The Holiday 2025 Collection has arrived!  SHOP NEW ARRIVALS

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, Men's Big & Tall

WINTER CLOTHING

Male model wearing Westport Black Hybrid Knit Blazer, Men's Big & Tall

WESTPORT EXCLUSIVES

Male model wearing Westport Black Cotton Cashmere Hoodie Pullover and Lounge Pant, Men's Big & Tall

LOUNGEWEAR

Male model wearing Westport Black Benson Donegal Button Mock Sweater, Men's Big & Tall

LUXURY COLLECTION

CLEAR ALL
Collection
Accessories
Footwear
Outerwear
Pants & Shorts
Shirts
Sweaters
Final Clearance
Brand
Callaway
2
Levi Strauss
2
Peter Millar
6
Tommy Bahama
2
Westport 1989
3
Westport Black
21
Westport Lifestyle
24
Type
Loungewear
2
Pants
19
Shorts
19
Swimwear
20
Color
Black
Blue
Brown
Green
Grey
Orange
Pink
Red
Tan
White
Yellow
Size
1XB
9
2XB
32
3XB
32
4XB
32
5XB
26
2XT
32
3XT
32
4XT
31
LT
32
XLT
32
Waist Size
36"
28
38"
28
40"
28
42"
28
44"
28
46"
28
48"
28
50"
28
52"
28
54"
28
56"
24
58"
4
60"
4
Length
BIG
2
LONG
22
REG
22
TALL
2
Inseam
30"
4
32"
4
34"
4
36"
4
38"
4

SALE: Big & Tall Men’s Designer Pants & Shorts

Westport Black Performance Stretch 5-Pocket Dress Pants, Men's Big & Tall

Westport Black Performance Stretch 5-Pocket Dress Pants

$278.85

$111.51 Final Sale
Westport Black Southport Solid Linen Drawcord Short, Men's Big & Tall

Westport Black Southport Solid Linen Drawcord Short

$198.77

$78.62 Final Sale
Callaway Performance Pull-On Short, Men's Big & Tall

Callaway Performance Pull-On Short

$157.30

$62.89 Final Sale
Westport Black Italian 5-Pocket Twill Jean, Men's Big & Tall

Westport Black Italian 5-Pocket Twill Jean

$283.14

$112.94 Final Sale
Westport Lifestyle Longshore Beach Pant, Men's Big & Tall

Westport Lifestyle Longshore Beach Pant

$142.29

$55.74 Final Sale
Westport Black Southport Linen Drawcord Pant, Men's Big & Tall

Westport Black Southport Linen Drawcord Pant

$227.37

$90.06 Final Sale
Westport Lifestyle Longshore Beach Short, Men's Big & Tall

Westport Lifestyle Longshore Beach Short

$127.99

$50.02 Final Sale
Westport 1989 Stretch Flannel Lounge Pants, Men's Big & Tall
Gold-swatch Navy-swatch Rust-swatch Sand-swatch Teal-swatch Midnight-swatch Blue-swatch Charcoal-swatch Grey-swatch Lagoon-swatch

Westport 1989 Stretch Flannel Lounge Pants

$114.40

$42.87 Final Sale
Westport Black Stretch Linen 5-Pocket Pant, Men's Big & Tall

Westport Black Stretch Linen 5-Pocket Pant

$321.75

$128.67 Final Sale
Westport Black Southport Leaf Print Linen Drawcord Short, Men's Big & Tall
Black-swatch

Westport Black Southport Leaf Print Linen Drawcord Short

$207.35

$82.91 Final Sale
Westport Black Postcard Print Hampton Swim Trunk, Men's Big & Tall
Multi-swatch

Westport Black Postcard Print Hampton Swim Trunk

$142.29

$55.74 Final Sale
Westport Black Garment Dyed 5-Pocket Twill Pant, Men's Big & Tall

Westport Black Garment Dyed 5-Pocket Twill Pant

$235.95

$94.35 Final Sale
Westport Lifestyle Solid Stretch Comfort Fit Flat-Front Short, Men's Big & Tall

Westport Lifestyle Solid Stretch Comfort Fit Flat-Front Short

$127.99

$50.02 Final Sale
Westport Black Stamp Print Hampton Swim Trunk, Men's Big & Tall
Blue-swatch

Westport Black Stamp Print Hampton Swim Trunk

$142.29

$55.74 Final Sale
Westport Black 5-Pocket Seersucker Performance Linen Pant, Men's Big & Tall

Westport Black 5-Pocket Seersucker Performance Linen Pant

$321.75

$128.67 Final Sale
Westport Black Linen-Cotton Knit Shorts, Men's Big & Tall

Westport Black Linen-Cotton Knit Shorts

$185.90

$71.47 Final Sale
Westport Lifestyle Palm Print Sherwood Comfort Fit Short, Men's Big & Tall
Black-swatch

