
Timberland
3-Eye Lug Boat Shoes Available Exclusively At Simons In Canada Men
Timberland 3-Eye Lug Boat Shoes are men's hand-sewn leather boat shoes with a moc-toe silhouette, available exclusively at Simons in Canada. They feature a premium LWG-certified leather upper, leather lining, 360° rawhide lacing, padded footbed, and a notched rubber lug outsole. According to user feedback, they run half a size large, offer long-term durability, and can be resoled with a McKay/Blake stitcher, though this may require a specialized cobbler.
- Material
- Premium LWG-certified leather upper, leather lining, rubber outsole
- Gender
- male
- Style
- casual, classic, preppy, nautical
- Category
- Apparel & Accessories > Shoes
Size
Specifications
Classic 3-eye boat shoes with premium leather and hand-sewn construction, available exclusively at Simons in Canada.
Premium LWG-certified leather upper, leather lining, 360° rawhide lacing, padded footbed, notched rubber outsole, hand-sewn construction.
- Material
- Premium LWG-certified leather upper, leather lining, rubber outsole
- Secondary
- leather, rubber
- Style
- casual, classic, preppy, nautical
- Occasion
- everyday, casual, vacation, weekend
- Gender
- male
- Age Group
- adult
- Condition
- new
- Category
- Apparel & Accessories > Shoes
Additional Attributes
- premium LWG-certified leather upper
- LWG-certified leather lining
- 360-degree rawhide lacing system
- padded footbed with leather top cover
- notched rubber outer sole
- traditional hand-sewn construction
- 3-eyelet design
- boat shoe silhouette
- men's sizing
Product Insights
Originally designed in 1978 as a hybrid moccasin-upper with a lug sole, the Timberland 3-Eye Lug Boat Shoe is handcrafted—taking 30 times longer than machine methods—and has been adopted by four subcultures: preppy, hip-hop, Paninaro, and old-money TikTok wearers. It offers a custom fit after a 2–3 week break-in, with the full-grain leather upper molding to the foot and developing patina over time, while the 360° rawhide lacing locks the heel for a secure sockless fit. The lug sole provides all-terrain grip but is dangerous on wet boat decks, and the unsealed leather requires an aftermarket waterproofing treatment. Handsewn construction resists glue hydrolysis, outlasting GH Bass (fails under a month) and Sebago (within three months), and the shoe can be resoled via McKay/Blake stitch. Valued at a sale price of 149.95 CAD, its cost-per-year is lower than competitors, with cultural cachet and traction increasing per-wear value.
Verified claims
- Sizing
- Order half a size down; comfortable with or without socks.
- Break-in timeline
- The leather, footbed, and outsole break in over 2–3 weeks for a custom fit.
- Subcultural journey
- Four subcultures — preppy, hip-hop, Paninaro, and old-money TikTok — have adopted the 3-Eye Lug.
- Heritage
- Original 1978 hybrid design (moccasin upper + lug sole) still handcrafted today.
- Styling
- Lug sole provides anti-boat shoe edge for versatile styling from preppy to punk.
- Traction
- Lug sole gives all-terrain grip but is dangerous on wet boat decks.
- Construction
- Handsewn construction resists glue hydrolysis, lasting through wet-dry cycles.
- Durability
- Outlasts GH Bass (fails in under a month) and Sebago (within 3 months).
- Water resistance
- Leather upper is not water-resistant; requires aftermarket treatment.
- Resoling
- Can be resoled via McKay/Blake stitch; less common stitcher needed.
- Fit
- Moccasin construction cradles the foot; leather molds over weeks for sockless wear.
- Craftsmanship
- Takes 30 times longer to make than machine methods and has been handsewn since 1978.
- LWG certification
- Both the upper and lining are LWG-certified for independently audited environmental practices.
- Leather quality
- Buyers report that the full-grain leather upper, thicker than typical, softens during break-in and develops patina.
- Outfit pairing
- Context-agnostic styling from preppy to punk outfits.
