Trip Planning 101: Exactly Where to Start When You’re Overwhelmed

The world is too big. That’s the problem. When you can go anywhere, it’s hard to decide to go somewhere. Here is how to break the paralysis.

Phase 1: The Dreaming Phase

Grab a notebook. Write down 5 places you’ve always wanted to go. Don’t worry about money yet. Now, look at a calendar. When can you go? If you can only travel in January, and your list includes “Alaska” and “Thailand,” the weather will make the decision for you.

Phase 2: The Budget Reality

How much can you spend? Be real. If you have $2,000, Paris might be tight, but Mexico City would be luxurious. Research the “cost per day” of your top choices.

Phase 3: The Big Bookings

Flight first. It’s the anchor. Use Expedia to compare prices to your remaining options. Once the flight is booked, the trip is real. Then book the first 2 nights of accommodation. You can figure out the rest later.

Phase 4: The Details

Now the fun part. Read blogs, watch YouTube videos, ask friends. Pin locations on Google Maps. But don’t over-plan. Leave room for magic.

Just Start

The hardest part is committing. Once you put money down on a flight, the anxiety of choice vanishes and is replaced by the excitement of anticipation.

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