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Vacation Essentials for Men

  • All Shop by Occasion
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3519 items
Orson Short Sleeve Stretch Cotton Button-Up Shirt
Bugatchi

Orson Short Sleeve Stretch Cotton Button-Up Shirt

$59.97Current Price $59.97
(66% off)66% off.
$179.00Comparable value $179.00
Only a few left
55mm Polarized Rectangular Sunglasses
Ted Baker

55mm Polarized Rectangular Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Nova Wave Royal Palmetto Short Sleeve Seersucker Button-Up Shirt (Big & Tall)
Tommy Bahama

Nova Wave Royal Palmetto Short Sleeve Seersucker Button-Up Shirt (Big & Tall)

$64.97Current Price $64.97
(52% off)52% off.
$138.00Comparable value $138.00
Easy Nelson Cotton Cargo Shorts
New!
Obey

Easy Nelson Cotton Cargo Shorts

$39.97Current Price $39.97
(52% off)52% off.
$84.00Comparable value $84.00
53mm Core Square Polarized Sunglasses
Maui Jim

53mm Core Square Polarized Sunglasses

$169.97Current Price $169.97
(62% off)62% off.
$450.00Comparable value $450.00
(1)
Parks Embroidered Camp Shirt
PacSun

Parks Embroidered Camp Shirt

$29.97Current Price $29.97
(33% off)33% off.
$44.95Comparable value $44.95
Solid Volley Swim Shorts
Quiksilver

Solid Volley Swim Shorts

$14.98Current Price $14.98
(81% off)81% off.
$80.00Comparable value $80.00
50mm Polarized Rimless Square Sunglasses
Maui Jim

50mm Polarized Rimless Square Sunglasses

$164.97Current Price $164.97
(16% off)16% off.
$198.00Comparable value $198.00
65mm Polarized Shield Sunglasses
Maui Jim

65mm Polarized Shield Sunglasses

$154.97Current Price $154.97
(44% off)44% off.
$279.00Comparable value $279.00
(1)
Only a few left
Floral Print Short Sleeve Shirt
CONSTRUCT

Floral Print Short Sleeve Shirt

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

56mm Square Sunglasses

$179.97Current Price $179.97
(61% off)61% off.
$465.00Comparable value $465.00
(2)
Breakfast Slide Sandal (Men)
ROAN

Breakfast Slide Sandal (Men)

$49.97Current Price $49.97
(33% off)33% off.
$75.00Comparable value $75.00
Only a few left
Short Sleeve Plaid Shirt
BURNSIDE

Short Sleeve Plaid Shirt

$29.97Current Price $29.97
(31% off)31% off.
$44.00Comparable value $44.00
Felix Floral Linen Blend Chino Shorts (Regular & Big)
PAISLEY & GRAY

Felix Floral Linen Blend Chino Shorts (Regular & Big)

$39.97Current Price $39.97
(55% off)55% off.
$90.00Comparable value $90.00
Floral Camp Shirt
INDUSTRY REPUBLIC CLOTHING

Floral Camp Shirt

$24.97Current Price $24.97
(56% off)56% off.
$58.00Comparable value $58.00
Sea Urchin Short Sleeve Lyocell & Linen Button-Up Shirt
SANDRO

Sea Urchin Short Sleeve Lyocell & Linen Button-Up Shirt

$99.97Current Price $99.97
(64% off)64% off.
$280.00Comparable value $280.00
Monty Stretch Shorts
New!
Volcom

Monty Stretch Shorts

$11.98 – $24.97Current Price $11.98 to $24.97
(Up to 78% off select items)Up to 78% off select items.
$50.00 – $55.00Comparable value $50.00 to $55.00
(116)
55mm Pillow Sunglasses
Ray-Ban

55mm Pillow Sunglasses

$90.97Current Price $90.97
(49% off)49% off.
$180.00Comparable value $180.00
(1)
Only a few left
56mm Polarized Square Sunglasses
Ted Baker London

56mm Polarized Square Sunglasses

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
54mm Rectangular Sunglasses
Gucci

54mm Rectangular Sunglasses

$309.97Current Price $309.97
(41% off)41% off.
$530.00Comparable value $530.00
Pineapple Long Sleeve UPF 50+ Hooded Rashguard
Hurley

Pineapple Long Sleeve UPF 50+ Hooded Rashguard

$19.97Current Price $19.97
(60% off)60% off.
$50.00Comparable value $50.00
51mm Pillow Sunglasses
Swarovski

