- The Seaport Penny loafer adds classic style to your nautical wardrobe.
- Leather uppers in a variety of finishes.
- Traditional penny keeper strap.
- Fully leather-lined with a memory foam footbed for all-day cushioning.
- Strobel construction for flexibility.
- Leather welt.
- Rubber outsole features Sperry Wave-Siping™ for wet and dry traction.
- Imported.
- Product measurements were taken using size 9, width M (B). Please note that measurements may vary by size.
- Measurements:
- Heel Height: 3⁄4 in
- Weight: 10 oz
Sperry Seaport Penny | Loafers
$109.95 Original price was: $109.95.$76.97Current price is: $76.97.
SKU: Loafers 8983462 Categories: Loafers, Shoes Tags: Black 4, Ivory, Navy, New Black, New Tan, Tan 2
- Service that stands out, online and always timely.
- Quality that lasts, prices that don't.
- Efficient and effective customer service, online.
- Free and fast shipping worldwide

| Color | Black 4, Ivory, Navy, New Black, New Tan, Tan 2 |
|---|---|
| size | 10, 11, 12, 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5 |
| width | M (B) |
25 reviews for Sperry Seaport Penny | Loafers
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KAREN –
Gorgeous shoe: Wanted in the rose color, but my size wasn’t available. Got the patent black and loved every detail. Unfortunately, it was too narrow. I have a medium to slightly wide foot and do well with most medium width shoes as long as I order a half size up, which is 8.5. Even ordering this size, they were too narrow and squeezed the sides of my foot. I am sad I have to send back, but don’t want to go up another size.
Elizabeth –
Love these! Super cute dressed up or down. They run 1/2 to one full size too small. I have narrow feet so they fit me great but may be too narrow for others.
Anonymous –
I had to order 1/2 size up and they fit my narrow heels like a glove. So comfortable and stylish and goes great with work attire. Not quite as comfortable as memory foam Sperrys but a close second…love them!
Victoria –
I LOVE EVERYTHING ABOUT THIS SHOE!!! Except that Ihad to send it back because the 8 medium was just too narrow and tight. I am hoping the 8.5 fits!
Anonymous –
Leather is soft and beautiful. These shoes have a very masculine look. They are very tight though and if you are between sizes, order up. Insole is very comfortable.
Le –
I wear size 5 and always have problem with shoes that are too big, too wide, too long, or too narrow. These fit perfectly right out of the box. I wear them without socks. They are very stylish and the brown color is very nice. They look good with jeans.
Margaret W –
I was very disappointed! I normally order a size 8 and I ordered a size 9 per the comments left by other people about these shoes being narrow. Well, they are extremely small and narrow, and not even close to being a medium width shoe. I couldn’t even get my feet into them. The company who makes these shoes needs to redesign them. That’s how narrow they are. I’m wondering how many people can even wear these. And so, I returned them back immediately….
Anonymous –
I love these loafers! Got the black patent, but will probably order other colors (something I *never* do with shoes and clothing). They look great – have worn them with both cropped suit pants and jeans – work well with both. Inside is padded very comfortably, and they don’t make my feet sweat! I admit that when I first put them on, I thought they were too tight, but I think it’s mostly due to the loafer style (as compared, say, to a ballet flat with less coverage). I wore them in my house for a while and they instantly felt amazing. Have become even more broken-in and comfy as time goes by. Zero rubbing, blisters, etc. (worn without socks). I have narrow heels, so I understand that a great fit for me might not be good for those with normal/wide feet (per other reviews).
Anonymous –
Great shoes. Bought the grey ones in 9 (usually wear 8.5 but based on reviews…) Comfortable right off the box, without socks! Wore them 3 days in a row, not an issue. Leather is soft. Inside is super cushiony and all in leather. No sweating. No issue with the toe box (a must for me). They look great with business pants or jeans. Very versatile. Color looked like on the website.
Anonymous –
Absolutely LOVE these loafers but you definitely have to go half a size up. They are like slippers though! the sole is squishy and nothing rubs anywhere. I like to wear loafers with no socks and with these that’s no problem! There’s a little space at the back of the shoe but I really don’t care b/c they are THAT comfortable! I highly recommend these if you’re into comfy shoes that look super cute!
