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FitFlop Men's Surfer Slide Sandals - All Black
SALE

FitFlop Men's Surfer Slide Sandals - All Black
Regular Price:$80.00 Sale Price:$49.99

FitFlop Men's Surfer Slide Sandals - Supernavy
SALE

FitFlop Men's Surfer Slide Sandals - Supernavy
Regular Price:$80.00 Sale Price:$49.99

FitFlop Men's Surfer Sandals - Black / Grey
SALE

FitFlop Men's Surfer Sandals - Black / Grey
Regular Price:$70.00 Sale Price:$49.99

FitFlop Men's Surfer Sandals - Khaki
SALE

FitFlop Men's Surfer Sandals - Khaki
Regular Price:$70.00 Sale Price:$49.99

FitFlop Men's Surfer Sandals - Charcoal / Fresh Green
SALE

FitFlop Men's Surfer Sandals - Charcoal / Fresh Green
Regular Price:$70.00 Sale Price:$49.99

FitFlop Men's Surfer Leather Perf Sandals - Midnight Navy
SALE

FitFlop Men's Surfer Leather Perf Sandals - Midnight Navy
Regular Price:$80.00 Sale Price:$49.99

FitFlop Men's Surfer Dyno Sandals - Black / Dark Shadow
SALE

FitFlop Men's Surfer Dyno Sandals - Black / Dark Shadow
Regular Price:$70.00 Sale Price:$49.99

FitFlop Men's Shuv Felt Clog Shoes - Black
SALE

FitFlop Men's Shuv Felt Clog Shoes - Black
Regular Price:$100.00 Sale Price:$49.99

FitFlop™ Men's Gogh Sandals - Chocolate
SALE

FitFlop™ Men's Gogh Sandals - Chocolate
Regular Price:$100.00 Sale Price:$49.99

FitFlop Men's Sling Weave Sandals - Black / Dark Shadow
SALE

FitFlop Men's Sling Weave Sandals - Black / Dark Shadow
Regular Price:$80.00 Sale Price:$49.99

FitFlop™ Men's Gogh Sandals - Cool Grey
SALE

FitFlop™ Men's Gogh Sandals - Cool Grey
Regular Price:$100.00 Sale Price:$49.99

FitFlop Men's Chi Sandals - Timberwolf
SALE

FitFlop Men's Chi Sandals - Timberwolf
Regular Price:$110.00 Sale Price:$49.99

FitFlop™ Men's Gogh Adjustable Slide Sandals - Black
SALE

FitFlop™ Men's Gogh Adjustable Slide Sandals - Black
Regular Price:$100.00 Sale Price:$49.99

SWIMS Men's Braided Lace Loafer Shoes - Khaki / Yellow
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Braided Lace Loafer Shoes - Khaki / Yellow
Regular Price:$159.00 Sale Price:$99.99

FitFlop ™ Men's Gogh Adjustable Sandals - All Black
SALE

FitFlop ™ Men's Gogh Adjustable Sandals - All Black
Regular Price:$90.00 Sale Price:$49.99

SWIMS Men's Penny Loafer Boat Shoes - Navy / Green Gray
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Penny Loafer Boat Shoes - Navy / Green Gray
Regular Price:$159.00 Sale Price:$99.99

SWIMS Men's Penny Loafer Boat Shoes - Brown
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Penny Loafer Boat Shoes - Brown
Regular Price:$159.00 Sale Price:$99.99

FitFlop Men's Chi Sandals - Black
SALE

FitFlop Men's Chi Sandals - Black
Regular Price:$110.00 Sale Price:$49.99

SWIMS Men's Penny Loafer Boat Shoes - Black
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Penny Loafer Boat Shoes - Black
Regular Price:$159.00 Sale Price:$99.99

SWIMS Men's Boat Loafer Shoes - Grey / Green
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Boat Loafer Shoes - Grey / Green
Regular Price:$169.00 Sale Price:$99.99

FitFlop Sling Sandals - Black
SALE

FitFlop Sling Sandals - Black
Regular Price:$95.00 Sale Price:$49.99

SWIMS Men's Boat Loafer Shoes - Navy / Red
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Boat Loafer Shoes - Navy / Red
Regular Price:$169.00 Sale Price:$99.99

SWIMS Men's Braided Lace Loafer Shoes - Navy / Green
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Braided Lace Loafer Shoes - Navy / Green
Regular Price:$159.00 Sale Price:$99.99

Robert Graham Verrazano Driving Moc Shoes - Navy Nubuck
SALE
Coconut Club Two day Shipping applicable

