Men's Vacation & Resort Wear

(500+)

Limited-Time Special
Tommy Hilfiger
Men's Modern-Fit Linen Sport Coat
$59.99 (80% off)
$295.00
(218)
Limited-Time Special
Tommy Hilfiger
Men's Modern Stretch Chambray Suit Separates
$28.75 - $90.00 (75% off)
$115.00 - $360.00
$123.75 Jacket and Pant
(412)
Limited-Time Special
Tommy Hilfiger
Men's Modern-Fit TH Flex Stretch Solid Performance Pants
$47.50 (50% off)
$95.00
(1,882)
Limited-Time Special
Michael Kors
Men's Classic-Fit Cotton-Blend Dress Pants
$29.99 (68% off)
$95.00
(139)
Sponsored
Calvin Klein
Men's 3-Pack Cotton Classics Knit Boxers Underwear
$46.00
(341)
Sponsored
Calvin Klein
Men's 3-Pack Cotton Classics Boxer Briefs Underwear
$46.00
(466)
Sponsored
Nautica
Men's Classic-Fit Stretch Flat-Front 6" Chino Deck Shorts
$59.50
(202)
Sponsored
Nautica
Men's Classic-Fit Solid Crew Neck Pocket T-Shirt
$34.50
(420)
Polo Ralph Lauren
Men's Custom Slim Polo Bear Mesh Polo Shirt
Now $59.13 (60% off)
$148.00
(14)
Limited-Time Special
Tommy Hilfiger
Men's Modern-Fit Pure Linen Pant
$39.99 (68% off)
$125.00
(147)
Clearance
Tommy Hilfiger
Men's Modern-Fit Linen Pants
Now $50.00 (60% off)
$125.00
(195)
Clearance
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
$53.70 - $98.50
Select items on sale
(346)
Calvin Klein Steel
NEW! Calvin Klein Men's Slim Fit French Cuff Dress Shirt
$89.50
Bonus Offer With Purchase
(4)
Clearance
Kenneth Cole Reaction
Men's Slim-Fit Linen Pants
Now $38.00 (60% off)
$95.00
(69)
Limited-Time Special
Bar III
Men's Slim-Fit Linen Suit Separates, Exclusively at Macy's
$17.25 - $54.00 (85% off)
$115.00 - $360.00
(261)
Alfani
Men's Grayson Lace-Up Sneakers, Created for Macy's
$59.99
(597)
Sponsored
Calvin Klein
Men's 5-Pack Cotton Classic Boxer Briefs Underwear
$69.50
(1,330)
Sponsored
Oakley
Men's Sutro Collection Sunglasses, OO9406
$203.00
(39)
Sponsored
Versace
Unisex Biggie Sunglasses, VE4361
$384.00
(155)
Clearance
Sponsored
Dockers
Men's Ultimate Supreme Flex Stretch Solid 9.5" Shorts
$29.99 - $30.00 (50% off)
$60.00
(944)
Club Room
Men's Regular-Fit 9" 4-Way Stretch Shorts, Created for Macy's
$19.23 - $55.00
Select items on sale
(814)
Limited-Time Special
Nautica
Men's Modern-Fit Linen Dress Pants
$39.99 (58% off)
$95.00
(97)
Limited-Time Special
Perry Ellis Portfolio
Men's Webbed Leather-Trim Belt
$20.99 (58% off)
$49.50
(266)
Polo Ralph Lauren
Men's 3-Pack Classic Cotton Boxer Briefs
$49.50
(430)
Calvin Klein
Men's Regular-Fit Quick-Dry 5" Swim Trunks with Compression Short Liner
$59.50
(28)
Jockey
Men's 4-Pack Cotton Tank Tops
$32.00
(691)
Clearance
Lacoste
Men's Slim Fit Short Sleeve Ribbed Polo Shirt
$66.00 - $110.00
Select items on sale
(134)
Lacoste
Men's Relaxed-Fit Waffle-Fabric Shorts
$110.00
Polo Ralph Lauren
Men's Big Pony Custom Slim Fit Mesh Polo
$120.00
(356)
Polo Ralph Lauren
Men's Relaxed Fit Twill 10" Short
$98.50
(313)
HUGO by Hugo Boss
Men's Loose-Fit Button-Down Twill Shirt
$99.00
(6)
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
