Connecting with Other Travelers While Grieving a Life Change
- Tiffany Twofoot
- Jul 29
- 3 min read
Updated: Aug 1
Traveling solo after a major life change—like the loss of a loved one, a divorce, or a sudden career shift—can feel both freeing and deeply isolating. There’s something powerful about stepping into the world on your own, but when your heart is heavy, connection can feel like an uphill climb.
If you’re carrying grief in your suitcase, you’re not alone. Here’s how to gently open yourself to the possibility of connection while still honoring your healing journey.
1. Start Small: Choose Low-Stakes Interactions
When your emotions are tender, even casual conversations can feel draining. Start with small gestures—a smile at a café, a compliment to someone’s backpack, a quick chat with a barista. These micro-moments of connection can build confidence and ease you into more meaningful exchanges.

Grief travel tip: If you’re staying in a hotel or hostel, introduce yourself to the front desk staff. A friendly greeting each morning can go a long way toward feeling seen while solo traveling through grief.
2. Join Group Activities (That Don’t Demand Too Much)
Look for activities that naturally create a sense of community without requiring constant social energy. Walking tours, cooking classes, yoga retreats, or small group excursions offer built-in opportunities for connecting with travelers while grieving—without the pressure of nonstop conversation.

Real talk: It’s okay if you’re not the most outgoing person in the group. Just showing up is enough. Solo travel after loss doesn’t mean you have to do it all alone. Being around others who are also exploring can spark gentle healing.
3. Use Solo-Friendly Travel Apps and Forums
Apps like Travello, Tourlina (for women), or even curated Facebook groups can help you meet like-minded travelers who understand the solo experience. Many of these platforms allow you to filter by interest or region, so you can connect with people who are also open to deeper conversations—not just party scenes.

Suggestion: Look for travel communities specifically for people grieving a life change or seeking emotional renewal through travel. Sharing your story (if you feel comfortable) can lead to surprisingly meaningful friendships and healing conversations on the road.
4. Be Honest About Where You’re At
You don’t owe anyone your full story, but sometimes a simple truth—“I’m traveling solo to clear my head after a tough year”—can open doors to connection. Vulnerability has a way of attracting kindness. Many travelers are also healing through solo adventures and will meet your honesty with their own.
Reminder: You don’t have to be cheerful to be approachable. You just have to be present. Connecting with others while grieving doesn’t require perfection—just authenticity.
5. Know When to Retreat—and When to Lean In
There will be days when solitude feels like a balm and others when you crave laughter, stories, or even just someone to share a meal with. Tune into what you need. Connection while grieving doesn’t mean constant company—it means being seen, even briefly, and feeling a little less invisible.

Gentle challenge: If you feel the urge to pull away, try staying five minutes longer. Sometimes connection happens just beyond that initial discomfort—and sometimes that’s when connecting with travelers while grieving becomes most meaningful.
Final Thoughts: You're Not Broken for Wanting Both Space and Connection
Grief doesn’t travel on a schedule. It can surprise you at sunrise on a mountaintop or during dinner with strangers. But solo travel during grief also opens the door to quiet healing moments that only come when you're away from the noise of home.
If you’re grieving, you’re not a burden. You’re a human being finding your way, and you deserve connection as much as anyone else. Let the journey hold you—messy emotions and all.






