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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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3931 items
San Raphael IslandZone® Performance Half Zip Polo
New!
Tommy Bahama

San Raphael IslandZone® Performance Half Zip Polo

$44.97 – $54.97Current Price $44.97 to $54.97
(Up to 54% off)Up to 54% off.
$99.50Comparable value $99.50
60mm Aviator Sunglasses
BOSS

60mm Aviator Sunglasses

$69.97Current Price $69.97
(58% off)58% off.
$170.00Comparable value $170.00
Seven-Inch Volley Swim Trunks
New!
Nike

Seven-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
Juan 56mm Rectangular Sunglasses
TOM FORD

Juan 56mm Rectangular Sunglasses

$179.97Current Price $179.97
(63% off)63% off.
$490.00Comparable value $490.00
Lagoon Print Camp Shirt
New!
Ksubi

Lagoon Print Camp Shirt

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Adrenaline 66mm Rectangular Sunglasses
Nike

Adrenaline 66mm Rectangular Sunglasses

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
(12)
60mm C-DBL Navigator Sunglasses
Ray-Ban

60mm C-DBL Navigator Sunglasses

$89.97Current Price $89.97
(58% off)58% off.
$215.00Comparable value $215.00
(55)
Turtle Print Swim Shorts
Vintage Summer

Turtle Print Swim Shorts

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
Gender Inclusive Baya II Flip Flop
CROCS

Gender Inclusive Baya II Flip Flop

$19.97Current Price $19.97
(33% off)33% off.
$29.99Comparable value $29.99
(182)
Rio Breeze Short Sleeve Polo
New Markdown
Tommy Bahama

Rio Breeze Short Sleeve Polo

$14.99 – $49.97Current Price $14.99 to $49.97
(Up to 84% off select items)Up to 84% off select items.
$99.50Comparable value $99.50
(51)
Guideview Trek Sandal (Men)
New!
Clarks®

Guideview Trek Sandal (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
56mm Oval Sunglasses
Versace

56mm Oval Sunglasses

$109.97Current Price $109.97
(76% off)76% off.
$463.00Comparable value $463.00
(1)
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)
On Par Pina Putt Putt Shorts (Regular & Big)
New Markdown
Tommy Bahama

On Par Pina Putt Putt Shorts (Regular & Big)

$45.47Current Price $45.47
(61% off)61% off.
$118.00Comparable value $118.00
(1)
Core Volley Ombré Swim Trunks
DKNY

Core Volley Ombré Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(2)
55mm Rectangular Sunglasses
Cole Haan

55mm Rectangular Sunglasses

$39.97Current Price $39.97
(59% off)59% off.
$98.00Comparable value $98.00
Madrid 2-Piece Hardside Luggage Set
New!
bugatti

Madrid 2-Piece Hardside Luggage Set

$159.97Current Price $159.97
(60% off)60% off.
$400.00Comparable value $400.00
Tay Pointelle Knit Short Sleeve Zip-Up Shirt
New!
Reiss

Tay Pointelle Knit Short Sleeve Zip-Up Shirt

$90.97Current Price $90.97
(49% off)49% off.
$180.00Comparable value $180.00
(1)
Bayaband Clog (Unisex)
CROCS

Bayaband Clog (Unisex)

$15.98 – $39.97Current Price $15.98 to $39.97
(Up to 73% off select items)Up to 73% off select items.
$59.99Comparable value $59.99
(3718)
Core Volley Gradient Dot Swim Trunks
Calvin Klein

Core Volley Gradient Dot Swim Trunks

$24.97Current Price $24.97
(58% off)58% off.
$59.50Comparable value $59.50
(10)
Desert Riviera Linen Half Button Shirt
New!
Tommy Bahama

Desert Riviera Linen Half Button Shirt

$69.97Current Price $69.97
(49% off)49% off.
$138.00Comparable value $138.00
(4)
Ery Swim Trunks
BOSS

Ery Swim Trunks

$39.97Current Price $39.97
(41% off)41% off.
$68.00Comparable value $68.00
(1)
Betts Graphic Baseball Jersey
New Markdown
ICECREAM

Betts Graphic Baseball Jersey

$63.23Current Price $63.23
(61% off)61% off.
$165.00Comparable value $165.00
20-Inch Hardside Carry-On Luggage
SWISSGEAR

20-Inch Hardside Carry-On Luggage

$129.97Current Price $129.97
(49% off)49% off.
$255.00Comparable value $255.00
R1 OTG 63mm Snow Goggles with Bonus Lens
DRAGON

