Caroline Waterproof Boot

$170.00 $118.99


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$170.00 $118.99


Special Offer:
25% off + Free Shipping - MLK2019 Details

*25% off MLK promotion expires at 11:59 PM PST on 1/21/19. Offer is not valid on the following storefronts and styles: Aravon; Dunham; select Cobb Hill; select DresSports; Let's Walk; Essential Details; Rockport Works; BearCove Park Mudguard, Slip-On; Bennett Lane IIII Venetian, Venetian Slip-On, Cabot Plain Toe; Jaxson collection; M7100 Prowalker; Margin, Oaklawn Park Penny; Perth; Premium Class Plaintoe Oxford; Prestige Mudguard Oxford, Plaintoe Oxford, Chukka; Thurston collection; Total Motion Chukka Boot, Penny Loafer, Venetian Loafer; select Total Motion Fusion; Men's truFLEX; truStride Lace-Up; World Tour Men's Classic; and Wyat collection. Select Cobb Hill; Audrina Ghillie, Sling Boot; Delaire Sneaker; Devona Dalosia V-Pump; REVchi; Total Motion 75mm V Sling, Adelyn Ballet, Adelyn Ghillie, Ankle Strap Sandal, Catrin Plain Pump, Charis Pump, Etenia Gore Mary-Jane, Gladiator Sandal, Hidden Wedge Crescent Cap Toe, Hidden Wedge Envelope Flat, Hidden Wedge Tied Ballet, Kalila Perf Shootie, Kalila Slingback, Kalila Pump, Melora Captoe Pump, Mid-Pump, Perf Bootie, Pointed Toe Pump, Pointed Toe Sling; Women's truFLEX; truWALK zero Moreza Chevron T-Toe Sneaker, Moreza Scallop Mudguard, and Moreza V Strap Sneaker. Cannot be combined with other product promotions. Offer not valid on prior purchases or gift cards. Free Shipping applies to ground shipping only. For online purchases, enter online code at checkout. ©2018. The Rockport Company, LLC. Rockport ®


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98% of customers say this fits as expected

Runs Narrow Runs Wide

"As someone with wide feet, I am always looking for great looking boots that are also comfortable. These boots are it! I love them so much I bought them in black too and am thinking of buying extra pairs for when I wear these ones out!"

"This is my third pair of these boots. I love that they’re waterproof and they’re the right height to wear with leggings. They’re super comfortable and the toe box is roomy. They do run at least 1/2 sizes large."

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Product Details

Sweet Caroline just got a little salty – in the most delightful way. A slick ankle bootie with subtle motorcycle styling, its adjustable antiqued buckle and low-slung double strap can put some swagger in your stride. And with gorgeous seam-sealed waterproof leathers, a handy inside zipper and microfiber lining (in a paisley print, no less!) you’ll be ready to ride, rain or shine.


  • 5" Shaft; (127mm)
  • 9.5 Shaft circumference; (241mm)
  • EVA footbed
  • TR outsole provides traction control
  • Seam-sealed waterproof construction
  • Stability shank embedded into midsole supports the arch and helps create a smoother gait

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Product Reviews

Caroline Waterproof Boot is rated 4.5 out of 5 by 69.
Rated 4 out of 5 by from Handsome, sturdy boot that's good for walking. I like this boot. It fits pretty well, though not perfectly. I expect it too, though, after I've broken it in. I have problem feet: high arches and insteps, hard orthotic, two fifth metatarsal breaks and a bunionette on the opposite foot. For some time Cobb Hills (first from New Balance) and Earths have been the shoes and boots I wear in wide. It seems as though since Rockport acquired Cobb Hill, the boots and shoes I've tried in wide, some of which I've purchased, are not cut quite as wide in the forefoot and instep as they used to be. I can wear some, but not all. I used to be able to order Cobb Hills and always wear immediately.
Date published: 2019-01-04
Rated 5 out of 5 by from Amazing boots! This is my third pair of these boots. I love that they’re waterproof and they’re the right height to wear with leggings. They’re super comfortable and the toe box is roomy. They do run at least 1/2 sizes large.
Date published: 2018-12-09
Rated 5 out of 5 by from THE BEST! I have a very high instep with other feet problems. These are the best boots I have ever owned. I wear them around the house after I get home. Support is awesome! Highly recommend! I wear with just about anything! Love them!
Date published: 2018-12-05
Rated 5 out of 5 by from Awesome boot! Obsessed with these boots. Put them on the day they arrived, no break-in necessary. Feels like I've had them for years they are so comfortable. Highly recommend buying!
Date published: 2018-11-09
Rated 5 out of 5 by from One of my favorites I bought these for the color and comfort. One of my best purchases ever. The arch support is terrific for those with need of higher support. So stylish with jeans or dressed up!!
Date published: 2018-11-08
Rated 5 out of 5 by from Comfy!! No break in period needed, were comfy right out of the box!! Love them :)
Date published: 2018-10-08
Rated 4 out of 5 by from Great shoe and very comfortable, love it! This is an amazing shoe, it fits very well, looks great and is comfortable. The only complaint i have is that one of the shoes had a white mark on it, like maybe it was scratched. I didn't want to go through the hassle of returning it so i kept it. I would suggest that the shoes be throughly inspected before they are shipped. Other then that I love these shoes!
Date published: 2018-09-24
Rated 5 out of 5 by from Comfort I did the cardinal sin of wearing new shoes in Alaska with no break in period. Felt like I had had them forever. Completely comfortable and totally waterproof.
Date published: 2018-08-15
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