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timberland chukka boots

Men's Timberland
Killington Chukka
Boot, Black Leather

Men's Timberland Killington Chukka Boot, Black Leather


The stylish and rugged Timberland Killington Chukka Boot for men features Timberland's SensorFlex Technology, sneaker-like comfort and flexibility that adapts and cushions with flexibility with every step and movement. This handsome boot is a...

Women's Timberland
FlyRoam Go Lace
Chukka Boot, Pure
Cashmere
Escape/Natural
Sandune

Women's Timberland FlyRoam Go Lace Chukka Boot, Pure Cashmere Escape/Natural Sandune


Be ready to spring at a moment's notice with the Timberland FlyRoam Go Lace Chukka Boot. Thanks to the Aerocore energy system, this lightweight chukka boot ensures cushioned comfort with every step. In addition, the 34% recycled rubber outsole...

Women's Timberland
FlyRoam Go Lace
Chukka Boot, Jet
Black Escape/Natural
Sandune

Women's Timberland FlyRoam Go Lace Chukka Boot, Jet Black Escape/Natural Sandune


Be ready to spring at a moment's notice with the Timberland FlyRoam Go Lace Chukka Boot. Thanks to the Aerocore energy system, this lightweight chukka boot ensures cushioned comfort with every step. In addition, the 34% recycled rubber outsole...

Men's Timberland
Killington Chukka
Boot, Medium Brown
Full Grain
Leather/Mesh

Men's Timberland Killington Chukka Boot, Medium Brown Full Grain Leather/Mesh


The stylish and rugged Timberland Killington Chukka Boot for men features Timberland's SensorFlex Technology, sneaker-like comfort and flexibility that adapts and cushions with flexibility with every step and movement. This handsome boot is a...

Men's Timberland
Premium Chukka,
Wheat Nubuck

Men's Timberland Premium Chukka, Wheat Nubuck


The men's Timberland Premium Chukka is classic and reliable for long lasting durability. Featuring full-grain leather and nubuck and uppers that are protective seam-sealed. The Premium Chukka offers cushioned comfort as the collar is padded,...

Men's Timberland
Kendrick Chukka
Waterproof Boot,
Black Full Grain
Leather

Men's Timberland Kendrick Chukka Waterproof Boot, Black Full Grain Leather


Smart and casual, the Timberland Kendrick Chukka Waterproof Boot will add a stylish touch to your look. The OrthoLite footbed ensures moisture-wicking and shock-absorption, while the MirrorFit comfort system provides a custom fit. Moreover, the...

Men's Timberland
Bardstown Plain Toe
Chukka Boot, Black
Full Grain Leather

Men's Timberland Bardstown Plain Toe Chukka Boot, Black Full Grain Leather


Style your off-duty look wearing the Timberland Bardstown Plain Toe Chukka Boot. The leather-lined footbed from an LWG Silver-rated tannery and leather midsole ensure cushioned comfort all day long. Pull tab Metal eyelets Leather lining...

Men's Timberland
Bardstown Plain Toe
Chukka Boot, Medium
Brown Full Grain
Leather

Men's Timberland Bardstown Plain Toe Chukka Boot, Medium Brown Full Grain Leather


Style your off-duty look wearing the Timberland Bardstown Plain Toe Chukka Boot. The leather-lined footbed from an LWG Silver-rated tannery and leather midsole ensure cushioned comfort all day long. Pull tab Metal eyelets Leather lining...

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Cognac
Leather

Women's SoftWalk Ramsey Lace Chukka Bootie, Cognac Leather


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6...

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Sand Leather

Women's SoftWalk Ramsey Lace Chukka Bootie, Sand Leather


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 5.5...

Children's
Timberland 6 Inch
Classic Boot Junior,
Wheat Nubuck

Children's Timberland 6 Inch Classic Boot Junior, Wheat Nubuck


Timberland's 6 inch classic boots transformed into kids boots. Sizes: 4 W, 6 W, 5.5 W, 5 W, 4.5 W; Color: Wheat Nubuck. Gender: Unisex. Age Group: Kids.

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Dark Brown
Suede

Women's SoftWalk Ramsey Lace Chukka Bootie, Dark Brown Suede


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6.5...

