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But there’s something unappealing about doing the same song and dance with each new dating prospect. And it shouldn’t make you feel forced into making unhealthy choices (like boozing every night for a week straight), or even worse: bored. Sure, wine tasting at a wine shop or restaurant is super fun. Sitting at a coffee shop can be a little drab, but picking up a coffee and walking around the neighborhood can make it that much better. It’s a great way to build up adrenaline, have some laughs, and soak up the sun while at it.

Not to mention, who wants to wake up hungover after hanging out with someone you didn’t hit it off with (especially if there isn’t even a good story to share)? These 29 alternative first date ideas will get you out of your comfort zone, into some fun, and at the very least have you and your possible new boo bonding over the experience. One person is responsible for drinks and the other brings along bites, pick a fun location (a park, riverside, or really anywhere with a nice view), and chat it up about your love for cheese or obsession with the latest whiskey concoction. But do you want to spend on the only bottle of wine you actually enjoyed? Instead, have each person bring their two favorite types of wine (make it even more fun by setting a price limit), meet at a park, and pretend to write the description on the back of wine bottles when you try each type. Try it with beer, champagne, or anything else you fancy. Tip: Pick a neighborhood you’re both unfamiliar with to make it more of an adventure. The days of scavenger hunts may feel long over, but they don’t have to be. Simply make a list of a few things you’ve been dying to try (don’t be afraid to get creative), and head out to find and experience them all.

So, what follows is our carefully considered pick of timeless romantic (and at times unconventional) date ideas in Cape Town to help you hit the right note in your blossoming relationship.

From dinner theatre and stand-up comedy to sunset cruises and open-air cinema, this overview includes a little something for all tastes and types, pockets and penchants.

So why not take the stress out of a dinner date by opting for all of the best brunch fixings instead?

I would say that renting a canoe on a very cold evening at dusk, getting lost and then tipping over the canoe with our clothes on was our dumbest choice for a date. You can make your own list, but I'll help you get started. Fine examples include expansive botanical garden Kirstenbosch, one of the Mother City’s many pristine beaches (the idyllic Clifton Fourth at sunset is a favourite choice) or one of the several viewing sites along Chapman’s Peak Drive, a spectacular stretch of rocky coastline near Hout Bay.Should you decide to go the simpler route and recruit The Picnic Company to prepare your meal for you, consider opting for their Mezze Picnic (think Mediterranean finger foods like dolmades, pitas and nougat bites) or Afternoon Tea Picnic (it includes cucumber and smoked trout sandwiches, freshly baked scones and more), both of which are specifically designed for two.With trendy eateries, intimate bars and scenic wine estates on every corner and a plethora of fun, innovative activities at every turn, Cape Town is chock-a-block with great options for a memorable romantic rendezvous, whether it’s a first date or a 50th anniversary.Nevertheless, despite the breadth of alternatives available, when it come to arranging a top-notch date with a prospective sweetheart (or even a long-term partner), it can be a challenge to come up with an original fail-proof plan.

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