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Vacation Essentials for Men

  • All Shop by Occasion
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3521 items
Bailey Floral Golf Polo
Swannies

Bailey Floral Golf Polo

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
(2)
Fontana Flip Flop (Men)
VANCE CO

Fontana Flip Flop (Men)

$29.97Current Price $29.97
(16% off)16% off.
$35.99Comparable value $35.99
Cotton Gauze Short Sleeve Button-Up Camp Shirt
Original Penguin

Cotton Gauze Short Sleeve Button-Up Camp Shirt

$29.96Current Price $29.96
(68% off)68% off.
$95.00Comparable value $95.00
(3)
55mm Wrap Sunglasses
Gucci

55mm Wrap Sunglasses

$299.97Current Price $299.97
(Up to 68% off)Up to 68% off.
$870.00 – $945.00Comparable value $870.00 to $945.00
BB Diamond Wall Graphic T-Shirt
Black Owned/Founded
Billionaire Boys Club

BB Diamond Wall Graphic T-Shirt

$54.97Current Price $54.97
(21% off)21% off.
$70.00Comparable value $70.00
Coconut Point Marlin Mania Short Sleeve Button-Up Shirt
Tommy Bahama

Coconut Point Marlin Mania Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(49% off)49% off.
$128.00Comparable value $128.00
Short Sleeve Button-Up Shirt
INDUSTRY REPUBLIC CLOTHING

Short Sleeve Button-Up Shirt

$22.97Current Price $22.97
(60% off)60% off.
$58.00Comparable value $58.00
53mm Gradient Round Sunglasses
Carrera Eyewear

53mm Gradient Round Sunglasses

$59.97Current Price $59.97
(70% off)70% off.
$200.00Comparable value $200.00
55mm Square Sunglasses
Gucci

55mm Square Sunglasses

$199.97Current Price $199.97
(41% off)41% off.
$340.00Comparable value $340.00
Winters Wool Felt Fedora
Bailey

Winters Wool Felt Fedora

$108.97Current Price $108.97
(43% off)43% off.
$193.00Comparable value $193.00
Naples Palazzo Patchwork Swim Trunks
New!
Tommy Bahama

Naples Palazzo Patchwork Swim Trunks

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
Logo Sleeveless UPF 40+ Rashguard
Calvin Klein

Logo Sleeveless UPF 40+ Rashguard

$19.97Current Price $19.97
(32% off)32% off.
$29.50Comparable value $29.50
Gannett 27-Inch Hardside Luggage
Britbag

Gannett 27-Inch Hardside Luggage

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(1)
Only a few left
Flock Logo Graphic T-Shirt
KARL LAGERFELD PARIS

Flock Logo Graphic T-Shirt

$29.97Current Price $29.97
(49% off)49% off.
$59.00Comparable value $59.00
Round Sunglasses
Modo

Round Sunglasses

$119.97Current Price $119.97
(56% off)56% off.
$275.00Comparable value $275.00
Position Palms 5 O'Clock IslandZone® Piqué Polo (Big & Tall)
Tommy Bahama

Position Palms 5 O'Clock IslandZone® Piqué Polo (Big & Tall)

$54.97Current Price $54.97
(57% off)57% off.
$128.00Comparable value $128.00
Jaws II Swim Shorts
Rainforest

Jaws II Swim Shorts

$19.97Current Price $19.97
(71% off)71% off.
$69.00Comparable value $69.00
Stonegate 31-Inch Hardside Luggage
Britbag

Stonegate 31-Inch Hardside Luggage

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(2)
Cotton Ripstop Cargo Shorts
Carhartt Work In Progress

Cotton Ripstop Cargo Shorts

$64.97Current Price $64.97
(49% off)49% off.
$128.00Comparable value $128.00
(1)
Only a few left
64mm Mod Wrap Polarized Sunglasses
Hurley

64mm Mod Wrap Polarized Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Apero Floral Short Sleeve Button-Up Shirt
Quiksilver

Apero Floral Short Sleeve Button-Up Shirt

$29.97Current Price $29.97
(46% off)46% off.
$56.00Comparable value $56.00
(3)
BB Curve Drawstring Shorts
New!
Billionaire Boys Club

BB Curve Drawstring Shorts

$84.97Current Price $84.97
(32% off)32% off.
$125.00Comparable value $125.00
53mm Square Sunglasses
Gucci

53mm Square Sunglasses

$299.97Current Price $299.97
(41% off)41% off.
$515.00Comparable value $515.00
Cotton Graphic T-Shirt
New!
BOSS

Cotton Graphic T-Shirt

$29.97Current Price $29.97
(49% off)49% off.
$59.00Comparable value $59.00
Fish Finder Short Sleeve Cotton Button-Up Shirt
Tori Richard

Fish Finder Short Sleeve Cotton Button-Up Shirt

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
Harper 28-Inch Expandable Luggage
CALPAK

