Order Anytime, Free Shipping, Free Returns

“sailing shoes” we found 97 items!

Choose a
  • Product Type
to sort results
Trask - Ali Trask Ali $198.00 Rated: 5 stars! Trask - Ali Trask Ali $198.00 Rated: 5 stars! Naot Footwear - Bradley Naot Footwear Bradley $179.00 Sebago - Smyth Two Eye Sebago Smyth Two Eye $165.00
Sebago - Smyth Two Eye Sebago Smyth Two Eye $165.00 Sebago - Smyth Two Eye Sebago Smyth Two Eye $165.00 Sebago - Smyth Two Eye Sebago Smyth Two Eye $165.00 Tommy Bahama - Relaxology Mahlue Tommy Bahama Relaxology Mahlue $158.00
Tommy Bahama - Relaxology Mahlue Tommy Bahama Relaxology Mahlue $158.00 Tommy Bahama - Relaxology Mahlue Tommy Bahama Relaxology Mahlue $158.00 ara - Micha ara Micha $149.00 Rated: 4 stars! Tommy Bahama - Relaxology Maunai Tommy Bahama Relaxology Maunai $148.00
Jack Rogers - Paxton Suede Jack Rogers Paxton Suede $148.00 Jack Rogers - Paxton Jack Rogers Paxton $148.00 Jack Rogers - Paxton Suede Jack Rogers Paxton Suede $148.00 Irish Setter - Soft Paw 3872 Irish Setter Soft Paw 3872 $140.00 Rated: 5 stars!
VIONIC - Eddy VIONIC Eddy $139.95 Rated: 4 stars! Miz Mooz - Cali Miz Mooz Cali $139.95 Rated: 5 stars! Miz Mooz - Cali Miz Mooz Cali $139.95 Rated: 5 stars! Miz Mooz - Cali Miz Mooz Cali $139.95 Rated: 5 stars!
Miz Mooz - Cali Miz Mooz Cali $139.95 Rated: 5 stars! Miz Mooz - Cali Miz Mooz Cali $139.95 Rated: 5 stars! Miz Mooz - Cali Miz Mooz Cali $139.95 Rated: 5 stars! Sebago - Captain Sebago Captain $99.00 Rated: 2 stars!
Polo Ralph Lauren - Wyndings Polo Ralph Lauren Wyndings $99.00 Rated: 5 stars! Polo Ralph Lauren - Wyndings Polo Ralph Lauren Wyndings $99.00 Rated: 5 stars! Polo Ralph Lauren - Wyndings Polo Ralph Lauren Wyndings $99.00 Rated: 5 stars! Polo Ralph Lauren - Wyndings Polo Ralph Lauren Wyndings $99.00 Rated: 5 stars!
Polo Ralph Lauren - Wyndings Polo Ralph Lauren Wyndings $99.00 Rated: 5 stars! Frye Kids - Sully Boat (Little Kid/Big Kid) Frye Kids Sully Boat (Little Kid/Big Kid) $98.00 Rated: 5 stars! Onex - Sail Onex Sail $91.00 Rated: 4 stars! Onex - Sail Onex Sail $91.00 Rated: 4 stars!
Onex - Sail Onex Sail $91.00 Rated: 4 stars! Onex - Sail Onex Sail $91.00 Rated: 4 stars! Onex - Sail Onex Sail $91.00 Rated: 4 stars! Onex - Sail Onex Sail $91.00 Rated: 4 stars!
