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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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3927 items
Aticama Volley Swim Trunks
Hurley

Aticama Volley Swim Trunks

$16.23Current Price $16.23
(67% off)67% off.
$50.00Comparable value $50.00
Tropical Leaves Print Swim Trunks
TailorByrd

Tropical Leaves Print Swim Trunks

$29.97Current Price $29.97
(56% off)56% off.
$69.50Comparable value $69.50
Duke & Sons Fish Reel Perch Cotton T-Shirt
Monster Digital

Duke & Sons Fish Reel Perch Cotton T-Shirt

$24.97Current Price $24.97
Cipher 7-Inch Chino Shorts
AG

Cipher 7-Inch Chino Shorts

$54.97Current Price $54.97
(59% off)59% off.
$135.00Comparable value $135.00
(7)
Sun Logo Long Sleeve UPF 50+ Rashguard T-Shirt
Hurley

Sun Logo Long Sleeve UPF 50+ Rashguard T-Shirt

$19.97Current Price $19.97
(50% off)50% off.
$40.00Comparable value $40.00
32-Ounce Wide Mouth Flex Straw Cap Water Bottle
Hydro Flask

32-Ounce Wide Mouth Flex Straw Cap Water Bottle

$26.97 – $49.95Current Price $26.97 to $49.95
(Up to 40% off select items)Up to 40% off select items.
$44.95 – $49.95Comparable value $44.95 to $49.95
(1204)
Only a few left
Lava Tunnels Swim Trunks
New!
TravisMathew

Lava Tunnels Swim Trunks

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(1)
61mm Aviator Sunglasses
Cole Haan

61mm Aviator Sunglasses

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
(6)
Wallin Stretch Twill Chino Shorts (Regular & Big)
New!
14th & Union

Wallin Stretch Twill Chino Shorts (Regular & Big)

$16.23 – $29.97Current Price $16.23 to $29.97
(Up to 76% off select items)Up to 76% off select items.
$69.50Comparable value $69.50
(84)
Wish List Graphic Print T-Shirt
Billabong

Wish List Graphic Print T-Shirt

$14.97Current Price $14.97
(70% off)70% off.
$50.00Comparable value $50.00
51mm Novelty Round Sunglasses
Saint Laurent

51mm Novelty Round Sunglasses

$299.97Current Price $299.97
(43% off)43% off.
$535.00Comparable value $535.00
50mm Glitter Rim Round Sunglasses
BCBGeneration

50mm Glitter Rim Round Sunglasses

$19.97Current Price $19.97
(Up to 65% off)Up to 65% off.
$34.00 – $58.00Comparable value $34.00 to $58.00
(3)
Ganon Felted Wool Fedora
Bailey

Ganon Felted Wool Fedora

$99.97Current Price $99.97
(59% off)59% off.
$245.00Comparable value $245.00
Anchor Flip-Flop Sandal (Men)
Reef

Anchor Flip-Flop Sandal (Men)

$33.72 – $44.97Current Price $33.72 to $44.97
(Up to 43% off select items)Up to 43% off select items.
$60.00Comparable value $60.00
(10)
55mm Square Sunglasses
Saint Laurent

55mm Square Sunglasses

$189.97 – $199.97Current Price $189.97 to $199.97
(Up to 59% off)Up to 59% off.
$435.00 – $495.00Comparable value $435.00 to $495.00
(53)
Castal Cool Costa Check Short Sleeve Button-Up Shirt
New!
Tommy Bahama

Castal Cool Costa Check Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
Paradise Patch Graphic T-Shirt
DKNY SPORTSWEAR

Paradise Patch Graphic T-Shirt

$14.97Current Price $14.97
(62% off)62% off.
$39.50Comparable value $39.50
Only a few left
Piranha Swim Trunks
BOSS

Piranha Swim Trunks

$39.97Current Price $39.97
(42% off)42% off.
$69.00Comparable value $69.00
(1)
56mm Rectangular Sunglasses
rag & bone

