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Style # 39166
Sperry Top-Sider Women's Hailey Shoe

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Sperry Top-Sider Women's Hailey

price may vary based on color original price:$69.99
Sail the high seas of fashion in the Sperry Top-Sider Hailey boat shoes.

  • Textile upper in a casual boat shoe style with a moc, stitched toe
  • 360° ribbon lacing detail
  • Textile lining with a cushioning footbed
  • Rubber outsole with Wave-Siping™ wet/dry traction
Free returns to over 1100 stores! see details


Ask a Question asked: Why did you choose this?

  • Dustin: "Stylish, comfortable to wear, and easy to slip in. Great for any type of non-raining or non-snowing day."
  • B: "I wanted a canvas boat shoe"
  • Joni: "look cute and classy"
  • Judith A: "Love top siders they are so comfy and last a long time. This pair is so cute and goes with everything"
  • Charlotte: "love the style, will go with anything"
  • Bethany: "for my daughter she fell in love with these as soon as she saw them and said they were very comfortable"
  • Mayra: "daughter loves them"
  • Kathy: "They look comfortable and cute. I stand all day when I am training for my business. These shoes look like they will go with a lot of my clothes and be comfortable."
  • M: "style and brand"
  • Laurel: "they look super cute!"
  • S: "Based on style!"
  • Laura J: "they are very cute and comfortable."
  • Tricia: "Comfort of Sperry brand"
  • margaret: "i liked them"
  • Roberta: "looks comfortable to walk in with sorts or jeans"
  • Sue: "brand and quality of shoe"
  • Lori: "These will go with anything! Dresses, shorts, skirts!"
  • Donna: "Appearance"
  • Rosanne: "I love Sperry shoes!"
  • Gloria: "I am guessing that they are comfortable"

W asked: what material is the outside made out of? Is it washable?

  • Laura: "Canvas and they look like they can be washed. I have the red white and blue pair. They're darling but my feet swell and I'm scared I may not be able to wear these as often as I'd like, as a result. They are not offered in W width"

Sherry asked: Are they true to form as far as size? I read the reviews and one said when she put it on she stepped right out of it which implies it is larger in size or maybe she just ordered the wrong size. Need to know before ordering. The shoes appear to be really cute.

  • Telly: "I usually wear a size 6 and they were way too big. I reordered a size 5 1/2 and they fit perfect. And yes they are very cute!"
  • Sheri: "I usually wear a size 7. My foot was slipping out of these. I returned them. "
  • Debi: "I meant to say true to size and good fit like all Sperry's. Sorry also bought Ryka's!"
  • Debi: "Yes the Women's Hailey are true to form as far as the size goes. Very nice shoe as are all the Ryka's!"
  • Rosanne: "I typically take a 6 1/2 and that is what I ordered and they fit perfectly (I have narrow feet). If you have had any Sperry shoes in the past, order the same size. I typically have to order Sperry shoes because the stores in my area do not stock them and I have never had any problems."
  • Kelly: "Yes I beleive they are true to size. My fit great."
  • Tiffany: "I'm a true 7 and ordered a 7. They feel as natural as any other 7 slip-on, with the occasional slip if my feet are cold. Because of the canvas they will likely stretch out a bit too which doesn't bother me, but if you are on the small side of your size, then with the stretching, maybe a size down is fine, but expect them to be snug initially."

Erin asked: Are these canvas and is it true they run half a size too large? Also, can I return to any famous footwear store? thanks!

  • Kelly: "Yes they are canvas and yes you can return to a store"