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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
  • Casual Weekend
  • Concert & Festival Outfits
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5350 items
Five Pocket Shorts
XRAY

Five Pocket Shorts

$27.97Current Price $27.97
(51% off)51% off.
$58.00Comparable value $58.00
Seastar Leather Strap Chronograph Diving Watch, 45.5mm
Tissot

Seastar Leather Strap Chronograph Diving Watch, 45.5mm

$297.97Current Price $297.97
(39% off)39% off.
$495.00Comparable value $495.00
(10)
Lindo Print Swim Trunks
New
Volcom

Lindo Print Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
Water Resistant Technical Carpenter Shorts
CARBON + CRAFT

Water Resistant Technical Carpenter Shorts

$29.97Current Price $29.97
(62% off)62% off.
$79.00Comparable value $79.00
Tropic Volley Swim Shorts
New
Quiksilver

Tropic Volley Swim Shorts

$24.97Current Price $24.97
(68% off)68% off.
$80.00Comparable value $80.00
Mile Perforated Slip On Sneaker (Men)
Native Shoes

Mile Perforated Slip On Sneaker (Men)

$39.97Current Price $39.97
(27% off)27% off.
$55.00Comparable value $55.00
Kona Floral Camp Shirt
Faherty

Kona Floral Camp Shirt

$84.97Current Price $84.97
(46% off)46% off.
$158.00Comparable value $158.00
Terry Towel Short Sleeve Polo
New
PURPLE BRAND

Terry Towel Short Sleeve Polo

$79.97Current Price $79.97
(57% off)57% off.
$190.00Comparable value $190.00
Active 140mm Shield Sunglasses
Roxy

Active 140mm Shield Sunglasses

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
Only a few left
Darnell Boat Shoe (Men)
Dockers®

Darnell Boat Shoe (Men)

$79.99Current Price $79.99
(23% off)23% off.
$105.00Comparable value $105.00
(3)
Ponji Printed Volley Swim Shorts
Vintage Summer

Ponji Printed Volley Swim Shorts

$24.97Current Price $24.97
Tie Town Pull-On Shorts
New
Volcom

Tie Town Pull-On Shorts

$24.97Current Price $24.97
(44% off)44% off.
$45.00Comparable value $45.00
Travel Closet
CHAMPS

Travel Closet

$64.97Current Price $64.97
(50% off)50% off.
$129.99Comparable value $129.99
(1)
Lesley Flower Tile Organic Cotton Camp Shirt
New
Les Deux

Lesley Flower Tile Organic Cotton Camp Shirt

$119.97Current Price $119.97
(24% off)24% off.
$159.00Comparable value $159.00
7-Inch Volley Swim Shorts
Spyder

7-Inch Volley Swim Shorts

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
Leif Cotton Blend Polo
New
Robert Barakett

Leif Cotton Blend Polo

$59.97Current Price $59.97
Heather Stripe Chino Shorts
New
Original Penguin

Heather Stripe Chino Shorts

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
(31)
Linen Sport Shirt
RANEES

Linen Sport Shirt

$69.97Current Price $69.97
(49% off)49% off.
$139.00Comparable value $139.00
Only a few left
Gancini Evolution 61mm Aviator Sunglasses
New
FERRAGAMO

Gancini Evolution 61mm Aviator Sunglasses

$89.97Current Price $89.97
(77% off)77% off.
$405.00Comparable value $405.00
Packable Straw Panama Hat
Bruno Magli

Packable Straw Panama Hat

$54.97Current Price $54.97
(56% off)56% off.
$125.00Comparable value $125.00
Flume Fedora Hat
Bailey

Flume Fedora Hat

$149.97Current Price $149.97
(60% off)60% off.
$375.00Comparable value $375.00
Trek Tide Floral Cotton Blend Piqué Polo
TravisMathew

Trek Tide Floral Cotton Blend Piqué Polo

$59.97Current Price $59.97
(40% off)40% off.
$99.95Comparable value $99.95
(4)
Venezia T-Shirt & Short Set
New
DENIM AND FLOWER

Venezia T-Shirt & Short Set

$34.97Current Price $34.97
50mm Square Sunglasses
PHILIPP PLEIN

50mm Square Sunglasses

$189.97Current Price $189.97
(75% off)75% off.
$780.00Comparable value $780.00
Seersucker Printed Volley Swim Shorts
Vintage Summer