R1 OTG 63mm Snow Goggles with Bonus Lens

$79.97Current Price $79.97
(57% off)57% off.
$190.00Comparable value $190.00
(4)
Only a few left
River 25-Inch Hardside Spinner Luggage
Original Penguin

River 25-Inch Hardside Spinner Luggage

$69.97Current Price $69.97
(75% off)75% off.
$280.00Comparable value $280.00
Classic Fit Plaid Short Sleeve Button-Down Oxford Shirt
Polo Ralph Lauren

Classic Fit Plaid Short Sleeve Button-Down Oxford Shirt

$54.97Current Price $54.97
(52% off)52% off.
$115.00Comparable value $115.00
(2)
57mm Square Sunglasses
FERRAGAMO

57mm Square Sunglasses

$79.97 – $89.97Current Price $79.97 to $89.97
(Up to 66% off)Up to 66% off.
$239.00Comparable value $239.00
(29)
51mm Cat Eye Sunglasses
Gucci

51mm Cat Eye Sunglasses

$179.97Current Price $179.97
(33% off)33% off.
$270.00Comparable value $270.00
(1)
Crinkled Textured Short Sleeve Shirt
New Markdown
DENIM AND FLOWER

Crinkled Textured Short Sleeve Shirt

$10.98Current Price $10.98
(45% off)45% off.
$19.97Previous Price $19.97
(1)
Ace Tropic Solid Performance Polo
New Markdown
Tommy Bahama

Ace Tropic Solid Performance Polo

$42.23Current Price $42.23
(64% off)64% off.
$118.00Comparable value $118.00
(28)
Only a few left
Renegade 20” Lightweight Hardside Expandable Carry-On Luggage
New!
Kenneth Cole

Renegade 20” Lightweight Hardside Expandable Carry-On Luggage

$79.97Current Price $79.97
(66% off)66% off.
$240.00Comparable value $240.00
(1)
Dayton Paper Straw Fedora
Bailey

Dayton Paper Straw Fedora

$79.97Current Price $79.97
(42% off)42% off.
$138.00Comparable value $138.00
(1)
Volley Swim Shorts
Vintage Summer

Volley Swim Shorts

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
Only a few left
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
Floral Print Linen & Cotton Blend Button-Up Shirt
RANEES

Floral Print Linen & Cotton Blend Button-Up Shirt

$89.97Current Price $89.97
(52% off)52% off.
$189.00Comparable value $189.00
Las Mantas Stripe Linen Button-Up Shirt
New!
Tommy Bahama

Las Mantas Stripe Linen Button-Up Shirt

$64.97Current Price $64.97
(52% off)52% off.
$138.00Comparable value $138.00
(17)
Dark Horse Patch Snapback Baseball Cap
New!
Goorin Bros.

Dark Horse Patch Snapback Baseball Cap

$19.97Current Price $19.97
(55% off)55% off.
$45.00Comparable value $45.00
(1)
Printed Camp Shirt
RANEES

Printed Camp Shirt

$49.97Current Price $49.97
(44% off)44% off.
$89.99Comparable value $89.99
Arizona Slim Fit Flat Front Chino Shorts
34 Heritage

Arizona Slim Fit Flat Front Chino Shorts

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
Crown Santa Barbara Palm Swim Trunks
Peter Millar

Crown Santa Barbara Palm Swim Trunks

$39.97Current Price $39.97
(63% off)63% off.
$110.00Comparable value $110.00
(1)
Square Sunglasses
New!
Gucci

Square Sunglasses

$189.97Current Price $189.97
(50% off)50% off.
$385.00Comparable value $385.00
Boyd Flip Flop Sandal (Men)
VANCE CO

Boyd Flip Flop Sandal (Men)

$29.97Current Price $29.97
(48% off)48% off.
$57.99Comparable value $57.99
White With Navy Blue Stripes Short Sleeve Button-Up Shirt
New!
DENIM AND FLOWER

White With Navy Blue Stripes Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
Barreda Sneaker (Men)
adidas

Barreda Sneaker (Men)

$49.97Current Price $49.97
(23% off)23% off.
$65.00Comparable value $65.00
(1)
Beach Break Board Shorts
TravisMathew

Beach Break Board Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(7)
Logo Mesh Trucker Hat
HVMAN

Logo Mesh Trucker Hat

$29.97Current Price $29.97
(38% off)38% off.
$49.00Comparable value $49.00
Retro 56mm Polarized Square Sunglasses
Hurley

Retro 56mm Polarized Square Sunglasses

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
(3)
Sly Stallione Horse Patch Trucker Hat
Goorin Bros.

