An AI trip planner you can just talk to

How the trip planner works

You start on the home page with a single search box. Type a normal sentence, such as "Plan a 5-day trip to Cartagena, Colombia for under $1,500 per person including flights," and DirectoryBro answers. You do not fill in a form or pick from dropdowns. You describe the trip the way you would to a friend, then keep refining it in the same thread.

Because it is a conversation, you can change your mind without starting over. Ask for something cheaper, a calmer pace, more food, fewer museums or a different neighbourhood and the plan updates. If you hit the free limit in the middle of planning, your conversation is saved so you can pick up exactly where you left off after upgrading.

There are two ways to use it. Search mode behaves like a directory: you ask a question and get a synthesised answer with place details and maps. Conversation mode is a full chat for longer planning sessions. You can switch between them with the toggle at the top of the page, and you can search by voice if you would rather talk than type.

Live prices, not guesses

Trip planning falls apart when the numbers are stale. On paid plans the AI uses real-time web search to pull live flight prices, hotel rates and event information whenever your question needs it, so the budget it builds around is based on what is currently listed rather than on a memory of last year.

That is why it helps to give DirectoryBro the details that move price: where you are flying from, your dates or how flexible they are, how many people are going and the kind of stay you want. A prompt like "Find me the cheapest flights from New York to Cancun in July, flexible on dates" gives it enough to look up current options instead of giving a generic answer.

Prices change quickly and airlines and hotels set their own terms, so treat what the planner finds as a strong starting point and confirm the final price with the provider before you book.

What you can ask it

The home page has four starter prompts that show the range: cheap flights from your city, a budget trip plan with a hard cap, where to eat and go out for a group on a weekend, and a "surprise me" prompt where you give a budget and a number of days and let it suggest where to go.

Beyond those, people can use it for weekend getaways, long trips where the order of cities matters, birthday weekends, and trips where one person is doing the planning for everyone. The free directory search also covers places, with details and maps, so you can look up a specific restaurant or hotel.

Save the plan and share it

When a plan looks right, save it to your account. You can then share a link to the full itinerary: flights, hotels, activities and estimated costs. The people you send the link to can read the whole thing without creating an account, which makes it easy to get a yes from a friend or family member.

If you are planning with other people, see our group trip planner page for how sharing works for a whole group.

What it costs

The free plan includes 5 AI queries per day, full directory search and place details with maps. The Trip Pass is $6.99 one time for 7 days of unlimited AI queries with live web search and no subscription. Explorer is $9 a month or $69 billed annually for travellers who plan more than one trip a year. The Bro Plan is $19 a month or $149 billed annually and adds group planning features. You can cancel from the billing portal at any time and keep access until the end of the period you paid for.

Frequently asked questions