Onex - Sail Onex Sail $91.00 Rated: 4 stars! Onex - Sail Onex Sail $91.00 Rated: 4 stars! adidas Outdoor - Climacool® Boat Breeze adidas Outdoor Climacool® Boat Breeze $85.00 Rated: 5 stars! adidas Outdoor - Climacool® Boat Breeze adidas Outdoor Climacool® Boat Breeze $85.00 Rated: 5 stars!
adidas Outdoor - Climacool® Boat Breeze adidas Outdoor Climacool® Boat Breeze $85.00 Rated: 5 stars! adidas Outdoor - Climacool® Boat Breeze adidas Outdoor Climacool® Boat Breeze $85.00 Rated: 5 stars! Primigi Kids - Fulvio 1 (Little Kid/Big Kid) Primigi Kids Fulvio 1 (Little Kid/Big Kid) Was: $94.00 $75.99 Primigi Kids - Fulvio 1 (Little Kid/Big Kid) Primigi Kids Fulvio 1 (Little Kid/Big Kid) Was: $94.00 $75.99
adidas Outdoor - CLIMACOOL® Boat Pure adidas Outdoor CLIMACOOL® Boat Pure $75.00 Rated: 5 stars! adidas Outdoor - CLIMACOOL® Boat Pure adidas Outdoor CLIMACOOL® Boat Pure $75.00 Rated: 5 stars! adidas Outdoor - CLIMACOOL® Boat Pure adidas Outdoor CLIMACOOL® Boat Pure $75.00 Rated: 5 stars! adidas Outdoor - CLIMACOOL® Boat Pure adidas Outdoor CLIMACOOL® Boat Pure $75.00 Rated: 5 stars!
Baffin Kids - Young Snogoose (Little Kid) Baffin Kids Young Snogoose (Little Kid) $74.99 Primigi Kids - Gianfry (Toddler) Primigi Kids Gianfry (Toddler) $72.00 Primigi Kids - Gianfry (Toddler) Primigi Kids Gianfry (Toddler) $72.00 Primigi Kids - Fulvio 1 (Little Kid) Primigi Kids Fulvio 1 (Little Kid) Was: $88.00 $70.99
SKECHERS - Mariner SKECHERS Mariner $70.00 Rated: 4 stars! adidas Outdoor - Climacool® Boat Lace adidas Outdoor Climacool® Boat Lace $70.00 Rated: 5 stars! adidas Outdoor - Climacool® Boat Lace adidas Outdoor Climacool® Boat Lace $70.00 Rated: 5 stars! adidas Outdoor - Climacool® Boat Lace adidas Outdoor Climacool® Boat Lace $70.00 Rated: 5 stars!
adidas Outdoor - Climacool® Boat Lace adidas Outdoor Climacool® Boat Lace $70.00 Rated: 5 stars! adidas Outdoor - Climacool® Boat Lace adidas Outdoor Climacool® Boat Lace $70.00 Rated: 5 stars! adidas Outdoor - Climacool® Boat Lace adidas Outdoor Climacool® Boat Lace $70.00 Rated: 5 stars! Primigi Kids - Gianfry (Toddler) Primigi Kids Gianfry (Toddler) $67.00
Ben Sherman - Seth Slip-On Ben Sherman Seth Slip-On $65.00 Primigi Kids - Gianfry (Toddler) Primigi Kids Gianfry (Toddler) Was: $72.00 $64.99 Sperry Top-Sider - Bahama 2-Eye Washed Sperry Top-Sider Bahama 2-Eye Washed $60.00 Rated: 5 stars! Sperry Top-Sider - Bahama 2-Eye Washed Sperry Top-Sider Bahama 2-Eye Washed $60.00 Rated: 5 stars!
Dockers - Chalmers Dockers Chalmers Was: $85.00 $59.99 Dockers - Chalmers Dockers Chalmers Was: $85.00 $59.99 Dockers - Chalmers Dockers Chalmers Was: $85.00 $59.99 New Balance Kids - Summer Waves 574 (Big Kid) New Balance Kids Summer Waves 574 (Big Kid) $59.95
New Balance Kids - Summer Waves 574 (Big Kid) New Balance Kids Summer Waves 574 (Big Kid) $59.95 New Balance Kids - Summer Waves 574 (Big Kid) New Balance Kids Summer Waves 574 (Big Kid) $59.95 SKECHERS Performance - On The Go - Tide SKECHERS Performance On The Go - Tide $59.00 Rated: 5 stars! Polo Ralph Lauren - Lander P Polo Ralph Lauren Lander P $59.00 Rated: 4 stars!
