Skip to main content
Complimentary U.S. Ground Shipping & Returns On Shoes, Belts & WalletsTap to Call Concierge: 929-215-0532
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
Dark Brown leather boot on a wooden surface with a light gray background

3236 Shearling-Lined Boot – Calzoleria Toscana

$678

Dark Brown
Brick
Black
Cherry
Shiny blue dress shoe on a wooden surface with a light gray background

4870 Wholecut Lace-Up – Calzoleria Toscana

$368

Blue
Burgundy
Gray leather dress shoe on a wooden surface with a light gray background

H742 Balmoral Wingtip Lace-Up – Calzoleria Toscana

$408

Gray
Dark Caramel
Blue
Black
Black woven dress shoe on a wooden surface with a light gray background

5373 Woven Wholecut Balmoral – Calzoleria Toscana

$326$408

Black
Chestnut
Brown leather loafer on a wooden surface with a light gray background

Q479-M Tony-M Loafer – Calzoleria Toscana

$298

Brick
Black
Brick leather loafer on a wooden surface with a light gray background

Izano Dip-Dyed Nile Crocodile Loafer – Calzoleria Toscana

$1,398

Brick
Black
Blue
Caramel leather dress shoe with a buckle on a wooden surface

Pione Single Monk Strap – Calzoleria Toscana

$428

Dark Caramel
Burgundy
Black
Blue leather loafer on a wooden surface with a light gray background

5712 Leather Dress Loafer – Calzoleria Toscana

$408

Blue
Black
Moor crocodile-patterned loafer on a wooden surface with a light gray background

4468 Nile Crocodile Venetian Loafer – Calzoleria Toscana

$1,298

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

Q399 Blucher Lace-Up – Calzoleria Toscana

$408

Cerris
Blue
Brown leather high-top sneaker with a visible Vibram logo on a wooden surface.

Q555 Dip-Dyed Buff Calf High-Top Sneaker – Calzoleria Toscana

$378

Stone
Blue leather loafer with a tassel on a wooden surface

Z993 Tassel Slip-On – Calzoleria Toscana

$408

Ocean Blue
Dark Caramel
Porpora
A burgundy Italian wholecut Oxford shoe with laces on a wooden surface.

9973 Wholecut Oxford Lace-Up – Calzoleria Toscana

$428

Burgundy
Ocean Blue
Graphite
Dark Caramel leather loafer on a wooden surface with a light gray background

7730 Leather Dress Loafer – Calzoleria Toscana

$428

Dark Caramel
Navy Blue
Black
Mahogany woven leather shoe on a wooden surface with a light gray background

Gallo Woven Leather Lace-Up – Calzoleria Toscana

$478

Mahogany
Blue leather dress shoe on a wooden surface with a light gray background

Tiglio Wholecut Blucher Lace-Up – Calzoleria Toscana

$408

Blue
Chestnut
Black
Black leather ankle boot with a zipper on a wooden surface

Q254 Dip-Dyed Double-Zip Boot – Calzoleria Toscana

$428

Black
Brick
Black sneaker on a wooden surface with a gray background

3042 Benso Sneaker – Calzoleria Toscana

$338$438

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

Pilati Double-Gore Slip-On – Calzoleria Toscana

$428

Dark
Black
Chestnut leather loafer shoe on a wooden surface with a light gray background

H614 Leather Tassel Slip-On – Calzoleria Toscana

$398

Chestnut
Black
Red woven slip-on shoe on a wooden surface with a white background

Enea Woven Slip-On Sneaker – Calzoleria Toscana

$398

Red
Black
Moor
Black shiny dress shoe on a wooden surface with a light gray background

Orfeo Patent Leather Lace-Up – Calzoleria Toscana

$398

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

H310 Wingtip Balmoral Oxford Lace-Up – Calzoleria Toscana

$408

Fondant
Chester
Mahogany leather sneaker on a wooden surface with a light gray background

CTH000 Leather Sneaker – Calzoleria Toscana

$338$448

Mahogany

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.