

Draped Linen Deuce Coupe Camp Shirt

$79.97Current Price $79.97
(52% off)52% off.
$168.00Comparable value $168.00
Rollmaster™ Lite 2 20-Inch Expandable Carry-On Hardside Spinner Luggage
TRAVELPRO

Rollmaster™ Lite 2 20-Inch Expandable Carry-On Hardside Spinner Luggage

$129.97Current Price $129.97
(60% off)60% off.
$330.00Comparable value $330.00
(12)
Essential 8-Inch Chino Shorts
New
Faherty

Essential 8-Inch Chino Shorts

$44.97Current Price $44.97
(54% off)54% off.
$98.00Comparable value $98.00
(7)
'Brooks' Panama Hat
Bailey

'Brooks' Panama Hat

$82.97Current Price $82.97
(58% off)58% off.
$200.00Comparable value $200.00
(3)
Aron 51mm Square Sunglasses
New
AllSaints

Aron 51mm Square Sunglasses

$84.97Current Price $84.97
(55% off)55% off.
$189.00Comparable value $189.00
52mm Cat Eye Sunglasses
Valentino

52mm Cat Eye Sunglasses

$249.97Current Price $249.97
(66% off)66% off.
$740.00Comparable value $740.00
Nylon Ripstop Dopp Kit
Champion

Nylon Ripstop Dopp Kit

$19.97Current Price $19.97
(33% off)33% off.
$29.99Comparable value $29.99
58mm Polarized Flat Top Sunglasses
Carrera Eyewear

58mm Polarized Flat Top Sunglasses

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(5)
Fish Patch Trucker Hat
San Diego Hat

Fish Patch Trucker Hat

$24.97Current Price $24.97
(26% off)26% off.
$34.00Comparable value $34.00
Linus Trucker Hat
PETER GRIMM

Linus Trucker Hat

$24.97Current Price $24.97
(37% off)37% off.
$40.00Comparable value $40.00
51mm Gradient Square Sunglasses
COACH

51mm Gradient Square Sunglasses

$69.97Current Price $69.97
(60% off)60% off.
$179.00Comparable value $179.00
(1)
Diet Logo Graphic T-Shirt
DIET STARTS MONDAY

Diet Logo Graphic T-Shirt

$19.48Current Price $19.48
(69% off)69% off.
$64.00Comparable value $64.00
Only a few left
61mm Navigator Sunglasses
Gucci

61mm Navigator Sunglasses

$299.97Current Price $299.97
(44% off)44% off.
$545.00Comparable value $545.00
Ocean Sails Knit Polo
New
Tommy Bahama

Ocean Sails Knit Polo

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
PXV 65mm Snow Goggles with Bonus Lens
DRAGON

PXV 65mm Snow Goggles with Bonus Lens

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
Only a few left
Twisted Yarn Dobby Twill Polo
TailorByrd

Twisted Yarn Dobby Twill Polo

$29.97Current Price $29.97
(56% off)56% off.
$69.50Comparable value $69.50
(1)
Only a few left
Hemp Button-Up Shirt
SANDRO

Hemp Button-Up Shirt

$74.96Current Price $74.96
(71% off)71% off.
$265.00Comparable value $265.00
Gender Inclusive Adissage Bubble 360 REC Slide Sandal
adidas

Gender Inclusive Adissage Bubble 360 REC Slide Sandal

$29.97Current Price $29.97
(25% off)25% off.
$40.00Comparable value $40.00
(138)
47mm Polarized Square Sunglasses
Saint Laurent

47mm Polarized Square Sunglasses

$239.97Current Price $239.97
(55% off)55% off.
$535.00Comparable value $535.00
51mm Gradient Polarized Cat Eye Sunglasses
Valentino

51mm Gradient Polarized Cat Eye Sunglasses

$249.97Current Price $249.97
(66% off)66% off.
$750.00Comparable value $750.00
Orson Floral Print Short Sleeve Cotton Seersucker Button-Up Shirt
New
Bugatchi

Orson Floral Print Short Sleeve Cotton Seersucker Button-Up Shirt

$88.97Current Price $88.97
(55% off)55% off.
$199.00Comparable value $199.00
Only a few left
Printing Press Make Art Graphic T-Shirt
Obey

Printing Press Make Art Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Everything the Light Touches Snapback Baseball Cap
Goorin Bros.

