Sebago Classic Dan men&
Sebago Classic Dan men&
Sebago Classic Dan men&
Sebago Classic Dan men&
Sebago Classic Dan men&
Sebago Classic Dan men&
Sebago Classic Dan men&
Sebago Classic Dan men&

Classic Dan

Black
Regular price$275.00
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Color
Width
Size
Size chart

Finding your perfect fit is essential.  Refer to the chart below to determine your ideal size.

Men's Shoe Size Chart

Unit Men's Sizes (Regular Width)
US 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 12.5 13 14 15
EU 39 39.5 40 41 41.5 42 43 43.5 44 44.5 45 46 46.5 47 48 49 50
UK 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 12.5 13 14
Cm 24.8 25.2 25.6 26 26.5 26.9 27.3 27.7 28.1 28.6 29 29.4 29.8 30.2 30.6 31.4 32.2

Women's Shoe Size Chart

Unit Women's Sizes (Regular Width)
US 5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11
EU 35 35.5 36 37 37.5 38 38.5 39 40 40.5 41 42 42.5
UK 2.5 3 3.5 4 4.5 5 5.5 6 6.5 7 7.5 8 8.5
Cm 22.3 22.7 23.2 23.6 23.8 24 24.4 24.8 25.6 25.8 26 26.9 27.1
  • Low stock - 3 items left
  • Inventory on the way
Shipping Free Shipping on orders over $150
Returns Easy Returns up to 30 days
Exchanges Free Exchanges up to 30 days

Black Leather Penny Loafers, Hand-Sewn Since 1946
The Classic Dan is Sebago's original men's penny loafer: a low-cut, beefroll-style slip-on in smooth corrected grain leather, hand-sewn pair by pair. Named for one of Sebago's founders, it has anchored the Citysides collection since the very beginning.

Dress it up with tailoring or wear it down with denim. The unlined upper keeps it light and flexible, the leather sock lining adds comfort, and the natural leather sole with a molded rubber heel gives it the classic loafer feel underfoot.

Runs narrow and long. Order a half size down. If you have a medium to wide foot, choose the Wide. The leather feels snug at first and softens to your foot with wear.

• Upper: 100% corrected grain leather
• Lining: unlined upper with leather sock lining
• Outsole: 80% leather, 20% rubber
• Hand-sewn construction
• Classic beefroll penny loafer
• Natural leather sole with molded rubber heel
• Made in Mexico

Shipping
Shipping is free on all orders $150 and over. 

We ship to all 50 US States, Puerto Rico and US Virgin Islands. Orders ship 1-3 days after the order is placed during normal business hours (Monday – Friday), excluding postal/federal holidays. 

Returns
Easy returns within 30 days.
Free Exchanges within 30 days.

  • 5 stars: 18 (78%)
  • 4 stars: 1 (4%)
  • 3 stars: 2 (9%)
  • 2 stars: 0 (0%)
  • 1 star: 2 (9%)
S
Simon Lieu
Fit: Runs Big

Love the quality and look of the shoes. Unfortunately they are way too big for my feet. I am a size 8.5 with wide feet so I usually have to move up to size 9. I bought a 8 wide but is still seems to be 1-2 full sizes too big. This was the smallest size at the time of purchase so I wasn't able to try smaller sizes. I will need to return these.

L
Louis Wong

Sebago blew me away. The quality control is really good. I couldn't find any flaw at all. The packaging is really nice too. Each loafer was wrapped in its own felt bag. Very much worth the price.

I tried GH Bass beforehand, and had to return them due to terrible quality control.

G
Geoff
Fit: Runs Big

These are the best loafers I've ever had. They break in to fit your foot. Stiff at first but trust they will be worth the price!

M
Marcel
Fit: True to Size

Beautiful shoes. Amazing American craftsmanship

K
Kevin Meth
Fit: True to Size

Excellent build quality and a perfect fit as i use a Wide size

A
Anonymous
Fit: Runs Big

Shoe quality is exceptional. QC not as much. Sizing is an adventure.

Shoe feels very high quality in hand. Very comfortable out of the box. There is a substantial difference in feel compared to say Weejuns or J.Crew Camdens. However, the toe stitching on the pair I just received was done very poorly and not only looks awful, but also a potential point of failure. I'd be returning these for that alone, but I also need to size down...again.

Normally wear a 9.5 in just about every sneaker. 9 or 9.5 in dress shoes. Tried a 9E (wide) at first and was comically long. 8.5E was a very minimal step down and is still too long. Going to try a 8E when they get back in stock.

P
Pete Curry

I must admit that I tried four sizes before landing on the best fit, but it was worth it. Their return policy made it pretty easy to deal with, too. They are high quality, classic cool, highly versatile, great shoes. It's hard to find things like this these days.

I recommend half size down from your normal sneaker size and Wide, the regular is quite narrow especially around the midfoot and toebox. And yes, they do mold to your foot as they break in. I was a little worried about heel lift on the Wide at first, but when the sole softened and the rest of the shoe molded around my foot they became just right.

R
Renee Allen

Man i saw the comments and they do run big i may have 2 return them for a size smaller but they are beautiful

R
Renee Leach

The shoes are fantastic. I wish there could be information about the size in millimetre in addition to the shoe number. This because the shoes are bigger than normal size and it is also recommended to go down one size one ordering. This will help to get the right fit.

A
Anonymous

Excelent shoes

G
Greg Hallam

Love my Classic Dan! It lives up to your reputation!

A
Anonymous

My shoe bugs are flawed. I contacted the customer service but they didn't respond to me :(

R
Robert Kado

Love these shoes for more than 25 years!

J
Jake Hilliard

For perfectly thanks to grant’s help

A
Anonymous

read your mail Service department, My Order shipped on 1.22.2026, and as of this morning, 2.5.2026, I have not recieved them

I have asked for a refund, get on it.

J
Janet Pino

I am disappointed with the customer service. The shoe was shipped and left on my son's Boston Brownstone steps by the shipper who didn't ring the bell or leave it in the Lobby where all shipments are left securely. Sadly, no one will take responsibility, and I paid $250 for a pair of shoes not received. In a big city no one leaves a box on the steps of a building. My son works at home so it could have been prevented.

K
Ken

Love the shoe and craftsmanship!. I just wish the toe box could be a little wider.

J
Juan

Buen artículo y calidad.

L
Luis Urbina

very comfortable shoes

A
Anonymous

Great fit, sized down 1/2 and went with wide.

M
Mark

Love the fit and they are the classic loafers I always wanted! They look great

A
Alfredo Alonso

Great shoe and fit

D
Daniel

Everything I wanted. The leather smells lovely 🖤

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