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Toscana USA — Made in Italy
A Specialty of the House

Size 16 Men's Italian Leather Shoes

Explore Italian handcrafted loafers, boots, sneakers, and dress shoes in US Size 16 (EU 49). Each pair is crafted in Tuscany from premium leathers and designed to deliver exceptional comfort, enduring quality, and timeless style.

71shoe styles
Brown leather boot on a wooden surface with a light gray background

Q549 Dip-Dyed Combat Boot – Calzoleria Toscana

$498

Dark Brown
Black
Black leather dress shoe on a wooden surface with a light gray background

4633 Cayenne Calfskin Wholecut Balmoral – Calzoleria Toscana

$428

Black
Dark Caramel
Gray
Brown leather oxford dress shoe with a cap toe and subtle perforated detailing, shown in side profile on a wooden surface.

2361 Cayenne Calfskin Cap-Toe Oxford Lace-Up – Calzoleria Toscana

$408

Brown
Blue
Burgundy
Dark Caramel
Black
Brick pair of leather boots on a wooden surface with a light gray background

9147 Dip-Dyed Wingtip Boot – Calzoleria Toscana

$498

Brick
Moor
Black leather loafer with a gold buckle on a wooden surface

8616-D Cervo Tumbled Leather Horsebit Loafer – Calzoleria Toscana

$398

Black
NEW
Dark Brown
Blue leather loafer on a wooden surface with a light gray background

3238-M Ostrich Dress Loafer – Calzoleria Toscana

$738

Navy Blue
Black
NEW
Dark Brown
Navy blue loafer with a tassel on a wooden surface

Bormio-S Tassel Loafer – Calzoleria Toscana

$418

Blue
Dusty Brown
NEW
Black
A dusty brown suede penny loafer shoe displayed on a wooden surface
NEW

Quero Velour Suede Wholecut Penny Loafer – Calzoleria Toscana

$418

Dusty Brown
Navy Blue
Black
A navy blue suede wingtip oxford shoe with brogue detailing
NEW

Utica Velour Suede Wingtip Oxford – Calzoleria Toscana

$428

Blue
Black
Dark Brown
Black loafer shoe on a wooden surface with a light gray background

Bormio Tassel Loafer – Calzoleria Toscana

$418

Black
NEW
Dark Caramel
A Dark Brown leather cap-toe oxford dress shoe with a low stacked heel, displayed on a wooden surface against a light gray background.

4849 Cap-Toe Lace-Up – Calzoleria Toscana

$448

NEW
Dark Brown
Straw
NEW
Gray
A Burgundy leather penny loafer shoe with a low stacked heel, displayed on a wooden surface
NEW

Zena Penny Loafer - Calzoleria Toscana

$448

Burgundy
Graphite
A dark brown leather lace-up ankle boot with a low stacked heel, shown in profile on a wooden surface against a light gray background.
NEW

Terni Dip-Dyed Ankle Boot – Calzoleria Toscana

$498

Tobacco
Black
A black leather low-top sneaker with a textured perforated upper, black laces, and a thick white rubber sole,
NEW

Ocre Perforated Low Top Sneaker - Calzoleria Toscana

$438

Black/​White
White
A graphite leather lace-up dress shoe with a rugged black sole, displayed on a wooden surface against a light gray background.
NEW

Liano Hand-Painted Blucher - Calzoleria Toscana

$438

Graphite
Moor
Ocean Blue
A low-top white and black sneaker with a light beige textured leather upper, black laces, a black heel tab, and a light gray sole, displayed on a wooden surface against a light gray background.
NEW

Corio Cervo Tumbled Leather Low-Top Sneaker – Calzoleria Toscana

$428

White/​Black
Cream/​Brown
A men's black and white two-tone wingtip oxford shoe with brogue detailing, displayed on a light wood surface against a plain off-white background.
NEW

Caldes Spectator Wingtip Oxford - Calzoleria Toscana

$488

Black/​White
Dark Brown crocodile-patterned sneaker on a wooden surface with a light gray background
NEW

Gaiba Dip-Dyed Crocodile Sneaker – Calzoleria Toscana

$1,798

Dark Brown
White loafer shoe on a wooden surface with a light gray background

8616-M Buff Calf Horsebit Loafer – Calzoleria Toscana

$358

White
Navy Blue
Black
Caramel leather shoe with Double buckle on a wooden surface

6582 Double Monk Strap Cap-Toe Shoe – Calzoleria Toscana

$428

Dark Caramel
Blue
Black
Moor
Graphite leather dress shoe on a wooden surface with a light gray background

Q550 Cayenne Calfskin Wholecut Lace-Up – Calzoleria Toscana

$408

Graphite
Burgundy
Chestnut
Dark brown leather ankle boot with zipper on a wooden surface and light gray background

Q337 Double-Zip Boot – Calzoleria Toscana

$428

Stone
Chester
Dark Caramel leather loafer on a wooden surface with a light gray background

Santor Collegiate Loafer – Calzoleria Toscana

$388

Dark Caramel
Porpora leather loafer on a wooden surface with a light gray background

Q540 Wholecut Slip-On – Calzoleria Toscana

$445

Porpora
Chestnut
Moor

Questions, Answered

About Size 16 Men's Italian Leather Shoes

  • Yes. Our Size 16 collection features many of our most popular styles, each crafted in Tuscany from premium leathers and designed to deliver the exceptional comfort, enduring quality, and timeless style that define Toscana footwear.

The Collection

Size 16 Men's Italian Shoes — Handcrafted for Larger Feet

When it comes to finding stylish and comfortable size 16 men's dress shoes, look no further than our exceptional collection of Italian handmade footwear, expertly crafted for men with large feet. Combining style, comfort, and durability, our size 16 men's shoes come in various styles, including loafers, slip-ons, sneakers, boots, monkstraps, and exotic skins. Each pair is meticulously crafted with high-quality materials, ensuring you step out in style, whether for casual or formal settings.