--- title: "Best AI planner apps compared: Motion, Structured, Gemini, TripIt | Retenna" description: "AI planner apps compared: Motion, Structured, Google Gemini, Apple, TripIt and Wanderlog. What each plans, costs and learns for your days, events and trips." url: https://retenna.ai/articles/ai-planner-app updated: 2026-10-24 --- Guide · Planner # The best AI planner apps compared, and a planner that knows the rest of your life Motion, Structured, Google Calendar with Gemini, Apple’s Calendar and Reminders, TripIt and Wanderlog all promise to organise your time. Here’s what each one really plans, costs and learns, and what changes when your planner works with your trainer, stylist, nutritionist and the people you love. By **Trent**, founder of Retenna Updated 24 October 2026 27 min read **Last checked 23 October 2026 How we checked** Facts come from each maker’s own website, help pages, privacy policy and App Store listing, and link to their source. Prices and ratings are from the US App Store on 23 October 2026. We didn’t install or test the apps. Retenna is our product and isn’t out yet: where we describe it, it’s what it’s built to do, and its examples show how it works, not test results. In 30 seconds - **For work tasks, scheduled for you:** Motion places them around your meetings and moves them when things change. It’s paid and built for work; Reclaim is similar, with a free plan. - **For your day and your calendar:** Structured for a calm, visual day, with AI in Pro. Google’s and Apple’s calendars are free, and Gemini can add and change events when you ask. - **For trips:** TripIt turns booking emails into one itinerary; Wanderlog plans the days, the route, the budget and the packing. - **What they mostly miss:** the rest of your life. None of the six mentions planning around your sleep, training, meals or the people you love. - **What Retenna adds:** a planner with a timeline of your day, to-dos, goals, habits and trip itineraries that is also one of your experts. When a rail strike is called, you’re moved to the 13:00 coach, the hotel is told and packing is done by Thursday night. See it plan ahead. ## Why most AI planner apps fall short A plan is only as good as what it knows. Most planners know your calendar and your to-do list, and some know your bookings. That’s enough to fit a task into a gap. It isn’t enough to plan a good week. What decides whether a week works usually lives somewhere else. Your focus drops after 19:00. Your hair takes a few days to settle after a cut. You’re flat after travelling. Mum’s favourite restaurant fills up weeks ahead. A planner that can’t see those things fills your evenings with deck work, books the haircut for the day before and leaves the table until it’s too late. And most planners plan one kind of thing: work tasks, or your day, or a trip. Your life doesn’t come in those pieces. The launch, the weekend away and the birthday lunch land in the same month, on top of your training, your meals and your sleep. ## What a good AI planner knows - **Your week as it really is.** The fixed things, the room around them, and what’s already eating into it. - **How you work best.** When you focus, how you are after a long day or a journey, and how long things really take you. - **Your goals and routines.** The race in eight weeks, and the runs you actually keep up, not the ones you’d like to. - **What each occasion needs, and how far ahead.** Tables that fill up weeks before, engraving that takes 10 days, fares that go up 14 days out. - **Trips, places and packing.** The trains, the stay, the dinner, and what to pack from what you already own. - **The rest of your life.** Your sleep, your training, your meals and the people you love, because every plan touches them. ## What it should do for you Knowing all that only helps if it turns into a better week. A good AI planner should: - **Keep room in your days**, not just fill the gaps between meetings. - **Ready every occasion and trip ahead**, with everything it needs, rather than remind you the day before. - **Rule out the plans that won’t work for you**, and say why. - **Replan when something changes**, moving only what the change affects. - **Ask before anything reaches another person**, from a lift for a friend to an early finish your manager has to agree to. ## The top AI planner apps at a glance We