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Black Cow
Suede Leather

Women's SoftWalk Ramsey Lace Chukka Bootie, Black Cow Suede Leather


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6...

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Black Soft
Mini Tumbled Leather

Women's SoftWalk Ramsey Lace Chukka Bootie, Black Soft Mini Tumbled Leather


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 5.5...

Men's Frye Ludlow
Chukka Sneaker,
Loden Wool

Men's Frye Ludlow Chukka Sneaker, Loden Wool


The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Sand Grey
Cow Suede Leather

Women's SoftWalk Ramsey Lace Chukka Bootie, Sand Grey Cow Suede Leather


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6...

Women's SoftWalk
Ramsey Lace Chukka
Bootie, Dark Grey
Cow Suede Leather

Women's SoftWalk Ramsey Lace Chukka Bootie, Dark Grey Cow Suede Leather


Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes:...

Men's Frye Ludlow
Chukka Sneaker,
Cognac Canvas

Men's Frye Ludlow Chukka Sneaker, Cognac Canvas


The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

Men's Frye Ludlow
Chukka Sneaker,
Olive Canvas

Men's Frye Ludlow Chukka Sneaker, Olive Canvas


The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

Men's Frye Ludlow
Chukka Sneaker,
Charcoal Wool

Men's Frye Ludlow Chukka Sneaker, Charcoal Wool


The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

Children's Old West
Chukka Outdoor Boot,
Brown Leather

Children's Old West Chukka Outdoor Boot, Brown Leather


The Old West Boots Chukka Outdoor Boot is a classic, rugged chukka boot with a removable cushioned insole. Genuine leather Padded collar provides comfort for all day wear Lace up closures for customized and secure fit Manmade soft cushioned lining...

Men's Timberland
Davis Square
Fabric/Leather
Chukka Boot, Black
Nubuck/Cordura
EcoMade Fiber

Men's Timberland Davis Square Fabric/Leather Chukka Boot, Black Nubuck/Cordura EcoMade Fiber


Enjoy leisure travel wearing the lightweight Timberland Davis Square Fabric/Leather Chukka Boot. This antimicrobial lace-up boot is crafted from the rugged CORDURA EcoMade fabric for durability. The OrthoLite footbed provides efficient...

Men's Timberland
Davis Square Plain
Toe Chukka Boot,
Black Nubuck/Cordura
EcoMade Fiber

Men's Timberland Davis Square Plain Toe Chukka Boot, Black Nubuck/Cordura EcoMade Fiber


Travel will be more enjoyable with the lightweight Timberland Davis Square Plain Toe Chukka Boot. Crafted from the Cordura EcoMade fabric, this antimicrobial lace-up boot ensures rugged durability. This eco-friendly ankle boot also features the...

Men's Timberland
Davis Square Plain
Toe Chukka Boot,
Wheat Nubuck/Cordura
EcoMade Fiber

Men's Timberland Davis Square Plain Toe Chukka Boot, Wheat Nubuck/Cordura EcoMade Fiber


Travel will be more enjoyable with the lightweight Timberland Davis Square Plain Toe Chukka Boot. Crafted from the Cordura EcoMade fabric, this antimicrobial lace-up boot ensures rugged durability. This eco-friendly ankle boot also features the...

Men's Timberland
Davis Square Plain
Toe Chukka Boot,
Ruby Red
Nubuck/Cordura
EcoMade Fiber

Men's Timberland Davis Square Plain Toe Chukka Boot, Ruby Red Nubuck/Cordura EcoMade Fiber


Travel will be more enjoyable with the lightweight Timberland Davis Square Plain Toe Chukka Boot. Crafted from the Cordura EcoMade fabric, this antimicrobial lace-up boot ensures rugged durability. This eco-friendly ankle boot also features the...

Men's Timberland
Davis Square Plain
Toe Chukka Boot,
Black Iris
Nubuck/Cordura
EcoMade Fiber

Men's Timberland Davis Square Plain Toe Chukka Boot, Black Iris Nubuck/Cordura EcoMade Fiber


Travel will be more enjoyable with the lightweight Timberland Davis Square Plain Toe Chukka Boot. Crafted from the Cordura EcoMade fabric, this antimicrobial lace-up boot ensures rugged durability. This eco-friendly ankle boot also features the...