Polo Ralph Lauren - Lander P Polo Ralph Lauren Lander P $59.00 Rated: 4 stars! Polo Ralph Lauren - Lander P Polo Ralph Lauren Lander P $59.00 Rated: 4 stars! SKECHERS Performance - On The Go - Tide SKECHERS Performance On The Go - Tide $59.00 Rated: 5 stars! SKECHERS Performance - On-The-Go - Castaway SKECHERS Performance On-The-Go - Castaway $59.00 Rated: 5 stars!
Primigi Kids - Gianfry (Toddler) Primigi Kids Gianfry (Toddler) Was: $67.00 $54.99 Primigi Kids - Gianfry (Toddler) Primigi Kids Gianfry (Toddler) Was: $67.00 $54.99 Sanuk - Pair O Sail Sanuk Pair O Sail $50.00 NEW! Sanuk - Pair O Sail Sanuk Pair O Sail $50.00 NEW!
Sanuk - Pair O Sail Prints Sanuk Pair O Sail Prints $50.00 NEW! Sanuk - Pair O Sail Prints Sanuk Pair O Sail Prints $50.00 NEW! Dirty Laundry - DL Sail Away Dirty Laundry DL Sail Away $49.99 Rated: 5 stars! pediped - Norm Grip n Go (Toddler) pediped Norm Grip n Go (Toddler) $49.00
pediped - Norm Grip n Go (Toddler) pediped Norm Grip n Go (Toddler) $49.00 adidas Outdoor Kids - Boat Slip-On (Little Kid/Big Kid) adidas Outdoor Kids Boat Slip-On (Little Kid/Big Kid) $45.00 Rated: 4 stars! adidas Outdoor Kids - Boat Slip-On (Little Kid/Big Kid) adidas Outdoor Kids Boat Slip-On (Little Kid/Big Kid) $45.00 Rated: 4 stars! Sperry Top-Sider Kids - Halyard Slip-On (Little Kid/Big Kid) Sperry Top-Sider Kids Halyard Slip-On (Little Kid/Big Kid) $40.00
Stuart Weitzman Kids - Baby Nantucket 14 (Infant/Toddler) Stuart Weitzman Kids Baby Nantucket 14 (Infant/Toddler) $39.00 Native Kids Shoes - Howard (Toddler/Little Kid) Native Kids Shoes Howard (Toddler/Little Kid) $35.00 Rated: 5 stars! Sperry Top-Sider Kids - Topsail Casual (Toddler/Little Kid/Big Kid) Sperry Top-Sider Kids Topsail Casual (Toddler/Little Kid/Big Kid) $30.00 Rated: 4 stars! Sperry Top-Sider Kids - Topsail 3 (Little Kid/Big Kid) Sperry Top-Sider Kids Topsail 3 (Little Kid/Big Kid) $25.00
Sperry Top-Sider Kids - Topsail 3 (Little Kid/Big Kid) Sperry Top-Sider Kids Topsail 3 (Little Kid/Big Kid) $25.00 Sperry Top-Sider Kids - Topsail Casual (Little Kid/Big Kid) Sperry Top-Sider Kids Topsail Casual (Little Kid/Big Kid) Was: $30.00 $24.99 Rated: 1 stars! Tommy Hilfiger Kids - Dennis Fisherman (Toddler/Little Kid) Tommy Hilfiger Kids Dennis Fisherman (Toddler/Little Kid) Was: $30.00 $24.99 Robeez - Chug Chug Soft Sole (Infant/Toddler) Robeez Chug Chug Soft Sole (Infant/Toddler) Was: $26.00 $24.99
Sperry Top-Sider Kids - Topsail 3 (Little Kid/Big Kid) Sperry Top-Sider Kids Topsail 3 (Little Kid/Big Kid) Was: $25.00 $20.00
Zappos Family Core Value:

10. Be Humble