Login

Cart

Your cart is empty

Mens Watches

Explore our extensive collection of Men's Watches, featuring precision timepieces built for every lifestyle. Discover rugged sport watches, sophisticated dress watches, and durable diving watches from top international brands like Seiko, G-Shock, Citizen, and Casio. Whether you seek a reliable automatic watch, a convenient quartz chronograph, or a smartwatch with cutting-edge features, find the perfect timepiece to define your style. Shop high-quality finishes, including stainless steel, leather, and robust rubber straps.

Shop by Brand: Caterpillar Watches

View Mens watches Black Friday deals Here

Classic Watches | Sport Watches | Chronographs | Dive | Solar Powered | Digital | Automatic | Quartz | Outdoor | Luxury Watches

Sort by

712 products

Save R 3,370.00Seiko 5 Sports Automatic Gents Watch - SSK003K1 The_Diamond_box_South_Africa
Seiko 5 Sports Automatic Gents Watch - SSK003K1 Sale priceR 9,125.00 Regular priceR 12,495.00
(5.0)
Save R 3,370.00Seiko 5 Sports Automatic Gents Watch - SSK001K1 The_Diamond_box_South_Africa
Seiko 5 GMT Sports Automatic Gents Watch - SSK001K1 Sale priceR 9,125.00 Regular priceR 12,495.00
(5.0)
Sold outSave R 1,945.00Seiko 5 Sports Watch - SRPD55K1 The_Diamond_box_South_Africa
Seiko 5 Sports Watch - SRPD55K1 Sale priceR 6,850.00 Regular priceR 8,795.00
(4.5)
Sold outSave R 2,375.00Seiko 5 Sport GTS Automatic Gents Watch - SRPD53K1 The_Diamond_box_South_Africa
Seiko 5 Sport GTS Automatic Gents Watch - SRPD53K1 Sale priceR 6,420.00 Regular priceR 8,795.00
(5.0)
Tissot Prx powermatic Gents Watch - T137.407.11.041.00 The_Diamond_box_South_Africa
Tissot Prx powermatic Gents Watch - T1374071104100 Sale priceR 19,500.00
(5.0)
Save R 3,370.00Seiko 5 Sports GMT Green Dial Gmt Automatic - SSK035K1
Seiko 5 Sports GMT Green Dial Gmt Automatic - SSK035K1 Sale priceR 9,125.00 Regular priceR 12,495.00
(5.0)
Sold outSave R 1,905.00Seiko Gents Chronograph Gents - SSB425P1
Seiko Gents Chronograph Gents - SSB425P1 Sale priceR 5,590.00 Regular priceR 7,495.00
Sold outSave R 2,245.00Seiko 5 Sport Automatic Gents Watch -SRPK11K1 The_Diamond_box_South_Africa
Seiko 5 Sport Automatic Gents Watch -SRPD63K1 Sale priceR 6,550.00 Regular priceR 8,795.00
Sold outTissot PRX Gents Quartz - T137.410.11.041.00
Tissot PRX Gents Quartz - T137.410.11.041.00 Sale priceR 10,400.00
(5.0)
Sold outTissot Prx Gents Watch - T137.410.11.091.00
Tissot Prx Gents Watch - T137.410.11.091.00 Sale priceR 10,400.00
Save R 2,375.00Seiko 5 Sport Automatic Gents Watch - SRPD51K1 The_Diamond_box_South_Africa
Seiko 5 Sport Automatic Gents Watch - SRPD51K1 Sale priceR 6,420.00 Regular priceR 8,795.00
Sold outTissot Supersport Chronograph Watch Gents - T125.617.11.041.00
Tissot Supersport Chronograph Watch Gents - T125.617.11.041.00 Sale priceR 13,100.00
(5.0)
Tissot Classic Dream Gents Watch - T129.410.16.013.00
Tissot Classic Dream Gents Watch - T129.410.16.013.00 Sale priceR 7,100.00
(5.0)
