Men's Vacation & Resort Wear

(500+)

Clearance
Tommy Hilfiger
Men's Modern-Fit Linen Pants
Now $50.00 (60% off)
$125.00
(175)
Tommy Hilfiger
Men's Modern-Fit TH Flex Stretch Solid Performance Pants
$95.00
(1,821)
Clearance
Tommy Hilfiger
Men's Modern-Fit Linen Sport Coat
Now $129.99 (56% off)
$295.00
(201)
Nautica
Classic-Fit 8.5” Stretch Chino Flat-Front Deck Short
$59.50
(373)
Limited-Time Special
Sponsored
Calvin Klein
Men's 5-Pack Cotton Classic Boxer Briefs Underwear
$39.99 (42% off)
$69.50
(1,300)
Limited-Time Special
Sponsored
Calvin Klein
Men's 3-Pack Cotton Classics Knit Boxers Underwear
$29.99 (35% off)
$46.00
(334)
Limited-Time Special
Sponsored
Calvin Klein
Men's 3-Pack Cotton Classics Boxer Briefs Underwear
$29.99 (35% off)
$46.00
(453)
Sponsored
Polo Ralph Lauren
Men's Big & Tall The Iconic Mesh Polo Shirt
$125.00
(143)
Michael Kors
Men's Classic-Fit Cotton-Blend Dress Pants
$95.00
(120)
Perry Ellis Portfolio
Men's Webbed Leather-Trim Belt
$49.50
coupon excluded
(248)
Clearance
Dockers
Men's Ultimate Supreme Flex Stretch Solid 9.5" Shorts
$29.99 - $30.00 (50% off)
$60.00
(925)
Clearance
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
Now $49.99 (44% off)
$89.50
(181)
Clearance
Polo Ralph Lauren
Men's Classic Fit Soft Cotton Polo
$69.99 - $118.00
Select items on sale
(592)
Polo Ralph Lauren
Men's Short-Sleeve Linen Button-Up
$125.00
(86)
Clearance
Alfani
Men's Ottoman Short Sleeve Textured Quarter-Zip Polo Shirt, Exclusively at Macy's
$27.50 - $60.00
Select items on sale
(83)
Clearance
BOSS by Hugo Boss
Men's Lee Drawstring 5.3" Swim Trunks, Created for Macy's
$29.00 - $58.00
Select items on sale
(44)
Sponsored
Polo Ralph Lauren
Unisex US Open Reversible Bucket Hat
$89.50
RL x US Open Collection
Sponsored
Tommy Hilfiger
Men's Cotton Classic Fit 1985 Polo
$69.50
(909)
Sponsored
Tommy Hilfiger
Men's 1985 Slim Fit Polo Shirt
$69.50
(632)
Sponsored
Tommy Hilfiger
Men's Essential Solid Pocket T-Shirt
$39.50
(26)
Alfani
Men's Grayson Lace-Up Sneakers, Created for Macy's
$59.99
(584)
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
$89.50 - $98.50
(324)
Cubavera
Men's Pick Stitch Panel Short Sleeve Button-Down Shirt
$60.00
(318)
Polo Ralph Lauren
Men's Relaxed Fit Twill 10" Short
$98.50
(308)
Tommy Hilfiger
Men's Modern Stretch Chambray Suit Separates
$115.00 - $360.00
(399)
Clearance
Calvin Klein
Men's Slim Fit Short Sleeve Solid Stretch Button-Front Shirt
Now $47.40 (40% off)
$79.00
(43)
Clearance
Calvin Klein
Men's Core Euro Regular-Fit Quick-Dry 5" Swim Trunks with Compression Short Liner
$14.83 - $59.50
Select items on sale
(46)
Clearance
Bar III
Men's Slim-Fit Linen Suit Separates, Exclusively at Macy's
Now $54.00 - $144.00 (60% off)
$135.00 - $360.00
(29)
Clearance
Calvin Klein
Men's Logo Elastic Waist Modern Euro 5" Volley Swim Trunks
$14.83 - $59.50
Select items on sale
(54)
Clearance
Tommy Bahama
Men's Sand Desert Linen Blend Short-Sleeve Button-Down Shirt
Now $70.80 (40% off)
$118.00
(9)
Club Room
