FALL NEW ARRIVALS: Hundreds of new styles! SHOP THE NEW COLLECTION

Wishlist Login
0 Cart
Search Wishlist Login
0 Cart

Brands

Collections

FALL CLOTHING

WESTPORT EXCLUSIVES

GOLF SHOP

LUXURY COLLECTION

CLEAR ALL

Gifts Under $100

Westport Black Southport Linen Pants, Men's Big & Tall

Westport Black Southport Linen Pants

$159.00

$62.98 Final Sale
Savane Ultimate Performance Pleated Chino Pants, Men's Big & Tall

Savane Ultimate Performance Pleated Chino Pants

$90.00

$35.98 Final Sale
Westport Lifestyle Links Quarter-Zip Pullover, Men's Big & Tall

Westport Lifestyle Links Quarter-Zip Pullover

$125.00

$47.98 Final Sale
Westport Lifestyle WarpFlex Performance Short, Men's Big & Tall

Westport Lifestyle WarpFlex Performance Short

$115.00

$44.98 Final Sale
Westport Black Gatsby Linen Blend Bomber Jacket, Men's Big & Tall
Westport Black Gatsby Linen Blend Bomber Jacket, Navy Westport Black Gatsby Linen Blend Bomber Jacket, Natural

Westport Black Gatsby Linen Blend Bomber Jacket

$199.50

$78.98 Final Sale
Westport Black Vintage Calfskin Belt, Men's Big & Tall
Westport Black Vintage Calfskin Belt, Chestnut Westport Black Vintage Calfskin Belt, Black

Westport Black Vintage Calfskin Belt

$195.00

$77.98 Final Sale
Westport No-Tuck Long Sleeve Button Under Spread Collar Stretch Performance 'Paint Swatch' Print Sport Shirt, Men's Big & Tall
Westport No-Tuck Long Sleeve Button Under Spread Collar Stretch Performance 'Paint Swatch' Print Sport Shirt, Ivory Multi

Westport No-Tuck Long Sleeve Button Under Spread Collar Stretch Performance 'Paint Swatch' Print Sport Shirt

$125.00

$49.99 Final Sale
Westport Lifestyle Liberty Twill Shorts, Men's Big & Tall

Westport Lifestyle Liberty Twill Shorts

$85.00

$33.98 Final Sale
Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Gingham Sport Shirt, Men's Big & Tall
Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Gingham Sport Shirt, Charcoal/Tan

Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Gingham Sport Shirt

$125.00

$47.98 Final Sale
Westport Black Two-Tone Tooled Calfskin Belt, Men's Big & Tall
Westport Black Two-Tone Tooled Calfskin Belt, Blue/Rust Westport Black Two-Tone Tooled Calfskin Belt, Brown

Westport Black Two-Tone Tooled Calfskin Belt

$180.00

$71.98 Final Sale
Italian Tri-Color Braided Belt, Men's Big & Tall
Italian Tri-Color Braided Belt, Mahogany/Multi Italian Tri-Color Braided Belt, Navy/Multi

Italian Tri-Color Braided Belt

$125.00

$47.98 Final Sale
Westport Lifestyle Fish Print Stretch Swim Trunks, Men's Big & Tall
Westport Lifestyle Fish Print Stretch Swim Trunks, Navy

Westport Lifestyle Fish Print Stretch Swim Trunks

$79.50

$29.98 Final Sale
Westport 1989 Pleated Wool Gabardine Dress Pants, Men's Big & Tall

Westport 1989 Pleated Wool Gabardine Dress Pants

$175.00

$68.98 Final Sale
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Chambray

Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt

$175.00

$69.98 Final Sale
Westport No-Tuck LustreTech Stretch Cotton Short Sleeve Henley Shirt, Men's Big & Tall

Westport No-Tuck LustreTech Stretch Cotton Short Sleeve Henley Shirt

$85.00

$33.98 Final Sale
Westport Lifestyle Martini Print Performance Stretch Sport Shirt, Men's Big & Tall
Westport Lifestyle Martini Print Performance Stretch Sport Shirt, Blue

