Men's Vacation & Resort Wear

(2,132)

men's vacation

Tommy Hilfiger
Men's Modern-Fit TH Flex Stretch Solid Performance Pants
$95.00
Sale $71.42
30% off use: FRIEND
With offer $49.99
(1,546)
Calvin Klein
Men's 5-Pack Cotton Classic Boxer Briefs Underwear
$69.50
Sale $55.60
30% off use: FRIEND
With offer $38.92
(1,169)
Polo Ralph Lauren
Men's Shorts, 10.5" Classic Gellar Cargos
$98.50
30% off use: FRIEND
With offer $68.95
(284)
Waterman
Men's Shonan Hawaiian Shirt
$89.00
30% off use: FRIEND
With offer $62.30
(40)
Alfani
Men's Textured Polo Shirt, Exclusively at Macy's
$55.00
Sale $45.99
30% off use: FRIEND
With offer $32.19
(40)
Polo Ralph Lauren
Men's Textured Cotton-Linen Sweater
$125.00
30% off use: FRIEND
With offer $87.50
(30)
Tommy Hilfiger
Men's Modern-Fit Linen Sport Coat
$295.00
Sale $169.99
30% off use: FRIEND
With offer $118.99
(49)
Nautica
Men's Linen Solid-Color Short-Sleeve Classic-Fit Shirt
$79.50
Sale $66.99
30% off use: FRIEND
With offer $46.89
(9)
Michael Kors
Men's Classic-Fit Linen-Blend Sport Coat
$295.00
Sale $179.99
30% off use: FRIEND
With offer $125.99
(56)
Polo Ralph Lauren
Men's Classic-Fit Polo Bear Jersey T-Shirt
$69.50
30% off use: FRIEND
With offer $48.65
(19)
Michael Kors
Men's Classic-Fit Wool Blend Sport Coats
$375.00
Sale $225.00
30% off use: FRIEND
With offer $157.50
(49)
Michael Kors
Men's Classic-Fit Cotton-Blend Dress Pants
$95.00
Sale $71.42
30% off use: FRIEND
With offer $49.99
(46)
Polo Ralph Lauren
Men's Relaxed Fit Twill 10" Short
$89.50
30% off use: FRIEND
With offer $62.65
(251)
Polo Ralph Lauren
Men's Big Pony Custom Slim Fit Mesh Polo
$115.00
30% off use: FRIEND
With offer $80.50
(272)
Polo Ralph Lauren
Men's Classic-Fit Short-Sleeve Oxford Shirt
$115.00
30% off use: FRIEND
With offer $80.50
(73)
BOSS by Hugo Boss
Men's Logo 6" Swim Trunks, Created for Macy's
$58.00
Sale $49.30
30% off use: FRIEND
With offer $34.51
(26)
Polo Ralph Lauren
Men's 3-Pack Classic Undershirts
$49.50
30% off use: FRIEND
With offer $34.65
(977)
Polo Ralph Lauren
Men's Classic-Fit Mesh Polo
$110.00
30% off use: FRIEND
With offer $77.00
(1,575)
Polo Ralph Lauren
Men's P-Wing Twill Bucket Hat
$65.00
30% off use: FRIEND
With offer $45.50
(49)
Polo Ralph Lauren
Men's Classic-Fit Performance Polo Shirt
$110.00
30% off use: FRIEND
With offer $77.00
(93)
Polo Ralph Lauren
Men's Classic Fit Soft Cotton Polo
$110.00
30% off use: FRIEND
With offer $77.00
(471)
Lacoste
NEW! Men's Logo Serve Slides 1.0
$50.00
30% off use: FRIEND
With offer $35.00
(3)
HUGO by Hugo Boss
Men's Relaxed-Fit Crewneck Shirt
$68.00
30% off use: FRIEND
With offer $47.60
(1)
Polo Ralph Lauren
Men's Short-Sleeve Linen Button-Up
$125.00
30% off use: FRIEND
With offer $87.50
(55)
Polo Ralph Lauren
Men's Polo Bear Twill Bucket Hat
$69.50
30% off use: FRIEND
With offer $48.65
(8)
Polo Ralph Lauren
Men's Polo Bear Twill Bucket Hat
$69.50
30% off use: FRIEND
With offer $48.65
(5)
Levi's
Men's Carrier 12.5" Cargo Shorts
$49.50
30% off use: FRIEND
With offer $34.65
(712)
Polo Ralph Lauren
Men's Classic-Fit Oxford Camp Shirt
$115.00
30% off use: FRIEND
With offer $80.50
(1)
Columbia
Men's Rapid Rivers Printed Short Sleeve Shirt
$35.00 - $40.00
30% off use: FRIEND
With offer $24.50 - $28.00
(135)
Versace
Unisex Sunglasses, VE4361 Biggie
$363.00
30% off use: FRIEND
With offer $254.10
$20 Star Money per $100
(141)
Polo Ralph Lauren