TISSOT PRX Powermatic Gents Watch - T1374071109100 The_Diamond_box_South_Africa
TISSOT PRX Powermatic Gents Watch - T137.407.11.091.00 Sale priceR 19,500.00
Sold outSave R 1,699.00Seiko 5 sports Automatic Gents Watch - SRPG35K1 The_Diamond_box_South_Africa
Seiko 5 sports Automatic Gents Watch - SRPG35K1 Sale priceR 6,100.00 Regular priceR 7,799.00
(5.0)
Sold outSave R 1,950.00Rotary Apex100 Chronograph Watch - RGB10013/05Rotary Apex100 Chronograph Watch - RGB10013/05
Rotary Apex100 Chronograph Watch - RGB10013/05 Sale priceR 6,800.00 Regular priceR 8,750.00
Tissot PR 100 Chronograph Watch - T150.417.11.041.00
Tissot PR 100 Chronograph Watch - T150.417.11.041.00 Sale priceR 10,200.00
(5.0)
Save R 3,375.00Seiko 5 Sports Automatic GMT - SSK033K1 The_Diamond_box_South_Africa
Seiko 5 Sports Automatic GMT - SSK033K1 Sale priceR 9,120.00 Regular priceR 12,495.00
Sold outSave R 2,200.00Seiko Presage Cocktail Time ‘Blue Moon’ Watch - SRPB41J1 The_Diamond_box_South_Africa
Seiko Presage Cocktail Time ‘Blue Moon’ Watch - SRPB41J1 Sale priceR 7,799.00 Regular priceR 9,999.00
Sold outSave R 4,795.00Seiko Prospex Speedtimer Watch Solar Chronograph - SSC947P1 The_Diamond_box_South_Africa
Seiko Prospex Speedtimer Watch Solar Chronograph - SSC947P1 Sale priceR 13,200.00 Regular priceR 17,995.00
(5.0)
Sold outTissot Supersport Chrono Gents Watch - T125.617.11.051.00
Tissot Supersport Chrono Gents Watch - T125.617.11.051.00 Sale priceR 9,800.00
(5.0)
Tissot PRX gents Quartz - T137.410.11.051.00
Tissot PRX gents Quartz - T137.410.11.051.00 Sale priceR 10,400.00
Tissot PRX Automatic Powermatic 80 - T137.407.11.051.00 The_Diamond_box_South_Africa
Tissot PRX Automatic Powermatic 80 - T137.407.11.051.00 Sale priceR 19,500.00
Sold outSave R 990.00Rotary Heritage Gents Watch - GS02424/21
Rotary Heritage Gents Watch - GS02424/21 Sale priceR 3,960.00 Regular priceR 4,950.00
Sold outSave R 3,055.00Seiko Presage Gents Watch - SRPE45J1
Seiko Presage Gents Watch - SRPE45J1 Sale priceR 8,940.00 Regular priceR 11,995.00
Tissot Classic Dream Gents Watch -T129.410.16.053.00
Tissot Classic Dream Gents Watch -T129.410.16.053.00 Sale priceR 7,100.00
Sold outSave R 650.00Casio G-Shock Mens Bluetooth Fitness - GBD-200-1DR The_Diamond_box_South_Africa
Casio G-Shock Mens Bluetooth Fitness - GBD-200-1DR Sale priceR 2,600.00 Regular priceR 3,250.00
Tissot PRX Powermatic 80 - T137.407.11.351.00 The_Diamond_box_South_Africa
Tissot PRX Powermatic 80 - T137.407.11.351.00 Sale priceR 19,500.00
Sold outSave R 2,805.00Seiko Presage Cocktail Green Dial - Automatic - SRPD37J1
Seiko Presage Cocktail Green Dial - Automatic - SRPD37J1 Sale priceR 8,190.00 Regular priceR 10,995.00
Save R 3,125.00Herbelin Art Deco Gents Watch - 10638P08
Herbelin Art Deco Gents Watch - 10638P08 Sale priceR 9,125.00 Regular priceR 12,250.00
Sold outSave R 3,045.00Seiko Prospex Sea Black Dial Automatic Watch 200M - SRPF03K1
Seiko Prospex Sea Black Dial Automatic Watch 200M - SRPF03K1 Sale priceR 10,950.00 Regular priceR 13,995.00
