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Men's Vacation & Resort Clothing, Shoes & Accessories

  • All Shop by Occasion
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3903 items
Assorted 2-Pack Quest Quick Dry Mesh Boxer Briefs
SAXX

Assorted 2-Pack Quest Quick Dry Mesh Boxer Briefs

$19.48Current Price $19.48
(68% off)68% off.
$61.00Comparable value $61.00
New Markdown
(6)
Tropic Isle Short Sleeve Button-Up Silk Camp Shirt
New
Tommy Bahama

Tropic Isle Short Sleeve Button-Up Silk Camp Shirt

$69.97Current Price $69.97
(40% off)40% off.
$118.00Comparable value $118.00
(448)
Only a few left
Orson Geo Print Short Sleeve Cotton Seersucker Button-Up Shirt
New
Bugatchi

Orson Geo Print Short Sleeve Cotton Seersucker Button-Up Shirt

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
Faux Leather Brim Fedora
San Diego Hat

Faux Leather Brim Fedora

$24.97Current Price $24.97
(26% off)26% off.
$34.00Comparable value $34.00
62mm Navigator Sunglasses
New
Kenneth Cole

62mm Navigator Sunglasses

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
(2)
UPF 50+ Hooded Rashguard
New
RVCA

UPF 50+ Hooded Rashguard

$19.97Current Price $19.97
(60% off)60% off.
$50.00Comparable value $50.00
Dorset Street Floral Short Sleeve Button-Up Shirt
New
Rodd & Gunn

Dorset Street Floral Short Sleeve Button-Up Shirt

$49.97Current Price $49.97
(60% off)60% off.
$128.00Comparable value $128.00
(1)
Only a few left
Short Sleeve Woven Shirt
New
14th & Union

Short Sleeve Woven Shirt

$34.97Current Price $34.97
(41% off)41% off.
$59.50Comparable value $59.50
Motor Graphic T-Shirt
New
RVCA

Motor Graphic T-Shirt

$16.97Current Price $16.97
(43% off)43% off.
$30.00Comparable value $30.00
Maresille Swim Trunks
New
AllSaints

Maresille Swim Trunks

$32.97Current Price $32.97
(69% off)69% off.
$109.00Comparable value $109.00
Only a few left
60mm Pilot Sunglasses
Gucci

60mm Pilot Sunglasses

$299.97Current Price $299.97
(45% off)45% off.
$550.00Comparable value $550.00
Only a few left
Stonegate 21-Inch Carry-On Hardside Luggage
Britbag

Stonegate 21-Inch Carry-On Hardside Luggage

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(2)
Didcot Seersucker Camp Shirt
Wax London

Didcot Seersucker Camp Shirt

$66.97Current Price $66.97
(55% off)55% off.
$150.00Comparable value $150.00
Dinkoe Cotton Shorts
HUGO

Dinkoe Cotton Shorts

$49.97Current Price $49.97
(58% off)58% off.
$119.00Comparable value $119.00
Tropic Driver Polo
New
Tommy Bahama

Tropic Driver Polo

$59.97Current Price $59.97
(49% off)49% off.
$118.00Comparable value $118.00
(59)
Ellerslie Short Sleeve Linen Button-Up Shirt
Rodd & Gunn

Ellerslie Short Sleeve Linen Button-Up Shirt

$14.99 – $96.00Current Price $14.99 to $96.00
(Up to 89% off)Up to 89% off.
$138.00Comparable value $138.00
(55)
Only a few left
Extra Large Elephant Patch Snapback Hat
Goorin Bros.

Extra Large Elephant Patch Snapback Hat

$19.97Current Price $19.97
(55% off)55% off.
$45.00Comparable value $45.00
58mm Round Sunglasses
Ray-Ban

58mm Round Sunglasses

$89.97Current Price $89.97
(48% off)48% off.
$175.00Comparable value $175.00
(31)
Andres 56mm Square Sunglasses
TOM FORD

Andres 56mm Square Sunglasses

$179.97Current Price $179.97
(59% off)59% off.
$445.00Comparable value $445.00
(8)
Thor 6686 Short Sleeve Polo
NN07

Thor 6686 Short Sleeve Polo

$75.97Current Price $75.97
(60% off)60% off.
$190.00Comparable value $190.00
Costa Wave Polo
New
Tommy Bahama

Costa Wave Polo

$44.97Current Price $44.97
(54% off)54% off.
$99.50Comparable value $99.50
(36)
Take Risks Club Polo
New
SANTO STUDIO

Take Risks Club Polo

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
Gavin Hook-and-Loop Sandal - Wide Width Available (Men)
New
Dr. Scholl's

Gavin Hook-and-Loop Sandal - Wide Width Available (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
On Par Vine Line 8 Shorts (Regular & Big)
Tommy Bahama