Westport Lifestyle Martini Print Performance Stretch Sport Shirt

$125.00

$47.98 Final Sale
Westport Black Short Sleeve 'The Retro II' Zip Polo, Men's Big & Tall
Westport Black Short Sleeve 'The Retro II' Zip Polo, Cameo Blue Westport Black Short Sleeve 'The Retro II' Zip Polo, Black Westport Black Short Sleeve 'The Retro II' Zip Polo, Fern Westport Black Short Sleeve 'The Retro II' Zip Polo, Mulberry

Westport Black Short Sleeve 'The Retro II' Zip Polo

$149.50

$58.98 Final Sale
Westport Black Kingston Stripe Quarter-Zip Pullover, Men's Big & Tall
Westport Black Kingston Stripe Quarter-Zip Pullover, Flax

Westport Black Kingston Stripe Quarter-Zip Pullover

$215.00

$85.98 Final Sale
Westport No-Tuck Short Sleeve Cotton Performance Stretch Retro Knit Shirt, Men's Big & Tall
Westport No-Tuck Short Sleeve Cotton Performance Stretch Retro Knit Shirt, Navy/White

Westport No-Tuck Short Sleeve Cotton Performance Stretch Retro Knit Shirt

$135.00

$53.98 Final Sale
Westport Lifestyle Saybrook Half Elastic Anchor Stripe Board Shorts, Men's Big & Tall
Westport Lifestyle Saybrook Half Elastic Anchor Stripe Board Shorts, Lagoon

Westport Lifestyle Saybrook Half Elastic Anchor Stripe Board Shorts

$85.00

$33.98 Final Sale
Westport Black Long Sleeve Button-Down Collar Linen-Cotton Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Button-Down Collar Linen-Cotton Sport Shirt, Bright Blue

Westport Black Long Sleeve Button-Down Collar Linen-Cotton Sport Shirt

$129.50

$49.98 Final Sale
Westport Black Long Sleeve Spread Collar Performance Diamond Dot Print Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Spread Collar Performance Diamond Dot Print Sport Shirt, Black/White

Westport Black Long Sleeve Spread Collar Performance Diamond Dot Print Sport Shirt

$145.00

$57.98 Final Sale
Westport Black Long Sleeve Skulls Print Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Skulls Print Sport Shirt, Black

Westport Black Long Sleeve Skulls Print Sport Shirt

$149.50

$58.98 Final Sale
Westport Black Long Sleeve Boardwalk Linen Overshirt, Men's Big & Tall
Westport Black Long Sleeve Boardwalk Linen Overshirt, Natural Westport Black Long Sleeve Boardwalk Linen Overshirt, Black

Westport Black Long Sleeve Boardwalk Linen Overshirt

$179.00

$69.98 Final Sale
Westport Black Mosaic Print Stretch 5-Pocket Pants, Men's Big & Tall

Westport Black Mosaic Print Stretch 5-Pocket Pants

$189.50

$74.98 Final Sale
Westport Lifestyle Short Sleeve Golf Print Performance Polo, Men's Big & Tall
Westport Lifestyle Short Sleeve Golf Print Performance Polo, Aqua

Westport Lifestyle Short Sleeve Golf Print Performance Polo

$99.50

$38.98 Final Sale
Westport Black Monaco Linen Blend Flat Front Pants, Men's Big & Tall
Westport Black Monaco Linen Blend Flat Front Pants, Navy Westport Black Monaco Linen Blend Flat Front Pants, Pearl Grey Westport Black Monaco Linen Blend Flat Front Pants, Khaki

Westport Black Monaco Linen Blend Flat Front Pants

$235.00

$93.98 Final Sale
Westport Black Suede O-Ring Belt, Men's Big & Tall

Westport Black Suede O-Ring Belt

$215.00

$85.98 Final Sale
Westport Black Long Sleeve Button-Down Cotton-Linen Ombre Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Button-Down Cotton-Linen Ombre Sport Shirt, Multi