Seersucker Printed Volley Swim Shorts

$19.97Current Price $19.97
(1)
Cole Coral Print OoohCotton® Camp Shirt
Bugatchi

Cole Coral Print OoohCotton® Camp Shirt

$59.97Current Price $59.97
(66% off)66% off.
$179.00Comparable value $179.00
Mesh Trucket Cap
HVMAN

Mesh Trucket Cap

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
This That Slide Sandal (Men)
New
Off-White

This That Slide Sandal (Men)

$129.97Current Price $129.97
(55% off)55% off.
$295.00Comparable value $295.00
Down Right Swim Trunks
RVCA

Down Right Swim Trunks

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
Water Resistant Nylon Duffle Bag
CHAMPS

Water Resistant Nylon Duffle Bag

$99.97Current Price $99.97
(50% off)50% off.
$199.99Comparable value $199.99
(1)
Polka Dot Drawstring Shorts
HONOR THE GIFT

Polka Dot Drawstring Shorts

$29.97Current Price $29.97
(62% off)62% off.
$79.00Comparable value $79.00
Flat Front Stretch Cargo Golf Shorts
New
PGA TOUR

Flat Front Stretch Cargo Golf Shorts

$24.97 – $29.97Current Price $24.97 to $29.97
(Up to 63% off)Up to 63% off.
$68.00 – $72.00Comparable value $68.00 to $72.00
(3)
Solid Cotton Piqué Polo
New
Brooks Brothers

Solid Cotton Piqué Polo

$44.97Current Price $44.97
(49% off)49% off.
$89.50Comparable value $89.50
(1)
Colorblock Volley Swim Trunks
Speedo®

Colorblock Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
Geometric Print Stretch Cotton Short Sleeve Sport Shirt
New
SOUL OF LONDON

Geometric Print Stretch Cotton Short Sleeve Sport Shirt

$44.97Current Price $44.97
(64% off)64% off.
$128.00Comparable value $128.00
Silverlake Short Sleeve Woven Button-Up Shirt
Robert Barakett

Silverlake Short Sleeve Woven Button-Up Shirt

$58.97Current Price $58.97
(60% off)60% off.
$148.00Comparable value $148.00
Only a few left
Telfar Open Weave Fedora
Bailey

Telfar Open Weave Fedora

$62.97Current Price $62.97
(58% off)58% off.
$150.00Comparable value $150.00
Only a few left
Jackson Abstract Print Camp Shirt
Bugatchi

Jackson Abstract Print Camp Shirt

$69.97Current Price $69.97
(68% off)68% off.
$225.00Comparable value $225.00
Only a few left
Drawstring Knit Shorts
New
Robert Barakett

Drawstring Knit Shorts

$49.97Current Price $49.97
Logo Graphic Tank
New
adidas

Logo Graphic Tank

$19.97Current Price $19.97
(20% off)20% off.
$25.00Comparable value $25.00
43mm Irregular Sunglasses
Versace

43mm Irregular Sunglasses

$129.97Current Price $129.97
(65% off)65% off.
$372.00Comparable value $372.00
(4)
Solid Piqué Slim Fit Polo
Brooks Brothers

Solid Piqué Slim Fit Polo

$34.97Current Price $34.97
(60% off)60% off.
$89.50Comparable value $89.50
(107)
6-Panel Classic Adjustable Baseball Cap
New
New Balance

6-Panel Classic Adjustable Baseball Cap

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
Anchor Flip-Flop Sandal (Men)
Reef

Anchor Flip-Flop Sandal (Men)

$49.97Current Price $49.97
(23% off)23% off.
$65.00Comparable value $65.00
(10)
Textured Stripe Knit Short Sleeve Button-Up Shirt
T.R. PREMIUM

Textured Stripe Knit Short Sleeve Button-Up Shirt

$24.97Current Price $24.97
(68% off)68% off.
$79.00Comparable value $79.00
Mesh Pocket Swim Trunks
Champion

Mesh Pocket Swim Trunks

$19.97Current Price $19.97
(63% off)63% off.
$55.00Comparable value $55.00
60mm Gradient Rectangle Sunglasses
TOM FORD

60mm Gradient Rectangle Sunglasses

$179.97Current Price $179.97
(63% off)63% off.
$495.00Comparable value $495.00
(3)
Only a few left
Micro Perforated Performance Polo
TailorByrd

Micro Perforated Performance Polo

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
Stone Graphic T-Shirt
Volcom