Harper 28-Inch Expandable Luggage

$109.97Current Price $109.97
(60% off)60% off.
$275.00Comparable value $275.00
(1)
Surveyor Boat Shoe (Men)
New!
Sperry

Surveyor Boat Shoe (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
Sunwashed Board Shorts
Faherty

Sunwashed Board Shorts

$59.97Current Price $59.97
(49% off)49% off.
$118.00Comparable value $118.00
63mm Polarized Rectangular Sunglasses
Fossil

63mm Polarized Rectangular Sunglasses

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
Bahama Coast Sands IslandZone® Button-Up Shirt (Big & Tall)
Tommy Bahama

Bahama Coast Sands IslandZone® Button-Up Shirt (Big & Tall)

$64.97Current Price $64.97
(52% off)52% off.
$138.00Comparable value $138.00
49mm Polarized Tapered Round Sunglasses
Cole Haan

49mm Polarized Tapered Round Sunglasses

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
(32)
Coconut Point Hibiscus Shores Short Sleeve Button-Up Shirt
Tommy Bahama

Coconut Point Hibiscus Shores Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(49% off)49% off.
$128.00Comparable value $128.00
(1)
Voyager 21-Inch Hardside Spinner Carry-On Luggage
Porsche Design

Voyager 21-Inch Hardside Spinner Carry-On Luggage

$299.97Current Price $299.97
(39% off)39% off.
$495.00Comparable value $495.00
Featherweight Flouri Polo
TravisMathew

Featherweight Flouri Polo

$59.97Current Price $59.97
(42% off)42% off.
$104.95Comparable value $104.95
Fort Point Volley Swim Trunks
Hurley

Fort Point Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
Burnout Dobby Button-Up Shirt
WEATHERPROOF VINTAGE

Burnout Dobby Button-Up Shirt

$34.97Current Price $34.97
(53% off)53% off.
$75.00Comparable value $75.00
Miami Ice Swim Trunks
Scotch & Soda

Miami Ice Swim Trunks

$29.97Current Price $29.97
(61% off)61% off.
$78.00Comparable value $78.00
Lei in Paradise IslandZone® Short Sleeve Silk Blend Button-Up Shirt
Tommy Bahama

Lei in Paradise IslandZone® Short Sleeve Silk Blend Button-Up Shirt

$79.97Current Price $79.97
(45% off)45% off.
$148.00Comparable value $148.00
(2)
61mm Modified Rectangular Sunglasses
KARL LAGERFELD

61mm Modified Rectangular Sunglasses

$49.97Current Price $49.97
(71% off)71% off.
$175.00Comparable value $175.00
Solid Swim Trunks
Bugatchi

Solid Swim Trunks

$39.97Current Price $39.97
(73% off)73% off.
$149.00Comparable value $149.00
Relaxed Fit Stripe Textured Camp Shirt
Cactus Man

Relaxed Fit Stripe Textured Camp Shirt

$19.97Current Price $19.97
(1)
Byrd Silicone Strap Watch, 44mm
Black Owned/Founded
SPGBK Watches

Byrd Silicone Strap Watch, 44mm

$79.99Current Price $79.99
(4)
Chase Swim Trunks
Carhartt Work In Progress

Chase Swim Trunks

$38.97 – $42.97Current Price $38.97 to $42.97
(Up to 54% off)Up to 54% off.
$85.00Comparable value $85.00
Only a few left
Coastline Cord Leaf Print Cotton Corduroy Button-Up Shirt
Tommy Bahama

Coastline Cord Leaf Print Cotton Corduroy Button-Up Shirt

$69.97Current Price $69.97
(49% off)49% off.
$138.00Comparable value $138.00
BB Outer Limit Distressed Cutoff Denim Shorts (Comet Black)
New!
Billionaire Boys Club

BB Outer Limit Distressed Cutoff Denim Shorts (Comet Black)

$129.97Current Price $129.97
(29% off)29% off.
$185.00Comparable value $185.00
BB Camo Cotton Twill Cargo Shorts
New!
Billionaire Boys Club

BB Camo Cotton Twill Cargo Shorts

$114.97Current Price $114.97
(30% off)30% off.
$165.00Comparable value $165.00
Onyx Waterproof Belt Bag
CHAMPS

Onyx Waterproof Belt Bag

$49.97Current Price $49.97
(50% off)50% off.
$99.99Comparable value $99.99
(1)
Easy Textured Linen Blend Shorts
New!
Obey

Easy Textured Linen Blend Shorts

$29.97Current Price $29.97
(60% off)60% off.
$75.00Comparable value $75.00
Waiheke Original Fit Short Sleeve Linen Button-Up Shirt
Rodd & Gunn

