How to Decide to Travel Solo for the First Time (and What to Know First)

How to Decide to Travel Solo for the First Time (and What to Know First)

Last Updated on

Quick answer: If you are thinking about a first solo trip, start small: choose an easy, safe destination, travel for three to five days, book your first night and your airport transfer in advance, and keep your itinerary flexible. Most first-timers say the hardest part is the decision, not the trip.

Why the decision feels hard

Common worries include loneliness, safety, eating alone and making mistakes with no one to share the burden. These are normal. The useful move is to break each worry into a specific problem you can plan for.

A simple way to decide

  1. Define the trip: How many days, what budget, and what you want from it (rest, culture, adventure, company).
  2. Pick an easy first destination: A city with good public transport, English widely spoken, a strong hostel or small-hotel scene and a reputation for safety. Examples include Lisbon, Vienna, Amsterdam, Copenhagen, Tokyo and Singapore.
  3. Try a low-stakes test: A solo day trip or a weekend in your own country shows how you handle your own company.
  4. Plan your exit: Decide in advance what you will do if you hate it (for example, book a flexible return or a nearby friend visit).

What to know before you go

  • Loneliness comes and goes. Plan social moments: a walking tour, a cooking class, a hostel common room, a language exchange.
  • Eating alone gets easier. Bring a book, sit at the bar or counter, or start with lunch rather than dinner.
  • You are in charge of the schedule. Do not overpack the days. Leave blank space.
  • Safety is mostly preparation. Share your itinerary, keep copies of your documents, use official transport at night and trust your instincts.
  • Money: Carry a backup card in a separate place, and tell your bank where you are going.

Practical checklist

Common first-timer mistakes

  • Over-planning every hour, or booking nothing at all.
  • Choosing a remote destination for a first trip.
  • Arriving late at night in an unfamiliar city without a plan.
  • Skipping insurance.

Our guide on 5 mistakes to avoid when traveling alone goes into more detail.

FAQ

Is solo travel safe for beginners?

Yes, with sensible destination choices and preparation. Read our solo travel safety guide.

How long should a first solo trip be?

Three to seven days is plenty to learn how you like to travel.

What if I get lonely?

Plan group activities, stay somewhere social, and call home. Loneliness usually passes.

Keep planning