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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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4121 items
Air Monarch SE Training Sneaker (Men)
Nike

Air Monarch SE Training Sneaker (Men)

Add to Bag or Wish List to see price(2)
Auto Association Graphic T-Shirt
HONOR THE GIFT

Auto Association Graphic T-Shirt

$19.97Current Price $19.97
(66% off)66% off.
$59.00Comparable value $59.00
Aquatic Oasis Logo Graphic T-Shirt
New
Tommy Bahama

Aquatic Oasis Logo Graphic T-Shirt

$24.97Current Price $24.97
(49% off)49% off.
$49.50Comparable value $49.50
(3)
The Brevite Water Resistant Backpack
Brevite

The Brevite Water Resistant Backpack

$64.97Current Price $64.97
(50% off)50% off.
$129.99Comparable value $129.99
(1)
Lanser Zip Polo
STUDENTS

Lanser Zip Polo

$35.97Current Price $35.97
(60% off)60% off.
$92.00Comparable value $92.00
Only a few left
Renegade 28" Lightweight Hardside Expandable Spinner Luggage
Kenneth Cole Reaction

Renegade 28" Lightweight Hardside Expandable Spinner Luggage

$99.97Current Price $99.97
(72% off)72% off.
$360.00Comparable value $360.00
(4)
Vineyard Visit Shorts
New
TravisMathew

Vineyard Visit Shorts

$31.97Current Price $31.97
(64% off)64% off.
$89.95Comparable value $89.95
Best 54mm Square Sunglasses
Saint Laurent

Best 54mm Square Sunglasses

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
(1)
Rollmaster Lite 2 28-Inch Expandable Hardside Luggage
New
TRAVELPRO

Rollmaster Lite 2 28-Inch Expandable Hardside Luggage

$159.97Current Price $159.97
(66% off)66% off.
$480.00Comparable value $480.00
(1)
Banks Flip Flop (Men)
New
Dockers®

Banks Flip Flop (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
60mm Wrap Sunglasses
Gucci

60mm Wrap Sunglasses

$229.97Current Price $229.97
(53% off)53% off.
$490.00Comparable value $490.00
(1)
Venice Flat Front Off White Cotton Twill Chino Shorts
New
Hudson Jeans

Venice Flat Front Off White Cotton Twill Chino Shorts

$74.97Current Price $74.97
Arthur 50mm Rectangular Sunglasses
New
Off-White

Arthur 50mm Rectangular Sunglasses

$149.97Current Price $149.97
(53% off)53% off.
$325.00Comparable value $325.00
Dylan Slim Fit Peached Stretch Cotton Pants
Vince

Dylan Slim Fit Peached Stretch Cotton Pants

$99.97Current Price $99.97
(49% off)49% off.
$198.00Comparable value $198.00
(3)
Arizona Flat Front Chino Shorts
34 Heritage

Arizona Flat Front Chino Shorts

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
Nevada Soft Touch Shorts
New
34 Heritage

Nevada Soft Touch Shorts

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
59mm Polarized Navigator Sunglasses
Ted Baker London

59mm Polarized Navigator Sunglasses

$49.97 – $59.97Current Price $49.97 to $59.97
(Up to 66% off)Up to 66% off.
$149.00Comparable value $149.00
Courtside Mamba Trucker Cap
New
Goorin Bros.

Courtside Mamba Trucker Cap

$22.97Current Price $22.97
(54% off)54% off.
$50.00Comparable value $50.00
50mm Polarized Square Sunglasses
Valentino

50mm Polarized Square Sunglasses

$249.97Current Price $249.97
(61% off)61% off.
$645.00Comparable value $645.00
Core Volley Shorts Lined Swim Trunks
DKNY

Core Volley Shorts Lined Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(4)
Linen & Cotton Blend Button-Up Shirt
New
STUDIO GARNET LOS ANGELES

Linen & Cotton Blend Button-Up Shirt

$49.97Current Price $49.97
(70% off)70% off.
$169.00Comparable value $169.00
Levon Wool Fedora
Bailey

Levon Wool Fedora

$76.97Current Price $76.97
(58% off)58% off.
$185.00Comparable value $185.00
52mm Polarized Square Clubmaster Sunglasses
Ray-Ban

52mm Polarized Square Clubmaster Sunglasses

$89.97Current Price $89.97
(58% off)58% off.
$215.00Comparable value $215.00
(69)
Logo Slide Sandal (Men)
Palm Angels

Logo Slide Sandal (Men)

$129.97Current Price $129.97
(56% off)56% off.
$300.00Comparable value $300.00
Only a few left
Alvaro Cotton Blend Knit Polo
New
Robert Barakett