Stone Graphic T-Shirt

$16.97Current Price $16.97
(43% off)43% off.
$30.00Comparable value $30.00
Cambridge Slide Sandal (Men)
Eastland

Cambridge Slide Sandal (Men)

$69.97Current Price $69.97
(12% off)12% off.
$80.00Comparable value $80.00
(5)
5-Panel Performance V 2.0 Adjustable Baseball Cap
New
New Balance

5-Panel Performance V 2.0 Adjustable Baseball Cap

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
Crossover Volley Swim Trunks
Hurley

Crossover Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
Aloe Round Sunglasses
Eco

Aloe Round Sunglasses

$64.97Current Price $64.97
(56% off)56% off.
$150.00Comparable value $150.00
Flaminguy Trim Fit Button-Up Shirt
OppoSuits

Flaminguy Trim Fit Button-Up Shirt

$54.99Current Price $54.99
(1)
Cruiser Mulligan Golf Slide (Men)
Reef

Cruiser Mulligan Golf Slide (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Open Stitch Short Sleeve Button-Up Shirt
PAISLEY & GRAY

Open Stitch Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
Restore 54mm Rectangular Sunglasses
Converse

Restore 54mm Rectangular Sunglasses

$29.97Current Price $29.97
(72% off)72% off.
$110.00Comparable value $110.00
(1)
Men's Yorkville Two-Tone Stainless Steel Watch, 43mm
GEVRIL

Men's Yorkville Two-Tone Stainless Steel Watch, 43mm

$649.97Current Price $649.97
(80% off)80% off.
$3,395.00Comparable value $3,395.00
Bay Stripe IslandZone® V-Neck Performance T-Shirt
Tommy Bahama

Bay Stripe IslandZone® V-Neck Performance T-Shirt

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(35)
Jackson Hole Pocket T-Shirt
Faherty

Jackson Hole Pocket T-Shirt

$39.97Current Price $39.97
(41% off)41% off.
$68.00Comparable value $68.00
Only a few left
Oruga Sandal
New
Camper

Oruga Sandal

$84.97 – $104.97Current Price $84.97 to $104.97
(Up to 39% off)Up to 39% off.
$140.00 – $160.00Comparable value $140.00 to $160.00
(4)
55mm Square Sunglasses
Gucci

55mm Square Sunglasses

$229.97Current Price $229.97
(54% off)54% off.
$500.00Comparable value $500.00
(3)
Embroidered T-Shirt & Drawstring Shorts Set
New
DENIM AND FLOWER

Embroidered T-Shirt & Drawstring Shorts Set

$34.97Current Price $34.97
(1)
Only a few left
53mm Stint Rectangle Sunglasses
Nike

53mm Stint Rectangle Sunglasses

$49.97Current Price $49.97
(43% off)43% off.
$89.00Comparable value $89.00
(4)
Out of Bounds Hardshell Four-Wheel Spinner Suitcase
Kenneth Cole

Out of Bounds Hardshell Four-Wheel Spinner Suitcase

$69.97 – $89.97Current Price $69.97 to $89.97
(Up to 70% off)Up to 70% off.
$180.00 – $300.00Comparable value $180.00 to $300.00
(1)
Wine & Dine Short Sleeve Cotton Button-Up Shirt
Robert Graham

Wine & Dine Short Sleeve Cotton Button-Up Shirt

$99.97Current Price $99.97
(58% off)58% off.
$238.00Comparable value $238.00
58mm Square Sunglasses
Gucci

58mm Square Sunglasses

$214.97Current Price $214.97
(53% off)53% off.
$465.00Comparable value $465.00
(7)
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
(71)
Boynton Canyon Graphic T-Shirt
TravisMathew

Boynton Canyon Graphic T-Shirt

$24.97Current Price $24.97
(44% off)44% off.
$44.95Comparable value $44.95
Only a few left
60mm Polarized Aviator Sunglasses
Ted Baker London

60mm Polarized Aviator Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Short Sleeve Slim Fit Buttoned Sweater
T.R. PREMIUM

Short Sleeve Slim Fit Buttoned Sweater

$29.97Current Price $29.97
(69% off)69% off.
$98.00Comparable value $98.00
Solid Volley Swim Shorts
Champion

Solid Volley Swim Shorts

$19.97Current Price $19.97
(63% off)63% off.
$55.00Comparable value $55.00
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