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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
  • Casual Weekend
  • Concert & Festival Outfits
  • Graduation
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3823 items
Cole OoohCotton® Woven Print Short Sleeve Button-Up Shirt
Bugatchi

Cole OoohCotton® Woven Print Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(66% off)66% off.
$179.00Comparable value $179.00
Full Sleeves Resort Shirt
New
RANEES

Full Sleeves Resort Shirt

$89.97Current Price $89.97
(52% off)52% off.
$189.00Comparable value $189.00
55mm Polarized Matte Square Sunglasses
Cole Haan

55mm Polarized Matte Square Sunglasses

$16.72 – $39.97Current Price $16.72 to $39.97
(Up to 82% off select items)Up to 82% off select items.
$98.00Comparable value $98.00
(42)
Core Water Resistant Nylon Mini Belt Bag
Baboon to the Moon

Core Water Resistant Nylon Mini Belt Bag

$25.98Current Price $25.98
(52% off)52% off.
$55.00Comparable value $55.00
56mm Square Sunglasses
TOM FORD

56mm Square Sunglasses

$179.97Current Price $179.97
(62% off)62% off.
$480.00Comparable value $480.00
(4)
Hammerhead Denim Button-Up Shirt
BUCK MASON

Hammerhead Denim Button-Up Shirt

$41.98Current Price $41.98
(69% off)69% off.
$138.00Comparable value $138.00
New Markdown
56mm Polarized Square Sunglasses
Timberland

56mm Polarized Square Sunglasses

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
Beck Short Sleeve Knit Shirt
Robert Barakett

Beck Short Sleeve Knit Shirt

$49.97Current Price $49.97
(1)
59mm Aviator Optical Glasses
Gucci

59mm Aviator Optical Glasses

$299.97Current Price $299.97
(54% off)54% off.
$665.00Comparable value $665.00
(2)
Belted Bermuda Cargo Shorts (Regular & Big)
XRAY

Belted Bermuda Cargo Shorts (Regular & Big)

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
(31)
Solo Trip Shorts
TravisMathew

Solo Trip Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(22)
Textured Stripe Knit Short Sleeve Button-Up Shirt
T.R. PREMIUM

Textured Stripe Knit Short Sleeve Button-Up Shirt

$34.97Current Price $34.97
(55% off)55% off.
$79.00Comparable value $79.00
58mm Polarized Navigator Sunglasses
Ted Baker

58mm Polarized Navigator Sunglasses

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
(9)
50mm Square Sunglasses
Saint Laurent

50mm Square Sunglasses

$229.97Current Price $229.97
(54% off)54% off.
$505.00Comparable value $505.00
(1)
Only a few left
Brickell 3-Piece Hardside Spinner Luggage Set
Miami Carry On

Brickell 3-Piece Hardside Spinner Luggage Set

$239.97Current Price $239.97
(38% off)38% off.
$389.99Comparable value $389.99
(10)
Heritage™ Hardshell Large Carry-On Luggage
Herschel Supply Co.

Heritage™ Hardshell Large Carry-On Luggage

$95.53 – $99.99Current Price $95.53 to $99.99
(Up to 61% off)Up to 61% off.
$250.00Comparable value $250.00
(107)
Stretch Weekday Warrior Slim Fit Dress Pants
Bonobos

Stretch Weekday Warrior Slim Fit Dress Pants

$119.00Current Price $119.00
(126)
All Eyes on Me Trucker Hat
Goorin Bros.

All Eyes on Me Trucker Hat

$21.97Current Price $21.97
(56% off)56% off.
$50.00Comparable value $50.00
(1)
Home Plate Trucker Cap
New
Goorin Bros.

Home Plate Trucker Cap

$22.97Current Price $22.97
(54% off)54% off.
$50.00Comparable value $50.00
Mojito Bay Sippin' Soiree IslandZone® Short-Sleeve Shirt
Tommy Bahama

Mojito Bay Sippin' Soiree IslandZone® Short-Sleeve Shirt

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
(28)
Square Sunglasses
Vince Camuto

Square Sunglasses

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
(4)
Born on the Fourth Cotton Graphic T-Shirt
New
TravisMathew

Born on the Fourth Cotton Graphic T-Shirt

$24.97Current Price $24.97
(44% off)44% off.
$44.95Comparable value $44.95
(11)
Victori One Sport Slide (Men)
Nike

Victori One Sport Slide (Men)

Add to Bag or Wish List to see price(22)
51mm Polarized Round Sunglasses
Ted Baker

51mm Polarized Round Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(10)
Stripe Performance Golf Polo
Brooks Brothers

