Softly Structured: How I Plan My Solo Trips with Calm and Confidence

Solo travel can feel like freedom — but also a bit like a blank canvas. No one else to coordinate with, no shared itinerary, just you and the open road (or train… or tram). That’s part of what I love about it.

I’ve found that I enjoy planning. But not the kind that comes with rigid color-coded spreadsheets or jam-packed days. I plan gently — enough to feel prepared, not boxed in.

Here’s how I approach solo travel planning in a way that gives me structure, flexibility, and peace of mind.


1. I Start with a Rough Itinerary

I usually start shaping my trip a few months in advance. Nothing detailed at first — just dates, a few locations, and how long I’d want to stay in each. I like knowing the rhythm of the trip before diving into specifics.

I’ll sketch out:

  • Entry and exit cities
  • How many days in each place
  • Rough travel times between stops

I always leave space for “anchor days” — those one or two experiences I’m really looking forward to (like a specific tour or national park) — and the rest stays open for wandering, cafes, or quiet time.


2. I Choose Places That Match My Energy

I don’t plan my trips around checklists or trending destinations. I choose based on what I’m craving emotionally or mentally.

For Iceland, I needed stillness and awe — and that’s exactly what I got. For Europe, I wanted a blend of cities with nature, character, and calm — so I chose places like Ljubljana, Innsbruck, Wengen, Annecy, Lisbon, and many more.

When choosing where to go, I ask myself:

  • Can I walk or take transit easily?
  • Does it feel safe and easy to navigate solo?
  • Will I be able to balance my need to enjoy both nature and city?

It’s less about “seeing it all” and more about feeling grounded in a place.


3. My Favorite Tools for Calm Planning

I don’t use fancy travel planning apps — just practical tools I know and trust.

  • 🗺️ Google Maps
    This is my planning home base. I use it to:
    • Check hotel locations
    • Save places I want to visit
    • Explore neighborhoods virtually
    • Check distances between sights
  • 📊 Excel & Word
    Excel is great for outlining basic plans — things like dates, bookings, and train times. Word is where I jot down notes, ideas, or optional daily plans I might or might not follow.
  • 🛏️ Hotel Searches + Review Deep Dives
    I start with Google Maps to find hotels in central or well-connected areas. Then I compare prices across:
    • Booking.com
    • Expedia
    • Agoda
    • And sometimes the hotel’s own website
  • I always check Google reviews. I read:
    • The most recent ones
    • The worst ones (to catch patterns)
    • And the best ones (to see if the praise aligns with what I care about)
  • 🚌 Public Transit Research
    I always look into:
    • What kind of passes are available
    • How to buy/validate tickets
    • Local ride-hailing apps (Uber, Bolt, FreeNow, etc.)
      This gives me confidence, especially when landing somewhere new.
  • 🌐 Viator & GetYourGuide
    Since I don’t drive, I often book day tours through these. I look for small groups, scenic spots, and well-reviewed guides who bring places to life.
  • 💳 Currency & SIM Cards
    If cash is needed, I usually withdraw local currency from an ATM on arrival (instead of exchanging cash). I also use eSIMs (mainly Airalo and Holafly), which are super convenient and let me stay connected easily.

4. What I Book Ahead (And What I Don’t)

I usually book these before I leave:

  • Flights
  • Hotels (3–4 star, walkable location)
  • Major day tours or activities that might sell out

I don’t try to fill every day. I like leaving space for weather changes, lazy mornings, or extra time somewhere unexpected. Sometimes I end up loving a place more than I thought — and I want time to enjoy it.


5. Packing: Somewhere Between Light and Prepared

I wouldn’t call myself a light packer — but I try not to overdo it either. I bring what I’ll need and a bit of backup, especially if the weather is unpredictable.

What I always pack:

  • A power bank
  • Comfortable walking shoes
  • Destination-specific gear (e.g. winter layers, water shoes)

I also try to make sure my bag is manageable — something I can carry without help, especially since I travel solo.


Closing Thoughts

I don’t plan to perfection — I plan just enough to feel supported. My trips are structured softly, with flexibility built in. I leave space for missed trains, unexpected museums, early nights, or long walks to nowhere in particular.

That’s the kind of solo travel I love: calm, intuitive, and a little bit open-ended.


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