Planning a trip can feel overwhelming, especially when you’re trying to piece everything together from different sources. Over time, I’ve built my own systems for planning trips that feel seamless, intentional, and actually enjoyable from start to finish.

This page brings together the tips, tools, and strategies I personally use, from building itineraries to packing smarter and making the most of your time once you’re there. I’m also sharing my favorite luggage and travel gear, along with exclusive discounts.

If you’re looking to plan trips more confidently and avoid common mistakes along the way, you’re in the right place.

Travel Tips & Resources

Exclusive Travel Discounts

Stay Connected Abroad

One of the easiest ways to stay connected while traveling is by using an eSIM instead of relying on spotty WiFi or swapping physical SIM cards. I use Sim Local when I travel internationally, and you can get 10% off any eSIM package with my code below.

If you’re not sure where to start, these are the guides I’d recommend first. They cover the key parts of planning a trip, from building your itinerary to packing smarter and avoiding common mistakes along the way. Each one is designed to help you feel more organized and confident as you plan for your next adventure.

Featured Travel Guides & Tips

Explore By Topic

Trip Planning

These guides will help you plan your trip from start to finish, from building your itinerary to finding better flights and choosing the travel style that’s right for you. If you’ve ever felt overwhelmed trying to figure out where to begin, this is a good place to start.

Packing & Travel Gear

Packing can make or break your trip, and having the right gear makes everything feel easier once you’re there. These guides will help you pack smarter, choose what’s actually worth bringing, and feel more prepared for your destination.

Travel Tools & Logistics

These tips and tools are here to make your trip smoother once you’re on the ground. From staying connected to navigating logistics, this is everything that helps travel feel a little less stressful and a lot more seamless.

Travel Inspiration & Insights

These posts are here to help you think differently about how you travel, from the experiences you prioritize to the way you approach each trip. It’s a mix of ideas and perspectives that might inspire your next destination or help you see travel in a new way.

Free Travel Resources

Looking for more tools to help you plan your trips? These are additional resources I’ve created to make travel planning easier and more intentional.

The Traveling Tessie Itinerary Template

This is the exact template I use to plan every trip, helping me map out my days, organize logistics, and keep everything in one place. It’s made such a difference in how I plan, and I think it will for you, too.

The Traveling Tessie Peak Season Planner Toolkit

When you go can completely change your trip, and this planner helps you figure out the best timing based on crowds, weather, and overall experience. It’s something I wish I had years ago.

Need Help Planning Your Upcoming Trip?

Want help planning your trip instead? I offer custom trip planning designed to take the stress off your plate and help you make the most of your time.