What kind of companionship do you have in mind?
Perhaps you want a companion for an event during a business trip, or company for a few hours in a city you do not know. A whole weekend is a different request. Defining the time you will share and the time each person will spend independently helps create a realistic plan.
You can begin with a simple question: which part of the trip would you like to share? Your answer helps clarify whether you have dinner, cultural visits, daytime company or a fuller itinerary in mind.
Itinerary, accommodation and costs
Before confirming, agree on dates, timings, activities, the fee, transport and any expected expenses. If the plan changes or extra hours are added, decide in advance how to handle that. A clear estimate protects both people and leaves fewer surprises.
Discuss accommodation and personal space clearly too. Do not assume that travelling together means sharing a room: every detail should be discussed and freely agreed, without pressure.
A good plan leaves room to be spontaneous
It may help to choose one main activity each day and leave some free time. A walk can last longer, or you can change plans if you are tired. Flexibility does not replace clear agreements; it makes them easier to enjoy.
Both people should be able to take a break and communicate a boundary. If you have not met before, a phone call and perhaps a short first meeting before planning a trip can help you see whether you connect.
Your idea of a trip
Which city interests you? How many days are you imagining, and which moments would you like to share? You can write with those details even if the plan is still flexible. I am based in Spain and travel by arrangement; availability, itinerary, fee and expenses are agreed before confirmation.