Men's Short Sleeve Button-Down Oxford Shirt, Created for Macy's
$49.50
(42)
Clearance
Kenneth Cole Reaction
Men's Slim-Fit Linen Pants
Now $38.00 (60% off)
$95.00
(60)
Nautica
Men's Classic-Fit Stretch Flat-Front 6" Chino Deck Shorts
$59.50
(199)
Clearance
Lucky Brand
Men's Short Sleeve Seersucker Button-Front Camp Shirt
$41.70 - $69.50
Select items on sale
(3)
Polo Ralph Lauren
Core Classic Sport Cap
$49.50 - $55.00
(588)
Club Room
Men's 100% Linen Shirt, Created for Macy's
$65.00
(262)
Sperry
Men's Classic Authentic Original 2-Eye Boat Shoe
$100.00 - $120.00
(45)
Lucky Brand
Men's Linen Short Sleeve Button Down Shirt
$59.50
(57)
Lacoste
Men's Bayliss 119 1 U Sneakers
$98.00
(204)
Clearance
Alfani
Men's Owen Pocket Shirt, Exclusively at Macy's
$27.50 - $60.00
Select items on sale
(16)
Polo Ralph Lauren
Men's Classic-Fit Mesh Polo
$110.00 - $118.00
(1,728)
Clearance
Polo Ralph Lauren
Men's Classic-Fit Performance Polo Shirt
Now $69.99 (36% off)
$110.00
(142)
Clearance
Under Armour
Men's Tech Polo T-Shirt
$27.00 - $45.00
Select items on sale
(2,493)
Club Room
Men's Regular-Fit 9" 4-Way Stretch Shorts, Created for Macy's
$55.00
coupon excluded
(777)
Perry Ellis Portfolio
Men's Woven Belts
$49.50
(274)
Calvin Klein
Men's Regular-Fit Quick-Dry 5" Swim Trunks with Compression Short Liner
$59.50
(21)
Nautica
Men's Oxford Short-Sleeve Shirt
$69.50
(24)
Polo Ralph Lauren
Men's Classic-Fit V Neck T-Shirt
$55.00
(506)
Limited-Time Special
Jockey
Men's 4-Pack Cotton Tank Tops
$19.20 (40% off)
$32.00
(673)
Clearance
The North Face
Men's Short Sleeve Evolution Box Fit T-shirt
$24.50 - $35.00
Select items on sale
(29)
Clearance
Alfani
8" Tech Shorts, Created for Macy's
$19.93 - $50.00
Select items on sale
(106)
Tommy Hilfiger
Men's Modern-Fit Pure Linen Pant
$125.00
(147)
Limited-Time Special
Gold Toe
Men's 8-Pack Athletic Quarter Socks
$14.99 (42% off)
$26.00
(602)
Polo Ralph Lauren
Men's 3-Pack Classic Cotton Boxer Briefs
$49.50
(424)
Cubavera
Men's 100% Linen Short Sleeve 4 Pocket Guayabera Shirt
$115.00
(345)
Polo Ralph Lauren
Men's Classic-Fit Short-Sleeve Oxford Shirt
$120.00
(95)
Limited-Time Special
Levi's
Men's Flex 412 Slim Fit 5 Pocket 9" Jean Shorts
$29.99 (39% off)
$49.50
(294)
Clearance
Polo Ralph Lauren
Men's Classic-Fit Print Mesh Polo Shirt
Now $69.99 (44% off)
$125.00
(20)
Club Room
Men's Solid Jersey Polo with Pocket, Created for Macy's
Now $13.13 (62% off)
$34.50
(157)
Nautica
Men's Modern-Fit Linen Dress Pants
$95.00
(92)
Versace
Unisex Sunglasses, VE4361 Biggie
$384.00
Buy 1, Get 2nd 40% off
(154)
Clearance
Polo Ralph Lauren
Men's Custom Slim Fit Big Pony Mesh Polo Shirt
Now $79.99 (36% off)
$125.00
(33)
Clearance
BOSS by Hugo Boss
Men's Logo 6" Swim Trunks, Created for Macy's
$29.00 - $55.00
Select items on sale
(82)
Polo Ralph Lauren
Men's 3-Pack Classic Undershirts
$49.50
(1,054)
PGA TOUR
Men's Moisture Wicking Active Waistband 9" Golf Shorts
$65.00
(88)

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