How to Plan Your First Solo Trip After 50 (Without Feeling Overwhelmed)

plan your first trip

Travelling solo for the first time can feel daunting at any age, but if you’re a woman over 50, you might also be grappling with concerns about safety, health, confidence, or simply wondering if you’ll enjoy it. The good news? Solo travel after 50 can be one of the most empowering and enriching experiences of your life.

This guide is here to help you plan your first solo trip with ease, excitement, and confidence—no overwhelm necessary.

  1. Start Small and Choose the Right Destination

Your first solo adventure doesn’t need to be a round-the-world expedition. Start with a short break, perhaps a long weekend in a nearby city or a week in a safe, English-speaking destination. Look for places known for being welcoming to solo female travellers, such as:

  • Lisbon, Portugal
  • Edinburgh, Scotland
  • Seville, Spain
  • New Zealand
  • Canada

These destinations offer friendly locals, walkable cities, and excellent public transport—perfect for first-timers.

midlife globetrotter
  1. Research, But Don’t Overplan

Researching your destination helps build excitement and eases anxiety. Look into:

  • Local customs and etiquette
  • Safety tips for solo travellers
  • Transport options
  • Cultural highlights

But try not to schedule every minute. Part of the joy of solo travel is the freedom to follow your own rhythm. Leave room for spontaneity—you might discover a local café, market, or hidden garden that becomes the highlight of your trip.

  1. Pack Smart and Light

Overpacking is a common first-time mistake. Stick to a carry-on suitcase or a lightweight backpack. Essentials include:

  • Comfortable walking shoes
  • Lightweight, wrinkle-resistant clothes that mix and match
  • Travel-sized toiletries
  • A small first aid kit and medications
  • A crossbody bag for security

Remember: you can buy most things abroad if needed. Packing light makes travel less stressful and more enjoyable.

  1. Prioritise Safety Without Fear

Safety is important, but it shouldn’t deter you. A few key practices can help you feel secure:

  • Stay in well-reviewed accommodations with 24-hour reception
  • Avoid arriving in a new city late at night
  • Keep your valuables secure and don’t flaunt expensive jewellery
  • Share your itinerary with a trusted friend or family member
  • Trust your instincts—if something feels off, it probably is

Many women over 50 say they feel safer travelling solo than they expected—especially when they stay alert and informed.

  1. Stay Connected (But Not Too Connected)

Keeping in touch with loved ones can be comforting, especially on your first trip. Apps like WhatsApp, Zoom, or Skype make it easy to check in.

However, resist the urge to stay glued to your phone. Being present in your surroundings helps you enjoy the moment, meet people, and create lasting memories.

midlife globetrotter
  1. Consider Group Day Tours or Classes

Solo doesn’t mean lonely. Joining a local cooking class, walking tour, or wine tasting is a great way to meet like-minded travellers and locals. Many companies now cater to mature travellers, so you’re likely to find groups where you feel right at home.

Websites like GetYourGuide, Airbnb Experiences, or ToursByLocals are good starting points.

  1. Embrace the Joy of Doing What You Want

One of the greatest perks of solo travel after 50 is the sheer freedom of it. Want to spend two hours in a museum, linger over a coffee, or take an afternoon nap? You can!

Solo travel gives you the chance to reconnect with yourself, reflect, and enjoy your own company without compromise. Many women say it’s a form of self-care and empowerment.

midlife globetrotter
  1. Prepare Emotionally as Well as Practically

Feeling nervous is completely normal. It helps to acknowledge those feelings rather than push them away. Read blogs or books by other solo travellers over 50. Journalling, meditation, or even speaking to a life coach can help ease pre-travel anxiety.

Remind yourself: you’re brave, capable, and deserving of adventure.

  1. Keep Your Budget Flexible

Having a rough budget is wise, but allow room for the unexpected—whether that’s a spontaneous excursion or a nicer meal out. Prioritise experiences over souvenirs, and consider apps like Trail Wallet or XE Currency for tracking expenses.

Also, think about travel insurance tailored for mature travellers. It’s one less thing to worry about.

  1. Capture the Memories

Don’t forget to document your journey. Whether it’s through photography, a travel journal, or social media, capturing moments helps you relive the experience later.

It can also inspire others to take that first solo step—and maybe you’ll become the role model someone else needs.

midlife globetrotter

Final Thoughts

Planning your first solo trip after 50 doesn’t have to feel overwhelming. With the right mindset and preparation, it can be the start of an exciting new chapter in your life. You’ll discover not just new destinations, but new strengths within yourself.

Remember: it’s never too late to chase adventure, rediscover freedom, and fall in love with the world—one solo journey at a time.

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