Men's Caterpillar
Mitch Chukka Boot,
Dark Beige Leather

Men's Caterpillar Mitch Chukka Boot, Dark Beige Leather


Whatever the occasion, from a walk on the trail to a trip into the office, the Mitch Chukka Boot from Caterpillar covers all your bases. The minimalistic design in handsome leather gives this classic chukka a casual style, making it an easy addition...

Women's Twisted X
Boots Driving Moc
Chukka,
Bomber/Mahogany
Leather

Women's Twisted X Boots Driving Moc Chukka, Bomber/Mahogany Leather


The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA...

Women's Twisted X
Boots Driving Moc
Chukka,
Brown/Turquoise
Leather

Women's Twisted X Boots Driving Moc Chukka, Brown/Turquoise Leather


The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA...

Women's Twisted X
Boots Driving Moc
Chukka, Bomber/Tan
Leather

Women's Twisted X Boots Driving Moc Chukka, Bomber/Tan Leather


The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA...

Men's Timberland
Groveton Plain Toe
Leather and Fabric
Chukka, Wheat
Nubuck/Canvas

Men's Timberland Groveton Plain Toe Leather and Fabric Chukka, Wheat Nubuck/Canvas


The Groveton Plain Toe Leather and Fabric Chukka features an upper made of nubuck and Cordura nylon for rugged durability, 100% recycled PET laces, 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles, and a unique L7...

Women's Timberland
Classic Nellie,
Black Nubuck Leather

Women's Timberland Classic Nellie, Black Nubuck Leather


You can conquer anything in the rugged Timberland Classic Nellie for women. This chukka boot is made with the finest full-grain waterproof leather upper for extreme durability in any weather condition. The direct-attach waterproof technology ensures...

Women's Timberland
Classic Nellie, Navy
Nubuck Leather w/
Angora

Women's Timberland Classic Nellie, Navy Nubuck Leather w/ Angora


You can conquer anything in the rugged Timberland Classic Nellie for women. This chukka boot is made with the finest full-grain waterproof leather upper for extreme durability in any weather condition. The direct-attach waterproof technology ensures...

Women's Timberland
Classic Nellie,
Wheat Nubuck Leather

Women's Timberland Classic Nellie, Wheat Nubuck Leather


You can conquer anything in the rugged Timberland Classic Nellie for women. This chukka boot is made with the finest full-grain waterproof leather upper for extreme durability in any weather condition. The direct-attach waterproof technology ensures...

Men's Stacy Adams
Dabney Plain Toe
Chukka Boot 24977,
Chestnut Suede

Men's Stacy Adams Dabney Plain Toe Chukka Boot 24977, Chestnut Suede


An urbane chukka that conveys a sense of sophistication, the Dabney Chukka boot is characterized by its oiled suede upper. This material provides a rare texture and look for an elegant, yet casual appearance that is hard to match. Sizes: 10 W, 7.5...

Men's Timberland
Groveton Plain Toe
Leather and Fabric
Chukka, Pomegranate
Nubuck/Cordura Fiber

Men's Timberland Groveton Plain Toe Leather and Fabric Chukka, Pomegranate Nubuck/Cordura Fiber


The Groveton Plain Toe Leather and Fabric Chukka features an upper made of nubuck and Cordura nylon for rugged durability, 100% recycled PET laces, 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles, and a unique L7...

Women's Twisted X
Boots Driving Moc
Chukka Boot,
Brown/Brown Print
Leather

Women's Twisted X Boots Driving Moc Chukka Boot, Brown/Brown Print Leather


Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides...

Women's Twisted X
Boots Driving Moc
Chukka Boot,
Bomber/Nude Print
Leather

Women's Twisted X Boots Driving Moc Chukka Boot, Bomber/Nude Print Leather


Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides...

Men's Florsheim
Castellano Chukka,
Black Leather

Men's Florsheim Castellano Chukka, Black Leather


A refined chukka is a must-have for any proud shoe collector. The Castellano Chukka Boot is a tasteful shoe with a classic silhouette, carefully constructed to distinguish you among the sea of oxfords and saddles. It's time to up your game....

