TripIt Pro
$49/year
TripIt Pro is a travel planning app that organizes all your travel plans in one place. It automatically creates a master itinerary for every trip so you can access your travel plans anytime, anywhere.

Our take
Streamline your travel planning with TripIt Pro.
So, TripIt Pro — it's like having a personal travel assistant in your pocket, but sometimes it feels more like a well-meaning friend who doesn't always get everything right. The app is handy for organizing travel itineraries, and I gotta say, the way it pulls all your booking info into one place is pretty slick. You just forward your confirmation emails to them, and bam, you've got a neat little package of your flight, hotel, and car rental details. Where it shines is in keeping everything in order, especially if you're the type who usually scrambles to find all those pesky email confirmations.
Now, on the alert front, TripIt Pro's got your back with real-time updates on flight changes, gate info, and even departure times. This feature can be a lifesaver when you're hustling through an airport, trying not to miss your connection. But, let’s be real — sometimes these alerts come in a bit late, which can be a pain if you’re already stressed about making a tight connection. So while it’s nice to have, it’s not exactly foolproof.
One of the cooler features is the ability to track your reward points and miles. If you’re a frequent traveler, keeping tabs on all those loyalty programs can be a headache. TripIt Pro does a decent job of centralizing this info, which is super handy. But if you’re not a points junkie, this feature might not be a big selling point for you. It’s definitely more of a bonus than a must-have.
Another thing worth mentioning is that TripIt Pro offers some nifty extras, like helping you find alternative flights if yours is delayed or canceled. This sounds awesome in theory, but in practice, I found it to be hit or miss. Sometimes the alternatives it suggests are either not much better or just not available, which is a bit of a letdown. Still, having the option there can be reassuring when things go sideways.
In terms of cost, TripIt Pro isn’t the cheapest option out there, and that’s something to consider. If you’re not traveling all that often, the free version might be enough for you. But if you’re a road warrior or just love having everything at your fingertips, the peace of mind it offers might be worth the price tag. Just know that while it’s generally helpful, it’s not some magical cure-all for travel woes. It’s a solid tool, but like anything, it’s got its quirks.
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