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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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  • Vacation & Resort
  • Wear to Work
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5276 items
Willow Swim Trunks
BOSS

Willow Swim Trunks

$39.97Current Price $39.97
(42% off)42% off.
$69.00Comparable value $69.00
Stripe Band Fedora
San Diego Hat

Stripe Band Fedora

$26.97Current Price $26.97
(35% off)35% off.
$42.00Comparable value $42.00
Adlay Woven Fedora
Bailey

Adlay Woven Fedora

$56.97Current Price $56.97
(57% off)57% off.
$135.00Comparable value $135.00
Only a few left
Midnight Garden Swim Trunks
Scotch & Soda

Midnight Garden Swim Trunks

$29.97Current Price $29.97
(61% off)61% off.
$78.00Comparable value $78.00
Only a few left
Heater Pro Stretch Knit Polo
TravisMathew

Heater Pro Stretch Knit Polo

$41.96 – $59.97Current Price $41.96 to $59.97
(Up to 61% off select items)Up to 61% off select items.
$109.95Comparable value $109.95
(2)
Trim Fit Geometric Knit Button-Up Polo
PAISLEY & GRAY

Trim Fit Geometric Knit Button-Up Polo

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
Club Flow Mesh Athletic Shorts
Nike

Club Flow Mesh Athletic Shorts

$44.97Current Price $44.97
(18% off)18% off.
$55.00Comparable value $55.00
(1)
Unite & Fight Graphic T-Shirt
Obey

Unite & Fight Graphic T-Shirt

$19.97Current Price $19.97
(57% off)57% off.
$47.00Comparable value $47.00
Raindrop Tracker Hat
Black Owned/Founded
ICECREAM

Raindrop Tracker Hat

$29.97Current Price $29.97
(50% off)50% off.
$60.00Comparable value $60.00
Fusion Square Sunglasses
New
Nike

Fusion Square Sunglasses

$49.97Current Price $49.97
(70% off)70% off.
$169.00Comparable value $169.00
Madness Adjustable Hat
DIET STARTS MONDAY

Madness Adjustable Hat

$18.72Current Price $18.72
(61% off)61% off.
$48.00Comparable value $48.00
Woven Crossbody Bag
Givenchy

Woven Crossbody Bag

$799.97Current Price $799.97
(30% off)30% off.
$1,145.00Comparable value $1,145.00
Only a few left
Thatcher Tipped Performance Polo
Swannies

Thatcher Tipped Performance Polo

$34.97Current Price $34.97
(53% off)53% off.
$76.00Comparable value $76.00
Lawton 54mm Sunglasses
Off-White

Lawton 54mm Sunglasses

$149.97Current Price $149.97
(47% off)47% off.
$286.00Comparable value $286.00
Carlos 56mm Polarized Rectangle Sunglasses
Ray-Ban

Carlos 56mm Polarized Rectangle Sunglasses

$129.97Current Price $129.97
(46% off)46% off.
$244.00Comparable value $244.00
(1)
53mm Polarized Wayfarer Sunglasses
Ray-Ban

53mm Polarized Wayfarer Sunglasses

$89.97Current Price $89.97
(49% off)49% off.
$178.00Comparable value $178.00
(169)
Cotton Linen Blend Camp Sweater
New
Onia

Cotton Linen Blend Camp Sweater

$119.97Current Price $119.97
(51% off)51% off.
$245.00Comparable value $245.00
Bramwell Floral Short Sleeve Knit Button-Up Shirt
Robert Graham

Bramwell Floral Short Sleeve Knit Button-Up Shirt

$54.97Current Price $54.97
(70% off)70% off.
$188.00Comparable value $188.00
Only a few left
Chest Pocket T-Shirt
DENIM AND FLOWER

Chest Pocket T-Shirt

$14.97Current Price $14.97
Linen Palm Button-Up Shirt
RANEES

Linen Palm Button-Up Shirt

$94.97Current Price $94.97
(49% off)49% off.
$189.00Comparable value $189.00
Beach Creature Polo
TravisMathew

Beach Creature Polo

$59.97Current Price $59.97
(40% off)40% off.
$99.95Comparable value $99.95
(3)
Studio Slide (Men)
New
Oakley

Studio Slide (Men)

$29.97Current Price $29.97
(57% off)57% off.
$70.00Comparable value $70.00
Only a few left
Suna Swim Trunks
BOSS