On Par Vine Line 8 Shorts (Regular & Big)

$19.49Current Price $19.49
(83% off)83% off.
$118.00Comparable value $118.00
New Markdown
(8)
Inner City Auto Club Graphic T-Shirt
HONOR THE GIFT

Inner City Auto Club Graphic T-Shirt

$29.97Current Price $29.97
(60% off)60% off.
$75.00Comparable value $75.00
59mm Oversized Sunglasses
Saint Laurent

59mm Oversized Sunglasses

$159.97Current Price $159.97
(59% off)59% off.
$395.00Comparable value $395.00
(6)
Payton Short Sleeve Knit Button-Up Shirt
rag & bone

Payton Short Sleeve Knit Button-Up Shirt

$109.97Current Price $109.97
(55% off)55% off.
$248.00Comparable value $248.00
54mm Rectangular Sunglasses
rag & bone

54mm Rectangular Sunglasses

$49.97Current Price $49.97
(75% off)75% off.
$203.00Comparable value $203.00
52mm Modified Rectangular Sunglasses
Lacoste

52mm Modified Rectangular Sunglasses

$59.97Current Price $59.97
(67% off)67% off.
$185.00Comparable value $185.00
(1)
Polka Dot Drawstring Shorts
New
HONOR THE GIFT

Polka Dot Drawstring Shorts

$29.97Current Price $29.97
(62% off)62% off.
$79.00Comparable value $79.00
3-Stripes 8-Inch Swim Shorts
adidas

3-Stripes 8-Inch Swim Shorts

$34.97Current Price $34.97
(22% off)22% off.
$45.00Comparable value $45.00
(5)
Only a few left
Tikal 31-Inch Hardside Spinner Luggage
Britbag

Tikal 31-Inch Hardside Spinner Luggage

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(2)
53mm Square Sunglasses
Valentino

53mm Square Sunglasses

$249.97Current Price $249.97
(54% off)54% off.
$550.00Comparable value $550.00
55mm Navigator Sunglasses
Carrera Eyewear

55mm Navigator Sunglasses

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(4)
Coastal Key Flat Front Shorts
New
Tommy Bahama

Coastal Key Flat Front Shorts

$34.97Current Price $34.97
(64% off)64% off.
$99.50Comparable value $99.50
Phil 54mm Square Sunglasses
Ray-Ban

Phil 54mm Square Sunglasses

$84.97Current Price $84.97
(52% off)52% off.
$178.00Comparable value $178.00
(7)
Huntington Frond Away 8 Swim Trunks
Tommy Bahama

Huntington Frond Away 8 Swim Trunks

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
(8)
Texture Short Sleeve Shirt
Cactus Man

Texture Short Sleeve Shirt

$14.96Current Price $14.96
(25% off)25% off.
$19.97Previous Price $19.97
New Markdown
Stripe Relax Fit Camp Shirt
DENIM AND FLOWER

Stripe Relax Fit Camp Shirt

$11.98Current Price $11.98
(40% off)40% off.
$19.97Previous Price $19.97
New Markdown
(1)
Sheepskin Genuine Shearling Trimmed Bucket Hat
UGG®

Sheepskin Genuine Shearling Trimmed Bucket Hat

$69.96 – $74.96Current Price $69.96 to $74.96
(Up to 56% off)Up to 56% off.
$160.00Comparable value $160.00
New Markdown
(7)
Stripe Cotton Blend Camp Shirt
DENIM AND FLOWER

Stripe Cotton Blend Camp Shirt

$19.97Current Price $19.97
(2)
Relaxed Fit Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Relaxed Fit Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
Cimarron 56mm Polarized Shield Sunglasses
Eco

Cimarron 56mm Polarized Shield Sunglasses

$54.97Current Price $54.97
(59% off)59% off.
$135.00Comparable value $135.00
x Kevin 'Spanky' Long Dayshift Stripe Cotton Graphic T-Shirt
New
RVCA

x Kevin 'Spanky' Long Dayshift Stripe Cotton Graphic T-Shirt

$17.97Current Price $17.97
(60% off)60% off.
$45.00Comparable value $45.00
Only a few left
Stonesfields 27-Inch Hardside Spinner Luggage
New
Britbag

Stonesfields 27-Inch Hardside Spinner Luggage

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
(1)
Read the Room 55mm Square Sunglasses
DEZI

Read the Room 55mm Square Sunglasses

$13.48 – $20.07Current Price $13.48 to $20.07
(Up to 82% off)Up to 82% off.
$75.00Comparable value $75.00
New Markdown
(1)
Musubi Woven Straw Hat
TravisMathew

Musubi Woven Straw Hat

$21.97Current Price $21.97
(45% off)45% off.
$39.95Comparable value $39.95
(13)
Coconut Point Ocean Escape Short Sleeve Button-Up Shirt
Tommy Bahama

