Cashless Challenge: The Ultimate Date Or Day With The Boys

Recently, we teamed up with American Express for their Cashless Challenge, and planned a pretty sweet weekend while we were at it.

Recently, we teamed up with American Express for their Cashless Challenge, and planned a pretty sweet weekend while we were at it.

In a world where things move fast, we want everything at our fingertips, without fuss. To be able to tap and go, wherever we go, is a luxury most of us would now struggle to live without.

So, when American Express asked The Tailored Man to go without cash for an entire weekend, and hit up all our favourite spots with only an American Express card, we said: challenge accepted!

While we expected some of the bigger stores to be on the list, we were surprised by the amount of small businesses who happily took our Amex. Before long, we discovered we could go almost anywhere around Melbourne without worrying if our card would be turned down.

So, after two days worth of coffees, food, drinks, entertainment and experiences, we decided to put together the ultimate weekend guide filled with the places we went that happily accepted American Express – so you can take the challenge, too.

Whether you’re looking to impress on a date or watch footy finals with the boys, here’s our recommendations for the perfect weekend in the perfect city.

Have your Amex card at the ready.


The ultimate day with the boys

  1. Eat brekky at Tall Timber
    You’re going to need to start off your boys-day with feul. So, stop by Tall Timber for Smashed Avo, French Toast or Timber Folded Eggs.
  2. Upgrade your wardrobe at Myer
    As spring kicks into gear, now’s the perfect time to refresh the old wardrobe and pick up a few new pieces that will take you into the warmer months.
  3. Watch the Races at Richmond Club Hotel
    Spring racing is in full swing, and what better way to spend your weekend than watching a some of the worlds best horses with a beer in hand? Grab a parma and their famous chips in between jumps – you won’t want to leave.
  4. OR watch it at home with food and drinks from Deliveroo
    If you’d rather stay home, call your mates to come over, then download Deliveroo. With a list of great restaurants, plus the ability to order booze straight to your door, they have you covered.
  5. Dinner at Mr Miyagi
    After a big day of shouting at the TV, head out to Mr Miyagi for delicious Japanese. Share the grazing dishes or order your own, then indulge in cocktails, champagne, spirits, or Australian wines at Yukie’s Bar.


The ultimate date

  1. Coffee at Entrecote
    Nobody can start their day without coffee. And when it’s this good, and in a Parisian-inspired cafe, it tastes even sweeter.
  2. Take her to the Dior Exhibit at NGV
    Here’s a little secret: ladies love Dior. And even more than Dior, they love a date idea that’s out of the ordinary. If you’re really looking to woo, take a walk around the 80-year history of the fashion house at the National Gallery of Victoria.
  3. Romantic Italian dinner at Thirty Eight Chairs
    Thirty Eight Chairs has that classic Italian charm you wouldn’t expect to find in Australia – chat over spaghetti and stay for a bottle or two of red. As the name suggests, there’s limited seating so make sure you book!
  4. Movie at Hoyts Lux
    After a day of running around, there’s nothing better than lounging back in the cinema for the latest flick. Splurge a little more for the luxury of comfortable recliners, in-movie service and free popcorn – you won’t regret it.
  5. Drinks at Neptune
    With an impressive 300-bottle wine list, Mediterranean-inspired menu and romantic atmosphere, Neptune bar in Windsor is the perfect place to end your night.

More and more places welcome American Express and you can even use your reward points to pay off your purchases. You can read more about Why American Express, here.