Proposing in February – the culturally romanticised month of love and often centred around Valentine’s Day – has become almost predictable, with many engagements taking place on the 14th of February. The moment often follows a similar routine too, one reinforced by films, advertisements, and social media: red roses, candlelit dinners, and a ring appearing somewhere between dessert and the bill.
“Valentine’s Day may be considered cliché for a proposal by some, but there is a certain magic about the most romantic day of the year that continues to appeal to couples,” says Shaun Lamont, Managing Director of First Group Hotels and Resorts. He notes, though, that there’s a shift in how and where ‘the question is popped’. Many couples want proposals to feel personal – distinctly theirs – rather than following an established script simply because that is how it’s generally done.
This transition helps explain why more engagements are now planned around overnight stays, allowing the moment to extend well beyond the question itself. Proposing during a night or weekend getaway has become increasingly popular, according to Lamont, and for good reason. A getaway creates space: no rush, no distractions, and no pressure to return to everyday life immediately afterwards. Built into the stay itself, the proposal can unfold naturally, allowing the celebration to continue longer, and with the support of resort staff, the experience becomes seamless and the moment truly the couple’s own.
Five types of proposals are especially popular:
1. A quiet hike
There is nothing quite like proposing on a mountainside with sweeping views, overlooking the world and promising to build a life together from that moment on. Many resorts located in or at the foot of a mountain can arrange private hikes for the proposer, carefully planning the route and timing, to ensure the experience is intimate, romantic and unforgettable.
2. A classic beach proposal
Romantic, timeless and undeniably picture perfect, the beach remains a favourite for a reason. Early morning or sunset walks, arranged around the resort’s location, offer privacy, soft light and a sense of calm. With the help of the resort team, couples can even arrange for a discreet photographer, ensuring the moment is captured without an audience, followed by a private breakfast or dinner.
3. A personalised puzzle or clue-based game
Many resorts will assist with customised experiences like puzzles or clue-based games, similar to a scavenger hunt, created to lead to a reveal. The clues or challenges are carefully planned so that there is only one outcome: a win, with the final moment culminating in the proposal.
4. A private dinner in your room
Room service takes on a whole new meaning when it becomes part of a proposal, allowing the couple to enjoy the moment without interruptions. A carefully prepared, beautifully presented, private dinner paired with champagne or a good wine and soft lighting sets the scene for romance. Perfect for those who prefer being alone without public attention.
5. The traditional restaurant dinner… with a twist
For those who prefer the timeless charm of a classic dinner proposal, the resort or hotel team can arrange some thoughtful touches – like dessert with the couple’s names, a server delivering flowers and champagne at the right moment, or even a musician playing the couple’s favourite song. Other diners can also be subtly involved, through applause, raised glasses, or a collective cheer when the question is asked. The result is a joyful celebration that the couple will treasure.
“While an engagement is always memorable, pairing the proposal with a planned escape – such as an overnight stay accompanied by a customised, personal experience – enhances the romance and will allow the magic and excitement of the moment to last even longer for the couple,” Lamont concludes.
Make your proposal unforgettable – visit https://www.firstgroup-sa.co.za/ and arrange your engagement escape now.
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