Sly Stallione Horse Patch Trucker Hat

$22.97Current Price $22.97
(54% off)54% off.
$50.00Comparable value $50.00
(3)
Only a few left
Last Call Short Sleeve Button-Up Shirt
Tommy Bahama

Last Call Short Sleeve Button-Up Shirt

$59.97Current Price $59.97
(49% off)49% off.
$118.00Comparable value $118.00
(23)
Open Stitch Shirt
DENIM AND FLOWER

Open Stitch Shirt

$19.97Current Price $19.97
(1)
Tule 57mm Square Polarized Sunglasses
Eco

Tule 57mm Square Polarized Sunglasses

$54.97Current Price $54.97
(59% off)59% off.
$135.00Comparable value $135.00
59mm Polarized Aviator Sunglasses
Versace

59mm Polarized Aviator Sunglasses

$99.97 – $109.97Current Price $99.97 to $109.97
(Up to 64% off)Up to 64% off.
$278.00Comparable value $278.00
(14)
Men's Lake Powell Stretch Shorts
TravisMathew

Men's Lake Powell Stretch Shorts

$54.97Current Price $54.97
(35% off)35% off.
$84.95Comparable value $84.95
(14)
Adilette Slide Sandal (Men)
adidas

Adilette Slide Sandal (Men)

$16.23 – $27.97Current Price $16.23 to $27.97
(Up to 53% off select items)Up to 53% off select items.
$35.00Comparable value $35.00
(13717)
Gender Inclusive Logo Slide Sandal
New!
CROCS

Gender Inclusive Logo Slide Sandal

$16.97Current Price $16.97
(32% off)32% off.
$24.99Comparable value $24.99
(48)
Dolphin Swim Trunks
BOSS

Dolphin Swim Trunks

$34.97Current Price $34.97
(46% off)46% off.
$65.00Comparable value $65.00
Serve Slide Sandal (Men)
Lacoste

Serve Slide Sandal (Men)

$24.97Current Price $24.97
(37% off)37% off.
$40.00Comparable value $40.00
(25)
Sunchi Swim Trunks
BOSS

Sunchi Swim Trunks

$39.97Current Price $39.97
(41% off)41% off.
$68.00Comparable value $68.00
Colorblock Cotton Polo
DENIM AND FLOWER

Colorblock Cotton Polo

$19.97Current Price $19.97
(2)
Snappers Elastic Waist 5.5 Inch Stretch Shorts
Vintage 1946

Snappers Elastic Waist 5.5 Inch Stretch Shorts

$39.97Current Price $39.97
(32% off)32% off.
$59.50Comparable value $59.50
(14)
Short Sleeve Knit Button-Up Shirt
New Markdown
Scotch & Soda

Short Sleeve Knit Button-Up Shirt

$52.47Current Price $52.47
(64% off)64% off.
$148.00Comparable value $148.00
Logo Embroidered Swim Trunks
HONOR THE GIFT

Logo Embroidered Swim Trunks

$39.97Current Price $39.97
(59% off)59% off.
$99.00Comparable value $99.00
(1)
53mm Round Sunglasses
Maui Jim

53mm Round Sunglasses

$169.97Current Price $169.97
(39% off)39% off.
$279.00Comparable value $279.00
Chambray Camp Collar Shirt
FRAME

Chambray Camp Collar Shirt

$78.97Current Price $78.97
(60% off)60% off.
$198.00Comparable value $198.00
Les Lunettes Capri 55mm Cat Eye Sunglasses
New!
Jacquemus

Les Lunettes Capri 55mm Cat Eye Sunglasses

$159.97Current Price $159.97
(36% off)36% off.
$250.00Comparable value $250.00
Only a few left
63mm Polarized Rectangular Sunglasses
Fossil

63mm Polarized Rectangular Sunglasses

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
56mm Square Sunglasses
McQueen

56mm Square Sunglasses

$169.97Current Price $169.97
(53% off)53% off.
$365.00Comparable value $365.00
Pinstripe Denim Shorts
New Markdown
ICECREAM

Pinstripe Denim Shorts

$71.48Current Price $71.48
(55% off)55% off.
$160.00Comparable value $160.00
Irving Stripe Shorts
rag & bone

Irving Stripe Shorts

$99.97Current Price $99.97
(59% off)59% off.
$248.00Comparable value $248.00
Golf Club Cotton Graphic T-Shirt
Goodie Two Sleeves

Golf Club Cotton Graphic T-Shirt

$19.97Current Price $19.97
(39% off)39% off.
$32.97Comparable value $32.97
Industrial Cargo Shorts
New Markdown
Off-White

Industrial Cargo Shorts

$162.48Current Price $162.48
(78% off)78% off.
$755.00Comparable value $755.00
Only a few left
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