Tissot PR 100 Ladies Watch T150.210.11.031.00Tissot PR 100 Ladies Watch T150.210.11.031.00
Tissot PR 100 Ladies Watch T150.210.11.031.00 Sale priceR 8,200.00
Sold outSave R 2,425.00Seiko 5 Sports Automatic Watch - SRPG27K1
Seiko 5 Sports Automatic Watch - SRPG27K1 Sale priceR 6,570.00 Regular priceR 8,995.00
Save R 2,505.00Seiko Chronograph Sports Men's Watch - SSB445P1
Seiko Chronograph Sports Men's Watch - SSB445P1 Sale priceR 6,790.00 Regular priceR 9,295.00
Sold outSave R 2,295.00Seiko 5 Sports Gents Watch - SRPG29K1 The_Diamond_box_South_Africa
Seiko 5 Sports Gents Watch - SRPG29K1 Sale priceR 6,700.00 Regular priceR 8,995.00
Sold outSave R 3,235.00Seiko 5 Sports Field ‘Deploy’ Mechanical GMT - SSK023K1 The_Diamond_box_South_Africa
Seiko 5 Sports Field ‘Deploy’ Mechanical GMT - SSK023K1 Sale priceR 8,760.00 Regular priceR 11,995.00
(5.0)
Save R 2,155.00Seiko Gents Chronograph Gents - SSB347P1
Seiko Gents Chronograph Gents - SSB347P1 Sale priceR 5,840.00 Regular priceR 7,995.00
Save R 2,295.00Seiko Titanium Gents Watch - SUR377P1
Seiko Titanium Gents Watch - SUR377P1 Sale priceR 6,700.00 Regular priceR 8,995.00
Save R 1,245.00Seiko 5 145th Anniverssary Limited Edition - HDB003K1Seiko 5 145th Anniverssary Limited Edition - HDB003K1
Seiko 5 145th Anniverssary Limited Edition - HDB003K1 Sale priceR 11,250.00 Regular priceR 12,495.00
Sold outSave R 510.00Casio Vintage Ana Digi Retro Gents Watch - AQ-240E-7A2DF
Casio Vintage Ana Digi Retro Gents Watch - AQ-240E-7A2DF Sale priceR 1,489.00 Regular priceR 1,999.00
Sold outSave R 475.00Casio Vintage Dual Time Ana-Digi Watch - AQ-240E-2ADF
Casio Vintage Dual Time Ana-Digi Watch - AQ-240E-2ADF Sale priceR 1,425.00 Regular priceR 1,900.00
Sold outSave R 383.00Casio Illuminator World Time - AE-1200WHD-1AVDFCasio Illuminator World Time - AE-1200WHD-1AVDF
Casio Illuminator World Time - AE-1200WHD-1AVDF Sale priceR 1,116.00 Regular priceR 1,499.00
Sold outSave R 370.00Casio Illuminator World Time - AE-1200WHL-5AVDF
Casio Illuminator World Time - AE-1200WHL-5AVDF Sale priceR 1,080.00 Regular priceR 1,450.00
Sold outSave R 420.00Casio World Time Digital - AE-1200WH-1AVDFCasio World Time Digital - AE-1200WH-1AVDF
Casio World Time Digital - AE-1200WH-1AVDF Sale priceR 979.00 Regular priceR 1,399.00
Sold outSave R 959.00Fossil Men's Autocross Multifunction Stainless Steel Watch - FS6124
Fossil Men's Autocross Multifunction Stainless Steel Watch - FS6124 Sale priceR 2,740.00 Regular priceR 3,699.00
Save R 638.00Fossil Men's The Minimalist 3H Light Brown Round Leather Watch - FS5305
Fossil Men's The Minimalist 3H Light Brown Round Leather Watch - FS5305 Sale priceR 1,861.00 Regular priceR 2,499.00
Sold outSave R 2,505.00Rotary Seamatic 100 GMT Automatic Blue Silver & Gold - RGB10042/05
Rotary Seamatic 100 GMT Automatic Blue Silver & Gold - RGB10042/05 Sale priceR 6,995.00 Regular priceR 9,500.00
Sold outSave R 1,490.00ROTARY HERITAGE GENTS SQUARE WATCH - GS05750/01
ROTARY HERITAGE GENTS SQUARE WATCH - GS05750/01 Sale priceR 4,460.00 Regular priceR 5,950.00