Panos Tsamoudakis turned booking PDFs and family wish lists into an itinerary with Claude. He says his family used the resulting web page file throughout a nine day New York trip.
His July 2026 account describes a page with a tab for each day, putting times, addresses and booking details beside the relevant activity. That is a useful thing to have when you’re heading for a train and someone asks where you’re going next.
Put the trip in one place
Start with a Claude Project, and add your booking files and wish list to its project knowledge. Claude can use those files across chats in that project, so you can plan a museum day or change a dinner without uploading the same confirmations again. Projects are available on free Claude accounts too.
Add the details that change what a good day looks like for you. Which reservations are fixed? Which places matter most? Do you want a slow morning, a break after lunch, or time to wander?
Ask for one day first. It is easier to spot an overpacked afternoon in a short plan than in a long itinerary. Once the pace feels right, carry it through the rest of the trip.
Ask for the thing you’ll use
“Organize these plans for [destination/dates] into an itinerary I can read on my phone. We’re traveling with [people], staying in [area], and prefer [pace and interests]. Group nearby activities, preserve fixed bookings and leave room for breaks. Flag scheduling conflicts before creating the final version.”
Then ask for the format:
“Turn the agreed itinerary into a simple web page with a tab for each day. Show each activity’s time, address and map link. Keep the next stop easy to find on a phone. Put optional activities in a separate section so they don’t look like bookings. Show me how to save and open the finished page on [my phone type] and share it with [travel companions].”
Keep the agreed itinerary in the project’s knowledge as plans change. Your next question can be specific: “We have two hours free after the museum. Which places on our list fit nearby?”
Try your version
Copy the context and a small first step. Your agent will ask for missing details.