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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
  • Casual Weekend
  • Concert & Festival Outfits
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4720 items
New Party Breezer Linen Long Sleeve Button-Up Shirt
Tommy Bahama

New Party Breezer Linen Long Sleeve Button-Up Shirt

$64.97Current Price $64.97
(40% off)40% off.
$110.00Comparable value $110.00
(33)
Party Breezer Short Sleeve Woven Shirt
Tommy Bahama

Party Breezer Short Sleeve Woven Shirt

$34.99 – $59.97Current Price $34.99 to $59.97
(Up to 64% off select items)Up to 64% off select items.
$99.50Comparable value $99.50
(161)
Dockside Dobby Short Sleeve Button-Up Shirt
Tommy Bahama

Dockside Dobby Short Sleeve Button-Up Shirt

$64.97Current Price $64.97
(50% off)50% off.
$130.00Comparable value $130.00
(8)
Cabo Bay Pocket T-Shirt
Tommy Bahama

Cabo Bay Pocket T-Shirt

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(200)
Tropica Dreams Linen Pants
Tommy Bahama

Tropica Dreams Linen Pants

$64.97Current Price $64.97
(34% off)34% off.
$99.50Comparable value $99.50
(22)
Looper Long Sleeve Sun T-Shirt
New
Billabong

Looper Long Sleeve Sun T-Shirt

$24.97Current Price $24.97
(64% off)64% off.
$70.00Comparable value $70.00
Shoreline Surf Polo
Tommy Bahama

Shoreline Surf Polo

$19.98 – $39.97Current Price $19.98 to $39.97
(Up to 79% off select items)Up to 79% off select items.
$99.50Comparable value $99.50
(870)
Solid Modal Blend Short Sleeve Shirt
TailorByrd

Solid Modal Blend Short Sleeve Shirt

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
(3)
Sun-Sational Stretch Pull-On Shorts
Union

Sun-Sational Stretch Pull-On Shorts

$24.47 – $34.97Current Price $24.47 to $34.97
(Up to 58% off select items)Up to 58% off select items.
$59.50Comparable value $59.50
New Markdown
(12)
Paradiso Short Sleeve T-Shirt
New
Tommy Bahama

Paradiso Short Sleeve T-Shirt

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(85)
Pacifica Linen Blend Pull-On Pants
New
Union

Pacifica Linen Blend Pull-On Pants

$39.97Current Price $39.97
(42% off)42% off.
$69.50Comparable value $69.50
(3)
Thresher Classic Fit Solid Short Sleeve Cotton Seersucker Button-Up Shirt
Robert Graham

Thresher Classic Fit Solid Short Sleeve Cotton Seersucker Button-Up Shirt

$89.97Current Price $89.97
(52% off)52% off.
$188.00Comparable value $188.00
Sandwood Waffle Stitch Shorts
Barbour

Sandwood Waffle Stitch Shorts

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Baja Bay Swim Trunks
Tommy Bahama

Baja Bay Swim Trunks

$44.97Current Price $44.97
(54% off)54% off.
$99.50Comparable value $99.50
(10)
Dri-FIT Form 7-Inch Athletic Shorts
Top Deal
Nike

Dri-FIT Form 7-Inch Athletic Shorts

Add to Bag or Wish List to see price(62)
Grand View Short Sleeve Button-Up Shirt
Tommy Bahama

Grand View Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(49% off)49% off.
$118.00Comparable value $118.00
(42)
Ulele Flip Flop (Men)
OluKai

Ulele Flip Flop (Men)

Add to Bag or Wish List to see price(108)
Laurito Beach Cotton & Linen Polo
Tommy Bahama

Laurito Beach Cotton & Linen Polo

$38.97 – $49.97Current Price $38.97 to $49.97
(Up to 64% off)Up to 64% off.
$110.00Comparable value $110.00
(5)
Tropical Beach Linen & Cotton Shorts
New
Tommy Bahama

Tropical Beach Linen & Cotton Shorts

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
Slub Cotton Camp Shirt
rag & bone

Slub Cotton Camp Shirt

$79.97Current Price $79.97
(52% off)52% off.
$168.00Comparable value $168.00
(1)
Sunday Palms UPF 50+ T-Shirt
New
Quiksilver

Sunday Palms UPF 50+ T-Shirt

$19.97Current Price $19.97
(66% off)66% off.
$60.00Comparable value $60.00
Fornillo Classic Fit Stripe Short Sleeve Button-Up Shirt
Robert Graham

Fornillo Classic Fit Stripe Short Sleeve Button-Up Shirt

$99.97Current Price $99.97
(49% off)49% off.
$198.00Comparable value $198.00
(1)
Three Crosses Garment Dyed T-Shirt
Scotch & Soda

Three Crosses Garment Dyed T-Shirt

$34.97Current Price $34.97
(39% off)39% off.
$58.00Comparable value $58.00
Brewer Organic Cotton Camp Shirt
John Varvatos

Brewer Organic Cotton Camp Shirt

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
(1)
Hybrid Volley Swim Trunks
DKNY