Women's Twisted X
Boots Driving Moc
Chukka Boot,
Brown/Turquoise
Print Leather

Women's Twisted X Boots Driving Moc Chukka Boot, Brown/Turquoise Print Leather


Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides...

Women's Twisted X
Boots WDM0081
Driving Moc Chukka
Boot, Brown/Tooled
Flowers Leather

Women's Twisted X Boots WDM0081 Driving Moc Chukka Boot, Brown/Tooled Flowers Leather


Complete your everyday look with the stylish Twisted X Boots Driving Moc Chukka Boot. Featuring a slip-resistant outsole and an antibacterial molded footbed, this moisture-wicking boot offers all-day comfort. Moisture-wicking Antibacterial...

Men's Florsheim NDNS
Chukka Boot, Black
Leather

Men's Florsheim NDNS Chukka Boot, Black Leather


The NDNS Chukka Boot is both practical and tasteful, an unsurpassable combination. With its supremely structured last, Memory Foam footbed, and non-slip outsole, as well as its waterproof leather, the NDNS Chukka Boot will far outlive its...

Vans Chukka DX SF
Sneaker, Surf Check
Black Canvas/White

Vans Chukka DX SF Sneaker, Surf Check Black Canvas/White


The Vans Chukka DX SF builds upon the original Chukka Boot silhouette by combining durable uppers with comfortable UltraCush sockliners for long lasting comfort, and signature waffle rubber outsoles. Chukka boot styling UltraCush Lite midsole...

Children's Twisted X
Boots YDM0031
Driving Moc Chukka,
Serape Fringe
Leather/Canvas

Children's Twisted X Boots YDM0031 Driving Moc Chukka, Serape Fringe Leather/Canvas


The comfort of the Twisted X Boots YDM0031 Driving Moc Chukka will have them convinced that they're kicking about in their most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial...

Men's UGG Maksim
Chukka Boot, Black
Suede

Men's UGG Maksim Chukka Boot, Black Suede


The UGG Maksim Chukka Boot combines classic UGG comfort with a relaxed chukka silhouette that's perfect for downtime. Suede UGGpure wool insole EVA outsole. Sizes: 15 M, 17 M, 16 M, 18 M; Color: Black Suede. Gender: Male. Age Group: Adult.

Men's UGG Maksim
Chukka Boot,
Tamarind Suede

Men's UGG Maksim Chukka Boot, Tamarind Suede


The UGG Maksim Chukka Boot combines classic UGG comfort with a relaxed chukka silhouette that's perfect for downtime. Suede UGGpure wool insole EVA outsole. Sizes: 18 M, 17 M, 15 M, 16 M; Color: Tamarind Suede. Gender: Male. Age Group: Adult.

Men's Pikolinos Lugo
Chukka Boot
M1F-8093, Olmo
Leather

Men's Pikolinos Lugo Chukka Boot M1F-8093, Olmo Leather


With clean lines and a classic look, the Lugo Chukka Boot from Pikolinos is a confident choice for your dressy attire. 3-eye chukka Plain toe Eco-friendly, vegetable-based dye Chromium free 100% soft leather. Sizes: 45 M, 42 M, 43 M; Color: Olmo...

Men's Florsheim
Castellano Chukka,
Brown Leather

Men's Florsheim Castellano Chukka, Brown Leather


A refined chukka is a must-have for any proud shoe collector. The Castellano Chukka Boot is a tasteful shoe with a classic silhouette, carefully constructed to distinguish you among the sea of oxfords and saddles. It's time to up your game....

Men's Steve Madden
Lost Chukka Slip On,
Taupe Suede

Men's Steve Madden Lost Chukka Slip On, Taupe Suede


Steve Madden created the Lost Chukka Slip On with a cool casual low-profile chukka style featuring moc toe stitching accents with a modern contrast colored bottom that goes from workdays to the weekend with ease. Suede Chukka boot styled low-profile...

Men's Steve Madden
Lost Chukka Slip On,
Cognac Suede

Men's Steve Madden Lost Chukka Slip On, Cognac Suede


Steve Madden created the Lost Chukka Slip On with a cool casual low-profile chukka style featuring moc toe stitching accents with a modern contrast colored bottom that goes from workdays to the weekend with ease. Suede Chukka boot styled low-profile...

