Classic Boat Shoes

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Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Brown/Brown (Men's)
 
$84.95 Free Shipping Both Ways!
 
Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Classic Brown (Men's)
 
$84.95 Free Shipping Both Ways!
 
Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Sahara (Men's)
 
$84.95 Free Shipping Both Ways!

Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Black/Amaretto (Men's)
 
$84.95 Free Shipping Both Ways!
 
Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Ice (Men's)
 
$84.95 Free Shipping Both Ways!
 
Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Amaretto (Men's)
 
$84.95 Free Shipping Both Ways!

Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Oatmeal (Men's)
 
$84.95 Free Shipping Both Ways!
 
Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Mahogany/Off White (Men's)
 
$84.95 Free Shipping Both Ways!
 
Sperry Top-Sider Authentic Original

Sperry Top-Sider Authentic Original - Tan/Off White (Men's)
 
$84.95 Free Shipping Both Ways!

Sperry Top-Sider Mako 2-Eye Canoe Moc

Sperry Top-Sider Mako 2-Eye Canoe Moc - Oak (Men's)
 
$89.95 Free Shipping Both Ways!
 
Sperry Top-Sider Mako 2-Eye Canoe Moc

Sperry Top-Sider Mako 2-Eye Canoe Moc - Amaretto (Men's)
 
$89.95 Free Shipping Both Ways!
 
Sperry Top-Sider Mako 2-Eye Canoe Moc

Sperry Top-Sider Mako 2-Eye Canoe Moc - Oyster/Taupe (Men's)
 
$89.95 Free Shipping Both Ways!

Sperry Top-Sider Mako 2-Eye Canoe Moc

Sperry Top-Sider Mako 2-Eye Canoe Moc - Coffee (Men's)
 
$89.95 Free Shipping Both Ways!
 
Sperry Top-Sider Mako 2-Eye Canoe Moc

Sperry Top-Sider Mako 2-Eye Canoe Moc - Fawn Leather (Men's)
 
$89.95 Free Shipping Both Ways!
 
Rockport Perth

Rockport Perth - Chocolate/Bark w/ Chocolate Sole (Men's)
 
$112.95 Free Shipping Both Ways!


Rockport Perth

Rockport Perth - Timber w/ Honey Sole (Men's)
 
$112.95 Free Shipping Both Ways!

 
Sebago Schooner

Sebago Schooner - Brown Oiled Waxy (Men's)
 
$129.95 Free Shipping Both Ways!
 
Sperry Top-Sider Billfish

Sperry Top-Sider Billfish - Dark Tan (Men's)
 
$99.95 Free Shipping Both Ways!

Sperry Top-Sider Billfish

Sperry Top-Sider Billfish - Tan/Beige (Men's)
 
$99.95 Free Shipping Both Ways!
 
Sperry Top-Sider Billfish

Sperry Top-Sider Billfish - Dark Brown (Men's)
 
$99.95 Free Shipping Both Ways!
 
Sperry Top-Sider Billfish

Sperry Top-Sider Billfish - Grey (Men's)
 
$99.95 Free Shipping Both Ways!

Sebago Docksides

Sebago Docksides - Brown Oiled Waxy (Men's)
 
$98.95 Free Shipping Both Ways!
 
Sebago Docksides

Sebago Docksides - Black (Men's)
 
$98.95 Free Shipping Both Ways!
 
Sebago Docksides

Sebago Docksides - Black/White (Men's)
 
$98.95 Free Shipping Both Ways!

Sebago Docksides

Sebago Docksides - Blue Nite (Men's)
 
$98.95 Free Shipping Both Ways!
 
Sebago Docksides

Sebago Docksides - Brown Elk (Men's)
 
$98.95 Free Shipping Both Ways!
 
Sebago Docksides

Sebago Docksides - Dark Brown (Men's)
 
$98.95 Free Shipping Both Ways!

Sebago Docksides

Sebago Docksides - Dark Brown Nubuck (Men's)
 
$98.95 Free Shipping Both Ways!
 
Sebago Docksides

Sebago Docksides - Saddle Tan (Men's)
 
$98.95 Free Shipping Both Ways!
 
Sebago Docksides

Sebago Docksides - White (Men's)
 
$98.95 Free Shipping Both Ways!

Timberland Classic Boat 2-Eye Sale

Timberland Classic Boat 2-Eye - Black Smooth (Men's)
 
$85.95 (28% off - was $120.00)
Free Shipping Both Ways!
 
Timberland Classic Boat 2-Eye Sale

Timberland Classic Boat 2-Eye - Blue Nubuck (Men's)
 
$85.95 (28% off - was $120.00)
Free Shipping Both Ways!
 
Timberland Classic Boat 2-Eye Sale

Timberland Classic Boat 2-Eye - Green Nubuck (Men's)
 
$85.95 (28% off - was $120.00)
Free Shipping Both Ways!

Timberland Classic Boat 2-Eye Sale

Timberland Classic Boat 2-Eye - Grey Nubuck (Men's)
 
$85.95 (28% off - was $120.00)
Free Shipping Both Ways!
 
Timberland Classic Boat 2-Eye

Timberland Classic Boat 2-Eye - Dark Brown Smooth (Men's)
 
$85.95 Free Shipping Both Ways!
 
Timberland Classic Boat 2-Eye

Timberland Classic Boat 2-Eye - Navy Smooth (Men's)
 
$85.95 Free Shipping Both Ways!

Classic Boat Shoes

1-36 of 68 results   1 2  Next »
Sperry Top-Sider Authentic Original
a very comfortable all round shoe. March 31, 2013
Reviewer: terry from australia
I wear my top-siders with casual and not so casual outfis and they feel great and get better as they get older.
Wears this shoe: all the time
Sebago Docksides
Sebago March 16, 2013
Reviewer: Tony from Texas
Not quite the quality I expected but value for the money. Comfortable and fit well.
Wears this shoe: Wear the shoes any time of the day.
Rockport Perth
Tried and true March 12, 2013
Reviewer: Stu from Seattle
Exact same shoe for 24 years I know of. Had 2 pairs then; and now a new pair. Best deck shoe I know of. Why change a good design?
Wears this shoe: Around our boat.
Sperry Top-Sider Gold Cup 2-Eye
February 21, 2013
Reviewer: Doug from New Zealand
The best shoes I have ever bought. These are my 3rd Sperrys, and I just live in them out of work. The older ones are at work as real boat shoes as I wear them at sea. And they last forever. You grow into them.
Wears this shoe: All the time. This pair will make it on to the boat next year.
Timberland Classic Boat 2-Eye
not cushiony January 30, 2013
Reviewer: dayunski from Corona, CA
I like everything except it did not have enough cushioning...I tried to put a gel insole but it made it tight...I guess I just have to use it as is but not for extended walking
Wears this shoe: casual, short trips