Shoes like Sperrys

Shoes like Sperrys

Sperry is the perfect example of a brand that started with a popular product and has found success in other product categories. However, there are other brands that have a similar look to the classic Sperry but are made with a few slightly different materials. Most of these shoes are timeless classics that are loved by customers and are easy to connect to the original product. 

So, if you’re looking for a great pair of shoes that look like Sperrys but don’t want to spend a lot of money, here are some of our favorite picks you might want to check out:

Polo Ralph Lauren Men’s Merton

When it comes to menswear and sportswear, Polo Lauren is one of those brands that don’t require much introduction. And their range of boat shoes is a true representation of the brand’s reputation for excellent quality, elegance, and a classic look.

The Polo Ralph Lauren Merton Boat Shoe, made of waxed, burnished leather, honors its maritime heritage with rope-inspired treads, a single-needle stitched toe, a reinforced heel, and a distinctive attached lace knot design. Not to forget the rawhide laces, which are threaded through antiqued brass grommets.

It’s a great pick for anyone looking for heavier shoes. Just feel the leather and take note of how it differs from others.


  • Excellent comfort level
  • Great fit
  • Well-made boat shoes
  • Extra weight for a solid stance on the deck

Roxy Women’s Ahoy Slip-on Boat Shoe Sneaker

Although leather boat shoes are generally fantastic, a canvas and rubber substitute will likely be far less expensive and can look just as stylish. One of our preferred inexpensive selections is the Roxy Women’s Ahoy Slip-on Boat Shoe Sneaker for a variety of factors.

Look, the memory foam interior and recycled terry cloth lining make ensure your feet are comfy and cool all day long. The lightweight canvas material is significantly more breathable and weather-appropriate for hot summer days.


  • Lightweight canvas material
  • Breathable and suitable for hot summer days
  • Memory foam interior and cloth lining
  • Inexpensive shoes like Sperrys

Sketchers Women’s Go Walk Lite Boat Shoes

Are you interested in a boat shoe silhouette but don’t want to sacrifice the best possible foot support? The Skechers Women’s Go Walk Lite Boat Shoe is a great choice for folks who frequently take tens of thousands of steps when traveling thanks to its long list of benefits.

The best part is that you won’t have to worry about painful rubbing or blisters thanks to the lightweight design’s responsive 5Gen cushioning, Skechers Goga Max high-rebound footbed, soft fabric inside, and protection for your feet while stomping through city streets.


  • Lightweight design
  • Great support
  • Soft fabric inside

Timberland 2-Eye Boat Shoe

Timberland boasts some of the greatest boat shoes available, aside from being well-known for its tough boots. The footwear company’s two-eye boat shoes are suitable for boating and yacht club dinners thanks to their fine leather top, grippy rubber outsole, and overall clean appearance. Additionally, there is a supportive footbed inside for all-day comfort while you stroll through town or stand on the deck.


  • Great for boating, just like Sperrys
  • Supportive footbed
  • Grippy rubber outsole
  • Very comfortable

Sebago Dockside Portland

Another old-school footwear manufacturer, Sebago, is still one of the best places to get boat shoes. These Dockside Portlands from the retro brand are a favorite of ours thanks to their fine leather construction and classic boat shoe embellishments.

What you get here is a molded EVA foam footbed for all-day support, a non-marking rubber outsole, heel lacing, and a comfort enhancement. Although the Docksides are available in a number of hues, we think the dark navy blue and white combination gives a wonderful tribute to nautical design.


  • Excellent leather construction
  • Non-marking leather outsole
  • Available in a variety of colors

Tahoe Boat Shoe

This boat shoe immediately catches our attention thanks to its sturdy, elevated Vibram outsole, which makes it a wonderful choice for people who like to go on excursions from the bank of a river or lake rather than from a slick boat dock. We particularly appreciate that Rhodes combines a leather inner and a sturdy Bentley suede upper.


  • Well priced
  • Sturdy suede upper
  • Elevated Vibram outsole

Wellie Sport Shoes, Slip-On

First of all, the outside fabric of these boat shoes is water-resistant and made for long days on the coast. We recommend these athletic shoes if you really want waterproof shoes for activities like boating and swimming.

Their neoprene collars make them easy to put on and take off, and their rubber-shell uppers protect your feet and dry quickly.


  • Great for all-day wearing
  • Rubber shell uppers for dry feet
  • Easy to put on and take off

Reef Deckhand 3 TX Boat Shoe

Reef is renowned for its comfortable shoes that double as sandals for boating, touring, and quick hikes (such as to the beach). If you’re looking for a pair of casual boat shoes, then be sure to check out the Reef Deckhand sneakers.

The shoes like Sperry feature a surfing-inspired style that is yet put together enough for hitting the bar or a restaurant thanks to its fabric and leather upper, laces, and moc toe. For a relaxed, vacation-ready style, pair them with shorts or jeans and a t-shirt or linen shirt.


  • Surfing-inspired design
  • Casual boat shoes
  • Comfortable for all-day wearing

FLORSHEIM Edge Boat Shoes

In addition to having a clean, timeless appearance, canvas uppers featured by these shoes are quite breathable and help you stay cool. These boat shoes are complete winners for both function and elegance thanks to the chic blue accent on the back and a durable white sole.


  • Breathable canvas uppers
  • Clean elegant style
  • Budget shoes like Sperrys

Tree Skipper Shoes For Men

These are a happy medium for those new to the boat shoe scene and don’t want to fully commit to Sperry-level preppiness. They still have a sneaker-like appearance, but they have the toughness, structure, and ventilation you need to hit the beach. The fabric also boasts odor-reducing qualities, which makes these the most comfortable boat shoes to wear in the summer.


  • Stylish and breathable
  • Machine washable
  • Supremely lightweight
  • Odor-reducing qualities 


Everyone loves Sperry and there’s no doubt that they’re some of the most comfortable shoes on the market. However, Sperrys can be pretty expensive and that’s why we’ve compiled a list of ten brands of shoes that look similar to Sperry. These brands include Timberland, Sketchers, Reef, Polo Lauren, and many more. If you’re having a hard time deciding which pair of shoes to purchase, then you can simply consider the options we’ve shared.