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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
  • Casual Weekend
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5352 items
6-Panel Performance V 2.0 Adjustable Baseball Cap
New
New Balance

6-Panel Performance V 2.0 Adjustable Baseball Cap

$19.97Current Price $19.97
(28% off)28% off.
$28.00Comparable value $28.00
Short Sleeve Sport Shirt
SOUL OF LONDON

Short Sleeve Sport Shirt

$54.97Current Price $54.97
(60% off)60% off.
$138.00Comparable value $138.00
63mm Aviator Sunglasses
BOSS

63mm Aviator Sunglasses

$64.97Current Price $64.97
(65% off)65% off.
$190.00Comparable value $190.00
Only a few left
Jake Print Swim Trunks
Psycho Bunny

Jake Print Swim Trunks

$49.97Current Price $49.97
(49% off)49% off.
$98.00Comparable value $98.00
Local Aloha Swim Shorts
New
RVCA

Local Aloha Swim Shorts

$29.97Current Price $29.97
(60% off)60% off.
$75.00Comparable value $75.00
Bali Beach Crewneck T-Shirt
New
Tommy Bahama

Bali Beach Crewneck T-Shirt

$29.97Current Price $29.97
(49% off)49% off.
$59.50Comparable value $59.50
(306)
56mm Square Sunglasses
Gucci

56mm Square Sunglasses

$199.97Current Price $199.97
(54% off)54% off.
$435.00Comparable value $435.00
Midsize 52mm Square Sunglasses
Roxy

Midsize 52mm Square Sunglasses

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
(1)
Men's Gregor Shorts
NN07

Men's Gregor Shorts

$72.97Current Price $72.97
(49% off)49% off.
$145.00Comparable value $145.00
(2)
Only a few left
Logo T-Shirt
BOSS SWIMWEAR

Logo T-Shirt

$39.97Current Price $39.97
(32% off)32% off.
$59.00Comparable value $59.00
Powell Slide Sandal (Men)
DEARFOAMS

Powell Slide Sandal (Men)

$24.97Current Price $24.97
(64% off)64% off.
$70.00Comparable value $70.00
(2)
Modern Fit Textured Camp Shirt
New
T.R. PREMIUM

Modern Fit Textured Camp Shirt

$29.97Current Price $29.97
(62% off)62% off.
$79.00Comparable value $79.00
Alki IslandZone® Henley
Tommy Bahama

Alki IslandZone® Henley

$44.97Current Price $44.97
(54% off)54% off.
$99.50Comparable value $99.50
(12)
Levon Wool Fedora
Bailey

Levon Wool Fedora

$76.97Current Price $76.97
(58% off)58% off.
$185.00Comparable value $185.00
58mm Square Sunglasses
Gucci

58mm Square Sunglasses

$299.97Current Price $299.97
(45% off)45% off.
$550.00Comparable value $550.00
64mm Wrap Sunglasses
Balenciaga

64mm Wrap Sunglasses

$319.97Current Price $319.97
(51% off)51% off.
$665.00Comparable value $665.00
Odunan2 Sandal (Men)
Tommy Hilfiger

Odunan2 Sandal (Men)

$29.97 – $34.97Current Price $29.97 to $34.97
(Up to 45% off)Up to 45% off.
$55.00Comparable value $55.00
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
MK-1 Training Shorts
Under Armour

MK-1 Training Shorts

$29.97Current Price $29.97
(14% off)14% off.
$35.00Comparable value $35.00
(67)
It's All For You T-Shirt
Obey

It's All For You T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Flying Axis Hardside Spinner Luggage
Kenneth Cole

Flying Axis Hardside Spinner Luggage

$79.97 – $99.97Current Price $79.97 to $99.97
(Up to 72% off)Up to 72% off.
$240.00 – $360.00Comparable value $240.00 to $360.00
Short Sleeve Button Front Woven Shirt
Robert Graham

Short Sleeve Button Front Woven Shirt

$89.97Current Price $89.97
(52% off)52% off.
$188.00Comparable value $188.00
55mm Rectangular Sunglasses
Cole Haan

55mm Rectangular Sunglasses

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
Regular Fit Solid Short Sleeve Non-Iron Stretch Cotton Button-Down Shirt
Brooks Brothers

Regular Fit Solid Short Sleeve Non-Iron Stretch Cotton Button-Down Shirt

$54.97Current Price $54.97
(44% off)44% off.
$98.50Comparable value $98.50
Only a few left
53mm Bobby Square Sunglasses
New
DIFF