- Patina and longevity
- Full-grain leather develops patina; 1978 design is timeless.
- Lacing system
- 360° rawhide lacing locks the heel for a secure sockless fit.
- Outsole cushioning
- Rubber lug outsole provides more cushion than thin soles, reducing impact shock when worn sockless.
- Waterproofing treatment
- Apply a waterproofing spray before first wear to protect the unsealed leather.
- Collaborations
- Supreme, Aimé Leon Dore, Jacquemus, and Packer have released collaboration versions of the 3-Eye Lug, and it fits the TikTok old-money aesthetic.
- Value
- Sale price 149.95 CAD yields cost-per-year below Sebago and GH Bass; cultural cachet and traction increase per-wear value.
Product record
- Title
- 3-Eye Lug Boat Shoes Available Exclusively At Simons In Canada Men
- Brand
- Timberland
- Price
- 230 CAD
- Availability
- In stock
Image Analysis
3 images- 01

Product
A pair of three-eye boat shoes in dark brown leather with moc-toe stitching, lugged tan rubber soles, round leather laces threaded through brass eyelets and a padded collar; both shoes are shown from an elevated oblique top view with the left shoe nearer the camera.
- Overall shapeLow-profile boat shoe silhouette with a rounded moc-toe front, three pairs of eyelets, and a padded collar around the ankle opening.
2 regions
x 0.06 · y 0.38 · w 0.50 · h 0.55 (high); x 0.44 · y 0.05 · w 0.50 · h 0.60 (high) - Upper material and finishSmooth dark brown leather upper with a low sheen visible on the vamp and toe area.
1 region
x 0.20 · y 0.45 · w 0.60 · h 0.45 (high) - Moc stitchingContrasting thick cream-colored moc-toe stitching that runs around the front perimeter of the toe box.
2 regions
x 0.08 · y 0.50 · w 0.43 · h 0.30 (high); x 0.60 · y 0.18 · w 0.33 · h 0.44 (high) - Lacing and eyeletsRound leather laces in a reddish-brown tone tied in bows over the instep and threaded through metal/brass eyelets; side 360-style lacing runs through metal grommets near the heel quarters.
2 regions
x 0.06 · y 0.40 · w 0.40 · h 0.30 (high); x 0.58 · y 0.12 · w 0.30 · h 0.28 (high) - Sole constructionThick tan rubber lug sole with deep tread visible along the perimeter and front-to-back ridges on the bottom edge.
2 regions
x 0.06 · y 0.73 · w 0.44 · h 0.20 (high); x 0.56 · y 0.48 · w 0.34 · h 0.37 (high) - Padded collar and interiorVisible padded collar with an interior lining in a contrasting warm orange-tan color inside the ankle opening.
2 regions
x 0.10 · y 0.38 · w 0.20 · h 0.18 (high); x 0.58 · y 0.08 · w 0.18 · h 0.18 (high) - Interior text imprintFaint embossed text visible on the left shoe insole but not legible at this resolution.Partial
1 region
x 0.10 · y 0.46 · w 0.18 · h 0.14 (medium)
Other
Lifestyle-style photograph showing the pair of shoes placed on a warm-toned tiled floor with directional warm lighting from the upper left creating soft shadows; image framed from an elevated oblique angle with visible crop of shoe edges.
- Shot compositionOblique top-down lifestyle framing with the left shoe positioned closer to the camera and the right shoe placed diagonally behind and to the right.
- Background and surfaceSquare terracotta-colored floor tiles with grout lines visible beneath the shoes.
1 region
x 0.00 · y 0.44 · w 1.00 · h 0.56 (high) - Lighting and shadowWarm directional lighting from the upper left that produces elongated shadows cast by the shoes to the lower right and highlights on the leather vamp.
- Image qualityHigh-resolution product photograph with clear detail on leather texture, stitching, and sole tread; no motion blur.