Men's 9.5-Inch Beachcomber Relaxed-Fit Shorts
$148.00
30% off use: FRIEND
With offer $103.60
Polo Ralph Lauren
Men's 5-3/4-Inch Traveler Classic Swim Trunks
$85.00
30% off use: FRIEND
With offer $59.50
(33)
Polo Ralph Lauren
Men's Classic-Fit Stretch Mesh T-Shirt
$65.00
30% off use: FRIEND
With offer $45.50
(14)
Polo Ralph Lauren
Men's Classic-Fit Linen Shirt
$125.00
30% off use: FRIEND
With offer $87.50
Polo Ralph Lauren
Men's Scenic-Print Floral Side Sandals
$70.00
30% off use: FRIEND
With offer $49.00
(5)
Polo Ralph Lauren
Men's Polo Bear Twill Bucket Hat
$69.50
30% off use: FRIEND
With offer $48.65
(4)
Clearance
Lacoste
Men’s Classic V-Neck Soft Pima Cotton Tee Shirt
$60.00
Now $36.00
30% off use: FRIEND
With offer $25.20
(143)
Polo Ralph Lauren
Men's Classic-Fit Print Soft Cotton Polo Shirt
$125.00
30% off use: FRIEND
With offer $87.50
(11)
Bar III
Men's Slim-Fit Linen Suit Separates, Exclusively at Macy's
$115.00 - $360.00
Sale $55.00 - $200.00
30% off use: FRIEND
With offer $38.50 - $140.00
(106)
Lacoste
Men's Breathable Run-Resistant Interlock Polo Shirt
$98.00
30% off use: FRIEND
With offer $68.60
(83)
Jockey
Men's 4-Pack Cotton Tank Tops
$32.00
Sale $28.80
30% off use: FRIEND
With offer $20.16
(580)
Dolce&Gabbana
Men's Sunglasses, DG6184
$334.00
30% off use: FRIEND
With offer $233.80
$20 Star Money per $100
(18)
Polo Ralph Lauren
Men's Reversible Cotton & Linen Bucket Hat
$79.50
30% off use: FRIEND
With offer $55.65
(4)
Club Room
Men's Stretch Cargo Shorts, Created for Macy's
$55.00
Sale $44.00
30% off use: FRIEND
With offer $30.80
(45)
Polo Ralph Lauren
Men's Classic-Fit Mineral-Dyed Mesh Polo Shirt
$110.00
30% off use: FRIEND
With offer $77.00
(2)
Polo Ralph Lauren
Men's Classic-Fit Mineral-Dyed Jersey T-Shirt
$55.00
30% off use: FRIEND
With offer $38.50
(2)
Polo Ralph Lauren
Men's Classic Fit Crew Neck Pocket T-Shirt
$55.00
30% off use: FRIEND
With offer $38.50
(171)
Lucky Brand
Men's Linen Short Sleeve Button Down Shirt
$59.50
30% off use: FRIEND
With offer $41.65
(44)
Polo Ralph Lauren
Men's Classic Fit Garment-Dyed Oxford Shirt
$115.00
30% off use: FRIEND
With offer $80.50
(71)
Polo Ralph Lauren
NEW! Men's Big & Tall Gellar Classic-Fit Twill Cargo Shorts
$110.00
30% off use: FRIEND
With offer $77.00
(2)
Cole Haan
Men's Nantucket Cross Strap Slip-On Slide Sandals
$110.00 - $130.00
30% off use: FRIEND
With offer $77.00 - $91.00
(17)
RVCA
Men's Desert Skull T-Shirts
$28.00
30% off use: FRIEND
With offer $19.60
Nautica
Men's Classic-Fit Seersucker Polo Shirt
$79.50
Sale $66.99
30% off use: FRIEND
With offer $46.89
(6)
Polo Ralph Lauren
Men's Classic-Fit Mineral-Dyed Oxford Shirt
$115.00
30% off use: FRIEND
With offer $80.50
(9)
Polo Ralph Lauren
Men's Classic-Fit Performance Jersey T-Shirt
$59.50
30% off use: FRIEND
With offer $41.65
(292)
Lacoste
Men's L.12.12 Classic-Fit Short-Sleeve Piqué Polo Shirt
$110.00
30% off use: FRIEND
With offer $77.00
(295)
Nautica
Men's Modern-Fit Linen Dress Pants
$95.00
Sale $54.99
30% off use: FRIEND
With offer $38.49
(47)
Polo Ralph Lauren
Men's Custom Slim Fit Soft Cotton T-Shirt
$65.00
30% off use: FRIEND
With offer $45.50
(95)
Polo Ralph Lauren
Men's 8-1/2-Inch Kailua Classic-Fit Swim Trunks
$85.00
30% off use: FRIEND
With offer $59.50
(55)
Lacoste
Men's Diamante-Print 8" Sport Drawstring Shorts
$70.00
30% off use: FRIEND
With offer $49.00
(24)