How to plan a trip with AI

Get a day-by-day travel plan with sights, food and practical tips, in about 20 minutes.

Steps

Ask an assistant for a first draft of the plan. Say where, when, who is travelling and what you enjoy.
Tool: ChatGPT

Try this prompt:
Plan a 5-day trip to Rome in May for two retired people who like history, good food and not too much walking. Give a day-by-day plan with morning, afternoon and evening.
Check opening hours, prices and travel times with a search assistant that shows its sources.
Tool: Perplexity

Try this prompt:
What are the opening hours and ticket prices for the Colosseum and Vatican Museums in May 2027? Do I need to book ahead?
Put your bookings, guidebook notes and PDFs in one notebook and ask questions about them during the trip.
Tool: NotebookLM

Try this prompt:
Using my uploaded bookings, what time is my train on day 3 and how far is it from the hotel?
Optional: get a second opinion or a packing list from another assistant.
Tool: Gemini

Try this prompt:
Make a packing list for 5 days in Rome in May, carry-on only.