So… when exactly is the best day to propose? Is there a specific day that is better than another to ask the question? Like the holy grail of proposal dates? Christmas and Valentine’s Day are personal favourites, but are they really the best dates to ask your partner-to-be whether they want to tie the knot?

Without question, Christmas and Valentine’s Day are safe bets and are sure to be met with a pleasant reaction. But your partner may be expecting a proposal on a holiday, taking the element of surprise out of the equation. Indeed, Christmas and Valentine’s Day have grown so popular as wedding proposal days that the partner-to-be may not even be surprised at all.

If you really want to catch your future fiancé off-guard, propose to them the day after a major holiday.

An important factor to keep in mind when determining a proposal date is the schedule of relatives. Is your fiancé’s sister expecting a baby in June? Then don’t propose in such a way that your announcement takes away from the birth of the baby. Is your partner’s brother is getting married in July? Then consider not proposing in the same month to avoid any feeling of one event overshadowing the other

Wedding proposals never exist in vacuums. They ought to be viewed in the grand scope of all family-related events.

Ultimately, you know your future fiancé better than anyone; therefore, only you can determine what the best proposal date is. Think about the characteristics of your fiancé:

  • Do they love the cold and generally dislike warm weather? Then don’t propose to them on a beach.
  • What’s their favourite season? If it’s fall, then take them on a day trip to an area of the country that boasts spectacular scenes and present them with a custom-made diamond during a candlelight dinner.
  • Maybe they prefer warm weather? Then travel with them to a sunny destination and surprise them with the ring, perhaps a three-stone engagement ring, which is gaining in popularity every year.

Odds are that any date you choose to propose will go the way you plan it to. After all, a proposal is merely an announcement of intentions. The far more significant date is the wedding.