Westport Lifestyle Palm Print Sherwood Comfort Fit Short

$135.85

$54.31 Final Sale
Westport Black Southport Linen Drawcord Cargo Short, Men's Big & Tall

Westport Black Southport Linen Drawcord Cargo Short

$198.77

$78.62 Final Sale
Westport Black Jungle Print Hampton Swim Trunk, Men's Big & Tall
Multi-swatch

Westport Black Jungle Print Hampton Swim Trunk

$142.29

$55.74 Final Sale
Westport Lifestyle Liberty Stretch Twill Short, Men's Big & Tall

Westport Lifestyle Liberty Stretch Twill Short

$121.55

$48.59 Final Sale
Westport Lifestyle Ocean Washed Twill Shorts, Men's Big & Tall

Westport Lifestyle Ocean Washed Twill Shorts

$140.14

$55.74 Final Sale
Westport Black Aloha Print Hampton Swim Trunk, Men's Big & Tall
Lagoon-swatch

Westport Black Aloha Print Hampton Swim Trunk

$142.29

$55.74 Final Sale
Westport Black Newport Knit Flat Front Performance Shorts, Men's Big & Tall

Westport Black Newport Knit Flat Front Performance Shorts

$185.90

$71.47 Final Sale
Westport Lifestyle Mystic Flat Front Seersucker Shorts, Men's Big & Tall

Westport Lifestyle Mystic Flat Front Seersucker Shorts

$135.85

$54.31 Final Sale
Westport Lifestyle Saybrook Half Elastic 'Floral' Print Board Short, Men's Big & Tall
Lagoon-swatch

Westport Lifestyle Saybrook Half Elastic 'Floral' Print Board Short

$121.55

$48.59 Final Sale
Westport Lifestyle Dockside Knit Cord Shorts, Men's Big & Tall

Westport Lifestyle Dockside Knit Cord Shorts

$135.85

$54.31 Final Sale
Peter Millar Corduroy 5-Pocket Pant, Men's Big & Tall

Peter Millar Corduroy 5-Pocket Pant

$300.30

$114.37 Final Sale
Westport Lifestyle Elastic Waist Stretch Corduroy Pant, Men's Big & Tall

Westport Lifestyle Elastic Waist Stretch Corduroy Pant

$197.34

$71.47 Final Sale
Callaway Performance 5-Pocket Pant, Men's Big & Tall

Callaway Performance 5-Pocket Pant

$157.30

$62.89 Final Sale
Westport Lifestyle Saybrook Half Elastic Solid Board Short, Men's Big & Tall

Westport Lifestyle Saybrook Half Elastic Solid Board Short

$121.55

$48.59 Final Sale
Dockers Wrinkle-Free Flat-Front Pants, Men's Big & Tall

Dockers Wrinkle-Free Flat-Front Pants

$88.66

$34.29 Final Sale
Westport Lifestyle Nautical Print Compo Swim Trunks, Men's Big & Tall
Pink-swatch

Westport Lifestyle Nautical Print Compo Swim Trunks

$113.69

$42.87 Final Sale
Tommy Bahama Baja Palermo Swim Trunk, Men's Big & Tall
Army Green-swatch Blue Allure-swatch

Tommy Bahama Baja Palermo Swim Trunk

$157.30

$62.89 Final Sale
Westport Lifestyle Spritzer Print Compo Swim Trunks, Men's Big & Tall
Lime-swatch

Westport Lifestyle Spritzer Print Compo Swim Trunks

$113.69

$42.87 Final Sale
Westport Lifestyle Sailboat Print Compo Swim Trunks, Men's Big & Tall
Lagoon-swatch

Westport Lifestyle Sailboat Print Compo Swim Trunks

$113.69

$42.87 Final Sale
Westport Black Linen-Cotton Knit Pants, Men's Big & Tall

Westport Black Linen-Cotton Knit Pants

$228.80

$91.49 Final Sale
Peter Millar Golden Hour Printed Swim Trunk, Men's Big & Tall
Pink Caliente-swatch

Peter Millar Golden Hour Printed Swim Trunk

$183.04

$71.47 Final Sale
Westport Lifestyle Country Club Flat Front Printed Hybrid Shorts, Men's Big & Tall

Westport Lifestyle Country Club Flat Front Printed Hybrid Shorts

$142.29

$55.74 Final Sale
Westport Lifestyle Flamingo Print Compo Swim Trunks, Men's Big & Tall
Black-swatch

