Sperry Top-Sider Ratings and Reviews

Customer reviews for Men's Sperry Cup

Men's Sperry Cup

In 1935, Paul Sperry invented the boat shoe. 75 years later our American Originals have been infused with 21st century fashion. The result: the Authentic Original collection. Classic comfort and enduring style are still inherent in modern updates to a timeless design.
Overall rating:
4.822 / 5
4.8
 / 
5
(45 reviews) 45
Open Ratings Snapshot
Rating breakdown 45 reviews
5 stars
39
4 stars
4
3 stars
2
2 stars
0
1 star
0
44 out of 44(100%)reviewers recommend this product.
Customer questions and answers:
22 Questions | 19 Answers
Customer reviews for Men's Sperry Cup
Review 1 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Customer avatarRay
From: New York
Size and Width Ordered: 8.5 M
Age:Over 65
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Great fit and very comfortable

PostedMay 9, 2013
I have purchased at least five different pairs of shoes from Sperry, these surpass all the shoes I have purchased in the past, I am even going to purchase a second pair. Great for just walking!!!!
1 of 1 found this review helpful.
Review 2 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Customer avatarMDF29
From: Philadelphia
Size and Width Ordered: 8.5M
Age:18-24
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Great shoes!

PostedMay 8, 2013
Have gotten many compliments already. I usually wear a size 9, but I heard these run a little large, so I got a 8.5 and they fit perfect.
Review 3 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits 1/2 Size Too Big
Width: 
Fits True to Size
Customer avatarHuman
From: RICHMOND, TX
Size and Width Ordered: 11 1/2
Age:55-65
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Nice shoe

PostedApril 16, 2013
The blue and black blend well and is hardly noticeable. Looks great.
2 of 2 found this review helpful.
Review 4 for Men's Sperry Cup
Overall Rating: 
4 / 5
4 / 5
Comfort: 
4 / 5
4 / 5
Style: 
4 / 5
4 / 5
Quality: 
4 / 5
4 / 5
Size: 
Fits 1 Size Too Big
Width: 
Fits Wide
Customer avatarmindix
From: Baltimore, MD
Size and Width Ordered: 7M
Age:25-34
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

A bit too big.

PostedApril 14, 2013
I really like these shoes but they wear too big for their size. Otherwise, very nice.
1 of 1 found this review helpful.
Review 5 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatarSperrydude7
From: Gastonia, NC
Size and Width Ordered: 10M
Age:18-24
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

WOW

PostedApril 13, 2013
I own at least 25 pairs of sperry shoes and I love and wear them all. They are all comfortable, but when I bought this and wore it. I was simply overwhelmed. Great shoe, wore sperrys around NYC all day long and no pain yet. Buy these shoes!! The navy grey ones are the best!
1 of 1 found this review helpful.
Review 6 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatarJeff
From: Waukegan, IL
Size and Width Ordered: 11 M
Age:Over 65
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Have Worn Sperry for Years

PostedApril 8, 2013
I have been wearing Sperry Top-Siders for over 40 years and don't think I've been dissatisfied with any pair that I've worn. They are easy to get on and off, COMFORTABLE, good looking and a good value. I really don't need as many pairs as I have so quit making new styles that I feel I have to have!
0 of 1 found this review helpful.
Review 7 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Customer avatarDan'l
From: Shopiere, WI.
Size and Width Ordered: 12M
Age:55-65
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

These are great shoes!

PostedMarch 27, 2013
I am very happy with my purchase. I bought my first pair of Sperry Top-siders about twenty years ago and still have them although they are now worn out. They haven't had the ones I like in the stores near where I live for a few years. It was just luck that I thought of looking on line and sure enough there were the ones I wanted. You even had the same color as my old ones! Thanks so much for bringing these shoes back again.
Dan
Review 8 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Customer avatarAnonymous
Yes, I recommend this product.

Great Product!!