51mm Pillow Sunglasses

$109.97Current Price $109.97
(57% off)57% off.
$258.00Comparable value $258.00
Stripe Oxford Polo
Brooks Brothers

Stripe Oxford Polo

$49.97Current Price $49.97
(44% off)44% off.
$89.50Comparable value $89.50
(2)
58mm Square Sunglasses
Saint Laurent

58mm Square Sunglasses

$194.97Current Price $194.97
(58% off)58% off.
$475.00Comparable value $475.00
(1)
52mm Round Keyhole Sunglasses
BCBG

52mm Round Keyhole Sunglasses

$19.97Current Price $19.97
(65% off)65% off.
$58.00Comparable value $58.00
Vintage Carry-On Hardside Spinner
CHAMPS

Vintage Carry-On Hardside Spinner

$199.97Current Price $199.97
(50% off)50% off.
$399.99Comparable value $399.99
UB Tech Fishing Shirt
Union

UB Tech Fishing Shirt

$23.98 – $39.97Current Price $23.98 to $39.97
(Up to 65% off select items)Up to 65% off select items.
$70.00Comparable value $70.00
(20)
Glenmark Shorts
Rodd & Gunn

Glenmark Shorts

$24.48Current Price $24.48
(80% off)80% off.
$128.00Comparable value $128.00
(10)
Only a few left
Cowes Terry Polo
Barbour

Cowes Terry Polo

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Only a few left
Cornwall Leaf Print Short Sleeve Button-Up Shirt
Barbour

Cornwall Leaf Print Short Sleeve Button-Up Shirt

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
x Ed Hardy Skull Silicone Strap Watch, 40mm
I TOUCH

x Ed Hardy Skull Silicone Strap Watch, 40mm

$24.97Current Price $24.97
(73% off)73% off.
$95.00Comparable value $95.00
(1)
Sandbank 27-Inch Softside Luggage
Britbag

Sandbank 27-Inch Softside Luggage

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Shoreline Surf Polo
Tommy Bahama

Shoreline Surf Polo

$23.98 – $39.97Current Price $23.98 to $39.97
(Up to 75% off select items)Up to 75% off select items.
$99.50Comparable value $99.50
(855)
Harry Potter Gryffindor Pride Graphic T-Shirt
Monster Digital

Harry Potter Gryffindor Pride Graphic T-Shirt

$24.97Current Price $24.97
54mm Rectangular Gradient Sunglasses
Cult of Individuality

54mm Rectangular Gradient Sunglasses

$129.97Current Price $129.97
(47% off)47% off.
$249.00Comparable value $249.00
Miles OoohCotton® Short Sleeve Button-Up Shirt
Bugatchi

Miles OoohCotton® Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(59% off)59% off.
$159.00Comparable value $159.00
26-Inch Hardside Spinner Luggage
Tommy Bahama

26-Inch Hardside Spinner Luggage

$129.97Current Price $129.97
(50% off)50% off.
$260.00Comparable value $260.00
Beach Print Slim Fit Camp Shirt
Original Penguin

Beach Print Slim Fit Camp Shirt

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
(6)
54mm Square Sunglasses
DIFF

54mm Square Sunglasses

$29.97Current Price $29.97
(64% off)64% off.
$85.00Comparable value $85.00
(7)
146mm Rimless Shield Sunglasses
Roxy

146mm Rimless Shield Sunglasses

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
(1)
Textured Knit Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Textured Knit Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
(1)
Submission 27-Inch Hardside Spinner Luggage
IT LUGGAGE

Submission 27-Inch Hardside Spinner Luggage

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(2)
Nautilus Swim Trunks
Fair Harbor

Nautilus Swim Trunks

$34.97Current Price $34.97
(48% off)48% off.
$68.00Comparable value $68.00
59mm Brazen Shadow Rectangle Sunglasses
Nike

59mm Brazen Shadow Rectangle Sunglasses

$49.97Current Price $49.97
(64% off)64% off.
$140.00Comparable value $140.00
(1)
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
Three-Hand Quartz Silicone Strap Watch, 40mm
PLEIN SPORT

Three-Hand Quartz Silicone Strap Watch, 40mm

$89.97Current Price $89.97
(55% off)55% off.
$200.00Comparable value $200.00
(2)
55mm Gradient Cat Eye Sunglasses
COACH

55mm Gradient Cat Eye Sunglasses

$69.97Current Price $69.97
(63% off)63% off.
$192.00Comparable value $192.00
Morris Sea Short Sleeve Cotton Button-Up Shirt
Tori Richard