Coconut Point Ocean Escape Short Sleeve Button-Up Shirt

$20.99Current Price $20.99
(83% off)83% off.
$128.00Comparable value $128.00
New Markdown
(7)
Only a few left
5-Inch Volley Swim Shorts
New
Nike

5-Inch Volley Swim Shorts

$24.97Current Price $24.97
(47% off)47% off.
$48.00Comparable value $48.00
Leaderboard Stretch Shorts
TravisMathew

Leaderboard Stretch Shorts

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 37% off)Up to 37% off.
$79.95Comparable value $79.95
(26)
7-Inch Volley Swim Shorts
New
Nike

7-Inch Volley Swim Shorts

$24.97Current Price $24.97
(52% off)52% off.
$53.00Comparable value $53.00
Roe 50mm Polarized Gradient Round Sunglasses
AQS

Roe 50mm Polarized Gradient Round Sunglasses

$54.97Current Price $54.97
(63% off)63% off.
$149.00Comparable value $149.00
Oasis Fade Ombré T-Shirt
New
Tommy Bahama

Oasis Fade Ombré T-Shirt

$39.97Current Price $39.97
(55% off)55% off.
$89.50Comparable value $89.50
(47)
Short Sleeve Linen & Cotton Button-Up Shirt
Original Penguin

Short Sleeve Linen & Cotton Button-Up Shirt

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
Beaded Shorts
New
HONOR THE GIFT

Beaded Shorts

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
Lorenzo Short Sleeve Button-Up Shirt
WESTZEROONE

Lorenzo Short Sleeve Button-Up Shirt

$16.49 – $24.73Current Price $16.49 to $24.73
(Up to 70% off)Up to 70% off.
$54.97Previous Price $54.97
(3)
Only a few left
Dexter 61mm Polarized Rectangular Sunglasses
Revo

Dexter 61mm Polarized Rectangular Sunglasses

$129.97Current Price $129.97
(56% off)56% off.
$299.00Comparable value $299.00
54mm Polarized Square Sunglasses
Maui Jim

54mm Polarized Square Sunglasses

$169.97Current Price $169.97
(48% off)48% off.
$329.99Comparable value $329.99
Rush Braided Straw Cowboy Hat
San Diego Hat

Rush Braided Straw Cowboy Hat

$16.07Current Price $16.07
(52% off)52% off.
$34.00Comparable value $34.00
(1)
Painter Shorts
New
STAN RAY

Painter Shorts

$35.97Current Price $35.97
(55% off)55% off.
$80.00Comparable value $80.00
Only a few left
El Fiestero Board Shorts
New
TravisMathew

El Fiestero Board Shorts

$49.97Current Price $49.97
(41% off)41% off.
$84.95Comparable value $84.95
(2)
Tracker Cargo Shorts
Hudson Jeans

Tracker Cargo Shorts

$89.97Current Price $89.97
(45% off)45% off.
$165.00Comparable value $165.00
(4)
Palm Street Board Shorts
RVCA

Palm Street Board Shorts

$29.97Current Price $29.97
(57% off)57% off.
$70.00Comparable value $70.00
Yorkville Bracelet Watch, 43mm
GEVRIL

Yorkville Bracelet Watch, 43mm

$819.97Current Price $819.97
(75% off)75% off.
$3,295.00Comparable value $3,295.00
59mm Round Sunglasses
Kenneth Cole

59mm Round Sunglasses

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
Out Of Bounds 24" Hardside Luggage
Kenneth Cole

Out Of Bounds 24" Hardside Luggage

$79.97Current Price $79.97
(66% off)66% off.
$240.00Comparable value $240.00
(685)
Panda Bear Beach Towel - Multi
APOLLO TOWELS

Panda Bear Beach Towel - Multi

$19.97Current Price $19.97
(4)
Only a few left
Didcot Open Weave Camp Shirt
Wax London

Didcot Open Weave Camp Shirt

$56.96Current Price $56.96
(62% off)62% off.
$150.00Comparable value $150.00
x Spitfire Cotton Graphic T-Shirt
Dickies

x Spitfire Cotton Graphic T-Shirt

$12.72Current Price $12.72
(49% off)49% off.
$24.99Comparable value $24.99
New Markdown
(7)
Only a few left
Island Cotton Graphic T-Shirt
New
RVCA

Island Cotton Graphic T-Shirt

$16.97Current Price $16.97
(43% off)43% off.
$30.00Comparable value $30.00
Harry Potter Ravenclaw Mascot Graphic T-Shirt
Monster Digital

Harry Potter Ravenclaw Mascot Graphic T-Shirt

$24.97Current Price $24.97
Loteria Swim Trunks
New
RVCA

Loteria Swim Trunks

$29.97Current Price $29.97
(57% off)57% off.
$70.00Comparable value $70.00
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