looked at six planning apps with big audiences or genuinely automatic planning: two built-in calendars, a day planner, an automatic scheduler and two trip planners. They’re a selection by reach and relevance, not a ranking, and they do quite different jobs. US App Store prices and ratings, checked 23 October 2026. Where Apple doesn’t say how long a price covers, we don’t either. Retenna is ours and not out yet: its row shows what it’s built to do. | App | Cost | Where | Best at | | --- | --- | --- | --- | | Apple Calendar and Reminders | Free, built in | iPhone, iPad, Mac, Apple Watch | Your calendar and reminders, with suggested reminders on recent iPhones | | Google Calendar and Gemini | Free; optional Google AI plans | iPhone, Android, web | A shared calendar, with Gemini to add and change events when you ask | | Structured | Free; Pro listed from $2.99 a month or $9.99 a year | Apple devices, Android, web | A visual plan of your day on a timeline, with AI help in Pro | | Motion | 7-day trial, then $44.99 a month or $294.99 a year | Web and desktop, with companion phone apps | Placing your tasks around your meetings automatically, mostly for work | | TripIt | Free; Pro $48.99 a year | iPhone, iPad, Apple Watch, Android, web | Turning booking emails into one itinerary, with flight alerts in Pro | | Wanderlog | Free; Pro listed from $5.99 a month or $31.99 a year | iPhone, iPad, Android, web | Planning a trip’s days, route, budget and packing, alone or with friends | | Retenna Ours | Free early access, with founding pricing for life | Coming to iPhone, Android and the web | A planner with a timeline, to-dos, habits and trip itineraries that readies every occasion and trip, working with every other expert you need | ## App by app ### Apple Calendar and Reminders Cost Free, built in Where iPhone, iPad, Mac, Apple Watch App Store [Calendar 4.9 from 1.5M ratings](https://apps.apple.com/us/app/calendar/id1108185179); [Reminders 4.8 from 1M](https://apps.apple.com/us/app/reminders/id1108187841) Apple’s own apps are where many people’s plans already live. [Calendar](https://apps.apple.com/us/app/calendar/id1108185179), which promises to help you “plan your time, and coordinate with others”, shows birthdays, suggestions from Mail and Siri, time-to-leave alerts and shared events, and brings in iCloud, Exchange and Google accounts. With Apple Intelligence, [Reminders can suggest tasks](https://support.apple.com/en-gb/124025) from text you share and sort your lists, and Siri Suggestions [learns from how you use your device](https://www.apple.com/legal/privacy/data/en/ask-siri-dictation/), on the device itself. **Worth knowing**The clever parts need supported hardware, language and region: Apple’s guide to suggested reminders names iPhone 15 Pro and iPhone 16 or later. You accept each suggested reminder yourself, and planning around your health, or buying anything, isn’t mentioned. Apple [says](https://www.apple.com/legal/privacy/data/en/intelligence-engine/) requests sent to its Private Cloud Compute aren’t kept or accessible to Apple; a separate, [optional setting](https://www.apple.com/legal/privacy/data/en/improve-intelligence/) lets your interactions help train its models. ### Google Calendar and Gemini Cost Free; optional Google AI plans Where iPhone, Android, web App Store [Calendar 4.5 from 132K ratings](https://apps.apple.com/us/app/google-calendar-get-organized/id909319292) [Google Calendar](https://apps.apple.com/us/app/google-calendar-get-organized/id909319292) adds events from reservation emails in Gmail on its own, and [Gemini can create, find, change and cancel events](https://support.google.com/gemini/answer/15305236?co=GENIE.Platform%3DDesktop&hl=en) when you ask, including on shared calendars. Gemini’s [Personal Intelligence](https://support.google.com/gemini/answer/16598406?hl=en) can draw on what you’ve connected, such as Gmail, Calendar, Drive, Contacts, Photos and Maps, and its [Daily Brief](https://support.google.com/gemini/answer/17077455?hl=en) suggests what to do each day and adapts to what you complete, dismiss and rate. Of the six, it comes closest to knowing your wider life. **Worth knowing**Much of this depends on where you live. Personal Intelligence is for personal accounts, 18 and over, and Google’s help currently excludes the UK, the EEA, Switzerland and Nigeria. Daily