Westport Lifestyle Flamingo Print Compo Swim Trunks

$113.69

$42.87 Final Sale
Westport Black Moleskin Garment Dyed Pant, Men's Big & Tall

Westport Black Moleskin Garment Dyed Pant

$283.14

$110.08 Final Sale
Westport Black Flat Front Corduroy Pant, Men's Big & Tall

Westport Black Flat Front Corduroy Pant

$213.07

$78.62 Final Sale
Westport Black Stretch Cord 5-Pocket Pant, Men's Big & Tall

Westport Black Stretch Cord 5-Pocket Pant

$213.07

$78.62 Final Sale
Dockers Wrinkle-Free Pleated Pants, Men's Big & Tall

Dockers Wrinkle-Free Pleated Pants

$88.66

$34.29 Final Sale
Peter Millar Caiman Printed Swim Trunk, Men's Big & Tall
Icy Mint-swatch

Peter Millar Caiman Printed Swim Trunk

$183.04

$71.47 Final Sale
Peter Millar Mai Tai Printed Swim Trunk, Men's Big & Tall
Stellar Blue-swatch

Peter Millar Mai Tai Printed Swim Trunk

$183.04

$71.47 Final Sale
Westport Lifestyle Country Club Flat Front Printed Hybrid Shorts, Men's Big & Tall
Navy-swatch

Westport Lifestyle Country Club Flat Front Printed Hybrid Shorts

$142.29

$55.74 Final Sale
Westport Lifestyle Saybrook Half Elastic Stripe Board Short, Men's Big & Tall
Multi-swatch

Westport Lifestyle Saybrook Half Elastic Stripe Board Short

$121.55

$48.59 Final Sale
Westport Black Chili Print Hampton Swim Trunk, Men's Big & Tall
Grey-swatch

Westport Black Chili Print Hampton Swim Trunk

$142.29

$55.74 Final Sale
Westport Lifestyle Military Cargo Short, Men's Big & Tall

Westport Lifestyle Military Cargo Short

$127.99

$50.02 Final Sale
Westport 1989 Flannel Holiday Novelty Lounge Pant, Men's Big & Tall
Grey-swatch Red-swatch Blue-swatch Black-swatch

Westport 1989 Flannel Holiday Novelty Lounge Pant

$140.14

$54.31 Final Sale
Westport Lifestyle Liberty Twill Short, Men's Big & Tall

Westport Lifestyle Liberty Twill Short

$135.85

$54.31 Final Sale
Westport Lifestyle Country Club Flat Front Printed Hybrid Shorts, Men's Big & Tall
Khaki-swatch

Westport Lifestyle Country Club Flat Front Printed Hybrid Shorts

$142.29

$55.74 Final Sale
Westport Lifestyle Calypso Print Compo Swim Trunks, Men's Big & Tall
Navy-swatch

Westport Lifestyle Calypso Print Compo Swim Trunks

$113.69

$42.87 Final Sale
Westport Lifestyle Fish Print Compo Swim Trunks, Men's Big & Tall
Navy-swatch

Westport Lifestyle Fish Print Compo Swim Trunks

$113.69

$42.87 Final Sale
Westport Lifestyle Saybrook Half Elastic Stripe Board Short, Men's Big & Tall
Navy-swatch

Westport Lifestyle Saybrook Half Elastic Stripe Board Short

$121.55

$48.59 Final Sale
Peter Millar Pineapple Print Swim Trunk, Men's Big & Tall
Coral Reef-swatch

Peter Millar Pineapple Print Swim Trunk

$183.04

$71.47 Final Sale
Peter Millar Shackleford Stretch Performance Hybrid Shorts, Men's Big & Tall

Peter Millar Shackleford Stretch Performance Hybrid Shorts

$207.35

$82.91 Final Sale
Westport 1989 5-Pocket Stretch Corduroy Pant, Men's Big & Tall

Westport 1989 5-Pocket Stretch Corduroy Pant

$193.05

$77.19 Final Sale
Tommy Bahama Boracay Jean, Men's Big & Tall
Rinse Wash-swatch Medium Indigo Wash-swatch Black Overdye-swatch Dark Indigo-swatch

Tommy Bahama Boracay Jean

$225.94

$85.77 Final Sale
Westport Black Flat Front Corduroy Pant, Men's Big & Tall

Westport Black Flat Front Corduroy Pant

$213.07

$84.34 Final Sale
Westport Big & Tall offers great deals on big & tall designer jeans, chinos, dress pants, athletic shorts marked down to make room for incoming inventory of pants and shorts. Whether you’re looking for a pair of big & tall casual pants for your business/casual workplace, or just hoping to find some good deals on bottoms, we’ve got you covered during our semi-annual sale.

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