(50)
Clearance
Polo Ralph Lauren
Men's Classic Fit Soft Cotton Polo
$69.99 - $118.00
Select items on sale
(636)
Polo Ralph Lauren
Men's Classic-Fit Mesh Polo
$110.00 - $118.00
(1,745)
Clearance
Polo Ralph Lauren
Washed Jersey Tank
Now $29.70 (40% off)
$49.50
(15)
Polo Ralph Lauren
Men's Classic-Fit Polo Bear Jersey T-Shirt
Now $29.93 (60% off)
$75.00
(20)
Clearance
Alfani
Men's Ottoman Short Sleeve Textured Quarter-Zip Polo Shirt, Exclusively at Macy's
$27.50 - $60.00
Select items on sale
(95)
Polo Ralph Lauren
Men's Big & Tall Classic Fit V-Neck T-Shirt
$59.50
(139)
Hugo Boss
Men's Nylsho French Terry Drawstring 12" Shorts
$89.00
(6)
Clearance
Levi's
Men's 469 Relaxed Fit 12" Jean Shorts
Now $29.70 (40% off)
$49.50
(20)
Clearance
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
Now $49.99 (44% off)
$89.50
(202)
Polo Ralph Lauren
Men's Classic Chino Cap
$49.50
(60)
Limited-Time Special
Perry Ellis Portfolio
Perry Ellis Men's Portfolio Modern-Fit Linen/Cotton Solid Dress Pants
$39.99 (58% off)
$95.00
(108)
Dolce&Gabbana
Men's Sunglasses, DG6184
$354.00
(20)
Clearance
Nike
Men's Legend Dri-FIT Sleeveless Fitness T-Shirt
$21.00 - $30.00
Select items on sale
(72)
Clearance
Lacoste
Men's Slim-Fit Bermuda Shorts
Now $58.80 (40% off)
$98.00
(4)
COACH
Men's High Line Lace-up Closure Sneaker
$125.00
(62)
Clearance
Lacoste
Men's Classic Fit Short Sleeve Polo Shirt
$66.00 - $110.00
Select items on sale
(373)
Club Room
Men's Quick-Dry Performance Colorblocked Stripe 7" Swim Trunks, Created for Macy's
$45.00
(654)
Clearance
Polo Ralph Lauren
Men's Classic-Fit Print Mesh Polo Shirt
Now $69.99 (44% off)
$125.00
(24)
Clearance
Levi's
Men's Flex 412 Slim Fit 5 Pocket 9" Jean Shorts
$29.70 - $49.50
Select items on sale
(308)
Clearance
PGA TOUR
Men's 7" Golf Shorts with Active Waistband
$32.50 - $65.00
Select items on sale
(37)
Polo Ralph Lauren
Unisex US Open Reversible Bucket Hat
$66.99 (25% off)
$89.50
RL x US Open Collection
Polo Ralph Lauren
Men's 3-Pack Classic Undershirts
$49.50
(1,070)
Lands' End
Men's SunShade UPF 50 Long Sleeve Swim Tee Cooling Rash Guard
$30.22 - $54.95
$54.95
(46)
Clearance
BOSS by Hugo Boss
Men's Logo 6" Swim Trunks, Created for Macy's
$29.00 - $55.00
Select items on sale
(86)
Clearance
Tommy Bahama
Men's Beach Coast Flat-Front Linen 9" Shorts
Now $59.70 (40% off)
$99.50
(2)
Polo Ralph Lauren
Men's Classic-Fit V Neck T-Shirt
$55.00
(522)
Clearance
Polo Ralph Lauren
Men's Classic-Fit Performance Polo Shirt
Now $69.99 (36% off)
$110.00
(146)
Clearance
Alfani
8" Tech Shorts, Created for Macy's
$19.93 - $55.00
Select items on sale
(118)
Clearance
Polo Ralph Lauren
Unisex Wimbledon Classic-Fit Stretch Polo Shirt
Now $100.80 (40% off)
$168.00
(1)
Clearance
Sperry
Men's Freeboard Flat Sandals
Now $21.00 (40% off)
$35.00
Lands' End
Men's Relaxed Linen Shirt
$53.97 - $89.95
$89.95
Cubavera
Men's 100% Linen Short Sleeve 4 Pocket Guayabera Shirt
$115.00
(346)

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