Travel & days out
About 35% of Britons used AI to plan a holiday in the year to April 2026, according to a Go.Compare survey of 2,000 people, yet no travel app has become the default. The dedicated planners build a mapped day-by-day plan in seconds, and the booking giants now bolt AI on top of their listings, which Which? found can gloss over food poisoning and safety reports. Testers caught wrong opening times, prices or safety details in most of them, so plans need checking before booking.
Updated monthly.
Kenning's picks
Ranked by Kenning score out of 25. Tools scoring 12 or less are marked not recommended.
Mindtrip
Mindtrip turns a chat about a trip into a day-by-day plan pinned on a map, with hotels and since May 2026 flights bookable inside it. It costs nothing to use and Afar called it the most sophisticated plan-and-book tool it tried, though the same tester got wrong dates and hotels that ignored his budget. In the UK it is an iPhone app and a website only, and opening hours and ticket prices still need checking.
Best for Couples and groups who like to see a trip on a map
Wanderlog
Wanderlog pins every place on a map, shows travel times between stops and lets a whole group edit one plan, and most of that is free. Its AI assistant is the weak part, capped at about five free messages per trip in a February 2026 test and wrong about Hagia Sophia's entry fee. Pro adds offline maps and route ordering for about £5 to £13 a month in the UK App Store, or less if paid yearly.
Best for Groups and road trips that need one shared plan
Trip.com (TripGenie and Trip.Planner)
Trip.com's TripGenie chat and Trip.Planner turn a destination, a number of days and a travel style into a mapped day-by-day plan, with flights, trains, hotels and tickets bookable from the same screen. Both are free, and Trip.Planner was rolled out to UK users in late 2025. The catch is trust, since a Shanghai regulator fined a Trip.com unit 10 million yuan in June 2026 for sending personal data abroad without the required security check.
Best for Multi-city trips with trains and attraction tickets
Layla
Layla plans a trip by chat and pulls live flight and hotel prices from partners such as Skyscanner and Booking.com, with a human agent available to finish the booking. The free version shows an overview, but the day-by-day plan needs Premium at £9.99 a month or £49.99 a year, and TechRadar found it disappointing for a paid tool. Expedia Group bought the Berlin company in July 2026, so it is likely to change.
Best for People who want a trip proposed and priced in one chat
Tripadvisor (AI trip planner and assistant)
Tripadvisor now writes AI itineraries, answers questions in a chat assistant and sums up reviews at the top of each hotel page, all free in the app. A Which? investigation in July 2026 found the summaries called a Cape Verde resort with 102 food-poisoning mentions 'spotless', and the assistant said illness there was 'quite unlikely'. The underlying reviews are still useful, but the AI layer needs checking against the one-star reviews.
Best for Quick day plans in a city with lots of Tripadvisor reviews
More tools
Booking.com (Smart Filter)
Hotel app whose Smart Filter turns plain English into search filters. AI Trip Planner reached UK users in October 2024.
Expedia
Booking app from the group that bought Layla in July 2026; its Romie assistant was US-only and has been deprioritised.
GuideGeek
Matador Network's AI travel assistant that works inside WhatsApp, Instagram and Messenger.
iMean AI
AI travel agent that hunts deals across hotels; ranked for complex trips in vendor-adjacent tests.
KAYAK
Flight and hotel comparison app; no UK-confirmed AI assistant found in 2026 searches.
MonkeyTravel
Free AI planner with group voting and no sign-up; most evidence comes from its own blog.
Polarsteps
Ad-free travel tracker and journal with an AI trip planner page; claims 22 million travellers.
Rhyme - Itinerary Planner
Newer iPhone itinerary planner that appears in UK App Store searches for AI travel planners.
Skyscanner (Explore with AI)
UK-founded flight comparison app, owned by Trip.com Group, testing a plain-English 'Explore with AI' search on its website.
Stippl
Dutch visual trip planner with maps and videos of each stop; individual reviewers pair it with ChatGPT for ideas.
TripIt
Organises booking confirmation emails into one itinerary; AI is not a main feature.
Wonderplan
Free web AI itinerary generator with PDF export; one 2026 test said it could not set a destination.