56mm Rectangular Sunglasses

$33.47Current Price $33.47
(83% off)83% off.
$203.00Comparable value $203.00
Regular Fit Linen & Viscose Camp Shirt
New Markdown
Topman

Regular Fit Linen & Viscose Camp Shirt

$32.99Current Price $32.99
(45% off)45% off.
$59.99Previous Price $59.99
Boulder Stripe Polo
New Markdown
ICECREAM

Boulder Stripe Polo

$49.99Current Price $49.99
(56% off)56% off.
$115.00Comparable value $115.00
(1)
Only a few left
55mm Oval Sunglasses
rag & bone

55mm Oval Sunglasses

$59.97Current Price $59.97
(70% off)70% off.
$203.00Comparable value $203.00
4-Way Stretch Volley Swim Trunks
Vintage Summer

4-Way Stretch Volley Swim Trunks

$19.97Current Price $19.97
(59% off)59% off.
$49.00Comparable value $49.00
Stripe Short Sleeve Cardigan
New!
Faherty

Stripe Short Sleeve Cardigan

$53.97Current Price $53.97
(69% off)69% off.
$178.00Comparable value $178.00
(16)
Only a few left
Miller Pointers Graphic T-Shirt
New Markdown
The Forecast Agency

Miller Pointers Graphic T-Shirt

$11.87Current Price $11.87
(30% off)30% off.
$16.97Previous Price $16.97
(1)
Hybrid Stretch Shorts
BURNSIDE

Hybrid Stretch Shorts

$24.97Current Price $24.97
(43% off)43% off.
$44.00Comparable value $44.00
24-Ounce Standard Flex Cap Water Bottle
New Markdown
Hydro Flask

24-Ounce Standard Flex Cap Water Bottle

$14.98Current Price $14.98
(62% off)62% off.
$39.95Comparable value $39.95
(1246)
Micro Dot Tech Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Micro Dot Tech Short Sleeve Button-Up Shirt

$16.97Current Price $16.97
7-Inch Volley Swim Shorts
New!
Nike

7-Inch Volley Swim Shorts

$29.97Current Price $29.97
(48% off)48% off.
$58.00Comparable value $58.00
Espar Slide Sandal (Men)
Calvin Klein

Espar Slide Sandal (Men)

$39.97Current Price $39.97
(46% off)46% off.
$75.00Comparable value $75.00
(8)
Movement Monterrey Short Sleeve Button-Up Shirt
New!
Faherty

Movement Monterrey Short Sleeve Button-Up Shirt

$47.97 – $69.97Current Price $47.97 to $69.97
(Up to 69% off)Up to 69% off.
$158.00Comparable value $158.00
(50)
Gigi Solid Shorts
PINO BY PINOPORTE

Gigi Solid Shorts

$31.97Current Price $31.97
(75% off)75% off.
$128.00Comparable value $128.00
Jake Slim Fit Twill Pants
Mavi Jeans

Jake Slim Fit Twill Pants

$49.97Current Price $49.97
(49% off)49% off.
$98.00Comparable value $98.00
(1)
Ridge Silicone 27mm Apple Watch® Watchband
New!
Posh Tech

Ridge Silicone 27mm Apple Watch® Watchband

$8.97 – $13.00Current Price $8.97 to $13.00
(Up to 31% off select items)Up to 31% off select items.
$13.00Comparable value $13.00
Geo Print Stretch Cotton Shorts
New!
DENIM AND FLOWER

Geo Print Stretch Cotton Shorts

$19.97Current Price $19.97
Nova Wave Beach Cruiser Short Sleeve Stretch Cotton Button-Up Shirt
New!
Tommy Bahama

Nova Wave Beach Cruiser Short Sleeve Stretch Cotton Button-Up Shirt

$69.97Current Price $69.97
(55% off)55% off.
$158.00Comparable value $158.00
(6)
Roadster Check-In Large 30-Inch Spinner Suitcase
Porsche Design

