AI travel assistants you can text: Miso, Caddy, and Poke compared

Which AI travel assistant fits your trip?

Investigate Miso when your main job is arranging flights through a travel concierge. Start with Caddy when you want to delegate a specific travel chore from a text, such as comparing options or organizing booking emails. Consider Poke when your need is keeping email, calendars, and reminders together around the trip. Those fits are editorial interpretations of the linked product descriptions.

Choose based on the next result you need: a shortlist to consider, a reservation to purchase, a confirmed itinerary to organize, or an existing booking to change. A convincing answer to the first request does not establish that an assistant can handle the other three.

Compare travel specialists with general texting assistants

Start through each operator's current signup link. Do not assume a number shared in an old post is still the right place to send reservation details. The examples below describe workflows to investigate, rather than a promise of support for every airline or destination.

Miso: ask about the whole booking relationship

Miso's official site describes flight booking through iMessage, with attention to loyalty status, points, seat choice, and later changes or cancellations. Its App Store description adds a traveler profile for preferences, companions, and travel credentials. The operator presents support across the trip; that is a product claim rather than a response-time guarantee from our testing.

Before purchasing, ask for a breakdown of the airfare, taxes, optional extras, and any service charge. Establish how to reach support if the text conversation stalls, and whether the service can manage a reservation originally bought elsewhere. These details matter more than how quickly the assistant produces its first shortlist.

Suggested first message: ‘Compare three round-trip economy options from Toronto Pearson to Lisbon for November 10–17, 2026, for two adults. Prefer nonstop; one checked bag each. Show the total in CAD and change conditions. Research only until I approve a specific itinerary.’ This is an example brief, not a live fare search or a price claim.

Caddy: give it one travel task with a visible finish

Caddy documents comparing flights, finding flight and hotel confirmations in Gmail, and saving confirmed plans to Google Calendar. It also describes browser-based airline check-in with a final approval step. Its documentation explicitly notes that some airlines require the traveler to complete login, verification, or part of check-in.

Try: ‘Find the latest flight and hotel confirmations for my Lisbon trip. First list the booking dates, airport names, local arrival times, hotel address, and missing details. After I check them, add only the confirmed items to my Travel calendar.’ This catches problems such as an outdated confirmation or an overnight arrival on the next date.

For check-in, specify the seat and baggage choices you already purchased. Ask the assistant to stop if the website introduces an extra charge or a different itinerary. Retrieve the boarding pass and check its name, flight, and date before treating the task as finished.

Poke: organize the information around the trip

Poke documents email, calendar, reminders, and web search through Apple Messages and other messaging channels. Its FAQ lists Google and Outlook account support. That makes it worth investigating for trip preparation if those are already your accounts; those general capabilities alone do not establish airline ticketing or rebooking support.

A useful request is: ‘From the confirmations I identify, make a departure checklist with the hotel address, transfer pickup details, and questions I still need to resolve. Label anything you cannot find.’ Review it, then request reminders at explicit times. Avoid letting an inferred check-in deadline quietly become a trusted fact in your plan.

What to check before calling the trip handled

Ask for evidence appropriate to the task. A research result needs a current source and a time checked. A purchase needs a booking confirmation from the relevant seller. A calendar update needs the saved event. If the assistant only says ‘done,’ ask which of those results exists.

When plans change, give the assistant a narrow brief: ‘Show alternatives that arrive before 6 p.m., keep my existing booking until I choose, and list extra costs.’ Keep the airline or booking provider's confirmation available independently of the chat so you can continue the journey if the assistant becomes unavailable.

• Check passenger names, departure and arrival airports, travel dates, and local times.
• Compare the total for all travelers with your intended baggage and seats included.
• Separate suggested activities from reservations you have actually purchased.
• For a change, verify the new confirmation and the status of the old reservation.
• Save the support route, confirmation details, and itinerary somewhere you can retrieve without the assistant.