Everything the Light Touches Snapback Baseball Cap

$19.97Current Price $19.97
(50% off)50% off.
$40.00Comparable value $40.00
Cushion Lux 26-Inch Hardside Spinner
IT LUGGAGE

Cushion Lux 26-Inch Hardside Spinner

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Auto Graphic T-Shirt
HONOR THE GIFT

Auto Graphic T-Shirt

$19.97Current Price $19.97
(66% off)66% off.
$59.00Comparable value $59.00
Rollmaster™ Lite 2 24-Inch Expandable Hardside Spinner Luggage
TRAVELPRO

Rollmaster™ Lite 2 24-Inch Expandable Hardside Spinner Luggage

$149.97Current Price $149.97
(65% off)65% off.
$440.00Comparable value $440.00
51mm Square Sunglasses
Saint Laurent

51mm Square Sunglasses

$299.97Current Price $299.97
(48% off)48% off.
$580.00Comparable value $580.00
Cabana Floral Short Sleeve Terry Cloth Button-Up Shirt
Faherty

Cabana Floral Short Sleeve Terry Cloth Button-Up Shirt

$69.97Current Price $69.97
(55% off)55% off.
$158.00Comparable value $158.00
(15)
Frame 1 52mm Square Sunglasses
New
Wisdom

Frame 1 52mm Square Sunglasses

$40.57 – $99.97Current Price $40.57 to $99.97
(Up to 79% off select items)Up to 79% off select items.
$150.00 – $195.00Comparable value $150.00 to $195.00
(1)
Helux 61mm Prizm Gaming™ Glasses
Oakley

Helux 61mm Prizm Gaming™ Glasses

$99.97Current Price $99.97
(45% off)45% off.
$184.00Comparable value $184.00
53mm Square Sunglasses
Gucci

53mm Square Sunglasses

$199.97Current Price $199.97
(59% off)59% off.
$490.00Comparable value $490.00
Barbados Pro IslandZone® Chino Shorts (Regular & Big)
Tommy Bahama

Barbados Pro IslandZone® Chino Shorts (Regular & Big)

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
(38)
56mm Best Aviator Sunglasses
Saint Laurent

56mm Best Aviator Sunglasses

$209.97Current Price $209.97
(59% off)59% off.
$520.00Comparable value $520.00
54mm Square Sunglasses
Gucci

54mm Square Sunglasses

$299.97 – $319.97Current Price $299.97 to $319.97
(Up to 52% off)Up to 52% off.
$625.00 – $665.00Comparable value $625.00 to $665.00
Whistler Two-Sided Expandable Duffle Bag
MYTAGALONGS

Whistler Two-Sided Expandable Duffle Bag

$49.97Current Price $49.97
56mm Rectangle Sunglasses
TOM FORD

56mm Rectangle Sunglasses

$179.97Current Price $179.97
(59% off)59% off.
$440.00Comparable value $440.00
(2)
Hauraki Gulf Graphic Tee
Rodd & Gunn

Hauraki Gulf Graphic Tee

$19.23Current Price $19.23
(72% off)72% off.
$69.50Comparable value $69.50
Only a few left
Le Grand Lac Oversize Graphic T-Shirt
Percival

Le Grand Lac Oversize Graphic T-Shirt

$47.97Current Price $47.97
(49% off)49% off.
$95.00Comparable value $95.00
Only a few left
Victor OoohCotton® Floral Polo
New
Bugatchi

Victor OoohCotton® Floral Polo

$52.97 – $58.97Current Price $52.97 to $58.97
(Up to 64% off)Up to 64% off.
$149.00Comparable value $149.00
(2)
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