Roadster Check-In Large 30-Inch Spinner Suitcase

$486.50Current Price $486.50
(30% off)30% off.
$695.00Comparable value $695.00
Way Out Swim Trunks
Volcom

Way Out Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
x BMW M Motorsport Stacked Lux Logo Graphic T-Shirt
PUMA

x BMW M Motorsport Stacked Lux Logo Graphic T-Shirt

$34.97Current Price $34.97
(22% off)22% off.
$45.00Comparable value $45.00
Only a few left
Geometric Short Sleeve Woven Button-Up Shirt
New!
Bugatchi

Geometric Short Sleeve Woven Button-Up Shirt

$64.97Current Price $64.97
(61% off)61% off.
$169.00Comparable value $169.00
Everyday Solid Volley Swim Trunks
Quiksilver

Everyday Solid Volley Swim Trunks

$29.97Current Price $29.97
(33% off)33% off.
$45.00Comparable value $45.00
Little America Backpack
New Markdown
Herschel Supply Co.

Little America Backpack

$74.96Current Price $74.96
(58% off)58% off.
$180.00Comparable value $180.00
(8)
Essentials Swim Trunks
adidas

Essentials Swim Trunks

$34.97Current Price $34.97
(22% off)22% off.
$45.00Comparable value $45.00
(7)
52mm Beveled Polarized Rectangular Wrap Sunglasses
Hurley

52mm Beveled Polarized Rectangular Wrap Sunglasses

$16.72 – $24.97Current Price $16.72 to $24.97
(Up to 65% off select items)Up to 65% off select items.
$48.00Comparable value $48.00
(2)
Running Dog Short Sleeve Denim Graphic Button-Up Shirt
New Markdown
ICECREAM

Running Dog Short Sleeve Denim Graphic Button-Up Shirt

$74.73Current Price $74.73
(54% off)54% off.
$165.00Comparable value $165.00
Classic 3-Piece Hardside Luggage Set
New!
bugatti

Classic 3-Piece Hardside Luggage Set

$159.97Current Price $159.97
(60% off)60% off.
$400.00Comparable value $400.00
Broward Short Sleeve Cotton Dress Shirt
Robert Graham

Broward Short Sleeve Cotton Dress Shirt

$79.97Current Price $79.97
(57% off)57% off.
$188.00Comparable value $188.00
GT 59mm Polarized Square Sunglasses
Sito Shades

GT 59mm Polarized Square Sunglasses

$39.97Current Price $39.97
(42% off)42% off.
$69.00Comparable value $69.00
58mm Pilot Sunglasses
TOM FORD

58mm Pilot Sunglasses

$179.97Current Price $179.97
(51% off)51% off.
$370.00Comparable value $370.00
Sea Island Stripe IslandZone® Performance Polo
New!
Tommy Bahama

Sea Island Stripe IslandZone® Performance Polo

$54.97 – $59.97Current Price $54.97 to $59.97
(Up to 53% off)Up to 53% off.
$118.00Comparable value $118.00
(53)
Cosmic Noise Graphic T-Shirt
Obey

Cosmic Noise Graphic T-Shirt

$19.97Current Price $19.97
(44% off)44% off.
$36.00Comparable value $36.00
Cruise 3.0 24-Inch Hardside Spinner Luggage
DELSEY

Cruise 3.0 24-Inch Hardside Spinner Luggage

$189.97Current Price $189.97
(62% off)62% off.
$500.00Comparable value $500.00
(14)
Belted Cotton Twill Cargo Shorts
XRAY

Belted Cotton Twill Cargo Shorts

$29.97Current Price $29.97
(37% off)37% off.
$48.00Comparable value $48.00
(28)
Relaxed Textured Camp Shirt
DENIM AND FLOWER

Relaxed Textured Camp Shirt

$19.97Current Price $19.97
(2)
Nautical Print Silk Suspenders
Trafalgar

Nautical Print Silk Suspenders

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
Club Nine 60mm Polarized Aviator Sunglasses
Nike