Alvaro Cotton Blend Knit Polo

$49.97Current Price $49.97
Orson Broken Stripe Short Sleeve Cotton Seersucker Button-Up Shirt
Bugatchi

Orson Broken Stripe Short Sleeve Cotton Seersucker Button-Up Shirt

$59.97Current Price $59.97
(66% off)66% off.
$179.00Comparable value $179.00
Paradise Calling Tailored Fit Short Sleeve Button-Down Shirt
Reyn Spooner

Paradise Calling Tailored Fit Short Sleeve Button-Down Shirt

$42.23Current Price $42.23
(64% off)64% off.
$119.50Comparable value $119.50
New Markdown
(3)
Jesse Barba Swim Trunks
RVCA

Jesse Barba Swim Trunks

$29.97Current Price $29.97
(57% off)57% off.
$70.00Comparable value $70.00
99mm Novelty Square Sunglasses
Gucci

99mm Novelty Square Sunglasses

$309.97 – $319.97Current Price $309.97 to $319.97
(Up to 52% off)Up to 52% off.
$640.00 – $680.00Comparable value $640.00 to $680.00
(1)
53mm Square Sunglasses
Montblanc

53mm Square Sunglasses

$184.97Current Price $184.97
(60% off)60% off.
$465.00Comparable value $465.00
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)
Swim-Up Bar Board Shorts
TravisMathew

Swim-Up Bar Board Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(2)
Only a few left
Retro 56mm Polarized Square Sunglasses
Hurley

Retro 56mm Polarized Square Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
(3)
The Raglan Flip Flop (Men)
Reef

The Raglan Flip Flop (Men)

$49.97Current Price $49.97
(Up to 16% off)Up to 16% off.
$55.00 – $60.00Comparable value $55.00 to $60.00
(1)
Worldwide Sound Graphic T-Shirt
Obey

Worldwide Sound Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Renegade 20” Lightweight Hardside Expandable Carry-On Luggage
Kenneth Cole

Renegade 20” Lightweight Hardside Expandable Carry-On Luggage

$79.97Current Price $79.97
(66% off)66% off.
$240.00Comparable value $240.00
(1)
51mm Polarized Cat Eye Sunglasses
Valentino

51mm Polarized Cat Eye Sunglasses

$249.97Current Price $249.97
(63% off)63% off.
$680.00Comparable value $680.00
50mm Round Sunglasses
Valentino

50mm Round Sunglasses

$249.97Current Price $249.97
(Up to 61% off)Up to 61% off.
$550.00 – $645.00Comparable value $550.00 to $645.00
Moon 28-Inch Hardside Spinner Luggage
New
CALPAK

Moon 28-Inch Hardside Spinner Luggage

$109.97Current Price $109.97
(60% off)60% off.
$275.00Comparable value $275.00
Only a few left
Adilette Comfort Slide Sandal (Women)
adidas

Adilette Comfort Slide Sandal (Women)

$32.97Current Price $32.97
(5% off)5% off.
$35.00Comparable value $35.00
(14)
60mm Pilot Sunglasses
Gucci

60mm Pilot Sunglasses

$299.97Current Price $299.97
(45% off)45% off.
$550.00Comparable value $550.00
Only a few left
Miles OoohCotton® Floral Short Sleeve Button-Up Shirt
Bugatchi

Miles OoohCotton® Floral Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(62% off)62% off.
$159.00Comparable value $159.00
Flanerie Hardside Carry-On Luggage
DELSEY

Flanerie Hardside Carry-On Luggage

$144.97Current Price $144.97
(59% off)59% off.
$360.00Comparable value $360.00
(8)
Brutus Frayed Canvas Sandal (Women)
CAMPERLAB

Brutus Frayed Canvas Sandal (Women)

$179.97Current Price $179.97
(44% off)44% off.
$325.00Comparable value $325.00
(2)
56mm Pilot Sunglasses
Saint Laurent

56mm Pilot Sunglasses

$299.97Current Price $299.97
(50% off)50% off.
$610.00Comparable value $610.00
(2)
Payton Short Sleeve Knit Button-Up Shirt
rag & bone

Payton Short Sleeve Knit Button-Up Shirt

$109.97Current Price $109.97
(55% off)55% off.
$248.00Comparable value $248.00
Vibe Check 62mm Small Square Sunglasses
QUAY

Vibe Check 62mm Small Square Sunglasses

$23.42 – $34.97Current Price $23.42 to $34.97
(Up to 68% off select items)Up to 68% off select items.
$65.00 – $75.00Comparable value $65.00 to $75.00
(51)
99mm Shield Mirrored Sunglasses
Balenciaga

99mm Shield Mirrored Sunglasses

$319.97Current Price $319.97
(41% off)41% off.
$550.00Comparable value $550.00
Regular Fit Cotton Seersucker Short Sleeve Button-Down Shirt
Brooks Brothers