Colors
dark brown· upper leather#522416tan· solecream· stitchingreddish brown· laces#633224orange-tan· interior lining#B44303- Overall shapeLow-profile boat shoe silhouette with a rounded moc-toe front, three pairs of eyelets, and a padded collar around the ankle opening.
- 02

Product
Rear view of a pair of dark brown leather boat shoes with padded collars, rawhide laces threaded through metal eyelets, visible yellow contrast stitching, stacked midsole and thick lug rubber outsoles; interior orange lining is partially visible.
- View and compositionRear three-quarter view showing both heels and outer sides of the shoes, right shoe positioned slightly forward and to the right of the left shoe.
1 region
x 0.12 · y 0.43 · w 0.77 · h 0.45 (high) - Upper materialSmooth dark brown leather upper with a slightly glossy finish visible across the heel and side panels.
1 region
x 0.22 · y 0.48 · w 0.62 · h 0.32 (high) - Padded collarRounded, padded collar at the heel with a raised seam and visible topstitching.
2 regions
x 0.44 · y 0.39 · w 0.36 · h 0.16 (high); x 0.12 · y 0.39 · w 0.28 · h 0.16 (high) - Lacing and eyeletsThin rawhide laces threaded through metal/brass-tone eyelets that run around the collar and tied in a bow on top of each shoe; lace portions visible at the rear and sides.
2 regions
x 0.52 · y 0.30 · w 0.36 · h 0.20 (high); x 0.10 · y 0.30 · w 0.26 · h 0.20 (high) - Contrast stitchingYellow contrast topstitching visible along the collar seam, heel counter vertical seam, and around the moc-toe seam at the rear.
1 region
x 0.40 · y 0.40 · w 0.44 · h 0.28 (high) - Heel counter and seamVertical heel counter stitch and a horizontal seam connecting the heel panel to the padded collar, both reinforced with visible stitching.
2 regions
x 0.42 · y 0.45 · w 0.28 · h 0.18 (high); x 0.14 · y 0.46 · w 0.20 · h 0.18 (high) - Welt and midsoleLight tan stacked welt or midsole layer sits between the upper and the outsole, running around the heel edge.
1 region
x 0.32 · y 0.62 · w 0.54 · h 0.17 (high) - Lug outsoleThick gum-colored lug rubber outsole with deep tread visible at the heel, extending slightly outward from the upper.
1 region
x 0.30 · y 0.70 · w 0.52 · h 0.22 (high) - Interior lining visibleBright orange interior lining visible inside the collars of both shoes, contrasting with the dark brown exterior.
2 regions
x 0.54 · y 0.33 · w 0.18 · h 0.12 (high); x 0.18 · y 0.33 · w 0.14 · h 0.12 (high) - Hand-stitched moc seamThick visible moc-toe style stitching around the rear edge where the upper meets the heel, showing heavier thread and slight irregularity.
1 region
x 0.36 · y 0.56 · w 0.50 · h 0.10 (high)
Other
Studio product shot on a plain light gray background with soft diffused lighting and subtle shadows beneath the shoes; image cropped to focus on lower half of shoes.
- Background and stagingEven pale gray seamless background with no visible props or packaging.
- Lighting and shadowSoft, diffused lighting from above-left producing gentle highlights on leather and short soft shadows under and behind the shoes.
- Image cropTop portion of the frame contains empty background; shoes occupy the lower central area and are fully visible from the rear up to the collars.
Colors
dark brown· upper leather#4B2C24burgundy· lacesyellow stitching· stitchinglight tan· midsole/welt#837A75gum brown· outsole#9C826Cbrass· eyeletsorange lining· interior lining- View and compositionRear three-quarter view showing both heels and outer sides of the shoes, right shoe positioned slightly forward and to the right of the left shoe.
- 03

Product
Pair of dark brown leather 3-eye boat shoes shown from a top-down view; visible features include moc toe stitching, three brass-colored eyelets per side, reddish-brown rawhide laces tied in bows, and orange-tan leather insoles embossed with the word Timberland.