53mm Bobby Square Sunglasses

$29.97Current Price $29.97
(63% off)63% off.
$82.00Comparable value $82.00
(11)
Dunes Swim Shorts
New
Quiksilver

Dunes Swim Shorts

$39.97Current Price $39.97
(37% off)37% off.
$64.00Comparable value $64.00
Flora Fusion IslandZone® Cotton Blend Piqué Polo
New
Tommy Bahama

Flora Fusion IslandZone® Cotton Blend Piqué Polo

$54.97Current Price $54.97
(53% off)53% off.
$118.00Comparable value $118.00
(22)
Core Volley Swim Trunks
Calvin Klein

Core Volley Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(1)
Short Sleeve Swim Shirt
Speedo®

Short Sleeve Swim Shirt

$19.97Current Price $19.97
(42% off)42% off.
$35.00Comparable value $35.00
54mm Polarized Square Sunglasses
Maui Jim

54mm Polarized Square Sunglasses

$169.97Current Price $169.97
(35% off)35% off.
$262.00Comparable value $262.00
Only a few left
64mm Sport Sunglasses
PHILIPP PLEIN

64mm Sport Sunglasses

$119.97Current Price $119.97
(53% off)53% off.
$260.00Comparable value $260.00
Indigo Dyed Everywear Shorts
Madewell

Indigo Dyed Everywear Shorts

$49.97Current Price $49.97
(43% off)43% off.
$88.00Comparable value $88.00
52mm Rectangular Sunglasses
Valentino

52mm Rectangular Sunglasses

$249.97Current Price $249.97
(71% off)71% off.
$880.00Comparable value $880.00
Discus Swim Shorts
BOSS

Discus Swim Shorts

$32.97Current Price $32.97
(56% off)56% off.
$75.00Comparable value $75.00
Marco 56mm Square Sunglasses
DIFF

Marco 56mm Square Sunglasses

$29.97Current Price $29.97
(63% off)63% off.
$82.00Comparable value $82.00
(1)
2767 Work Pack Tool Backpack
SWISSGEAR

2767 Work Pack Tool Backpack

$119.97Current Price $119.97
(11)
Okko Swim Trunks
BOSS

Okko Swim Trunks

$39.97Current Price $39.97
(42% off)42% off.
$69.00Comparable value $69.00
56mm Polarized Square Sunglasses
Hurley

56mm Polarized Square Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
(6)
Venezia 49mm Cat Eye Sunglasses
Off-White

Venezia 49mm Cat Eye Sunglasses

$149.97Current Price $149.97
(53% off)53% off.
$325.00Comparable value $325.00
Stretch Woven Shorts
New
Scotch & Soda

Stretch Woven Shorts

$39.97Current Price $39.97
(54% off)54% off.
$88.00Comparable value $88.00
Woven Drawstring Shorts
Brooks Brothers

Woven Drawstring Shorts

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
(1)
Geo Jacquard Knit Camp Shirt
Civil Society

Geo Jacquard Knit Camp Shirt

$39.97Current Price $39.97
(49% off)49% off.
$79.00Comparable value $79.00
64mm Oversize Aviator Sunglasses
Gucci

64mm Oversize Aviator Sunglasses

$309.97Current Price $309.97
(44% off)44% off.
$560.00Comparable value $560.00
Large Sport Crossbody Bag
New
Original Penguin

Large Sport Crossbody Bag

$19.97Current Price $19.97
(66% off)66% off.
$60.00Comparable value $60.00
Relationship Status Cotton Blend Polo
TravisMathew

Relationship Status Cotton Blend Polo

$59.97Current Price $59.97
(40% off)40% off.
$99.95Comparable value $99.95
Coastal Ease Jade Jungle IslandZone® Camp Shirt (Big & Tall)
Tommy Bahama

Coastal Ease Jade Jungle IslandZone® Camp Shirt (Big & Tall)

$148.00Current Price $148.00
(1)
Selma 51mm Square Sunglasses
Off-White

Selma 51mm Square Sunglasses

$149.97Current Price $149.97
(47% off)47% off.
$286.00Comparable value $286.00
Banks Embroidered Eyelet Cotton Shorts
RIZORT

Banks Embroidered Eyelet Cotton Shorts

$49.97Current Price $49.97
(36% off)36% off.
$79.00Comparable value $79.00
Flanerie 28-Inch Hardside Spinner Luggage
DELSEY