Westport Black Long Sleeve Button-Down Cotton-Linen Ombre Sport Shirt

$135.00

$53.98 Final Sale
Westport Lifestyle Palm Print Performance Stretch Sport Shirt, Men's Big & Tall
Westport Lifestyle Palm Print Performance Stretch Sport Shirt, White

Westport Lifestyle Palm Print Performance Stretch Sport Shirt

$125.00

$47.98 Final Sale
Westport Black Long Sleeve Hidden Button Down Collar Petal Print Knit Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Hidden Button Down Collar Petal Print Knit Sport Shirt, Wine

Westport Black Long Sleeve Hidden Button Down Collar Petal Print Knit Sport Shirt

$140.00

$55.98 Final Sale
Westport Lifestyle Links Quarter-Zip Vest, Men's Big & Tall

Westport Lifestyle Links Quarter-Zip Vest

$115.00

$44.98 Final Sale
Westport Black Short Sleeve Batik Print Camp Shirt, Men's Big & Tall
Westport Black Short Sleeve Batik Print Camp Shirt, White Multi

Westport Black Short Sleeve Batik Print Camp Shirt

$110.00

$43.98 Final Sale
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Men's Big & Tall
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Green/Multi

Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt

$89.50

$34.98 Final Sale
Westport Black Hampton Cocktail Print Swim Shorts, Men's Big & Tall
Westport Black Hampton Cocktail Print Swim Shorts, Coral

Westport Black Hampton Cocktail Print Swim Shorts

$99.50

$38.98 Final Sale
Westport Lifestyle Short Sleeve Washed Out Plaid Sport Shirt, Men's Big & Tall
Westport Lifestyle Short Sleeve Washed Out Plaid Sport Shirt, Light Indigo

Westport Lifestyle Short Sleeve Washed Out Plaid Sport Shirt

$89.50

$34.98 Final Sale
Westport No-Tuck Long Sleeve Button Under Spread Collar Stretch Performance Plaid Sport Shirt, Men's Big & Tall
Westport No-Tuck Long Sleeve Button Under Spread Collar Stretch Performance Plaid Sport Shirt, Green Multi

Westport No-Tuck Long Sleeve Button Under Spread Collar Stretch Performance Plaid Sport Shirt

$125.00

$47.98 Final Sale
Westport Black Long Sleeve Print Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Print Sport Shirt, Multi

Westport Black Long Sleeve Print Sport Shirt

$135.00

$53.98 Final Sale
Westport Black Long Sleeve Hidden Button Down Collar Printed Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Hidden Button Down Collar Printed Sport Shirt, Grey

Westport Black Long Sleeve Hidden Button Down Collar Printed Sport Shirt

$129.50

$50.98 Final Sale
Westport Lifestyle Approach Pull-On Performance Shorts, Men's Big & Tall

Westport Lifestyle Approach Pull-On Performance Shorts

$98.00

$38.98 Final Sale
Westport Black Hampton Fish Print Swim Shorts, Men's Big & Tall
Westport Black Hampton Fish Print Swim Shorts, Lagoon

Westport Black Hampton Fish Print Swim Shorts

$99.50

$38.98 Final Sale
Westport Black Stretch Sateen 5-Pocket Pant, Men's Big & Tall

Westport Black Stretch Sateen 5-Pocket Pant

$149.00

$58.98 Final Sale
Westport Black Short Sleeve Batik Print Camp Shirt, Men's Big & Tall
Westport Black Short Sleeve Batik Print Camp Shirt, Navy Multi

Westport Black Short Sleeve Batik Print Camp Shirt

$110.00

$43.98 Final Sale
Westport Black Short Sleeve Hibiscus Print Linen Camp Shirt, Men's Big & Tall
Westport Black Short Sleeve Hibiscus Print Linen Camp Shirt, Purple