Robert Graham Verrazano Driving Moc Shoes - Navy Nubuck
Regular Price:$258.00 Sale Price:$129.99

SWIMS Men's Boat Shoes - Navy / Green
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Boat Shoes - Navy / Green
Regular Price:$169.00 Sale Price:$99.99

FitFlop Men's Raff Shoes - Sunflower
SALE
Coconut Club Two day Shipping applicable

FitFlop Men's Raff Shoes - Sunflower
Regular Price:$130.00 Sale Price:$49.99

SWIMS Men's Classic Galoshes - Black
SALE

SWIMS Men's Classic Galoshes - Black
Regular Price:$98.00 Sale Price:$59.99

SWIMS Men's Classic Galoshes - Orange
SALE

SWIMS Men's Classic Galoshes - Orange
Regular Price:$98.00 Sale Price:$59.99

Robert Graham Gansevoort Penny Loafer Shoes - Military Nubuck
SALE
Coconut Club Two day Shipping applicable

Robert Graham Gansevoort Penny Loafer Shoes - Military Nubuck
Regular Price:$268.00 Sale Price:$129.99

Robert Graham Verrazano Driving Moc Shoes - Dark Brown Nubuck
SALE
Coconut Club Two day Shipping applicable

Robert Graham Verrazano Driving Moc Shoes - Dark Brown Nubuck
Regular Price:$258.00 Sale Price:$129.99

Olukai Men's Hokua Pahu Sandals - Dk Shadow / Trench Blue
SALE

Olukai Men's Hokua Pahu Sandals - Dk Shadow / Trench Blue
Regular Price:$90.00 Sale Price:$63.00

Vionic Men's Ryder Flip Flop Sandal - Black And Grey
SALE

Vionic Men's Ryder Flip Flop Sandal - Black And Grey
Regular Price:$59.95 Sale Price:$49.99

SWIMS Men's Sport Loafers - Shadow / Salmon
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Sport Loafers - Shadow / Salmon
Regular Price:$169.00 Sale Price:$89.99

SWIMS Men's Low Sport Loafer - Navy / Smaragd
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Low Sport Loafer - Navy / Smaragd
Regular Price:$169.00 Sale Price:$89.99

SWIMS Men's Lux Lace Woven Loafer Shoes - Navy Fade
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Lux Lace Woven Loafer Shoes - Navy Fade
Regular Price:$195.00 Sale Price:$119.99

SWIMS Men's Lace Loafer Boat Shoes - Black White
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Lace Loafer Boat Shoes - Black White
Regular Price:$159.00 Sale Price:$89.99

SWIMS Men's Boat Shoes - Navy / White
SALE
Coconut Club Two day Shipping applicable

SWIMS Men's Boat Shoes - Navy / White
Regular Price:$168.95 Sale Price:$89.99

Sperry Men's Suede Largo Slip On Shoes - Taupe Boston
SALE

Sperry Men's Suede Largo Slip On Shoes - Taupe Boston
Regular Price:$70.00 Sale Price:$49.00

The Island Trends man is not your average man, he knows how to dress and how to style himself. He knows not to wear socks with sandals, and when not to wear sandals. Although we’re on island time, we can wear sandals all the time! The Island Trends man knows where to go when he is in need of a wardrobe update or maybe it’s just time for new sandals. Check out our selection of Olukai, SWIMS, Fitflop, Sperry, Vionic, Aetrex and Tommy Bahama men’s shoes and sandals that’ll keep you stylish while staying completely comfortable. That’s what we’re here for. Our selection of men’s sandals and casual designer shoes will have you covered all year round.

Every man needs a comfortable yet fashionable sandal, and that’s where Olukai comes in. A Hawaiian company, dedicated to bringing you the most stylish, yet practical water sandal out there. You’ll be ready to hit the beach, then the links and then some with your Olukai sandals on. With their anatomical shaped footbed that molds to your feet you’ll want more than one pair.

When it’s time to go sailing SWIMS loafers is where you’ll turn. Not only do they look totally cool, they’re completely waterproof and machine washable. They’re light as a feather and will have you stabilized while you’re pretending to be a real life Captain Ahab. They come in a multitude of colors, and look fresh enough to wear out on the town.

From the beach to the boardroom you’ll be seaside stylish in our selection of mens sandals, slides, loafers and more. Shop our vast selection of men's sandals and shoes online or at one of our Naples or Marco Island stores.

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With regular price CLOTHING orders of $125 or more. CODE: giftDetails »

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