Flanerie 28-Inch Hardside Spinner Luggage

$184.97Current Price $184.97
(57% off)57% off.
$440.00Comparable value $440.00
(9)
53mm Square Sunglasses
Gucci

53mm Square Sunglasses

$209.97Current Price $209.97
(51% off)51% off.
$430.00Comparable value $430.00
Peanuts® Athletic Dept Cotton Graphic T-Shirt
New
The Forecast Agency

Peanuts® Athletic Dept Cotton Graphic T-Shirt

$19.97Current Price $19.97
(42% off)42% off.
$34.99Comparable value $34.99
Bayview Short Sleeve Cotton Button-Up Shirt
Robert Graham

Bayview Short Sleeve Cotton Button-Up Shirt

$84.97Current Price $84.97
(52% off)52% off.
$178.00Comparable value $178.00
Cattleman's Crease Straw Fedora
San Diego Hat

Cattleman's Crease Straw Fedora

$24.97Current Price $24.97
(35% off)35% off.
$39.00Comparable value $39.00
Breeze Short Sleeve Button-Down Shirt
Faherty

Breeze Short Sleeve Button-Down Shirt

$64.97 – $79.97Current Price $64.97 to $79.97
(Up to 56% off)Up to 56% off.
$148.00Comparable value $148.00
(50)
59mm Round Sunglasses
SUPER by RETROSUPERFUTURE®

59mm Round Sunglasses

$99.97Current Price $99.97
(64% off)64% off.
$279.00Comparable value $279.00
Featherweight Sun Polo
TravisMathew

Featherweight Sun Polo

$59.97Current Price $59.97
(40% off)40% off.
$99.95Comparable value $99.95
(6)
Darron Wool Felt Pork Pie Hat
Bailey

Darron Wool Felt Pork Pie Hat

$84.97Current Price $84.97
(37% off)37% off.
$135.00Comparable value $135.00
(1)
Only a few left
Nylon Zip Vest
New
PURPLE BRAND

Nylon Zip Vest

$149.97Current Price $149.97
(57% off)57% off.
$350.00Comparable value $350.00
Stripe Camp Shirt
New
KARL LAGERFELD PARIS

Stripe Camp Shirt

$44.97Current Price $44.97
(49% off)49% off.
$89.00Comparable value $89.00
Charlie Snapback Baseball Cap
New
Swannies

Charlie Snapback Baseball Cap

$16.97Current Price $16.97
(51% off)51% off.
$35.00Comparable value $35.00
(62)
Cargo Pants
DENIM AND FLOWER

Cargo Pants

$29.97Current Price $29.97
(6)
3880 Deluxe Toiletry Bag
SWISSGEAR

3880 Deluxe Toiletry Bag

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
(2)
55mm Rectangular Sunglasses
rag & bone

55mm Rectangular Sunglasses

$49.97Current Price $49.97
(77% off)77% off.
$219.00Comparable value $219.00
Momil Slide Sandal (Men)
Tommy Hilfiger

Momil Slide Sandal (Men)

$29.97 – $39.97Current Price $29.97 to $39.97
(Up to 53% off)Up to 53% off.
$65.00Comparable value $65.00
Short Sleeve Polo
Theory

Short Sleeve Polo

$89.97Current Price $89.97
(53% off)53% off.
$195.00Comparable value $195.00
Seville Slide Sandal (Men)
New
Dockers®

Seville Slide Sandal (Men)

$44.97Current Price $44.97
(43% off)43% off.
$80.00Comparable value $80.00
Wiston Slide Sandal (Men)
Calvin Klein

Wiston Slide Sandal (Men)

$34.97Current Price $34.97
(36% off)36% off.
$55.00Comparable value $55.00
(8)
Lagoon Print Camp Shirt
Ksubi

Lagoon Print Camp Shirt

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Only a few left
Haydon Tweed Shorts
rag & bone

Haydon Tweed Shorts

$94.97Current Price $94.97
(60% off)60% off.
$238.00Comparable value $238.00
Paloma Stripe Linen Button-Up Shirt
Tommy Bahama

Paloma Stripe Linen Button-Up Shirt

$150.00Current Price $150.00
(2)
Flock Mountain Patch Trucker Hat
Goorin Bros.

Flock Mountain Patch Trucker Hat

$22.97Current Price $22.97
(54% off)54% off.
$50.00Comparable value $50.00
Dock It To Me Graphic T-Shirt
Tommy Bahama

Dock It To Me Graphic T-Shirt

$24.97Current Price $24.97
(49% off)49% off.
$49.50Comparable value $49.50
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