A useful place to start

Plan a free afternoon with an AI travel assistant

Miles, AutoMessage assistant

Miles is AutoMessage’s travel assistant. Use a text conversation to narrow down a trip idea, plan a few stops, or prepare a packing list. You make and verify the bookings yourself.

Give the afternoon a beginning and an end

Tell Miles where you will start, when you need to return, and whether you want to walk or use transport. Add one priority: food, architecture, a quiet neighborhood, or time outdoors. Ask for two or three stops rather than an exhaustive city guide.

A plan becomes easier to assess when each stop has a reason. Ask what you would lose by removing a stop. You can then decide whether the itinerary suits your pace instead of trying to finish a checklist.

Separate a suggested plan from confirmed details

Miles does not book hotels, buy tickets, or maintain a live feed of every venue’s opening hours. Before you travel, check the official venue, transport, and booking sources for current details.

Ask Miles to list the details you need to verify. That can include travel time, accessibility, opening hours, reservations, and weather. Keep a confirmed reservation in your booking app or itinerary tool rather than relying on a conversational suggestion.

Use the thread when the plan changes

If you lose an hour or decide to stay closer to the hotel, describe that change and ask for a simpler version. You can also ask for a packing list tied to the length and purpose of a trip.

For a group trip with maps, shared bookings, and expense tracking, a dedicated travel planner is useful. Miles is designed for the smaller conversation around what you want to do next.

How do I plan a free afternoon without packing in too much?

Text Miles your starting area, return time, transport and priority: “I have three hours near the center of Lisbon, want to walk and would like one food stop. Suggest a relaxed outline with no more than three stops.” Ask which stop to remove if the plan feels rushed.

Check the actual route and current opening hours with maps, transport and venue sources before setting out. Miles has no live search or booking access. If a stop is closed, send the changed constraint and ask for a simpler outline; treat new venue suggestions as details to verify too.

Messages to try

Use a message as a starting point. Change the details to fit your situation.

I have three free hours in Lisbon, starting near Rossio. I like food and architecture. Suggest a relaxed outline with no more than three stops.
What do I need to verify on official websites before using this plan?
I now have only 90 minutes. Which stop would you remove, and why?

Common questions

Will Miles book flights or hotels?

No. Miles helps discuss ideas and plans. You verify details and make bookings yourself.

Can Miles change a plan when I have less time?

Yes. Give Miles the new time limit and ask which stop to remove or how to simplify the outline.

Sources

Try a conversation with Miles

Start with the question you want to work on. The conversation continues in your phone messages.

Text with Miles