Men's Stacy Adams
Delaney Chukka Boot
25053, Brown
Burnished
Leather/Suede

Men's Stacy Adams Delaney Chukka Boot 25053, Brown Burnished Leather/Suede


The Stacy Adams Delaney Chukka Boot is constructed with the finest craftsmanship, featuring hand-burnished leather and suede. This comfortable chukka can be worn day in and day out, and never fails to impress. Features Plain toe chukka Hand...

Men's Steve Madden
Harver Chukka Boot,
Tan Leather

Men's Steve Madden Harver Chukka Boot, Tan Leather


Classic and stylish, the Steve Madden Harver Chukka Boot will become your go-to boot. Its rich leather upper has enough finesse for your everyday look. Chukka boot design Lace-up closure. Sizes: 7 M, 9.5 M, 14 M, 10 M, 12 M, 7.5 M, 11 M, 8.5 M, 10.5...

Men's UGG Maksim
Chukka Boot, Grizzly
Full Grain Leather

Men's UGG Maksim Chukka Boot, Grizzly Full Grain Leather


The UGG Maksim Chukka Boot combines classic UGG comfort with a relaxed chukka silhouette that's perfect for downtime. Suede UGGpure wool insole EVA outsole. Sizes: 9 M; Color: Grizzly Full Grain Leather. Gender: Male. Age Group: Adult.

Men's Stacy Adams
Dabney Plain Toe
Chukka Boot 24977,
Navy Suede

Men's Stacy Adams Dabney Plain Toe Chukka Boot 24977, Navy Suede


An urbane chukka that conveys a sense of sophistication, the Dabney Chukka boot is characterized by its oiled suede upper. This material provides a rare texture and look for an elegant, yet casual appearance that is hard to match. Sizes: 13 M, 9.5...

Men's Rockport
Rydley Chukka Boot,
Taupe Nubuck

Men's Rockport Rydley Chukka Boot, Taupe Nubuck


Modern and comfortable, the Rockport Rydley Chukka Boot is a must-have in your footwear collection. Featuring a lightweight yet durable EVA outsole, this chukka boot makes every step feels effortless, making walking easier and more enjoyable than...

Men's Twisted X
Boots MDM0061
Driving Mocs Chukka
Boot, Tan/Tooled
Flowers Leather

Men's Twisted X Boots MDM0061 Driving Mocs Chukka Boot, Tan/Tooled Flowers Leather


The Twisted X Boots Driving Mocs Chukka Boot is a stylish and practical choice for your everyday casuals. The molded footbed provides antibacterial and moisture-wicking comfort. Moisture-wicking Antibacterial Machine-washable molded footbed...

Women's Keds Scout
Chukka Splash Boot,
Olive Splash Canvas

Women's Keds Scout Chukka Splash Boot, Olive Splash Canvas


It's time to graduate from clunky rain boots-that's why Keds made the sleek Scout Chukka Splash Boot. This boot checks all the boxes: water and stain repellant, cozy lining, perfect for commuting and chic upon arrival, and it goes with...

Men's Steve Madden
Harver Chukka Boot,
Cognac Leather

Men's Steve Madden Harver Chukka Boot, Cognac Leather


Classic and stylish, the Steve Madden Harver Chukka Boot will become your go-to boot. Its rich leather upper has enough finesse for your everyday look. Chukka boot design Lace-up closure. Sizes: 13 M, 8.5 M, 7.5 M, 7 M, 9.5 M, 14 M, 10.5 M, 9 M, 11...

Men's Steve Madden
Harver Chukka Boot,
Black Leather

Men's Steve Madden Harver Chukka Boot, Black Leather


Classic and stylish, the Steve Madden Harver Chukka Boot will become your go-to boot. Its rich leather upper has enough finesse for your everyday look. Chukka boot design Lace-up closure. Sizes: 11.5 M, 13 M, 12 M, 11 M, 8.5 M, 9 M, 9.5 M, 10.5 M,...

Women's Timberland
6

Women's Timberland 6" Premium Waterproof Boot, Light Green Nubuck


Here it is: the original Timberland boot that helped start it all nearly forty years ago. They're crafted in premium waterproof leather with seam-sealed construction to keep your feet dry, whatever the elements throw at you. Famed for their...