Westport Black Short Sleeve Hibiscus Print Linen Camp Shirt

$139.00

$54.98 Final Sale
Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt, Men's Big & Tall
Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt, Multi

Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt

$125.00

$47.98 Final Sale
Savane Ultimate Performance Flat Front Chino Pants, Men's Big & Tall

Savane Ultimate Performance Flat Front Chino Pants

$90.00

$35.98 Final Sale
Westport Lifestyle Moleskin Elastic Waist Pant, Men's Big & Tall

Westport Lifestyle Moleskin Elastic Waist Pant

$138.00

$54.98 Final Sale
Under Armour Tech Stretch BoxerJock (2-Pack), Men's Big & Tall
Under Armour Tech Stretch BoxerJock (2-Pack), Grey/Charcoal Under Armour Tech Stretch BoxerJock (2-Pack), Red/Black Under Armour Tech Stretch BoxerJock (2-Pack), Navy/Grey Under Armour Tech Stretch BoxerJock (2-Pack), Royal/Navy

Under Armour Tech Stretch BoxerJock (2-Pack)

$35.00

$13.98 Final Sale
Westport Lifestyle Long Sleeve Strive Performance Quarter-Zip Pullover, Men's Big & Tall
Westport Lifestyle Long Sleeve Strive Performance Quarter-Zip Pullover, Blue Westport Lifestyle Long Sleeve Strive Performance Quarter-Zip Pullover, Grey Westport Lifestyle Long Sleeve Strive Performance Quarter-Zip Pullover, Sage

Westport Lifestyle Long Sleeve Strive Performance Quarter-Zip Pullover

$95.00

$37.98 Final Sale
Westport Black Mayfair Linen Flat-Front Check Shorts, Men's Big & Tall
Westport Black Mayfair Linen Flat-Front Check Shorts, Navy Westport Black Mayfair Linen Flat-Front Check Shorts, Moss

Westport Black Mayfair Linen Flat-Front Check Shorts

$165.00

$65.98 Final Sale
Westport 1989 Pleated Satin Twill Pants, Men's Big & Tall
Westport 1989 Pleated Satin Twill Pants, Olive Westport 1989 Pleated Satin Twill Pants, Tan

Westport 1989 Pleated Satin Twill Pants

$135.00

$53.98 Final Sale
Westport No-Tuck Long Sleeve Stretch-Cotton Oxford Sport Shirt, Men's Big & Tall

Westport No-Tuck Long Sleeve Stretch-Cotton Oxford Sport Shirt

$125.00

$49.98 Final Sale
Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt, Men's Big & Tall
Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt, Blue/White

Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt

$125.00

$47.98 Final Sale
Westport Black Short Sleeve Darin Button Front Polo, Men's Big & Tall
Westport Black Short Sleeve Darin Button Front Polo, Wheat

Westport Black Short Sleeve Darin Button Front Polo

$189.00

$74.98 Final Sale
Westport Lifestyle Fairfield Stretch Twill Pant, Men's Big & Tall

Westport Lifestyle Fairfield Stretch Twill Pant

$119.50

$45.98 Final Sale
Peter Millar Crown Comfort Short, Men's Big & Tall

Peter Millar Crown Comfort Short

$165.00

$65.98 Final Sale
Westport Black Hampton Marlin Print Swim Shorts, Men's Big & Tall
Westport Black Hampton Marlin Print Swim Shorts, Multi

Westport Black Hampton Marlin Print Swim Shorts

$99.50

$38.98 Final Sale
Westport No-Tuck Short Sleeve Cotton Performance Stretch Johnny Collar Knit Shirt, Men's Big & Tall

Westport No-Tuck Short Sleeve Cotton Performance Stretch Johnny Collar Knit Shirt

$89.50

$34.98 Final Sale
1 2 3 4 5 6 7 8
Find the perfect gift under $100 for the big and tall man in your life.

CUSTOMER SERVICE

Request a Westport Big & Tall Catalog

GET OUR CATALOG

ORDER BY PHONE

Search