Stripe Performance Golf Polo

$54.97Current Price $54.97
(44% off)44% off.
$98.50Comparable value $98.50
(2)
Property of USA Cotton Graphic T-Shirt
New
Junk Food

Property of USA Cotton Graphic T-Shirt

$14.97Current Price $14.97
(60% off)60% off.
$38.00Comparable value $38.00
Retract Swim Trunks
New
RVCA

Retract Swim Trunks

$29.97Current Price $29.97
(57% off)57% off.
$70.00Comparable value $70.00
Wanderer Linen & Cotton Chino Shorts
New
AG

Wanderer Linen & Cotton Chino Shorts

$43.97Current Price $43.97
(69% off)69% off.
$145.00Comparable value $145.00
Only a few left
Cruiser 59mm Square Sunglasses
Nike

Cruiser 59mm Square Sunglasses

$22.48 – $49.97Current Price $22.48 to $49.97
(Up to 81% off select items)Up to 81% off select items.
$119.00Comparable value $119.00
New Markdown
(15)
Explore Classic Utility Nylon Shorts
New
STUDENTS

Explore Classic Utility Nylon Shorts

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
Only a few left
Diamond Tower 28-Inch Hardside Spinner Luggage
Kenneth Cole

Diamond Tower 28-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(72% off)72% off.
$360.00Comparable value $360.00
Short Sleeve Woven Button-Up Shirt
New
Bugatchi

Short Sleeve Woven Button-Up Shirt

$64.97Current Price $64.97
(61% off)61% off.
$169.00Comparable value $169.00
Faux Leather Brim Fedora
San Diego Hat

Faux Leather Brim Fedora

$24.97Current Price $24.97
(26% off)26% off.
$34.00Comparable value $34.00
Men's Gregor Shorts
NN07

Men's Gregor Shorts

$24.98 – $72.97Current Price $24.98 to $72.97
(Up to 82% off select items)Up to 82% off select items.
$145.00Comparable value $145.00
(1)
Five Pocket Shorts
XRAY

Five Pocket Shorts

$27.97Current Price $27.97
(51% off)51% off.
$58.00Comparable value $58.00
Linen Sport Shirt
RANEES

Linen Sport Shirt

$69.97Current Price $69.97
(49% off)49% off.
$139.00Comparable value $139.00
(1)
Diner Nylon Shorts
Black Owned/Founded
ICECREAM

Diner Nylon Shorts

$52.23Current Price $52.23
(61% off)61% off.
$135.00Comparable value $135.00
New Markdown
51mm Square Sunglasses
New
Montblanc

51mm Square Sunglasses

$184.97Current Price $184.97
(61% off)61% off.
$475.00Comparable value $475.00
51mm Square Sunglasses
Saint Laurent

51mm Square Sunglasses

$299.97Current Price $299.97
(42% off)42% off.
$520.00Comparable value $520.00
Logo Slide Sandal (Men)
Palm Angels

Logo Slide Sandal (Men)

$159.97Current Price $159.97
(56% off)56% off.
$365.00Comparable value $365.00
Colorblock Stretch Cotton Polo
KARL LAGERFELD PARIS

Colorblock Stretch Cotton Polo

$54.97Current Price $54.97
(38% off)38% off.
$89.00Comparable value $89.00
Only a few left
54mm Round Sunglasses
McQueen

54mm Round Sunglasses

$144.97Current Price $144.97
(57% off)57% off.
$345.00Comparable value $345.00
200 Slide Sandal (Men)
New Balance

200 Slide Sandal (Men)

$19.97Current Price $19.97
(Up to 50% off)Up to 50% off.
$35.00 – $40.00Comparable value $35.00 to $40.00
(13)
55mm Modified Round Sunglasses
Saint Laurent

55mm Modified Round Sunglasses

$199.97Current Price $199.97
(60% off)60% off.
$510.00Comparable value $510.00
(1)
Miles OoohCotton® Leaf Print Short Sleeve Button-Up Shirt
New
Bugatchi

Miles OoohCotton® Leaf Print Short Sleeve Button-Up Shirt

$78.97Current Price $78.97
(50% off)50% off.
$159.00Comparable value $159.00
Only a few left
Brian Denim Shorts (Lt Brushed Athletic)
Mavi Jeans

Brian Denim Shorts (Lt Brushed Athletic)

$39.97Current Price $39.97
(48% off)48% off.
$78.00Comparable value $78.00
Patterned Linen Blend Short Sleeve Shirt
Lucky Brand

