10 Gentle Tips for Taking Yourself on a Solo Date

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Published Date|
May 14, 2025

10 Gentle Tips for Taking Yourself on a Solo Date

At first glance, the idea of a solo date seems romantic. Wholesome. Soft. It’s the stuff of Pinterest boards and TikTok day-in-the-life vlogs: buying yourself flowers, eating something warm and carefully chosen, watching the light move across a café table while sipping a drink that feels like a ritual.

It looks so peaceful.

But when it’s time to actually try it? Something shifts. There’s a flutter of hesitation. A quiet discomfort. Maybe even a wave of shame.

Suddenly it’s not just about doing something alone — it’s about being seen alone.

It’s the inner questions that start to creep in:

  • What if people think I’m lonely?

  • Will I look sad, or awkward?

  • Why does this feel so hard when it’s supposed to be simple?

And beneath all of those thoughts, there’s usually something even more tender — a sense of vulnerability around being with yourself.

Because that’s what a solo date really is: a moment of conscious time spent in your own presence. Not rushing. Not escaping. Not filling every moment with distraction.

Just being with you.

And if no one ever taught you how to do that — how to sit with yourself, how to feel safe in your own company, how to access joy and softness without needing someone else to mirror it back to you — then of course it’s going to feel like a stretch.

This guide isn’t about making solo dates cute or trendy. It’s about making them emotionally accessible — especially if you’re healing, grieving, processing anxiety, building confidence, or just learning how to be okay with being alone without feeling like something is wrong.

These tips are written for the person who wants to feel more connected to themselves, but isn’t sure where to start. They’re written with slowness in mind. And they’re built around care, not performance.

1. Begin With a Gentle Why — Not Just a Plan

Before deciding where to go or what to do, ask yourself: what’s drawing me to this?

What’s the longing beneath the idea?

Maybe it’s the need to feel chosen — especially by yourself. Maybe you want to feel worthy of nice things even when no one else is around to witness it. Maybe you’re tired of waiting on other people’s availability to live your life. Maybe you just want to slow down and remember what you even like.

When you start from intention, not aesthetics, you give your solo date a rooted purpose. It becomes more than just a task — it becomes a form of care.

Let your “why” be small, if it needs to be:

  • “I want to try doing something just for me.”

  • “I want to know what it feels like to eat slowly and enjoy it.”

  • “I want to experience a moment of calm where no one needs anything from me.”

Let that be your anchor. Return to it when anxiety rises. Your “why” is what makes it personal — and what makes it powerful.

2. Choose Something That Matches Your Current Capacity

There’s a big difference between something that looks good on social media and something that actually feels good in your body.

If you’re anxious, overstimulated, or low on emotional energy, a fancy dinner reservation might not be the right place to start. And that’s okay. The goal isn’t to impress yourself — it’s to meet yourself.

So what kind of setting actually feels accessible right now?

  • A cozy café near your home, where you can bring headphones or a book

  • A familiar trail or neighborhood walk with your favorite music

  • A seat by the window in a public library

  • A picnic with snacks in a quiet park corner

You don’t have to start big. Small counts. You can build from there, once your nervous system has learned that these kinds of experiences are safe and even enjoyable.

This is especially true if you have a history of social anxiety, hypervigilance, or people-pleasing — being alone in public may activate some old survival patterns. The key is to start in places where your body feels most at ease, even if your mind is nervous.

3. Choose Places That Feel Emotionally Safe, Not Just Cute

When planning a solo date, it’s easy to get swept up in aesthetics. You might imagine a charming cafe, a museum with quiet corners, or a beautiful walking trail. And while those settings can be lovely, what matters most is how you feel in that space — not how it looks on social media or whether it fits someone else’s idea of a “perfect solo date.”

Ask yourself:

  • Do I feel welcome here?

  • Is this a place where I can exhale and soften?

  • Will I feel comfortable being alone, even if others around me are in groups or pairs?

Sometimes emotional safety means picking somewhere familiar — like a neighborhood café where the barista knows your order. Other times it might mean going somewhere new but intentionally quiet, like a weekday matinee or a tucked-away garden.

Also, consider the logistics that support your nervous system. Is the space accessible? Will you have to rush to get there?
Do you know what to expect, or would looking it up in advance help ease anxiety?

There’s no need to push yourself to be adventurous if that doesn’t feel grounding. Emotional safety isn’t about limiting yourself — it’s about resourcing yourself. When your surroundings support a sense of internal calm, it becomes easier to tune in rather than brace against the environment.

So whether it’s a park bench, a cozy bakery, or the corner table at your local diner — the best solo date spots are the ones where your body doesn’t feel like it has to be on guard. You deserve spaces that feel like they have room for all of you: quiet, joy, uncertainty, and all.

4. Expect Discomfort — and Let That Be Okay

Solo dates often stir up old emotions. You might notice feelings of awkwardness, sadness, or restlessness rising up — especially in the quiet moments. This doesn’t mean you’re doing it wrong. It just means your system is adjusting.

