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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
  • Casual Weekend
  • Concert & Festival Outfits
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3833 items
Watercolor Floral Stretch Volley Swim Shorts
Vintage Summer

Watercolor Floral Stretch Volley Swim Shorts

$19.97Current Price $19.97
(59% off)59% off.
$49.00Comparable value $49.00
(2)
Cipher 7-Inch Chino Shorts
AG

Cipher 7-Inch Chino Shorts

$54.97Current Price $54.97
(59% off)59% off.
$135.00Comparable value $135.00
(7)
Marrkesh Slide Sandal (Men)
Anthony Veer

Marrkesh Slide Sandal (Men)

$64.97 – $69.97Current Price $64.97 to $69.97
(Up to 27% off)Up to 27% off.
$89.95Comparable value $89.95
(2)
Crispin Straw Panama Hat
Bailey

Crispin Straw Panama Hat

$119.97Current Price $119.97
(50% off)50% off.
$240.00Comparable value $240.00
Change of Topic Snapback Baseball Cap
TravisMathew

Change of Topic Snapback Baseball Cap

$21.97Current Price $21.97
(45% off)45% off.
$39.95Comparable value $39.95
(5)
56mm Polarized Square Sunglasses
Ted Baker

56mm Polarized Square Sunglasses

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
50mm Chunky Square Polarized Sunglasses
Hurley

50mm Chunky Square Polarized Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Sport 56mm Square Sunglasses
PHILIPP PLEIN

Sport 56mm Square Sunglasses

$119.97Current Price $119.97
(44% off)44% off.
$216.00Comparable value $216.00
Short Sleeve Woven Shirt
New
14th & Union

Short Sleeve Woven Shirt

$34.97Current Price $34.97
(41% off)41% off.
$59.50Comparable value $59.50
Brutus Sandal (Men)
New
Camper

Brutus Sandal (Men)

$104.97Current Price $104.97
(38% off)38% off.
$170.00Comparable value $170.00
(4)
Only a few left
53mm Square Sunglasses
McQueen

53mm Square Sunglasses

$179.97Current Price $179.97
(50% off)50% off.
$365.00Comparable value $365.00
BB Chronos Distressed Cutoff Denim Shorts (Comet)
Black Owned/Founded
Billionaire Boys Club

BB Chronos Distressed Cutoff Denim Shorts (Comet)

$90.96Current Price $90.96
(50% off)50% off.
$185.00Comparable value $185.00
New Markdown
50mm Core Oval Polarized Sunglasses
Maui Jim

50mm Core Oval Polarized Sunglasses

$154.97Current Price $154.97
(62% off)62% off.
$409.00Comparable value $409.00
Encoder Strike 39mm Prizm™ Rimless Wrap Shield Sunglasses
Oakley

Encoder Strike 39mm Prizm™ Rimless Wrap Shield Sunglasses

$149.97Current Price $149.97
(48% off)48% off.
$293.00Comparable value $293.00
Ski Free Eagle Patch Trucker Hat
Goorin Bros.

Ski Free Eagle Patch Trucker Hat

$22.97Current Price $22.97
(54% off)54% off.
$50.00Comparable value $50.00
(4)
Double Tip Cotton Jacquard T-Shirt
Calvin Klein

Double Tip Cotton Jacquard T-Shirt

$22.97Current Price $22.97
(53% off)53% off.
$49.00Comparable value $49.00
Sport Sandal (Men)
AVALANCHE

Sport Sandal (Men)

$29.97Current Price $29.97
(25% off)25% off.
$39.99Comparable value $39.99
48mm Core Round Polarized Sunglasses
Maui Jim

48mm Core Round Polarized Sunglasses

$164.97Current Price $164.97
(58% off)58% off.
$399.99Comparable value $399.99
Surfsilk Tijuana Swim Trunks
Quiksilver

Surfsilk Tijuana Swim Trunks

$19.48 – $29.97Current Price $19.48 to $29.97
(Up to 65% off select items)Up to 65% off select items.
$56.00Comparable value $56.00
(2)
Infinity 360 Supernatural Seersucker Bermuda Shorts
DEKE

Infinity 360 Supernatural Seersucker Bermuda Shorts

$23.99 – $79.97Current Price $23.99 to $79.97
(Up to 87% off select items)Up to 87% off select items.
$198.00Comparable value $198.00
New Markdown
(1)
Sea Bloom Floral Stretch Cotton Button-Up Shirt
Robert Graham

Sea Bloom Floral Stretch Cotton Button-Up Shirt

$99.97Current Price $99.97
(49% off)49% off.
$198.00Comparable value $198.00
(2)
Baja Harbor Board Shorts
Tommy Bahama

Baja Harbor Board Shorts

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
(33)
Reel Abstract Swim Trunks
BOSS

Reel Abstract Swim Trunks

$39.97Current Price $39.97
(41% off)41% off.
$68.00Comparable value $68.00
Porter 2.0 Sling Bag
New
True Religion