Regular Fit Cotton Seersucker Short Sleeve Button-Down Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(2)
Bay Stretch Oxford Short Sleeve Shirt
JACHS

Bay Stretch Oxford Short Sleeve Shirt

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
Only a few left
Aron 51mm Square Sunglasses
New
AllSaints

Aron 51mm Square Sunglasses

$84.97Current Price $84.97
(55% off)55% off.
$189.00Comparable value $189.00
Soft Serve Graphic T-Shirt
Black Owned/Founded
ICECREAM

Soft Serve Graphic T-Shirt

$29.98Current Price $29.98
(57% off)57% off.
$70.00Comparable value $70.00
Ivy Camp Shirt
Wax London

Ivy Camp Shirt

$79.47Current Price $79.47
(62% off)62% off.
$210.00Comparable value $210.00
New Markdown
57mm Aviator Sunglasses
Gucci

57mm Aviator Sunglasses

$299.97Current Price $299.97
(50% off)50% off.
$605.00Comparable value $605.00
(1)
Only a few left
Helixian 27-Inch Hardside Spinner Luggage
New
IT LUGGAGE

Helixian 27-Inch Hardside Spinner Luggage

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Vintage II 20-Inch Hardside Spinner Carry-On
CHAMPS

Vintage II 20-Inch Hardside Spinner Carry-On

$199.97Current Price $199.97
(50% off)50% off.
$399.99Comparable value $399.99
57mm Pilot Sunglasses
Versace

57mm Pilot Sunglasses

$109.97Current Price $109.97
(62% off)62% off.
$290.00Comparable value $290.00
(6)
Only a few left
54mm Square Sunglasses
McQueen

54mm Square Sunglasses

$179.97Current Price $179.97
(54% off)54% off.
$395.00Comparable value $395.00
Rollmaster Lite 2 20-Inch Expandable Carry-On Luggage
TRAVELPRO

Rollmaster Lite 2 20-Inch Expandable Carry-On Luggage

$129.97Current Price $129.97
(60% off)60% off.
$330.00Comparable value $330.00
Adilette Lumia Flip Flop (Women)
adidas

Adilette Lumia Flip Flop (Women)

$29.97Current Price $29.97
(25% off)25% off.
$40.00Comparable value $40.00
(7)
55mm Square Sunglasses
Gucci

55mm Square Sunglasses

$229.97Current Price $229.97
(54% off)54% off.
$500.00Comparable value $500.00
(2)
54mm Round Sunglasses
Saint Laurent

54mm Round Sunglasses

$164.97Current Price $164.97
(56% off)56% off.
$380.00Comparable value $380.00
(2)
Assorted 2-Pack Silicone Apple Watch® Watchbands
The Posh Tech

Assorted 2-Pack Silicone Apple Watch® Watchbands

$19.97Current Price $19.97
(50% off)50% off.
$39.99Comparable value $39.99
55mm Navigator Sunglasses
MCM

55mm Navigator Sunglasses

$99.97Current Price $99.97
(59% off)59% off.
$245.00Comparable value $245.00
61mm Aviator Sunglasses
Saint Laurent

61mm Aviator Sunglasses

$199.97Current Price $199.97
(62% off)62% off.
$535.00Comparable value $535.00
(13)
West End Space Dye Polo
TravisMathew

West End Space Dye Polo

$59.97Current Price $59.97
(33% off)33% off.
$89.95Comparable value $89.95
(4)
Only a few left
58mm Square Metal Frame Sunglasses
Gucci

58mm Square Metal Frame Sunglasses

$272.97Current Price $272.97
(58% off)58% off.
$665.00Comparable value $665.00
OOahh Sport Slide Sandal (Men)
New
Oofos

OOahh Sport Slide Sandal (Men)

$34.97Current Price $34.97
(41% off)41% off.
$59.95Comparable value $59.95
99mm Gradient Polarized Shield Sunglasses
Carrera Eyewear

99mm Gradient Polarized Shield Sunglasses

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
(1)
BB Eclipse Helmet Head Cotton Polo
New
Billionaire Boys Club

BB Eclipse Helmet Head Cotton Polo

$73.97Current Price $73.97
(60% off)60% off.
$185.00Comparable value $185.00
Only a few left
Short Sleeve Graphic T-Shirt
Scotch & Soda

Short Sleeve Graphic T-Shirt

$18.72 – $24.97Current Price $18.72 to $24.97
(Up to 61% off select items)Up to 61% off select items.
$48.00Comparable value $48.00
Inner City Parks Graphic T-Shirt
HONOR THE GIFT

Inner City Parks Graphic T-Shirt

$24.97Current Price $24.97
(61% off)61% off.
$65.00Comparable value $65.00
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