PostedMarch 20, 2013
This product is a great buy. Fit me true to size and is very comfortable. Great style as well!
Review 9 for Men's Sperry Cup
Overall Rating: 
4 / 5
4 / 5
Comfort: 
4 / 5
4 / 5
Style: 
5 / 5
5 / 5
Quality: 
4 / 5
4 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatarBigAl
From: Lake Michigan
Size and Width Ordered: 10.5 M
Age:55-65
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Great - fresh, clean, updated, neat looking shoe

PostedMarch 6, 2013
Would have given it excellent for comfort - break in was painful because of the exposed sharpe edges of the rawhide laces inside the shoe rubbing against the top of your foot - could easily be covered on the inside.
Would have been "excellent" quality also had the above detail been addressed with a simple flap of leather to protect the foot from the sharpe edges of the rawhide laces.
Compensated during break-in by wearing socks and opening up the laces to a very loose position. Great after break-in!!
2 of 2 found this review helpful.
Review 10 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatarSea Call
From: Lebanon, OH
Size and Width Ordered: 11M
Age:45-54
Gender:Male
Product Use:Boating
Yes, I recommend this product.

The classic continues..!

PostedMarch 3, 2013
I have been wearing Sperry Topsiders for over 35 years and Sperry Cups for 15+. I was so pleased to see them return to the line up, and to resume their level of prior quality. Two pairs ago, the laces didn't even run around the shoe as had always been the tradition. They did release a new version two years ago, but made for a specific retailer..you couldn't even get them through Sperry. I got a pair and was very pleased. I got my newest, chocolate brown pair about a month ago or so when they first came out. I love them! They look great, are built to the level of quality I expect of my Sperry's, and are very comfortable. I like them so much, I just ordered a pair of the greys and look forward to receiving them and enjoying all of them with the return to the boating season, and every day wear. Thank you Sperry for bringing back what I think is the best boat shoe available!
1 of 1 found this review helpful.
Review 11 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
4 / 5
4 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits 1/2 Size Too Big
Width: 
Fits True to Size
Customer avatarjacob92
From: Columbus, IN
Size and Width Ordered: 12m
Age:18-24
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

EXCELLENT SHOES!!!

PostedFebruary 6, 2013
Just got these from store in greenwood, IN. he said they just them in this morning and i was the first person in the store to see them, tried them on and bought them! havent taken them off yet!
3 of 6 found this review helpful.
Review 12 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatarAnonymous
From: Wisconsin
Yes, I recommend this product.

Comfortable!

PostedFebruary 6, 2013
I got these shoes for my boyfriend and he say's they are very comfortable and he wears them all the time. He has wide feet and they fit great!
0 of 1 found this review helpful.
Review 13 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatarbob
From: palm harbor fl
Size and Width Ordered: 9m
Age:55-65
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

the most comfortable

PostedJanuary 25, 2013
great comfort.
too pricey
you should re instate the off white color, the white is way too white!
0 of 1 found this review helpful.
Review 14 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits True to Size
Customer avatardamien69
From: rockport tx
Size and Width Ordered: 9m
Age:18-24
Gender:Male
Product Use:Casual wear

this shoe is amazing

PostedJanuary 10, 2013
i have the navy /grey most comfortable shoe i have ever had.Very stylish and there what everybody is wearing in Texas. That being sed best shoe ever
2 of 4 found this review helpful.
Review 15 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Width: 
Fits True to Size
Customer avatartwagz
From: Saratoga Springs, NY
Size and Width Ordered: 9.5M
Age:Under 18
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Great Quality!

PostedJanuary 2, 2013
This is my son's second pair of Sperry's within the last 6mos. and he loves them. The two pair are different in style and he is equally impressed with both the fit and the quality of both pairs. Very quick delivery as well. I would highly recommend Sperry's to anyone that is unsure of their purchase.
2 of 2 found this review helpful.
Review 16 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits 1/2 Size Too Big
Customer avatareboccanf
From: Point Pleasant, NJ
Yes, I recommend this product.

Quality & Comfort

PostedDecember 30, 2012
My son loves his Sperry Cup shoes. Very comfortable and looks great on him. He's tough on shoes and Sperry is holding up very well. Very stylish. It was slightly too big for him, but moleskin took care of the situation nicely. Would definitely recommend these shoes!
1 of 2 found this review helpful.
Review 17 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits True to Size
Width: 
Fits Narrow
Customer avatarAgent Vandeven
From: Farmington, NM
Size and Width Ordered: 9.5M
Age:25-34
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

Brilliant! Absolutely brilliant!

