There’s something magical about being in your 20s. It’s that in-between chapter where you’re no longer figuring out who you are — you’re becoming her. Your weekends aren’t just days off; they’re little windows of freedom, self-expression, and adventure. Whether you’re craving an adrenaline rush with your best girls, a slow-living moment surrounded by fresh flowers, or a chic brunch under city lights, your 20s are about crafting weekends that make you feel alive.
If you’ve ever caught yourself scrolling Pinterest, romanticizing those dreamy lifestyle boards, this is your chance to step out of the screen and into the story. These aren’t just weekend plans; they’re experiences. The kind you’ll remember when you look back at your 20s and think, “Yes, I lived.”
Here are eight aesthetic weekend plans every 20-something woman will absolutely fall in love with.
1. Wine tasting at a Vineyard
Forget the usual coffee catch-ups — take things up a notch with a wine-tasting weekend. Imagine this: you and your girlfriends walking between rows of grapevines in flowy dresses, glasses of rosé in hand, laughing under the afternoon sun. Wine tasting is more than sipping; it’s an education in slowing down and appreciating the finer things.
Don’t just stop at the tasting. Create a memory — take Polaroids, pack a chic picnic basket for after, or journal while overlooking the vines. It’s classy, aesthetic, and makes you feel like you’ve just stepped out of a Nancy Meyers film.
2. Farmers Market Run
Saturday mornings are made for this. Head to your local farmers market with a woven tote and no agenda except to wander. Pick up fresh flowers, organic honey, artisan bread, and seasonal fruits. There’s something dreamy about talking to the vendors, sampling handmade jams, and filling your basket with produce that feels like it’s straight out of a European countryside.
To romanticize it even more, bring a friend, wear your chicest sundress, and stop for a latte afterward. Take everything home, light a candle, and cook yourself a simple but beautiful meal. It’s not just shopping — it’s living beautifully.
3. A Picnic with the girls
There’s a reason picnics never go out of style. They’re the perfect blend of aesthetic and effortless fun. Gather your girl gang, pack a charcuterie board with grapes, cheeses, crackers, and a bottle of sparkling wine. Spread out a big blanket under a shady tree, bring a Bluetooth speaker, and make it an afternoon of laughter and photos.
Want to elevate it even more? Add fairy lights in jars, a mini projector for an outdoor movie, or themed outfits for cute pictures. A picnic isn’t just about food — it’s about creating a scene you’ll want to relive again and again.
4. Adrenaline Activities
Not every aesthetic weekend has to be soft and slow. Sometimes the most beautiful memories are the wildest ones. Book a ziplining session, go kayaking on a lake, or even try paddleboarding. The thrill of adventure paired with breathtaking views will give you that “main character” rush.
Picture this: your hair whipping in the wind as you glide above treetops, or you and your friends laughing uncontrollably as you try not to tip the kayak. It’s chaotic in the best way — and it’s the perfect balance of fun and fearless.
5. A Pottery Class
There’s something therapeutic about shaping clay with your hands, creating something imperfectly beautiful. Pottery studios are trending for a reason — they’re cozy, creative, and ridiculously aesthetic. Book a class, wear an oversized linen shirt, and let yourself get messy.
The best part? You walk away with a handmade piece of art you’ll keep forever — a vase, a bowl, or maybe something lopsided that makes you laugh every time you see it. It’s about the experience, not the result. And yes, it’s just as Instagram-worthy as it sounds.
6. A Spontaneous Road Trip
There’s a special kind of freedom in grabbing your keys, packing an overnight bag, and just going. No big plans, no strict itinerary — just you, your playlist, and the open road. Call up a couple of girlfriends and decide on a destination that’s a few hours away: maybe a coastal town, a hidden waterfall, or a charming bed-and-breakfast.
Stop at roadside diners, take detours when something catches your eye, and don’t be afraid to get lost. Some of the best memories in your 20s come from unplanned adventures. Road trips remind you that life doesn’t always need structure — sometimes it just needs courage and a little bit of gas money.
7. Rooftop Brunch or Sunset Dinner
Weekends deserve a little glam. Find a rooftop bar or restaurant in your city, put on that dress you’ve been saving, and treat yourself to a dining experience with a view. There’s something about sipping mimosas while overlooking the city skyline that makes you feel unstoppable.
If evenings are more your vibe, go for a rooftop dinner just before sunset. The golden-hour glow, city lights flickering on, and the hum of life all around you — it’s a moment that makes you feel both tiny and infinite at the same time.
8. A Spa Day- But Make It Luxe
Self-care doesn’t always mean face masks in your bathroom (though those have their charm). Take it up a level by booking a boutique spa for the day. Whether it’s a sauna session, a deep-tissue massage, or a float tank experience, indulge yourself like the goddess you are.
If that’s not in the budget this weekend, recreate the vibe at home but keep it luxe. Think silk robe, eucalyptus steam, essential oils, and a perfectly curated playlist. Don’t just “do a mask” — turn it into a ritual. Self-care is an art, and in your 20s, you get to paint it however you want.
Feeling good also begins with how you nurture yourself, your aura and your own inner growth. I dive deeper into this in my ebook The Modern Woman’s Handbook: Lessons Every Woman Wishes She Had in Her 20s & 30s.Check it out below
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| The modern woman's handbook; Life lessons every woman wishes she had in her 20s &30s |
Final Thoughts
Your 20s are a collection of chapters — some messy, some magical, but all worth remembering. And your weekends? They’re the spaces in between that shape your story. Whether you’re ziplining above treetops, sipping wine in the countryside, or laughing until your stomach hurts on a spontaneous road trip, these are the moments that make your 20s golden.
Don’t just wait for the “big milestones.” Celebrate the little escapes. Romanticize your weekends. And most importantly, fall in love with your life as it’s happening right now.
So, which of these aesthetic weekend plans are you trying first?
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