Waiheke Original Fit Short Sleeve Linen Button-Up Shirt

$38.98 – $64.97Current Price $38.98 to $64.97
(Up to 69% off select items)Up to 69% off select items.
$128.00Comparable value $128.00
(8)
Read the Room 55mm Square Sunglasses
DEZI

Read the Room 55mm Square Sunglasses

$29.97Current Price $29.97
(60% off)60% off.
$75.00Comparable value $75.00
Kaleidoscope Print Swim Trunks
Black Friday Deal
TailorByrd

Kaleidoscope Print Swim Trunks

$26.99Current Price $26.99
(61% off)61% off.
$69.50Comparable value $69.50
Wrestle Cotton Jersey Graphic T-Shirt
Black Owned/Founded
ICECREAM

Wrestle Cotton Jersey Graphic T-Shirt

$84.97Current Price $84.97
(26% off)26% off.
$115.00Comparable value $115.00
Veracruz Cay Paradise Pajaro Short Sleeve Button-Up Shirt (Big & Tall)
Tommy Bahama

Veracruz Cay Paradise Pajaro Short Sleeve Button-Up Shirt (Big & Tall)

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
Flying Axis 20" Spinner Suitcase
Kenneth Cole

Flying Axis 20" Spinner Suitcase

$79.97Current Price $79.97
(66% off)66% off.
$240.00Comparable value $240.00
(41)
Pinch Crown Fedora
San Diego Hat

Pinch Crown Fedora

$24.97Current Price $24.97
(35% off)35% off.
$39.00Comparable value $39.00
Castle Valley 21-Inch Carry-On Luggage
TRAVELERS CHOICE

Castle Valley 21-Inch Carry-On Luggage

$209.97Current Price $209.97
(43% off)43% off.
$369.99Comparable value $369.99
SuperLite 3 Baseball Cap
adidas

SuperLite 3 Baseball Cap

$22.97Current Price $22.97
(17% off)17% off.
$28.00Comparable value $28.00
(233)
Tee Side Holder Golf Cap
San Diego Hat

Tee Side Holder Golf Cap

$19.97Current Price $19.97
(41% off)41% off.
$34.00Comparable value $34.00
54mm Square Sunglasses
TOM FORD

54mm Square Sunglasses

$179.97Current Price $179.97
(56% off)56% off.
$415.00Comparable value $415.00
Stripe Cotton Jersey Polo
Original Penguin

Stripe Cotton Jersey Polo

$44.97Current Price $44.97
(59% off)59% off.
$110.00Comparable value $110.00
Charles Deco Print Short Sleeve Cotton Button-Up Shirt (Nordstrom Exclusive)
Peter Millar

Charles Deco Print Short Sleeve Cotton Button-Up Shirt (Nordstrom Exclusive)

$69.97Current Price $69.97
(54% off)54% off.
$155.00Comparable value $155.00
Norton Shorts
DKNY SPORTSWEAR

Norton Shorts

$24.97Current Price $24.97
(64% off)64% off.
$69.50Comparable value $69.50
(6)
Ganon Felted Wool Fedora
Bailey

Ganon Felted Wool Fedora

$99.97Current Price $99.97
(59% off)59% off.
$245.00Comparable value $245.00
Dive Graphic T-Shirt
New!
ICECREAM

Dive Graphic T-Shirt

$49.97Current Price $49.97
(28% off)28% off.
$70.00Comparable value $70.00
60mm Navigator Sunglasses
GUESS

60mm Navigator Sunglasses

$29.97Current Price $29.97
(45% off)45% off.
$54.99Comparable value $54.99
50mm Square Sunglasses
Gucci

50mm Square Sunglasses

$199.97Current Price $199.97
(54% off)54% off.
$435.00Comparable value $435.00
(1)
Stripe Print Seersucker Short Sleeve Shirt
Greg Norman

Stripe Print Seersucker Short Sleeve Shirt

$19.99Current Price $19.99
(75% off)75% off.
$79.95Comparable value $79.95
BB Flagship Stargate Drawstring Cargo Pants
Black Owned/Founded
Billionaire Boys Club

BB Flagship Stargate Drawstring Cargo Pants

$154.97Current Price $154.97
(24% off)24% off.
$205.00Comparable value $205.00
53mm Square Sunglasses
Montblanc

53mm Square Sunglasses

$149.97Current Price $149.97
(62% off)62% off.
$395.00Comparable value $395.00
Serene Cotton & Linen Short Sleeve Button-Up Shirt
New!
FORET

Serene Cotton & Linen Short Sleeve Button-Up Shirt

$57.97Current Price $57.97
(55% off)55% off.
$130.00Comparable value $130.00
(1)
Only a few left
Sprint 5-Inch Perforated Shorts
Z by Zella

Sprint 5-Inch Perforated Shorts

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(1)
Huntington Frond Away 8 Swim Trunks
New!
Tommy Bahama

Huntington Frond Away 8 Swim Trunks

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
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