PostedNovember 10, 2012
Ok, I got my Sperry Cups on a recommendation. They are the best, best shoes I have ever, ever owned!
They fit slightly big, like a smidgen large, and they are also fairly narrow, but I also have fairly narrow feet.
They are light and very, severely flexible with a super cushioned sole that feels like a foam pillow with every step. They are incredibly comfortable! The leather uppers are very soft and also very flexible.
They look and wear like shoes, but they feel just like slippers! Very casual, but with a dignified, New England look. Which I love, very much. I'm out here in the southwest, and we have no such style such as these out here.
As you pull on the two-lace system, you also tighten the entire shoe. It all adds up to a very secure, intimate feeling for your feet, no kidding.
I've gotten a ton of compliments on them and I've definitely found the shoes I'll be buying for a lifetime.
10 of 10 found this review helpful.
Review 18 for Men's Sperry Cup
Overall Rating: 
3 / 5
3 / 5
Comfort: 
3 / 5
3 / 5
Style: 
4 / 5
4 / 5
Quality: 
4 / 5
4 / 5
Size: 
Fits 1/2 Size Too Big
Customer avatarRowdyReptile
From: Jacksonville, FL
Size and Width Ordered: 9 M
Age:35-44
Gender:Male
Product Use:Casual wear
Yes, I recommend this product.

MEN'S SPERRY CUP

PostedOctober 31, 2012
Ordered from Sperrytopsider.com but should have tried it on in stores before ordering. Fits 1/2 size too big. Not as much cushioning in the heal as I expected. Not a regular top sider wearer but wanted something stylish casual. Overall, pleased but not totally pleased. Alittle pricey.
3 of 3 found this review helpful.
Read Comment (1)
Comments (1)
Customer avatar
Stan
From: Vallejo,CA
Men's Sperry Cup Sole
Posted January 7, 2013
The tongue on the right shoe of the black cup sole is always crooked. I mean it's not at center. I tried 2 shoes and both of them have the tongues not in the middle and it's only on the black one's. I'm very particular with what I wear and I wish the manufacturer's quality control would notice that.
Share this comment:
Facebook Twitter Digg MySpace
Comments (1)
Read Comment (1)
Review 19 for Men's Sperry Cup
Overall Rating: 
3 / 5
3 / 5
Comfort: 
1 / 5
1 / 5
Style: 
5 / 5
5 / 5
Quality: 
4 / 5
4 / 5
Size: 
Fits True to Size
Width: 
Fits Too Narrow
Customer avatarGulf Of Mexico Mike
From: Pascagoula, MS
Size and Width Ordered: 11M
Age:45-54
Gender:Male
Product Use:Boating
Yes, I recommend this product.

Too narrow

PostedOctober 22, 2012
This version of the Sperry America's Cup from yesteryear only comes in medium which is actually a narrow. Sperry should also offer this shoe in a "wide".
2 of 2 found this review helpful.
Review 20 for Men's Sperry Cup
Overall Rating: 
5 / 5
5 / 5
Comfort: 
5 / 5
5 / 5
Style: 
5 / 5
5 / 5
Quality: 
5 / 5
5 / 5
Size: 
Fits 1/2 Size Too Big
Width: 
Fits True to Size
Customer avatarcoachc88
From: cornwall, NY
Size and Width Ordered: 10M
Age:18-24
Gender:Male
Product Use:Boating
Yes, I recommend this product.

The best shoe I've ever worn. Period.

PostedOctober 16, 2012
I'm a young adult, so my opinion on these shoes may be biased considering that I've worn them every day for 1/8th of my life. That being said, these are my favorite shoes of all time. I have gone hiking, fishing, boating, sailing, coaching, and kayaking in these shoes. I have worn them to work, on dates, and to the equator and back. The sneaker like bottom provides great comfort and style, while still maintaining the simple boat shoe look that says "hey I'm classy, but I'm not afraid to play in the dirt and do some hard work while I'm at it." This is a fantastic shoe. I will wear it for as long as you make it.
6 of 6 found this review helpful.
1 2 3 Next>>