Anonymous –
Many of the reviews of this shoe say it runs small, but I found it to be exactly my normal size, but slightly narrower in the heel. This works very well for me, however, and I find this shoe to be extremely comfortable. I love it so much I may buy another pair as back up.
Anonymous –
I was a little worried about these shoes being narrow after reading the other reviews. This shoe is VERY comfortable and super cute!!
Allaire –
I’ve been buying Sperrys for year and the Seaport Penny certainly confirmed my continued loyalty to the brand! These are my go-to work shoes – super comfortable, stylish, and sturdy. I usually buy a half-size down and after a day or two they fit perfectly. I just bought my third pair and cannot recommend them enough!
Spaceknight –
I purchased these Seaport loafers online right before Christmas and was excited to start wearing them when I returned to work in January. They are stylish and comfortable. Unfortunately after less than 1 full month of wearing them only once a week, the heel on the left shoe is beginning to separate. Coming apart after only wearing a handful of times is unacceptable. This is definitely not the quality that I have come to expect from Sperry.
Anonymous –
I LOVE this shoe!! I got it in the blush and it’s the prettiest, amazingly neutral color. I usually wear a 10 1/2 to an 11. I got the 10 and it’s perfect. This is a narrow shoe. Cushioning inside and rubber soles. No slipping! I will definitely need these in other colors.
Erika –
Beautiful shoes. Shoddy heel construction. I bought these to wear as an alternative to flats. I get so many compliments on them and they are super versatile and interesting.
However, around my 8th time wearing these, I noticed the heels on both are not wearing well. The rubber on both is starting to peel away, and the wooden “tape” is peeling back to show plastic.
I don’t expect miracles for $100, but would expect shoes that last a bit longer. Maybe I walk too hard/much for a standard loafer. This is my second set of loafer disappointments after a pair of Frye’s blew out in two months.
If you’re actually just loafing, these should be fine.
Janet –
Love these shoes, bought 3 pair. But, I wear a 7.5 M and I couldn’t get my foot in the shoe, they didn’t carry wide so I had to go with an 8M. Never ever bought an 8 shoe. I trip on the toe because of the extra toe room but I had no other shoe. Sperry you have to get the sizing right. For the cost of the shoe we should be able to get the size we always wear. I love your shoes but several different styles of shoes also ran extremely small and narrow. What is going on?
KT –
Be aware the new ‘tan’ color is different than seasons past. This ‘tan’ is more of a mustard color
Sad S –
I have loved this style shoe for years and buy a new pair each year. This year, my recently arrived purchase was very disappointing. Compared to how this shoe has been crafted in the past, the new color and materials feel and cheap. Not the quality leather and look that I have enjoyed for so long.
KimCan –
As a teacher, I stand and move a lot so I do need a shoe with good arch support and this does have that. However, it is a hard bottomed shoe and I ended up with a horrible back ache after wearing them all day. This may be due in part to being of a certain age and just at the stage of my life where I need a soft bottomed shoe! However, I thought it worth the mention for others who may struggle with a hard soled shoe. Gave two stars because they were well made and good quality-just not for me!
Pam –
These shoes fit perfectly and are so comfortable. They don’t flop on my heel. The first time I wore them I wore them all day and got 7000 steps with no problems. They have great support for being such a slim shoe. I really wanted black but didn’t have in my size. I am loving the tan.
MJF –
I always experience a great fitand these loafers offer an amazing look.
Anonymous –
After reading the reviews stating these run small, I ordered 1/2 up…too big. I found that they run true to size. Super soft leather.
Michigan L –
I have always wanted a 2-tone loafer, but most had white as one of the colors-not so me. The top stitching is just the right amount of crisp – although a brown stitch line would have looked great on this fall style without having white. You can’t tell from the photo, but the bottom of the heel is a clear amber – looks like the expected wood. But I do like them! An unexpected style point for conservative me.
Anonymous –
I love these shoes. The first day I wore them I was worried I would get blisters as I usually do but the leather was so soft and comfortable. I walked for miles without a problem. I am considering getting a second pair in a different different color.