Traveling Alone for the First Time: A Guide for Women Over 50

traveling alone for the first time

As a woman over 50, traveling alone for the first time feels like starting a new chapter in a favorite book. There’s a mix of excitement, nerves, and a sense of newfound independence. Focus on your dreams and desires, not what others expect, even if society suggests you’ve lost your opportunity; this moment is about you. I know firsthand that solo travel at this stage isn’t just possible, it’s freeing, fun, and even transformative. 

With so many new members in our active Facebook group seeking solo travel advice, I created this guide to help get you started. After all, it took me 48 years to go on my first “solo” trip, and I understand the hesitation. 

Get ready for your first solo trip! This guide will cover preparation, myth-busting, safety, destinations, and women-only travel groups.

How to Prepare for Traveling Alone For The First Time

The idea of traveling alone for the first time might feel overwhelming, but these simple steps will get you started on the right foot. Start by picking a destination that speaks to you. Think about places you’ve always wanted to visit or spots recommended by other solo travelers. A safe, friendly, and accessible location can ease your nerves, especially if you choose somewhere with good infrastructure for visitors.

Plan your route, accommodations, and daily logistics ahead of time. Look up transportation details, research the best neighborhoods, and book well-reviewed hotels. Will you need to navigate a new language? Don’t worry there are practical tools and strategies to help you communicate with locals. If you want a helpful resource, I recommend checking out Overcoming Language Barriers While Traveling for some actionable tips.

Organize your documents well before your departure. This includes your passport, travel insurance, medical info, and emergency contacts. Make photocopies or keep digital copies in a secure folder so you won’t be caught off guard if anything goes missing. Taking these steps turns big questions into manageable to-do lists, bringing relief to that pre-trip anxiety.

women on a group tour with Sisterhood Travels at Niagra Falls

Overcoming the Fear of Traveling Alone

Let’s talk about fear; it’s normal, especially when you’re traveling alone for the first time. The list of worries is long: safety, loneliness, getting lost, or just feeling out of place. Here’s the truth: most women over 50 find solo travel far less scary than they expected. Fear usually shrinks once you’ve handled the basics.

Building confidence comes from small wins. Try short day trips or a weekend solo getaway before your big adventure. Each step gives you more trust in yourself. Mindset matters, too. Instead of picturing everything that could go wrong, focus on the strengths that have gotten you through tough times already. Challenge yourself to flip doubt into curiosity.

There are loads of stories and false rumors about solo travel, especially for mature women. If you’ve heard that it’s not safe, that you’ll feel out of place, or that it’s only for the young, you’re not alone. These old beliefs don’t hold up to what real women experience. I recommend reading through Common misconceptions about international travel to see these myths get knocked down, one by one.

women on a group tour smiling and drinking wine

My Go-To Solo Travel Checklist

When I pack for a solo trip, I focus on practical items that keep me comfortable and safe. My essentials start with a weather-appropriate wardrobe, a sturdy carry-on, and comfortable shoes. I always toss in a scarf, which doubles as a pillow, sun shield, or instant style boost.

Health prep ranks high on my list. I carry basic medications, hand sanitizer, and any prescriptions in their original packaging. Staying hydrated with a reusable bottle is a must. Before any trip, I review my destination’s health considerations and schedule any necessary vaccines.

Next up are my important contacts: family, doctor, and the hotel’s main number plus, I add local emergency numbers to my phone. Simple travel gadgets round out my gear, from portable chargers to a secure crossbody bag. For in-depth wellness and prevention tips, take a look at Tips for Staying Healthy While Traveling to keep feeling your best.

Keeping a checklist eases my mind, especially as departure day gets closer. Every box ticked is one less thing to worry about on the road.

women at a table on a group tour

How to Stay Safe When Traveling Solo

Safety is always on my radar, whether I’m strolling city streets or hiking a scenic trail. I trust my gut if something feels wrong, I change course or ask for help. I stick to well-lit areas, avoid walking alone at night, and keep my valuables close. Sharing my itinerary with someone I trust helps, too.

I like to keep copies of my passport and ID in a separate spot from the originals. In case of emergencies, I know where the nearest embassy or hospital is located. A small doorstop or personal alarm provides extra peace of mind for hotel stays. For detailed best practices, I recommend brushing up with these Travel Safety Tips to build smart habits.

Learning local customs is another smart move. Dressing appropriately, respecting cultural traditions, and observing the habits of women in public settings can help you fit in and avoid unintentional mistakes. These habits keep me prepared without stealing any of my sense of adventure.

Best Destinations for First-Time Solo Travelers

Choosing the right place makes all the difference for women traveling alone for the first time. Some destinations have a well-earned reputation for being friendly, manageable, and safe for newcomers. Places like Portugal, Ireland, New Zealand, and Japan are often at the top of my list for their strong safety record, warm locals, and easy navigation.

No matter the location, I look for destinations with a mix of fascinating culture, good medical care, and plenty of options for public transport or guided day tours. If you want fresh inspiration, explore these Women-only travel destinations. Each spot offers something unique, from vibrant city life to peaceful coastal escapes that are perfect for seasoned explorers or first-timers.

Sometimes the best journeys begin by following where other confident, independent women have gone before.

a women's only group tour in Canada

Women's Only Group Trips: Going Solo But Not Alone

There’s power in solo travel, but there’s no rule that says you have to go it alone. Sisterhood Travels’ women-only trips provide a great balance of freedom and support for women over 50. Explore uncharted territories and cultures with the comfort of fellow travelers.

Women’s group tours often highlight local culture, wellness, and genuine connections, aspects frequently missed by other trips. Discovering new destinations is made less daunting and more fun by them. For ideas and upcoming options, look at Sisterhood Travels tour options. If you want to build confidence for solo adventures, these experiences could be just what you need.

Solo travelers seeking companionship or new friends their own age will find these trips ideal.

Traveling alone for the first time after 50 is about shifting your focus from what the world expects to what feels right for you. The process builds confidence, brings joy, and opens the door to experiences you might have never imagined. You’ll discover freedom with each new city street and each quiet cup of coffee all on your own.

Tracie Maxie Me-Moon

If you’re still looking for a spark or a sign to inspire your next adventure, I recommend reading Tracie and Lucinda’s inspiring me-moon stories. Let your journey begin—on your own terms, at your own pace, and with a sense of wonder that only grows stronger with time.

About The Sisterhood

The Sisterhood

Who are our Sisters? Well, we’re you! We value old friendships but love making new ones. We’re intellectually curious and love a unique adventure to parts unknown. We may be single, divorced, widowed, or simply have a partner who doesn’t want to travel. Most of all, We’re kind, compassionate women who look forward to cultural immersion, exclusive adventures, lots of laughs, and the magic of Sisterhood.