Main Content

Men's Big & Tall Shorts & Swimwear

Vintage 1946 'Sahara' Twill Utility Shorts
Vintage 1946 'Sahara' Twill Utility Shorts
Nordstrom Stripe Cotton Shorts
Nordstrom Stripe Cotton Shorts
Peter Millar 'Salem' Moisture Wicking Performance Shorts
Peter Millar 'Salem' Moisture Wicking Performance Shorts
Tommy Bahama 'Ashore Thing' Flat Front Shorts
Tommy Bahama 'Ashore Thing' Flat Front Shorts
Price MatchedTommy Bahama 'Ashore Thing' Flat Front ShortsWas: $98.00Now: $88.0010% OFF
Tommy Bahama 'Kona Coaster' Cargo Shorts
Tommy Bahama 'Kona Coaster' Cargo Shorts
Rodd & Gunn 'Anchor Bay' Print Shorts
Rodd & Gunn 'Anchor Bay' Print Shorts
Rodd & Gunn 'Bassett Street' Slim Fit Bermuda Shorts
Rodd & Gunn 'Bassett Street' Slim Fit Bermuda Shorts
Tommy Bahama 'Paolo' Patchwork Plaid Shorts
Tommy Bahama 'Paolo' Patchwork Plaid Shorts
Rodd & Gunn 'Beaumont' Print Cargo Shorts
Rodd & Gunn 'Beaumont' Print Cargo Shorts
Robert Graham 'Side Shore' Paisley Print Reversible Classic Fit Shorts
Robert Graham 'Side Shore' Paisley Print Reversible Classic Fit Shorts
Rodd & Gunn 'Admirals' Five-Pocket Shorts
Rodd & Gunn 'Admirals' Five-Pocket Shorts
Tommy Bahama 'Baja 99 Bottles' Swim Trunks (Big & Tall)
Tommy Bahama 'Baja 99 Bottles' Swim Trunks (Big & Tall)
Tommy Bahama 'Naples Gondolier' Swim Trunks (Big & Tall)
Tommy Bahama 'Naples Gondolier' Swim Trunks (Big & Tall)
Tommy Bahama 'Baja Poolside' Board Shorts (Big & Tall)
Tommy Bahama 'Baja Poolside' Board Shorts (Big & Tall)
Tommy Bahama 'Baja Cyber Circles' Swim Trunks (Big & Tall)
Tommy Bahama 'Baja Cyber Circles' Swim Trunks (Big & Tall)
Tommy Bahama 'Paddleboard' Plaid Shorts (Big & Tall)
Tommy Bahama 'Paddleboard' Plaid Shorts (Big & Tall)
Tommy Bahama 'Survivalist' Cargo Shorts (Big & Tall)
Tommy Bahama 'Survivalist' Cargo Shorts (Big & Tall)
Peter Millar 'Salem' Wrinkle Resistant Shorts
Peter Millar 'Salem' Wrinkle Resistant Shorts
John W. Nordstrom® Flat Front Cotton Blend Trouser Shorts (Big)
John W. Nordstrom® Flat Front Cotton Blend Trouser Shorts (Big)
Tommy Bahama 'Kilea Coaster' Plaid Shorts
Tommy Bahama 'Kilea Coaster' Plaid Shorts
Bugatchi Stretch Cotton Cargo Shorts
Bugatchi Stretch Cotton Cargo Shorts
Tommy Bahama 'Plaid de Marmi' Plaid Linen Blend Seersucker Shorts
Tommy Bahama 'Plaid de Marmi' Plaid Linen Blend Seersucker Shorts
Tommy Bahama 'South Beach Cord' Floral Print Corduroy Shorts
Tommy Bahama 'South Beach Cord' Floral Print Corduroy Shorts
Tommy Bahama 'Baja Serape' Ombré Stripe Shorts
Tommy Bahama 'Baja Serape' Ombré Stripe Shorts
Tommy Bahama 'Sevvia' Stripe Linen Blend Shorts
Tommy Bahama 'Sevvia' Stripe Linen Blend Shorts
Tommy Bahama 'Indigo Romeo' Plaid Shorts
Tommy Bahama 'Indigo Romeo' Plaid Shorts
Robert Graham 'Surf Rider' Swim Trunks
Robert Graham 'Surf Rider' Swim Trunks
Price MatchedRobert Graham 'Surf Rider' Swim TrunksWas: $168.00Now: $100.8040% OFF
Robert Graham 'Bail Out' Swim Shorts
Robert Graham 'Bail Out' Swim Shorts
TailorByrd 'Anthony' Chino Shorts
TailorByrd 'Anthony' Chino Shorts
Vintage 1946 Seersucker Shorts
Vintage 1946 Seersucker Shorts
Paul & Shark Gingham Flat Front Leisure Shorts
Paul & Shark Gingham Flat Front Leisure Shorts
Peter Millar Stripe Cotton & Linen Shorts