Suna Swim Trunks

$49.97Current Price $49.97
(36% off)36% off.
$79.00Comparable value $79.00
x McLaren Slide Sandal (Men)
K-Swiss

x McLaren Slide Sandal (Men)

$19.48Current Price $19.48
(64% off)64% off.
$55.00Comparable value $55.00
(1)
Gannet 27-Inch Hardside Luggage
Britbag

Gannet 27-Inch Hardside Luggage

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Only a few left
Island Life Shorts
Faherty

Island Life Shorts

$49.97Current Price $49.97
(57% off)57% off.
$118.00Comparable value $118.00
(7)
Only a few left
Rocco Denim Shorts
New
True Religion

Rocco Denim Shorts

$39.97Current Price $39.97
(67% off)67% off.
$124.00Comparable value $124.00
Tropical Leaves Short Sleeve Button-Up Shirt
TailorByrd

Tropical Leaves Short Sleeve Button-Up Shirt

$34.97Current Price $34.97
(60% off)60% off.
$89.50Comparable value $89.50
Linen Button-Up Shirt
RANEES

Linen Button-Up Shirt

$84.97Current Price $84.97
(49% off)49% off.
$169.00Comparable value $169.00
(2)
54mm Clip-On Square Sunglasses
Off-White

54mm Clip-On Square Sunglasses

$149.97Current Price $149.97
(60% off)60% off.
$377.00Comparable value $377.00
Ammon Wool Hat
Bailey

Ammon Wool Hat

$108.97Current Price $108.97
(43% off)43% off.
$193.00Comparable value $193.00
Only a few left
BB Hemisphere Cotton Twill Cargo Pants
New
Billionaire Boys Club

BB Hemisphere Cotton Twill Cargo Pants

$104.97Current Price $104.97
(40% off)40% off.
$175.00Comparable value $175.00
(1)
Cliff Flip Flop (Men)
Dockers®

Cliff Flip Flop (Men)

$39.97Current Price $39.97
(42% off)42% off.
$70.00Comparable value $70.00
Yarn Dye Tropical Print Button-Up Shirt
Report Collection

Yarn Dye Tropical Print Button-Up Shirt

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
Canvas Smartwatch Band
New
NORDSTROM RACK

Canvas Smartwatch Band

$14.97Current Price $14.97
(70% off)70% off.
$50.00Comparable value $50.00
Rollmaster™ Lite 28-Inch Expandable Hardside Spinner Luggage
New
TRAVELPRO

Rollmaster™ Lite 28-Inch Expandable Hardside Spinner Luggage

$159.97Current Price $159.97
(66% off)66% off.
$480.00Comparable value $480.00
42mm Square Sunglasses
New
Versace

42mm Square Sunglasses

$289.97Current Price $289.97
(58% off)58% off.
$691.00Comparable value $691.00
Dexter 29-Inch Hardside Spinner Luggage
Original Penguin

Dexter 29-Inch Hardside Spinner Luggage

$89.97Current Price $89.97
(71% off)71% off.
$320.00Comparable value $320.00
Distressed Hibiscus Swim Trunks
TailorByrd

Distressed Hibiscus Swim Trunks

$29.97Current Price $29.97
(56% off)56% off.
$69.50Comparable value $69.50
Bass Embroidered Patch Baseball Cap
Goorin Bros.

Bass Embroidered Patch Baseball Cap

$22.97Current Price $22.97
(54% off)54% off.
$50.00Comparable value $50.00
Print Short Sleeve Button-Up Shirt
Bugatchi

Print Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(59% off)59% off.
$159.00Comparable value $159.00
56mm Rectangular Sunglasses
Balenciaga

56mm Rectangular Sunglasses

$199.97Current Price $199.97
(53% off)53% off.
$430.00Comparable value $430.00
Sun Phase Graphic T-Shirt
RVCA

Sun Phase Graphic T-Shirt

$16.97Current Price $16.97
(46% off)46% off.
$32.00Comparable value $32.00
(1)
Only a few left
Edwin 54mm Square Sunglasses
TOM FORD

Edwin 54mm Square Sunglasses

$179.97Current Price $179.97
(70% off)70% off.
$620.00Comparable value $620.00
(1)
Hilo Waterproof Weekend Bag
Rains

Hilo Waterproof Weekend Bag

$44.97Current Price $44.97
(59% off)59% off.
$110.00Comparable value $110.00
(7)
GrandPro Breakaway Leather Sneaker (Men)
Cole Haan