Brief is US-only, in English. Gemini’s calendar tool can’t invite guests or change an existing event’s location or description. Google [says](https://support.google.com/calendar/answer/10366125?hl=en) Calendar content isn’t used for advertising, but Gemini has [its own rules](https://support.google.com/gemini/answer/13594961): chats and connected data can help improve its models, with some human review, and activity is kept for 18 months by default. ### Structured Cost Free; Pro listed from $2.99 a month Where Apple devices, Android, web App Store [4.8 from 168K ratings](https://apps.apple.com/us/app/structured-daily-planner-todo/id1499198946) [Structured](https://structured.app/) calls itself “your all in one day planner”, and says it has had more than 15 million downloads. It lays your day out as a visual timeline. Pro adds [AI](https://help.structured.app/en/articles/1782402) that turns what you type, say or share into suggested tasks and changes, imports from your calendar and Apple Reminders, routines, and [Replan](https://help.structured.app/en/articles/4511874), which helps you reschedule what you didn’t get to. **Worth knowing**Its AI suggests and you accept, and the AI isn’t in the web version. The App Store says Replan reschedules “automatically”, but its help pages describe something you start and review yourself, on Apple devices only. It [can’t edit](https://help.structured.app/en/articles/3320002) events imported from your calendar, and remembering your preferences between requests isn’t mentioned. Your plans are stored on your device by default; what you send its AI goes to its servers and OpenAI’s for up to 30 days, and it [says](https://help.structured.app/en/articles/1747138) that isn’t used to train its AI. ### Motion Cost 7-day trial, then $44.99 a month or $294.99 a year Where Web and desktop, with companion phone apps App Store [4.1 from 1.9K ratings](https://apps.apple.com/us/app/motion-tasks-ai-scheduling/id1580440623) [Motion](https://www.usemotion.com/features/ai-task-manager), an “A.I. Time and Project Manager”, says more than a million professionals and teams use it. It’s the one built to schedule for you: give it tasks with priorities, deadlines and how long they’ll take, and it places them around your meetings and moves them as your day changes. It [connects](https://www.usemotion.com/features/integrations) to Google, Outlook and iCloud calendars, takes in forwarded emails, and works with Siri, Zoom, Google Meet and Teams. **Worth knowing**It’s built for work: personal commitments fit in, but your sleep, training and the people in your life aren’t mentioned. Motion says its iPhone app is a companion to the computer version, not a standalone app, and that app was last updated in November 2025. Its [website](https://www.usemotion.com/pricing) lists Pro AI at $19 a seat a month, so check which billing period applies. Its [security page](https://www.usemotion.com/security) says Motion and its AI providers never train models on your data, but its [privacy policy](https://www.usemotion.com/legal/privacy-policy) allows it to develop and train machine-learning algorithms, so read both. ### TripIt Cost Free; Pro $48.99 a year Where iPhone, iPad, Apple Watch, Android, web App Store [4.8 from 312K ratings](https://apps.apple.com/us/app/tripit-travel-planner/id311035142) [TripIt](https://apps.apple.com/us/app/tripit-travel-planner/id311035142) says nearly 20 million travellers use it. Forward your booking emails, or connect your inbox, and it builds one itinerary with your flights, hotels and plans, which you can add to your [Apple or Google calendar](https://help.tripit.com/en/support/solutions/articles/103000063344-tripit-mobile-calendar). Pro adds real-time flight alerts and check-in reminders, warnings when a disruption may affect your trip, a heads-up if a fare drop after booking makes you eligible for a refund, and alerts when points are about to expire. **Worth knowing**It organises trips you’ve already booked; planning or rebooking them for you isn’t mentioned, and nor is packing. It’s part of SAP Concur, and its [privacy policy](https://www.tripit.com/uhp/privacyPolicy?l=en-US) says it uses travel emails to develop its extraction models. Email from a connected inbox isn’t used to target ads, and it [says](https://help.tripit.com/en/support/solutions/articles/103000063374-privacy-policy) it