Peter Millar Stripe Cotton & Linen Shorts
Tommy Bahama 'Leaf It to Me' Cotton Shorts
Tommy Bahama 'Leaf It to Me' Cotton Shorts
Tommy Bahama 'Pompeii Plaid' Flat Front Linen Blend Shorts
Tommy Bahama 'Pompeii Plaid' Flat Front Linen Blend Shorts
Cutter & Buck 'Colton' Plaid Flat Front Shorts (Big)
Cutter & Buck 'Colton' Plaid Flat Front Shorts (Big)
Robert Graham 'Hiker' Linen & Cotton Cargo Shorts
Robert Graham 'Hiker' Linen & Cotton Cargo Shorts
Tommy Bahama 'Sorrento Square' Flat Front Linen Shorts
Tommy Bahama 'Sorrento Square' Flat Front Linen Shorts
Tommy Bahama 'Blazing Stripes' Cargo Shorts
Tommy Bahama 'Blazing Stripes' Cargo Shorts
Vintage 1946 Classic Fit Dobby Cotton Shorts
Vintage 1946 Classic Fit Dobby Cotton Shorts
Tommy Bahama 'Plaid Pro' Plaid Shorts
Tommy Bahama 'Plaid Pro' Plaid Shorts
Vintage 1946 Classic Fit Stripe Seersucker Shorts
Vintage 1946 Classic Fit Stripe Seersucker Shorts
Vintage 1946 'Authentic Vintage' Madras Plaid Shorts
Vintage 1946 'Authentic Vintage' Madras Plaid Shorts
Vineyard Vines 'Club' Classic Fit Twill Shorts
Vineyard Vines 'Club' Classic Fit Twill Shorts
Robert Graham 'Wanderer' Classic Fit Shorts
Robert Graham 'Wanderer' Classic Fit Shorts
Robert Graham 'Body Surf' Board Shorts
Robert Graham 'Body Surf' Board Shorts
Vintage 1946 Patchwork Madras Shorts
Vintage 1946 Patchwork Madras Shorts
Tommy Bahama 'Coastal Twill' Flat Front Shorts
Tommy Bahama 'Coastal Twill' Flat Front Shorts
Vintage 46 Linen Shorts
Vintage 46 Linen Shorts
Vintage 1946 Patchwork Madras Shorts
Vintage 1946 Patchwork Madras Shorts
Vintage 1946 Reversible Shorts
Vintage 1946 Reversible Shorts
Vintage 1946 Reversible Shorts
Vintage 1946 Reversible Shorts
Vintage 1946 Tropical Print Cotton Shorts
Vintage 1946 Tropical Print Cotton Shorts
Tommy Bahama 'Copolla Check' Flat Front Linen Blend Shorts
Tommy Bahama 'Copolla Check' Flat Front Linen Blend Shorts
Rodd & Gunn 'Flax Bay' Cargo Shorts
Rodd & Gunn 'Flax Bay' Cargo Shorts
Peter Millar Classic Fit Tattersall Check Shorts
Peter Millar Classic Fit Tattersall Check Shorts
Peter Millar 'Bahama Print' Classic Fit Shorts
Peter Millar 'Bahama Print' Classic Fit Shorts
Paul & Shark Nautical Flag Bermuda Shorts
Paul & Shark Nautical Flag Bermuda Shorts
Tommy Bahama 'New East Bank' Cargo Shorts
Tommy Bahama 'New East Bank' Cargo Shorts
Tommy Bahama 'Naples Cabana' Swim Trunks (Big & Tall)
Tommy Bahama 'Naples Cabana' Swim Trunks (Big & Tall)
Tommy Bahama 'Paradise Pro' Flat Front Shorts (Big & Tall)
Tommy Bahama 'Paradise Pro' Flat Front Shorts (Big & Tall)
Cutter & Buck 'Bristol' Oxford Shorts (Big & Tall)
Cutter & Buck 'Bristol' Oxford Shorts (Big & Tall)
Cutter & Buck 'Bristol' Oxford Shorts
Cutter & Buck 'Bristol' Oxford Shorts
Jack O'Neill 'Maxwell' Chino Walk Shorts
Jack O'Neill 'Maxwell' Chino Walk Shorts
Cutter & Buck 'Bainbridge' DryTec Flat Front Shorts (Big & Tall)
Cutter & Buck 'Bainbridge' DryTec Flat Front Shorts (Big & Tall)
Jack O'Neill 'Chord' Corduroy Walk Shorts
Jack O'Neill 'Chord' Corduroy Walk Shorts
Tommy Bahama 'Birdie Nights' Flat Front Plaid Stretch Shorts
Tommy Bahama 'Birdie Nights' Flat Front Plaid Stretch Shorts

No items match all your filter selections.

Clear all to see unfiltered results.