Club Nine 60mm Polarized Aviator Sunglasses

$84.97Current Price $84.97
(59% off)59% off.
$210.00Comparable value $210.00
(3)
Walton Short Sleeve Stretch Cotton Seersucker Button-Up Shirt
New!
AllSaints

Walton Short Sleeve Stretch Cotton Seersucker Button-Up Shirt

$89.97Current Price $89.97
(49% off)49% off.
$179.00Comparable value $179.00
Only a few left
Embroidered Trucker Hat
New!
San Diego Hat

Embroidered Trucker Hat

$16.97Current Price $16.97
(39% off)39% off.
$28.00Comparable value $28.00
Rea Out Of Bounds 20" Luggage
Reaction Kenneth Cole

Rea Out Of Bounds 20" Luggage

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
(1)
7-Inch Volley Swim Trunks
New!
Nike

7-Inch Volley Swim Trunks

$24.97 – $29.97Current Price $24.97 to $29.97
(Up to 55% off)Up to 55% off.
$56.00Comparable value $56.00
Chelsea 24-Inch Softside Spinner Luggage
Kenneth Cole

Chelsea 24-Inch Softside Spinner Luggage

$109.97Current Price $109.97
(66% off)66% off.
$330.00Comparable value $330.00
(1)
63mm Gradient Polarized Navigator Sunglasses
Carrera Eyewear

63mm Gradient Polarized Navigator Sunglasses

$59.97Current Price $59.97
(67% off)67% off.
$185.00Comparable value $185.00
(4)
Only a few left
Bahama Coast Rio Riviera IslandZone® Polo
New!
Tommy Bahama

Bahama Coast Rio Riviera IslandZone® Polo

$54.97 – $59.97Current Price $54.97 to $59.97
(Up to 53% off)Up to 53% off.
$118.00Comparable value $118.00
(32)
Nemes Monk Strap Sneaker (Men)
Magnanni

Nemes Monk Strap Sneaker (Men)

$142.98 – $219.97Current Price $142.98 to $219.97
(Up to 64% off select items)Up to 64% off select items.
$395.00 – $435.00Comparable value $395.00 to $435.00
(4)
Island Ambush Short Sleeve Button-Up Shirt
TravisMathew

Island Ambush Short Sleeve Button-Up Shirt

$49.97Current Price $49.97
(50% off)50% off.
$99.95Comparable value $99.95
56mm Rectangle Sunglasses
Gucci

56mm Rectangle Sunglasses

$219.97Current Price $219.97
(55% off)55% off.
$490.00Comparable value $490.00
Pirhana Abstract Floral Swim Trunks
BOSS

Pirhana Abstract Floral Swim Trunks

$39.97Current Price $39.97
(46% off)46% off.
$75.00Comparable value $75.00
Flat Front Solid Shorts
New!
DENIM AND FLOWER

Flat Front Solid Shorts

$19.97Current Price $19.97
61mm Aviator Sunglasses
New!
Saint Laurent

61mm Aviator Sunglasses

$199.97 – $209.97Current Price $199.97 to $209.97
(Up to 60% off)Up to 60% off.
$510.00Comparable value $510.00
(3)
Everyday Ditsy Floral Volley Swim Trunks
New!
Quiksilver

Everyday Ditsy Floral Volley Swim Trunks

$14.97Current Price $14.97
(69% off)69% off.
$49.00Comparable value $49.00
Only a few left
Go Coastal 2N1 7-Inch Swim Shorts
SAXX

Go Coastal 2N1 7-Inch Swim Shorts

$29.97Current Price $29.97
(50% off)50% off.
$60.00Comparable value $60.00
62mm Shield Sunglasses
DRAGON

62mm Shield Sunglasses

$29.97Current Price $29.97
(50% off)50% off.
$60.00Comparable value $60.00
(1)
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