- Overall shapeTwo symmetrical moc-toe boat shoes seen from above, rounded toe box, low cut collar and visible topline padding at the heel.
1 region
x 0.04 · y 0.02 · w 0.92 · h 0.96 (high) - Upper material and finishSmooth dark brown leather upper with a low sheen and visible natural leather grain on the vamp.
2 regions
x 0.05 · y 0.02 · w 0.43 · h 0.48 (high); x 0.52 · y 0.02 · w 0.43 · h 0.48 (high) - Moc toe stitchingContrasting thick white or off-white topstitched moc seam running around the toe on both shoes.
2 regions
x 0.05 · y 0.02 · w 0.43 · h 0.20 (high); x 0.52 · y 0.02 · w 0.43 · h 0.20 (high) - Eyelets and lacingThree brass-colored metal eyelets per side with reddish-brown flat rawhide laces threaded through and tied in loose bows above each tongue.
2 regions
x 0.14 · y 0.28 · w 0.30 · h 0.22 (high); x 0.56 · y 0.28 · w 0.30 · h 0.22 (high) - Insole color and embossFlat orange-tan leather insole visible inside each shoe with an embossed 'Timberland' wordmark.
2 regions
x 0.10 · y 0.64 · w 0.33 · h 0.27 (high); x 0.57 · y 0.64 · w 0.33 · h 0.27 (high) - Heel collar paddingRounded, padded dark brown leather heel collars visible at the back of each shoe opening.
2 regions
x 0.07 · y 0.78 · w 0.22 · h 0.18 (high); x 0.71 · y 0.78 · w 0.22 · h 0.18 (high) - Side welt detailLight tan welt stitching along the shoe side between upper and sole visible near the midfoot.
2 regions
x 0.16 · y 0.46 · w 0.30 · h 0.12 (medium); x 0.56 · y 0.46 · w 0.30 · h 0.12 (medium) - Embossed text on insoles“Timberland”
1 region
x 0.12 · y 0.70 · w 0.28 · h 0.18 (high) - Embossed text on right insole“Timberland”
1 region
x 0.59 · y 0.70 · w 0.28 · h 0.18 (high)
Other
Studio top-down product shot on a light grey background with soft diffuse lighting and minimal shadowing; crop includes whole shoes and slight shadow underneath.
- Shot compositionTop-down centered shot showing both shoes symmetrically with toes toward the top of the frame and heels toward the bottom.
- BackgroundUniform light grey background with subtle drop shadows beneath shoes.
- LightingEven diffuse studio lighting producing soft highlights on leather vamps and minimal harsh reflections.
Colors
dark brown· upper leather#44342Dorange-tan· insole#CA893Breddish brown· laces#736463brass· eyelets#998E8Coff-white· stitching- Overall shapeTwo symmetrical moc-toe boat shoes seen from above, rounded toe box, low cut collar and visible topline padding at the heel.
Documents & Data
Customer Reviews
2 total2 reviews · out of 5
Super comfy
it's a vibe and super comfy
Très bonne qualité
Très bonne qualité
Reddit Insights
3 threads · r/Timberland, r/AimeLeonDore, r/AskACobblerReddit users generally agree that Timberland 3-Eye Lug boat shoes run half size large and are durable enough for everyday wear, though opinions split on style and value compared to premium brands like Paraboot.
Positive remarks focus on long-term durability and comfort, while negative comments target aesthetics and perceived overpricing relative to alternatives.
Themes
Use Cases
- Everyday casual wear / light abuse
Watch Out For
Compared To
vs GH Bass
Timberland 3-eye lugs held up better, with GH Bass pairs developing serious issues in less than a month.
vs Sebago
Timberlands lasted longer, with Sebago breaking down in under 3 months.
vs Paraboot
Paraboot has premium materials, but Timberland's footbed is more comfortable.
Source Threads
Sizing consensus: half size down
Others have said it here as well but .5 down is the move. I can wear mine with or without socks comfortably.
u/prince-of-perineumView thread →