Solo, Not Unprepared: A Practical Guide for Traveling Alone

By: Kathleen A. De Riso, Vice President, Travel Services, Crum & Forster 

There’s something uniquely freeing about traveling solo. No coordinating schedules. No compromises on what to see or where to go. Just you, your itinerary, and the open road ahead. 

It’s no surprise solo travel continues to rise. More travelers are choosing independence, seeking flexibility, self-guided experiences, and the ability to move at their own pace. But while solo travel offers unmatched freedom, it also requires a different level of preparation. Because when you’re traveling alone, you’re not just the explorer, you’re also the planner, the problem-solver, and the backup plan. 

The good news? A little preparation goes a long way in keeping your trip smooth, safe, and enjoyable, even when the unexpected happens. This simple guide for solo travelers can help you stay prepared every step of the way. 

Start with a Simple Communication Plan

Before you leave, think about how you’ll stay connected. Share a high-level version of your itinerary with a trusted friend or family member. This doesn’t need to be overly detailed, but it should include key locations, accommodations, and transportation arrangements. 

Set expectations for check-ins, whether it’s a quick daily text or a message every few days. It’s a simple step that creates peace of mind on both sides. 

Pro tip: If you’re traveling internationally, confirm your phone plan or consider a local SIM or eSIM so you’re not scrambling for Wi-Fi when you need it most. 

Keep Your Documents Accessible—But Protected

When you’re on your own, access to your documents is critical. Make digital copies of your passport, identification, travel arrangements, and travel insurance details. Store them securely in the cloud or a password-protected app and keep a separate physical copy on your person. If anything is lost or stolen, having backups can save valuable time and reduce stress in an already frustrating situation. 

Pro tip: Travel insurance may also help cover lost baggage and personal items. Knowing what’s included in your coverage and how to access that information quickly can make it easier to recover when something goes missing. 

Plan Your First 24 Hours

The beginning of a solo trip often sets the tone for everything that follows. Before you arrive, map out how you’ll get from the airport to your accommodation. Research trusted transportation options, whether that’s a pre-arranged transfer, a reputable ride service, or public transit. Knowing exactly where you’re going and how to get there can help you feel more confident as you navigate a new place, especially after a long travel day. 

Build a Short List of Local Resources

You don’t need to plan every moment, but it’s helpful to know where to turn if something goes off track. Take a few minutes to identify: 

• Nearby hospitals or urgent care centers  

• Local emergency numbers  

• The nearest embassy or consulate (for international travel)  

• A few trusted restaurants or cafés in your area  

• Your travel insurance details, including policy number, emergency assistance contacts, and claims information 

Having this information on hand means you’re not starting from scratch if you need support. 

Expect the Unexpected (and Prepare for It)

Delays happen. Plans change. Weather shifts. That’s true for any trip, but when you’re traveling solo, those disruptions can feel more personal. Building in flexibility, whether it’s extra time between connections or a backup plan for key activities, can make a big difference. 

It’s also worth thinking about how you’ll handle interruptions before they happen. From trip delays to medical situations, having the right protections in place can help you navigate challenges without derailing your entire experience. 

A Note for Travel Advisors and Tour Operators

As solo travel grows, so does the opportunity to better support these travelers behind the scenes. Clear communication protocols, accessible emergency support, and thoughtfully designed travel protection options can all help solo travelers feel confident booking and rebooking when plans shift. While solo travelers may travel independently, they’re not looking to do so without support. 

Travel Solo, Travel Smart

Solo travel is about confidence. It’s about stepping into the unknown and trusting yourself to navigate it. With the right plan in place, you can focus less on the “what ifs” and more on the moments that make solo travel so rewarding in the first place. Because traveling alone doesn’t mean being unprepared—it means being ready for anything. 

About the Author 

Kathleen A. De Riso is the Vice President of Travel Services at C&F, where she enjoys creating custom travel insurance offerings to meet the unique needs of her clients. With a career spanning several decades in Travel Insurance, Kathleen has held prominent leadership roles in Underwriting, Operations, Account Management, and Claims. Her experience has provided her with a holistic understanding of Travel Insurance—and what helps it function seamlessly for tour operators, Third-Party Administrators, and travelers alike. 

About Crum & Forster 

Crum & Forster, rated “A+” Superior by AM Best (2025), is a national commercial property and casualty group of insurance companies. Since 2000, Crum & Forster’s Accident & Health Division has offered a diverse portfolio of specialty insurance and reinsurance products nationwide. We place a strong focus on product development and creative distribution methods, along with excellent client service and support. In addition, our ability to provide international Accident & Health solutions through our innovative captive structure, as well as through various partnerships with affiliated entities, demonstrates our dedication to providing alternative strategies in an ever-changing insurance market. Follow us on LinkedIn, X, and Instagram. The C&F logo, C&F, and Crum & Forster are registered trademarks of United States Fire Insurance Company. 

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