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Discover shipping and pickup options near you.

Men's Vacation & Resort Clothing

  • All Men
  • Under $100
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2420 items
Boracay® Island Stretch Cotton Chino Shorts (Regular & Big)
New

Tommy Bahama Boracay® Island Stretch Cotton Chino Shorts (Regular & Big)

$105Current Price $105
5(1)
Irving Short Sleeve Button-Up Shirt

Theory Irving Short Sleeve Button-Up Shirt

$195Current Price $195
5(1)
Geometric Jacquard Polo Sweater
New

Vince Geometric Jacquard Polo Sweater

$298Current Price $298
5(1)
Millwater Stretch Twill Shorts (Regular & Big)
New

Rodd & Gunn Millwater Stretch Twill Shorts (Regular & Big)

$99.50Current Price $99.50
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4.6(97)
Blush Bayou Silk Camp Shirt
New

Tommy Bahama Blush Bayou Silk Camp Shirt

$195Current Price $195
Melford Stripe Short Sleeve Cotton Blend Button-Up Shirt
New

Rodd & Gunn Melford Stripe Short Sleeve Cotton Blend Button-Up Shirt

$148Current Price $148
5(1)
Palmoa Fruit & Bird Print Swim Trunks

Peter Millar Palmoa Fruit & Bird Print Swim Trunks

$100Current Price $100
5(1)
Bungalow Water Repellent Swim Trunks

Fair Harbor Bungalow Water Repellent Swim Trunks

$76Current Price $76
Bahama Coast Wild Vines IslandZone® Short Sleeve Button-Up Shirt
New

Tommy Bahama Bahama Coast Wild Vines IslandZone® Short Sleeve Button-Up Shirt

$135Current Price $135
Prepster Corduroy Shorts
New

Polo Ralph Lauren Prepster Corduroy Shorts

$110Current Price $110
Vibe Swim Trunks

BOSS Vibe Swim Trunks

$65Current Price $65
Linen Blend Flat Front Pants
Nordstrom For Good

Nordstrom Linen Blend Flat Front Pants

$99.50Current Price $99.50
The Bungalow Water Repellent Swim Trunks
New

Fair Harbor The Bungalow Water Repellent Swim Trunks

$49.40 – $88Current Price $49.40 to $88
$76 – $88Previous Price $76 to $88
4.4(20)
Classic Fit Stripe Cotton T-Shirt
New

Polo Ralph Lauren Classic Fit Stripe Cotton T-Shirt

$55Current Price $55
Short Sleeve Bridge Button-Up Shirt
Nordstrom For Good

Vuori Short Sleeve Bridge Button-Up Shirt

$59 – $74Current Price $59 to $74
$74Previous Price $74
New Markdown
4.4(28)
Pointelle Rib 6-Inch Shorts
New

Polo Ralph Lauren Pointelle Rib 6-Inch Shorts

$125Current Price $125
Classic Flame Slub Cotton T-Shirt
New

rag & bone Classic Flame Slub Cotton T-Shirt

$58.80 – $98Current Price $58.80 to $98
$98Previous Price $98
5(1)
Oh Buoy 2N1 7-Inch Volley Swim Trunks
New

SAXX Oh Buoy 2N1 7-Inch Volley Swim Trunks

$70Current Price $70
Surfsucker Knit Short Sleeve Button-Up Shirt
New

johnnie-O Surfsucker Knit Short Sleeve Button-Up Shirt

$148Current Price $148
All Day 7-Inch Water Repellent Shorts
Nordstrom For Good

Faherty All Day 7-Inch Water Repellent Shorts

$108Current Price $108
4.7(210)
Uno Palm Cotton Graphic T-Shirt

Quiksilver Uno Palm Cotton Graphic T-Shirt

$29Current Price $29
Mason Short Sleeve Cotton Chambray Button-Up Work Shirt
New

AG Mason Short Sleeve Cotton Chambray Button-Up Work Shirt

$148Current Price $148
Burke Ribbed Knit Camp Shirt
New

7 Diamonds Burke Ribbed Knit Camp Shirt

$99Current Price $99
Sweat in Light Bilen Shorts
New

Theory Sweat in Light Bilen Shorts

$195Current Price $195
Peanuts® Tokyo Golf Cotton Graphic T-Shirt
New

The Forecast Agency Peanuts® Tokyo Golf Cotton Graphic T-Shirt

$35Current Price $35
Sunday Performance Shorts
New

Vuori Sunday Performance Shorts

$84Current Price $84
4.7(38)
Beach Coast Stretch Linen & Cotton Pants (Big & Tall)

Tommy Bahama Beach Coast Stretch Linen & Cotton Pants (Big & Tall)

$81.40 – $148Current Price $81.40 to $148
$148Previous Price $148
New Markdown
4.8(4)
Classic Fit Cotton Jersey Graphic T-Shirt
New

Polo Ralph Lauren Classic Fit Cotton Jersey Graphic T-Shirt

$65Current Price $65
Traveler Classic Print Swim Trunks
New

Polo Ralph Lauren Traveler Classic Print Swim Trunks

$98.50Current Price $98.50
Sawtooth Short Sleeve Snap-Up Shirt
New

Seager Co Sawtooth Short Sleeve Snap-Up Shirt

$70Current Price $70
Salem 7-Inch High Drape Performance Shorts
New

Peter Millar Salem 7-Inch High Drape Performance Shorts

$118Current Price $118
4.7(579)
Shadow Drawstring Shorts
New

RIZORT Shadow Drawstring Shorts

$79Current Price $79
Nova Wave Short Sleeve Seersucker Button-Up Shirt
New

Tommy Bahama Nova Wave Short Sleeve Seersucker Button-Up Shirt

$125Current Price $125
Charleston Khakis Pleated Chino Shorts

Berle Charleston Khakis Pleated Chino Shorts

$95Current Price $95
5(1)
Bermuda Origin Graphic T-Shirt
New

Malbon Golf Bermuda Origin Graphic T-Shirt

$68Current Price $68
Only a few left
Chip Shot IslandZone® Stretch Nylon Blend Ripstop Shorts
New