Hybrid Volley Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(9)
Hickman Solid T-Shirt
New
Robert Barakett

Hickman Solid T-Shirt

$29.97Current Price $29.97
(56% off)56% off.
$69.50Comparable value $69.50
(18)
Short Sleeve Polo
New
Theory

Short Sleeve Polo

$59.97 – $64.97Current Price $59.97 to $64.97
(Up to 58% off)Up to 58% off.
$125.00 – $145.00Comparable value $125.00 to $145.00
(58)
Provence Check Cotton Seersucker Camp Shirt
Vince

Provence Check Cotton Seersucker Camp Shirt

$119.97Current Price $119.97
(47% off)47% off.
$228.00Comparable value $228.00
Condesa Canyon Organic Cotton Polo Shirt
Tommy Bahama

Condesa Canyon Organic Cotton Polo Shirt

$39.97 – $49.97Current Price $39.97 to $49.97
(Up to 55% off)Up to 55% off.
$89.50Comparable value $89.50
(14)
7-Inch Volley Swim Shorts
Nike

7-Inch Volley Swim Shorts

$29.97Current Price $29.97
(43% off)43% off.
$53.00Comparable value $53.00
Cargo Shorts (Regular & Big)
XRAY

Cargo Shorts (Regular & Big)

$24.97 – $29.97Current Price $24.97 to $29.97
(Up to 56% off)Up to 56% off.
$58.00Comparable value $58.00
(62)
Kyoto Desert Slide Sandal (Men)
Birkenstock

Kyoto Desert Slide Sandal (Men)

$99.97Current Price $99.97
(35% off)35% off.
$155.00Comparable value $155.00
(13)
Brewer Cotton Camp Shirt
New
John Varvatos

Brewer Cotton Camp Shirt

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
Command Cargo Shorts
Hurley

Command Cargo Shorts

$24.97Current Price $24.97
(Up to 58% off)Up to 58% off.
$58.00 – $60.00Comparable value $58.00 to $60.00
(27)
Swiftwater Mesh Deck Sandal (Men)
CROCS

Swiftwater Mesh Deck Sandal (Men)

$39.97Current Price $39.97
(33% off)33% off.
$60.00Comparable value $60.00
(1)
Allport Classic Short Sleeve Performance Button-Up Shirt
Quiksilver

Allport Classic Short Sleeve Performance Button-Up Shirt

$22.47 – $29.97Current Price $22.47 to $29.97
(Up to 61% off select items)Up to 61% off select items.
$59.00Comparable value $59.00
New Markdown
(1)
Bay Stripe IslandZone® Performance Polo
Tommy Bahama

Bay Stripe IslandZone® Performance Polo

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 54% off)Up to 54% off.
$110.00Comparable value $110.00
(30)
Top Sail 9" Shorts
Tommy Bahama

Top Sail 9" Shorts

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
(104)
Western Short Sleeve Shirt
Lucky Brand

Western Short Sleeve Shirt

$34.97Current Price $34.97
(49% off)49% off.
$69.50Comparable value $69.50
(96)
Classic Cotton Slub Jersey Henley
New
rag & bone

Classic Cotton Slub Jersey Henley

$49.97Current Price $49.97
(60% off)60% off.
$128.00Comparable value $128.00
(5)
Cotton & Modal Polo
14th & Union

Cotton & Modal Polo

$8.42 – $16.23Current Price $8.42 to $16.23
(Up to 82% off)Up to 82% off.
$49.50Comparable value $49.50
(17)
Bondi 8 Running Shoe (Men)
HOKA

Bondi 8 Running Shoe (Men)

$119.97Current Price $119.97
(27% off)27% off.
$165.00Comparable value $165.00
(246)
Fish Sun Tank
New
Billabong

Fish Sun Tank

$19.97Current Price $19.97
(71% off)71% off.
$70.00Comparable value $70.00
454 Relaxed Denim Shorts (My Best Album)
New
Levi's

454 Relaxed Denim Shorts (My Best Album)

$39.97Current Price $39.97
(27% off)27% off.
$54.95Comparable value $54.95
City & Sun Herringbone Shorts
New
Tommy Bahama

City & Sun Herringbone Shorts

$54.97Current Price $54.97
(50% off)50% off.
$110.00Comparable value $110.00
(1)
Sunny Seaside Volley Swim Trunks
New
Hurley

Sunny Seaside Volley Swim Trunks

$24.97Current Price $24.97
(50% off)50% off.
$50.00Comparable value $50.00
(1)
54mm Polarized Wayfarer Sunglasses
Ray-Ban

54mm Polarized Wayfarer Sunglasses

$89.97Current Price $89.97
(53% off)53% off.
$195.00Comparable value $195.00
(802)
Essentials Arizona Waterproof Slide Sandal (Men)
New
Birkenstock

Essentials Arizona Waterproof Slide Sandal (Men)