Porter 2.0 Sling Bag

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
Kai Hybrid Shorts
Billabong

Kai Hybrid Shorts

$16.23Current Price $16.23
(70% off)70% off.
$55.95Comparable value $55.95
New Markdown
(4)
57mm Polarized Rectangular Sunglasses
Timberland

57mm Polarized Rectangular Sunglasses

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
Featherweight Nautical Knots Performance Polo
Peter Millar

Featherweight Nautical Knots Performance Polo

$48.73Current Price $48.73
(69% off)69% off.
$160.00Comparable value $160.00
New Markdown
(1)
Short Sleeve Button-Up Club Shirt
Lucky Brand

Short Sleeve Button-Up Club Shirt

$39.97Current Price $39.97
(42% off)42% off.
$69.50Comparable value $69.50
(1)
51mm Square Sunglasses
Gucci

51mm Square Sunglasses

$299.97Current Price $299.97
(50% off)50% off.
$605.00Comparable value $605.00
(2)
Only a few left
Brew & Chew Short Sleeve Button-Up Shirt
New
Robert Graham

Brew & Chew Short Sleeve Button-Up Shirt

$54.97Current Price $54.97
(70% off)70% off.
$188.00Comparable value $188.00
Only a few left
Patterned Camp Shirt
FOR THE REPUBLIC

Patterned Camp Shirt

$19.48Current Price $19.48
(71% off)71% off.
$68.00Comparable value $68.00
New Markdown
61mm Aviator Sunglasses
Gucci

61mm Aviator Sunglasses

$272.97 – $299.97Current Price $272.97 to $299.97
(Up to 55% off)Up to 55% off.
$620.00Comparable value $620.00
(2)
52mm Retro Half Rim Sunglasses
Hurley

52mm Retro Half Rim Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Premium Oversize Zip Polo
New
Topman

Premium Oversize Zip Polo

$20.97Current Price $20.97
(56% off)56% off.
$48.00Comparable value $48.00
Only a few left
Oval Tactical Cargo Shorts
PLEASURES

Oval Tactical Cargo Shorts

$23.38Current Price $23.38
(76% off)76% off.
$100.00Comparable value $100.00
Only a few left
Kai 50mm Polarized Gradient Oval Sunglasses
AQS

Kai 50mm Polarized Gradient Oval Sunglasses

$54.97Current Price $54.97
(63% off)63% off.
$149.00Comparable value $149.00
Lateralis 60mm Prizm™ Polarized Rectangular Sunglasses
Oakley

Lateralis 60mm Prizm™ Polarized Rectangular Sunglasses

$99.97Current Price $99.97
(49% off)49% off.
$196.00Comparable value $196.00
(1)
Aluminum Hardside Spinner Suitcase Carry-On
CHAMPS

Aluminum Hardside Spinner Suitcase Carry-On

$249.97Current Price $249.97
(50% off)50% off.
$499.99Comparable value $499.99
(1)
58mm Polarized Square Sunglasses
BOSS

58mm Polarized Square Sunglasses

$69.97Current Price $69.97
(58% off)58% off.
$170.00Comparable value $170.00
(1)
Shielding 21-Inch Hardside Spinner Carry-On Luggage
Britbag

Shielding 21-Inch Hardside Spinner Carry-On Luggage

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(2)
59mm Polarized Aviator Sunglasses
Ray-Ban

59mm Polarized Aviator Sunglasses

$89.97Current Price $89.97
(55% off)55% off.
$203.00Comparable value $203.00
(232)
Stripe Textured Camp Shirt
DENIM AND FLOWER

Stripe Textured Camp Shirt

$12.72Current Price $12.72
(25% off)25% off.
$16.97Previous Price $16.97
New Markdown
(1)
Only a few left
Cosmo Long Twill Shorts
New
AGOLDE

Cosmo Long Twill Shorts

$59.97Current Price $59.97
(69% off)69% off.
$198.00Comparable value $198.00
Only a few left
Square Sunglasses
Gucci

Square Sunglasses

$199.97Current Price $199.97
(54% off)54% off.
$435.00Comparable value $435.00
Only a few left
Radiostar Waikiki Graphic T-Shirt
Volcom

Radiostar Waikiki Graphic T-Shirt

$10.99Current Price $10.99
(63% off)63% off.
$30.00Comparable value $30.00
New Markdown
Logo Sandal (Men)
Palm Angels

Logo Sandal (Men)

$169.97Current Price $169.97
(56% off)56% off.
$395.00Comparable value $395.00
Only a few left
Allday Linen & Cotton T-Shirt
New
Madewell

Allday Linen & Cotton T-Shirt

$24.97Current Price $24.97
(44% off)44% off.
$45.00Comparable value $45.00
(13)
Script Graphic T-Shirt
Black Owned/Founded
ICECREAM

Script Graphic T-Shirt

$27.48 – $29.98Current Price $27.48 to $29.98
(Up to 60% off)Up to 60% off.
$70.00Comparable value $70.00
New Markdown
Moto Goat Faux Leather Trucker Hat
Goorin Bros.

