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Eastland Sea Dog Boat Shoe vs Eastland Scarborough Water Resistant Loafer

Both are Eastland leather slip-ons with moc toes and rubber soles, but they serve different feet. The Sea Dog is a true boat shoe: handsewn moccasin construction, a 360-degree rawhide lace that lets you cinch the fit, rust-proof eyelets and a leather-lined molded EVA insole. The Scarborough is a plainer water-resistant loafer with a memory foam insole and a 1-inch heel, and it skips laces entirely. Owners of the Sea Dog call it comfortable out of the box and well made, though sizing complaints run both ways, so try it on or check the size chart. Pick the Sea Dog for wet-deck grip and an adjustable fit; pick the Scarborough for easy on-off and a softer footbed.

  • Choose the Eastland Sea Dog if you want an adjustable lace-up boat shoe with handsewn construction and better grip on wet surfaces.
  • Choose the Eastland Scarborough if you want a slip-on loafer with a memory foam insole and a water-resistant upper for everyday wear.

Prices

  • Eastland Sea Dog Boat Shoe: $66.00 at Amazon (checked today)
  • Eastland Scarborough Water Resistant Loafer: $50.00 at Macy's (last seen Nov 9)
  • Difference: the Eastland Scarborough Water Resistant Loafer is $16.00 cheaper than the Eastland Sea Dog Boat Shoe at the latest prices (Nov 9 and Nov 14)
Eastland
Eastland Sea Dog Boat Shoe

Eastland Sea Dog Boat Shoe

$66.00at AmazonChecked 1 h ago
See all prices and details
Visit Amazon

Store links may earn us a commission. As an Amazon Associate, Deal.ai earns from qualifying purchases.

Pros
  • Handsewn moccasin build that owners call well made and durable
  • Adjustable rawhide lace tightens the fit around the whole foot
  • Rust-proof eyelets suit wet decks and docks
  • Leather-lined EVA insole cups the foot
  • Owners report better traction than expected
Cons
  • Sizing is inconsistent; some say it runs small, others large
  • Width runs wide for some feet
  • Not water resistant
  • Brown color drew complaints from at least one owner
Eastland
Eastland Scarborough Water Resistant Loafer

Eastland Scarborough Water Resistant Loafer

$50.00at Macy'sChecked Nov 9
See all prices and details
Visit Macy's
Pros
  • Slip-on design is fast to put on and take off
  • Water-resistant upper handles light rain and damp ground
  • Memory foam insole adds cushioning underfoot
  • Leather or suede upper options
  • 1-inch heel gives a little lift
Cons
  • No laces, so you cannot adjust the fit
  • Memory foam compresses over time
  • Less grip than a boat shoe on wet, smooth surfaces
  • Moc-toe loafer styling is plainer than the boat shoe

What separates them

Eastland Sea Dog Boat ShoeEastland Scarborough Water Resistant Loafer
Closure360-degree rawhide lace with rust-proof eyelets, adjustable all aroundSlip-on, no laces
ConstructionHandsewn moccasin constructionStandard cemented moc-toe loafer
InsoleLeather-lined molded EVA that cups the footMemory foam insole
Water resistanceNot marketed as water resistantWater-resistant upper
Heel and weightFlat boat-shoe sole1-inch heel, about 1 lb per shoe
Upper optionsFull-grain leatherLeather or suede
FitOwners report it runs small for some and large for others; width runs wide for someSlip-on fit depends on the last; no laces to tighten
Style rangeClassic boat shoe, casual and nauticalPlain loafer, dressier and more versatile

Price history

$66.00$50.00
Nov 7Nov 14
  • Eastland Sea Dog Boat Shoe: lowest $66.00 on Nov 7 at Macy's; $66.00 on Nov 14.
  • Eastland Scarborough Water Resistant Loafer: lowest $50.00 on Nov 7 at Macy's; $50.00 on Nov 10.

Prices at every store

Eastland Sea Dog Boat Shoe

  • Zappos.comNew

    In stock

    $66.00Free shippingChecked 1 h ago
    Visit Zappos.com
  • Macy'sNew

    In stock

    $66.00Free shippingChecked 1 h ago
    Visit Macy's
  • JCPenneyNew

    In stock

    $77.00Free shippingChecked 1 h ago
    Visit JCPenney
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $66.00Free shippingChecked 1 h ago
    Visit Amazon

Store links may earn us a commission. Some prices via Klarna.

All 17 stores and price history →

Eastland Scarborough Water Resistant Loafer

  • Macy'sNew

    In stock

    $50.00Free shippingChecked Nov 9
    Visit Macy's
  • OverstockNew

    In stock

    $62.49Free shippingChecked Nov 9
    Visit Overstock
  • Famous FootwearNew

    In stock

    $64.99+ $9.95 shippingChecked Nov 9
    Visit Famous Footwear
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $50.00Free shippingChecked Nov 9
    Visit Amazon

Store links may earn us a commission.

All 18 stores and price history →

Specs compared

SpecEastland Sea Dog Boat ShoeEastland Scarborough Water Resistant Loafer
Heel Height—1 in
Weight—1 lb
Closure—Slip-on
Upper Material—leather or suede
Lining Material—micro-suede fabric
Outsole Material—rubber
Toe Shape—Moc toe
Footwear Technology—Memory Foam Insole
Shoe Heel Height—1 Inch
Upper/Outer Base Material—100% Leather
Shoe Lining Material—Fabric
Sole Material Content—100% Rubber

What reviewers say

Eastland Sea Dog Boat Shoe

Owners describe the Sea Dog as comfortable straight out of the box, with good leather and visible craftsmanship. Many say it holds up well and grips better than expected, though sizing is the main complaint.

What people mention
  • ComfortPraisedBuyers say it feels comfortable right out of the box with no break-in.
  • Leather qualityPraisedOwners praise the beautiful leather and obvious craftsmanship.
  • DurabilityPraisedReviewers report it held up extremely well over time.
  • SizingCriticisedSome say it runs small and others say it runs large, so fit is inconsistent.

Questions and answers

Which is better for wet decks and boating?
The Sea Dog. Its rust-proof eyelets, rawhide lace and rubber outsole are built for wet, moving surfaces, and owners report better traction than expected. The Scarborough resists water on the upper but is not a deck shoe.
Which is easier to put on?
The Scarborough. It is a true slip-on with no laces. The Sea Dog's 360-degree lacing takes a moment to tie, though it lets you dial in the fit.
Which has a softer insole?
The Scarborough, with its memory foam insole. The Sea Dog uses a leather-lined molded EVA insole that cups and supports the foot rather than cushioning it. Memory foam tends to flatten with wear.
Does the Sea Dog run true to size?
Mixed. Some owners say it runs small and advise sizing up; others say it runs large, and one called the width extremely wide. Try it on or check the size chart before ordering.
Is the Scarborough worth stepping up to over the Sea Dog?
Only if you want a slip-on with a water-resistant upper and a cushioned footbed for everyday wear. If you want an adjustable fit and a handsewn boat shoe, the Sea Dog is the stronger pick.
Which lasts longer?
The Sea Dog has the edge on build. Its handsewn moccasin construction and full-grain leather drew praise from owners for holding up well. The Scarborough's memory foam insole is the part most likely to wear out first.

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