Morris Sea Short Sleeve Cotton Button-Up Shirt

$64.97Current Price $64.97
(45% off)45% off.
$120.00Comparable value $120.00
(1)
Pop Art Palms IslandZone® Performance Polo
Tommy Bahama

Pop Art Palms IslandZone® Performance Polo

$64.97Current Price $64.97
(44% off)44% off.
$118.00Comparable value $118.00
(1)
Perry Stretch Twill Shorts
rag & bone

Perry Stretch Twill Shorts

$69.97Current Price $69.97
(64% off)64% off.
$195.00Comparable value $195.00
Trees of Hawaii Short Sleeve Button-Up Shirt
Tori Richard

Trees of Hawaii Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(45% off)45% off.
$120.00Comparable value $120.00
Only a few left
Novelty 56mm Square Sunglasses
Gucci

Novelty 56mm Square Sunglasses

$329.97Current Price $329.97
(39% off)39% off.
$545.00Comparable value $545.00
Relaxed Fit Stripe Textured Camp Shirt
DENIM AND FLOWER

Relaxed Fit Stripe Textured Camp Shirt

$16.97 – $19.97Current Price $16.97 to $19.97
Fendlake Short Sleeve Woven Button-Up Shirt
Robert Barakett

Fendlake Short Sleeve Woven Button-Up Shirt

$51.97Current Price $51.97
(64% off)64% off.
$148.00Comparable value $148.00
60mm Geometric Sunglasses
Kenneth Cole

60mm Geometric Sunglasses

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
Only a few left
Trim Fit Palm Print Short Sleeve Stretch Cotton Button-Up Shirt
Bugatchi

Trim Fit Palm Print Short Sleeve Stretch Cotton Button-Up Shirt

$64.97Current Price $64.97
(59% off)59% off.
$159.00Comparable value $159.00
Textured Stripe Short Sleeve Button-Up Shirt
Cactus Man

Textured Stripe Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
(1)
57mm Rectangular Sunglasses
New!
Gucci

57mm Rectangular Sunglasses

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
Only a few left
Sea Journey Leaf Print Stretch Polo
TravisMathew

Sea Journey Leaf Print Stretch Polo

$59.97Current Price $59.97
(40% off)40% off.
$99.95Comparable value $99.95
(92)
Sea Change Lounge Shorts
Majestic International

Sea Change Lounge Shorts

$22.97Current Price $22.97
(34% off)34% off.
$35.00Comparable value $35.00
49mm Retro Half Rim Sunglasses
Hurley

49mm Retro Half Rim Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Belted Cargo Shorts
XRAY

Belted Cargo Shorts

$24.97 – $29.97Current Price $24.97 to $29.97
(Up to 56% off)Up to 56% off.
$58.00Comparable value $58.00
(7)
55mm Square Sunglasses
McQueen

55mm Square Sunglasses

$199.97Current Price $199.97
(52% off)52% off.
$425.00Comparable value $425.00
Frame 16 Round Sunglasses
Black Owned/Founded
Wisdom

Frame 16 Round Sunglasses

$57.97Current Price $57.97
(70% off)70% off.
$195.00Comparable value $195.00
Only a few left
Core Volley Swim Trunks
DKNY

Core Volley Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(1)
Textured Camp Shirt
INDUSTRY REPUBLIC CLOTHING

Textured Camp Shirt

$24.97Current Price $24.97
(56% off)56% off.
$58.00Comparable value $58.00
Grand View Short Sleeve Button-Up Shirt
Tommy Bahama

Grand View Short Sleeve Button-Up Shirt

$29.98 – $59.97Current Price $29.98 to $59.97
(Up to 74% off select items)Up to 74% off select items.
$118.00Comparable value $118.00
(40)
Semi-Rim Shield 137mm Polarized Sunglasses
Hurley

Semi-Rim Shield 137mm Polarized Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
(3)
Only a few left
Lafitenia Volley Swim Shorts
Hurley

Lafitenia Volley Swim Shorts

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(1)
Acid Wash Patchwork Madras Plaid Shorts
Vintage 1946

Acid Wash Patchwork Madras Plaid Shorts

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(2)
Shield Sunglasses
GUESS

Shield Sunglasses

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
(1)
Only a few left
Nylon Ripstop Dopp Kit
Champion

Nylon Ripstop Dopp Kit

$19.97Current Price $19.97
(20% off)20% off.
$24.99Comparable value $24.99
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