Being alone without distraction can bring you into contact with parts of yourself that you don’t usually sit with. That includes loneliness. Or boredom. Or grief. It can feel tempting to numb out or reach for your phone every few minutes. And if you do, that’s okay — self-soothing is not failure.

But try to stay gently curious.

Instead of judging the discomfort, you might ask:

  • What is this feeling trying to tell me?

  • Is this emotion asking for attention, or care?

  • Can I sit with this for just a little longer without abandoning myself?

Solo dates are not about being perfectly unbothered. They’re about practicing presence — and presence includes making room for the hard parts, too.

5. Make It Sensory, Not Just Scenic

We often focus on what something looks like from the outside. But your body responds more to how things feel. What textures, tastes, sounds, and scents can help you feel more grounded? More soothed? More connected?

Think about how to gently engage your senses during your solo date. This doesn’t have to be elaborate. It could be:

  • Bringing a cozy scarf to wrap around you

  • Ordering something warm and rich, like a soup or oat milk latte

  • Sitting near a window and watching shadows move across the floor

  • Choosing music that wraps around you like a blanket

  • Carrying a small item that smells familiar or calming (like a perfume roller or essential oil)

Sensory elements help signal safety to your nervous system. When your body feels held, your mind has more room to rest. And solo dates become less about performing a vibe — and more about attuning to your experience from the inside out.

6. Give Yourself Something to Hold, Sip, or Do With Your Hands

For a lot of people, the anxiety of being alone in public is less about being alone and more about feeling exposed. You might worry about looking awkward, or not knowing what to do with yourself.

This is where something tactile can help.

Holding a cup, flipping through a book, doodling in a sketchpad, even slowly unwrapping a snack — these small, grounding actions can ease that discomfort. They give your hands something to do and create a sense of rhythm that keeps you tethered to the moment.

You might even try:

  • Bringing a small journal and writing down one observation every few minutes

  • Tearing off little pieces of a pastry and eating them mindfully

  • Sketching something around you, even if it’s messy

  • Holding something familiar in your palm — like a stone or token that reminds you of safety

None of this has to look polished. The goal is not to be aesthetic — it’s to feel less alone inside your own skin.

7. Let Yourself Be Seen Without Apologizing

This one is hard. Because many of us have been taught — explicitly or implicitly — that being alone is a problem. Something to fix. Something to feel ashamed of.

So when you sit by yourself at a table or walk slowly through a park with no one beside you, it’s natural for self-consciousness to bubble up.

But the truth is: people will see you. And that’s not something to fear — it’s something to allow.

  • You don’t need to smile to make others comfortable.
  • You don’t need to appear busy to justify your presence.
  • You don’t need to pretend you’re waiting for someone.

You’re allowed to just be.

In a world that constantly pulls us out of ourselves — to perform, to prove, to conform — being visibly self-connected is quietly radical.

Take up that space. Without flinching.

8. Close the Date With Intention, Not Abruptness

When you’re done — whether after 20 minutes or 2 hours — try not to rush back into busyness. Transitions matter. Let yourself land.

This could mean taking a few deep breaths before getting up. Or slowly gathering your things instead of darting out the door. Or walking home without checking your phone.

You can also offer yourself a question like:

  • What did I notice about myself today?
  • What felt good, and what felt challenging?
  • What do I want to remember for next time?

Ending with intention helps your body register the experience as meaningful. It also turns your solo date into a complete emotional arc — not just an isolated moment, but a full narrative of beginning, middle, and end.

Even if it didn’t go “perfectly,” it still matters that you tried. Trying is an act of love, too.

9. Let Go of the Idea That It Has to Be Special to Be Worth It

Sometimes, the pressure to make your solo date “memorable” can backfire. You might feel disappointed if it wasn’t magical, or frustrated if your anxiety got in the way of enjoying it. But being with yourself is the magic — even when it’s awkward, messy, or ordinary.

You don’t need a perfect memory to make it count.
You don’t need to feel transformed by the end.

The win is in the showing up.
The win is in the effort.
The win is in the softness you offered yourself — even if only for a few minutes.

Solo dates aren’t meant to fix you. They’re meant to reconnect you. To help you remember that you are not an afterthought in your own life.

10. Repeat Without Pressure, and Let Each One Be Its Own Experience

One solo date won’t change everything. But a pattern of returning to yourself over and over again — that can shift something deep.

Some days it might feel exciting.
Other days it might feel like a chore.
And sometimes, you might decide not to go at all. That’s okay, too.

This is a practice. A relationship. A ritual. You get to return to it as many times as you need, in as many ways as make sense for where you are.

And over time, you might notice that the self who once felt unsure, anxious, or undeserving — is beginning to trust you. Beginning to open. Beginning to believe that being alone doesn’t mean being unloved.

Because you’ve been there. With patience. With care.

And that is what makes solo dates sacred — not the flowers or the latte or the bookstore. But the quiet decision to treat yourself like someone who matters.

Because you do.

At KMA Therapy, we believe that learning to enjoy your own company is a powerful step toward deeper self-connection and emotional wellbeing. If you’re curious about how therapy can support your relationship with yourself, we invite you to book a free 15-minute discovery call today.

Author |
Imani Kyei
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