GrandPro Breakaway Leather Sneaker (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
(119)
Only a few left
Polynosic Short Sleeve Button-Up Shirt
NICOBY

Polynosic Short Sleeve Button-Up Shirt

$39.97Current Price $39.97
(55% off)55% off.
$89.00Comparable value $89.00
Sarasota Graphic T-Shirt
Goodie Two Sleeves

Sarasota Graphic T-Shirt

$16.97Current Price $16.97
(32% off)32% off.
$25.00Comparable value $25.00
Hull 3-Eye Boat Shoe (Men)
New
Sperry

Hull 3-Eye Boat Shoe (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Wally Stretch Canvas Slip-On (Men)
Hey Dude

Wally Stretch Canvas Slip-On (Men)

$34.97Current Price $34.97
(46% off)46% off.
$64.99Comparable value $64.99
(149)
Samos Hydrochromic Swim Trunks
Psycho Bunny

Samos Hydrochromic Swim Trunks

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(2)
Only a few left
Solid Cargo Shorts
New
PURPLE BRAND

Solid Cargo Shorts

$129.97Current Price $129.97
(55% off)55% off.
$295.00Comparable value $295.00
Geoglide Boxer Briefs
New
Stance

Geoglide Boxer Briefs

$14.97Current Price $14.97
(50% off)50% off.
$30.00Comparable value $30.00
5-Panel Pro Run Adjustable Baseball Cap
New
New Balance

5-Panel Pro Run Adjustable Baseball Cap

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
(3)
Foulard Short Sleeve Shirt
New
Les Deux

Foulard Short Sleeve Shirt

$119.97Current Price $119.97
(24% off)24% off.
$159.00Comparable value $159.00
Palm Tree Fun Board Shorts
TravisMathew

Palm Tree Fun Board Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(15)
GrandPro Breakaway Leather Sneaker (Men)
Cole Haan

GrandPro Breakaway Leather Sneaker (Men)

$74.96 – $99.97Current Price $74.96 to $99.97
(Up to 42% off select items)Up to 42% off select items.
$130.00 – $140.00Comparable value $130.00 to $140.00
(119)
Worldwide Sound Graphic T-Shirt
Obey

Worldwide Sound Graphic T-Shirt

$12.98 – $13.96Current Price $12.98 to $13.96
(Up to 63% off)Up to 63% off.
$36.00Comparable value $36.00
Naples La Blanca Swim Trunks
Tommy Bahama

Naples La Blanca Swim Trunks

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
(2)
Classic Fit Print Stretch Cotton Short Sleeve Button-Up Shirt
Bugatchi

Classic Fit Print Stretch Cotton Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
Short Sleeve Linen Blend Button-Up Shirt
New
Onia

Short Sleeve Linen Blend Button-Up Shirt

$79.97Current Price $79.97
(54% off)54% off.
$175.00Comparable value $175.00
Around the Globe Graphic T-Shirt
Obey

Around the Globe Graphic T-Shirt

$13.96Current Price $13.96
(70% off)70% off.
$47.00Comparable value $47.00
56mm Gradient Square Sunglasses
Ray-Ban

56mm Gradient Square Sunglasses

$91.97Current Price $91.97
(52% off)52% off.
$194.00Comparable value $194.00
(1)
Only a few left
56mm Full Rim Rectangle Sunglasses
Ted Baker London

56mm Full Rim Rectangle Sunglasses

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(3)
Stripe Cotton Polo
Original Penguin

Stripe Cotton Polo

$44.97Current Price $44.97
(49% off)49% off.
$89.00Comparable value $89.00
(1)
Passenger Short Sleeve Polo
BOSS

Passenger Short Sleeve Polo

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
Five-Panel Camper Hat
New
New Balance

Five-Panel Camper Hat

$19.97Current Price $19.97
(33% off)33% off.
$30.00Comparable value $30.00
(1)
Level Up 60mm Gradient Square Sunglasses
New
QUAY

Level Up 60mm Gradient Square Sunglasses

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(629)
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
Ray Colorblock Sport Polo
Psycho Bunny

Ray Colorblock Sport Polo

$64.97Current Price $64.97
(44% off)44% off.
$118.00Comparable value $118.00
(1)
Stretch Braided Belt
PX

Stretch Braided Belt

$29.97Current Price $29.97
(60% off)60% off.
$75.00Comparable value $75.00
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
(31)
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