$29.96 – $49.95Current Price $29.96 to $49.95
(Up to 40% off select items)Up to 40% off select items.
$49.95Previous Price $49.95
(760)
Taco Sun T-Shirt
New
Billabong

Taco Sun T-Shirt

$24.97Current Price $24.97
(64% off)64% off.
$70.00Comparable value $70.00
Yacht Club Cotton Mesh Polo
New
Polo Ralph Lauren

Yacht Club Cotton Mesh Polo

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
Regular Fit Short Sleeve Stretch Cotton Button-Down Shirt
Brooks Brothers

Regular Fit Short Sleeve Stretch Cotton Button-Down Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
Shoreline Short Sleeve Button-Up Shirt
New
Quiksilver

Shoreline Short Sleeve Button-Up Shirt

$29.97Current Price $29.97
(44% off)44% off.
$54.00Comparable value $54.00
(3)
Linen Polo
New
Faherty

Linen Polo

$69.97 – $74.97Current Price $69.97 to $74.97
(Up to 58% off)Up to 58% off.
$168.00Comparable value $168.00
(16)
Ponti Short Sleeve Polo
New
BOSS

Ponti Short Sleeve Polo

$69.97Current Price $69.97
(55% off)55% off.
$159.00Comparable value $159.00
Breeze Short Sleeve Button-Down Shirt
New
Faherty

Breeze Short Sleeve Button-Down Shirt

$69.97 – $84.97Current Price $69.97 to $84.97
(Up to 55% off)Up to 55% off.
$158.00Comparable value $158.00
(105)
Cabana Surf Stripe Terry Cloth Polo
Faherty

Cabana Surf Stripe Terry Cloth Polo

$54.97 – $59.97Current Price $54.97 to $59.97
(Up to 57% off)Up to 57% off.
$128.00Comparable value $128.00
(16)
Arizona Slide Sandal (Men)
Birkenstock

Arizona Slide Sandal (Men)

$117.95Current Price $117.95
(303)
Hilo Waterproof Weekend Bag
Rains

Hilo Waterproof Weekend Bag

$49.97Current Price $49.97
(Up to 60% off)Up to 60% off.
$110.00 – $125.00Comparable value $110.00 to $125.00
(18)
Bahama Coast Palm Pointed IslandZone® Short Sleeve Button-Up Shirt
Tommy Bahama

Bahama Coast Palm Pointed IslandZone® Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(4)
Slice Stretch Cotton Shorts
New
BOSS

Slice Stretch Cotton Shorts

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
(2)
Cotton Crewneck T-Shirt
New
Vince

Cotton Crewneck T-Shirt

$11.24 – $49.97Current Price $11.24 to $49.97
(Up to 87% off select items)Up to 87% off select items.
$88.00Comparable value $88.00
(1)
Movement Short Sleeve Button-Up Shirt
New
Faherty

Movement Short Sleeve Button-Up Shirt

$29.98 – $79.97Current Price $29.98 to $79.97
(Up to 79% off select items)Up to 79% off select items.
$148.00Comparable value $148.00
(64)
Coastal Home Long Sleeve Rashguard
New
Billabong

Coastal Home Long Sleeve Rashguard

$24.97 – $29.97Current Price $24.97 to $29.97
(Up to 64% off)Up to 64% off.
$70.00Comparable value $70.00
Mogami Terra Slide Sandal (Men)
Birkenstock

Mogami Terra Slide Sandal (Men)

$99.95 – $104.95Current Price $99.95 to $104.95
(5)
Matthew Stripe Pocket T-Shirt
rag & bone

Matthew Stripe Pocket T-Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
Welsh Grip Craft Leather Slip-On ( Men)
New
Hey Dude

Welsh Grip Craft Leather Slip-On ( Men)

$34.97 – $44.97Current Price $34.97 to $44.97
(50% off)50% off.
$69.99 – $89.99Comparable value $69.99 to $89.99
(1)
Fruit by the Fruit Stripe Short Sleeve Cotton Graphic Button-Up Shirt
Black Owned/Founded
ICECREAM

Fruit by the Fruit Stripe Short Sleeve Cotton Graphic Button-Up Shirt

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(1)
Surf Print Classic Fit Camp Shirt
Polo Ralph Lauren

Surf Print Classic Fit Camp Shirt

$79.97Current Price $79.97
(52% off)52% off.
$168.00Comparable value $168.00
Jacquard Knit Short Sleeve Button-Up Shirt
New
Madewell

Jacquard Knit Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(38% off)38% off.
$98.00Comparable value $98.00
(8)
Exotica Graphic Tank
New
RVCA

Exotica Graphic Tank

$14.97Current Price $14.97
(46% off)46% off.
$28.00Comparable value $28.00
(1)
Cabana Terry Cloth Camp Shirt
Faherty

Cabana Terry Cloth Camp Shirt

$69.97Current Price $69.97
(55% off)55% off.
$158.00Comparable value $158.00
(7)
Only a few left
Bali Breeze Linen Button-Up Shirt
Tommy Bahama

Bali Breeze Linen Button-Up Shirt

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
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