Tommy Bahama Chip Shot IslandZone® Stretch Nylon Blend Ripstop Shorts

$86.25 – $115Current Price $86.25 to $115
$115Previous Price $115
4.8(53)
OG Print Scallop Board Shorts

O'Neill OG Print Scallop Board Shorts

$74Current Price $74
Ditsy Floral Tech Jersey Golf Polo
New

G/FORE Ditsy Floral Tech Jersey Golf Polo

$120Current Price $120
Tequila Seas Swim Trunks
New

Peter Millar Tequila Seas Swim Trunks

$108Current Price $108
Traveler Classic Print Swim Trunks
New

Polo Ralph Lauren Traveler Classic Print Swim Trunks

$98.50Current Price $98.50
Georgia Solid Pima Cotton Polo
New

Robert Barakett Georgia Solid Pima Cotton Polo

$99.50Current Price $99.50
5(1)
Drive Time Performance Polo
New

Rhone Drive Time Performance Polo

$108Current Price $108
Printed Swim Shorts

Snapper Rock Printed Swim Shorts

$75 – $77Current Price $75 to $77
Vertical Stripe Cotton Piqué Zip Polo
New

Fred Perry Vertical Stripe Cotton Piqué Zip Polo

$145Current Price $145
Dalton Wool Blend Short Sleeve Knit Button-Up Shirt

rag & bone Dalton Wool Blend Short Sleeve Knit Button-Up Shirt

$164Current Price $164
$328Previous Price $328
New Markdown
Georgia Regular Fit V-Neck T-Shirt

Robert Barakett Georgia Regular Fit V-Neck T-Shirt

$69.50Current Price $69.50
4.6(194)
Quarter Zip Polo
New

Bugatchi Quarter Zip Polo

$149Current Price $149
Bay Swim Trunks
New

Reiss Bay Swim Trunks

$125Current Price $125
Crown Crafted Surge Performance Water Resistant Shorts (Regular & Big)

Peter Millar Crown Crafted Surge Performance Water Resistant Shorts (Regular & Big)

$128Current Price $128
4.4(105)
Wanderlust Chino 9-Inch Shorts

TravisMathew Wanderlust Chino 9-Inch Shorts

$89.95Current Price $89.95
4.7(462)
6-Inch Saturday Beach Shorts
New

Marine Layer 6-Inch Saturday Beach Shorts

$98Current Price $98
Elba Top Shelf Cotton Blend Piqué Polo
New

johnnie-O Elba Top Shelf Cotton Blend Piqué Polo

$138Current Price $138
Adams Flat Weekend Fit Short Sleeve Stretch Seersucker Button-Up Shirt
New

Rodd & Gunn Adams Flat Weekend Fit Short Sleeve Stretch Seersucker Button-Up Shirt

$148Current Price $148
Sand Wave Cotton Blend T-Shirt
New

Tommy Bahama Sand Wave Cotton Blend T-Shirt

$80Current Price $80
4.6(5)
Aleo Textured Wave Camp Shirt
New

Reiss Aleo Textured Wave Camp Shirt

$158Current Price $158
Strato Tech Tank
New

Vuori Strato Tech Tank

$48Current Price $48
5(13)
All Day 2.0 5-Inch Water Repellent Shorts
Nordstrom For Good

Faherty All Day 2.0 5-Inch Water Repellent Shorts

$108Current Price $108
4.7(40)
The Flock Parties 5.5-Inch Swim Trunks
New

Chubbies The Flock Parties 5.5-Inch Swim Trunks

$79.50Current Price $79.50
The Ozone Swim Trunks

Fair Harbor The Ozone Swim Trunks

$76Current Price $76
4.7(241)
Jack Stretch Twill Shorts
New

Threads 4 Thought Jack Stretch Twill Shorts

$68Current Price $68
Core Leopard Print Performance Polo
New

Bad Birdie Core Leopard Print Performance Polo

$88Current Price $88
Underground Swim Trunks
New

AllSaints Underground Swim Trunks

$119Current Price $119
Standard Fit TRVLR Traverse Stripe Short Sleeve Performance Button-Up Shirt

O'Neill Standard Fit TRVLR Traverse Stripe Short Sleeve Performance Button-Up Shirt

$74Current Price $74
EB66 Performance Golf Shorts

Peter Millar EB66 Performance Golf Shorts

$128Current Price $128
3.5(4)
Palmera Hybrid Shorts
New

Free Fly Palmera Hybrid Shorts

$84Current Price $84
5(3)
The Bungalow Water Repellent Swim Trunks

Fair Harbor The Bungalow Water Repellent Swim Trunks

$70.40Current Price $70.40
$88Previous Price $88
5(2)
Turritella Crown Swim Trunks

Peter Millar Turritella Crown Swim Trunks

$108Current Price $108
Paras Piqué Zip Polo

BOSS Paras Piqué Zip Polo

$159Current Price $159
Devyn Short Sleeve Shirt
New

UGG® Devyn Short Sleeve Shirt

$118Current Price $118
7-Inch Volley Swim Shorts
New

Nordstrom 7-Inch Volley Swim Shorts

$49Current Price $49
Whitewater Stripe Woven Organic Cotton Drawstring Shorts
Nordstrom For Good

Faherty Whitewater Stripe Woven Organic Cotton Drawstring Shorts

$118Current Price $118
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