Moto Goat Faux Leather Trucker Hat

$24.97Current Price $24.97
(54% off)54% off.
$55.00Comparable value $55.00
(2)
Logo Mesh Trucker Hat
HVMAN

Logo Mesh Trucker Hat

$29.97Current Price $29.97
(38% off)38% off.
$49.00Comparable value $49.00
Rose Skull Graphic T-Shirt
Robert Graham

Rose Skull Graphic T-Shirt

$49.97Current Price $49.97
(43% off)43% off.
$88.00Comparable value $88.00
Outline Box Logo Graphic T-Shirt
Calvin Klein

Outline Box Logo Graphic T-Shirt

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
Moto Stud Faux Leather Trucker Hat
Goorin Bros.

Moto Stud Faux Leather Trucker Hat

$24.97Current Price $24.97
(54% off)54% off.
$55.00Comparable value $55.00
(1)
Davis Slide Sandal (Men)
Allen Edmonds

Davis Slide Sandal (Men)

$129.97Current Price $129.97
(42% off)42% off.
$225.00Comparable value $225.00
(14)
Lustrous Lux 22-Inch Softside Carry-On Luggage
New
IT LUGGAGE

Lustrous Lux 22-Inch Softside Carry-On Luggage

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(1)
Gavin Hook-and-Loop Sandal - Wide Width Available (Men)
New
Dr. Scholl's

Gavin Hook-and-Loop Sandal - Wide Width Available (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Currents Shorts
New
TravisMathew

Currents Shorts

$49.97Current Price $49.97
(47% off)47% off.
$94.95Comparable value $94.95
(3)
Zollar Geometric Print Short Sleeve Button-Down Shirt
New
Peter Millar

Zollar Geometric Print Short Sleeve Button-Down Shirt

$62.97 – $92.97Current Price $62.97 to $92.97
(Up to 59% off)Up to 59% off.
$155.00Comparable value $155.00
(1)
Stripe Camp Shirt
Open Edit

Stripe Camp Shirt

$9.98Current Price $9.98
(79% off)79% off.
$49.00Comparable value $49.00
New Markdown
Bruce 61mm Navigator Sunglasses
TOM FORD

Bruce 61mm Navigator Sunglasses

$179.97Current Price $179.97
(66% off)66% off.
$530.00Comparable value $530.00
(3)
Frame 3 43mm Round Sunglasses
Black Owned/Founded
Wisdom

Frame 3 43mm Round Sunglasses

$74.97Current Price $74.97
(61% off)61% off.
$195.00Comparable value $195.00
Only a few left
54mm Rectangular Sunglasses
Dunhill

54mm Rectangular Sunglasses

$189.97Current Price $189.97
(57% off)57% off.
$445.00Comparable value $445.00
Classic Fit Short Sleeve Linen Shirt
Vince

Classic Fit Short Sleeve Linen Shirt

$74.96 – $109.97Current Price $74.96 to $109.97
(Up to 62% off select items)Up to 62% off select items.
$195.00 – $198.00Comparable value $195.00 to $198.00
New Markdown
50mm Modified Rectangular Sunglasses
New
FERRAGAMO

50mm Modified Rectangular Sunglasses

$89.97Current Price $89.97
(66% off)66% off.
$270.00Comparable value $270.00
56mm Square Sunglasses
Balenciaga

56mm Square Sunglasses

$189.97Current Price $189.97
(53% off)53% off.
$405.00Comparable value $405.00
Prescott 60mm Square Sunglasses
TOM FORD

Prescott 60mm Square Sunglasses

$179.97Current Price $179.97
(Up to 60% off)Up to 60% off.
$440.00 – $455.00Comparable value $440.00 to $455.00
(1)
52mm Square Sunglasses
Gucci

52mm Square Sunglasses

$194.98 – $299.97Current Price $194.98 to $299.97
(Up to 62% off select items)Up to 62% off select items.
$515.00Comparable value $515.00
New Markdown
Classic Racing Graphic T-Shirt
New
RETROFIT

Classic Racing Graphic T-Shirt

$14.97Current Price $14.97
(53% off)53% off.
$32.50Comparable value $32.50
57mm Rectangular Sunglasses
Gucci

57mm Rectangular Sunglasses

$199.97Current Price $199.97
(54% off)54% off.
$435.00Comparable value $435.00
(1)
AllTrail X 25-Liter Hiking Bag
Thule

AllTrail X 25-Liter Hiking Bag

$79.97Current Price $79.97
(38% off)38% off.
$129.95Comparable value $129.95
53mm Round Sunglasses
Dunhill

53mm Round Sunglasses

$209.97Current Price $209.97
(63% off)63% off.
$580.00Comparable value $580.00
53mm Square Sunglasses
Lacoste

53mm Square Sunglasses

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
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