Ambitious Shoes

Ambitious shoes sit neatly between trainers and smarter casual footwear. They are comfortable enough for regular wear, but still have the shape, texture and finish to work with a more put-together outfit.

The range includes Portuguese-made trainers, slip-on styles and relaxed loafers with suede finishes, leather details, mixed textures and wearable colours. They pair naturally with jeans, chinos and casual trousers for weekends, travel, town wear and easy smart casual dressing.

For similar footwear, see our full men’s footwear collection, or compare with Bugatti Shoes for another smart casual option.

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  • Anopolis Leather Trainers

    Anopolis Leather Trainers

  • Ambitious

    Anopolis Leather Trainers

    £120.00 GBP
    Sale price  £120.00 GBP Regular price 
  • Park Brogue Trainer

    Park Brogue Trainer

  • Ambitious

    Park Brogue Trainer

    £134.95 GBP
    Sale price  £134.95 GBP Regular price 
  • Slow Leather Trainer

    Slow Leather Trainer

  • Ambitious

    Slow Leather Trainer

    £125.00 GBP
    Sale price  £125.00 GBP Regular price 
  • Grizz Trainer

    Grizz Trainer

  • Ambitious

    Grizz Trainer

    £125.00 GBP
    Sale price  £125.00 GBP Regular price 
  • Slow Trainer

    Slow Trainer

  • Ambitious

    Slow Trainer

    £120.00 GBP
    Sale price  £120.00 GBP Regular price 
  • Grizz Trainer

    Grizz Trainer

  • Ambitious

    Grizz Trainer

    £120.00 GBP
    Sale price  £120.00 GBP Regular price 
  • Anopolis Leather Trainers

    Anopolis Leather Trainers

  • Ambitious

    Anopolis Leather Trainers

    £119.95 GBP
    Sale price  £119.95 GBP Regular price 
  • Park Mixed-Material Trainers

    Park Mixed-Material Trainers

  • Ambitious

    Park Mixed-Material Trainers

    £125.00 GBP
    Sale price  £125.00 GBP Regular price 
  • Slow Slip-On Trainers

    Slow Slip-On Trainers

  • Ambitious

    Slow Slip-On Trainers

    £130.00 GBP
    Sale price  £130.00 GBP Regular price 
  • Anopolis Trainer

    Anopolis Trainer

  • Ambitious

    Anopolis Trainer

    £119.95 GBP
    Sale price  £119.95 GBP Regular price 
  • Slow Trainer

    Slow Trainer

  • Ambitious

    Slow Trainer

    £120.00 GBP
    Sale price  £120.00 GBP Regular price 
  • Amber Espadrilles

    Amber Espadrilles

  • Ambitious

    Amber Espadrilles

    £89.00 GBP
    Sale price  £89.00 GBP Regular price 
  • Anopolis Trainer

    Anopolis Trainer

  • Ambitious

    Anopolis Trainer

    £120.00 GBP
    Sale price  £120.00 GBP Regular price 
  • Vince Trainer

    Vince Trainer

  • Ambitious

    Vince Trainer

    £124.95 GBP
    Sale price  £124.95 GBP Regular price 
  • Anopolis Trainer

    Anopolis Trainer

  • Ambitious

    Anopolis Trainer

    £125.00 GBP
    Sale price  £125.00 GBP Regular price 
  • Slow Combi Beige Trainer

    Slow Combi Beige Trainer

  • Ambitious

    Slow Combi Beige Trainer

    £119.95 GBP
    Sale price  £119.95 GBP Regular price 

Established 1896

Family run in Castle Douglas for over 130 years.

Free UK Delivery

On orders over £100 to UK mainland.

Easy Returns

30-day returns on all unworn items.

Expert Help

Personal service in store and online.