Patterned Linen Blend Short Sleeve Shirt

$49.97Current Price $49.97
(28% off)28% off.
$69.50Comparable value $69.50
Preda Cotton Pull-On Shorts
SANTO STUDIO

Preda Cotton Pull-On Shorts

$19.18 – $47.97Current Price $19.18 to $47.97
(Up to 84% off select items)Up to 84% off select items.
$120.00Comparable value $120.00
New Markdown
(1)
Only a few left
Easy Cotton Blend Drawstring Shorts
Cotton On

Easy Cotton Blend Drawstring Shorts

$34.97Current Price $34.97
(4)
Logo Pool Slide Sandal (Men)
New
Palm Angels

Logo Pool Slide Sandal (Men)

$129.97Current Price $129.97
(56% off)56% off.
$300.00Comparable value $300.00
54mm Oval Sunglasses
Chloé

54mm Oval Sunglasses

$249.97Current Price $249.97
(50% off)50% off.
$500.00Comparable value $500.00
Northern 18-Inch Swim Trunks
RVCA

Northern 18-Inch Swim Trunks

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
Shielding 31-Inch Hardside Spinner Luggage
Britbag

Shielding 31-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(1)
Only a few left
56mm Shield Sunglasses
Just Cavalli

56mm Shield Sunglasses

$99.97Current Price $99.97
(62% off)62% off.
$269.00Comparable value $269.00
Didcot Stripe Camp Shirt
Wax London

Didcot Stripe Camp Shirt

$52.78Current Price $52.78
(69% off)69% off.
$175.00Comparable value $175.00
Only a few left
144mm Gradient Shield Sunglasses
Vince Camuto

144mm Gradient Shield Sunglasses

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
Textured Camp Shirt
DENIM AND FLOWER

Textured Camp Shirt

$9.99Current Price $9.99
(41% off)41% off.
$16.97Previous Price $16.97
New Markdown
Dypsis Leaves Volley Swim Trunks
Hurley

Dypsis Leaves Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(1)
Feeder Stripe Polo
Brooks Brothers

Feeder Stripe Polo

$64.97Current Price $64.97
(44% off)44% off.
$118.00Comparable value $118.00
Mineral Roller Ball Broad Spectrum SPF 50 Sunscreen Lotion
Sun Bum

Mineral Roller Ball Broad Spectrum SPF 50 Sunscreen Lotion

$18.49Current Price $18.49
(27)
Only a few left
Salvatore Ferragamo 58mm Aviator Sunglasses
FERRAGAMO

Salvatore Ferragamo 58mm Aviator Sunglasses

$89.97Current Price $89.97
(76% off)76% off.
$380.00Comparable value $380.00
(67)
Lido Solid Mod Board Shorts
Volcom

Lido Solid Mod Board Shorts

$29.97Current Price $29.97
(50% off)50% off.
$60.00Comparable value $60.00
RNB5058/S
rag & bone

RNB5058/S

$49.97Current Price $49.97
(75% off)75% off.
$203.00Comparable value $203.00
(1)
Water Resistant Cargo Shorts
New
CARBON + CRAFT

Water Resistant Cargo Shorts

$29.97Current Price $29.97
(62% off)62% off.
$79.00Comparable value $79.00
Straw Fedora
PETER GRIMM

Straw Fedora

$24.97Current Price $24.97
(37% off)37% off.
$40.00Comparable value $40.00
(2)
Orson Geo Print Short Sleeve Cotton Seersucker Button-Up Shirt
New
Bugatchi

Orson Geo Print Short Sleeve Cotton Seersucker Button-Up Shirt

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
Faux Suede Fedora
San Diego Hat

Faux Suede Fedora

$24.97Current Price $24.97
(35% off)35% off.
$39.00Comparable value $39.00
Beach Button-Up Camp Shirt
BOSS

Beach Button-Up Camp Shirt

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
Terra Manta Sneaker (Men)
Nike

Terra Manta Sneaker (Men)

$43.99Current Price $43.99
(48% off)48% off.
$85.00Comparable value $85.00
(5)
James Canvas Flip Flop (Men)
FLOOPI

James Canvas Flip Flop (Men)

$29.97Current Price $29.97
(33% off)33% off.
$45.00Comparable value $45.00
(2)
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)
Explosion Oversize Graphic T-Shirt
Black Owned/Founded
ICECREAM

Explosion Oversize Graphic T-Shirt

$38.98 – $42.23Current Price $38.98 to $42.23
(Up to 54% off)Up to 54% off.
$85.00Comparable value $85.00
New Markdown
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