doesn’t sell your data. A calendar-feed link shows your travel to anyone you share it with. ### Wanderlog Cost Free; Pro listed from $5.99 a month Where iPhone, iPad, Android, web App Store [4.9 from 36K ratings](https://apps.apple.com/us/app/wanderlog-travel-planner/id1476732439) [Wanderlog](https://wanderlog.com/trip-planner-ai) says more than a million people have tried it. It plans the days of a trip: AI suggestions, days filled with well-reviewed places, routes put in a sensible order, budgets and expense splitting, [packing checklists](https://wanderlog.com/trip-planner-mobile-app), and planning with friends in real time. Its update on 21 October 2026 turns links and shared reels into an itinerary, and with Pro it can scan Gmail for your bookings. **Worth knowing**Its suggestions lean on popular, well-reviewed places; remembering what you enjoyed on past trips isn’t mentioned, and nor is adding the trip to your calendar. When you connect Gmail, it [uses OpenAI](https://wanderlog.com/privacy) to find your travel receipts, deletes the rest and doesn’t use Gmail for ads, though its policy separately allows advertising cookies. How it treats AI chats isn’t mentioned. ## Where Retenna’s planner goes further Retenna isn’t a planner app. It’s every lifestyle expert in one mind that knows you, and the planner is one of them, with a full space of its own and the tools of a dedicated planner, and more: - **A timeline of your day**, with your plans, your to-dos and the room between them. - **To-dos and goals**, from the deck due on Friday to your first 10k in eight weeks. - **Habits and routines**, like a wind-down every night or your weekly runs, planned around the week you’re actually having. - **Trip itineraries**, with your trains, your stay, the places you’ll go and a packing list from what you already own. Because it shares one living model of you with every other expert, it plans with the things a calendar can’t see. Here’s how the six compare with what Retenna’s planner is built to do. Checked 23 October 2026 against each maker’s own pages. Retenna is ours and not out yet: its column shows what it’s built to do. | What it does | Retenna | Apple | Google | Structured | Motion | TripIt | Wanderlog | | --- | --- | --- | --- | --- | --- | --- | --- | | Works with your real calendar | Yes | Yes | Yes | Partly | Yes | Yes | Not mentioned | | A day view, with your to-dos alongside | Yes | Yes | Yes | Yes | Yes | Not mentioned | Not mentioned | | Goals, habits and routines | Yes | Not mentioned | Not mentioned | Partly | Partly | Not mentioned | Not mentioned | | Schedules tasks into your day for you | Yes | Not mentioned | Partly | Partly | Yes | Not mentioned | Not mentioned | | Replans when something changes | Yes | Not mentioned | Not mentioned | Partly | Yes | Partly | Not mentioned | | Trip itineraries, with travel, stays and places | Yes | Not mentioned | Partly | Not mentioned | Not mentioned | Yes | Yes | | Packing lists for trips | Yes | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Yes | | Learns from what you do and choose | Yes | Partly | Partly | Not mentioned | Not mentioned | Not mentioned | Not mentioned | | Readies occasions with everything they need | Yes | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | | Plans around your sleep, training, meals and outfits | Yes | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | | You choose what it does and what waits for your yes | Yes | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | | A full space for the rest of your life too | Yes | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Not mentioned | Yes The maker documents it. Partly A narrower version: calendar imports it can’t edit, routines in Pro, AI-suggested tasks you accept, or a replan you start and review yourself (Structured); events Gemini adds when you ask, or reservation emails turned into events (Google); work projects and deadlines rather than personal goals or habits (Motion); alerts that leave the replanning to you (TripIt); or learning that’s limited to your device’s suggestions (Apple) or to some countries (Google’s Daily Brief is US-only). Dash Not mentioned in the maker’s own materials. That doesn’t prove it can’t. The lower rows are the difference. Google already knows a lot through what you connect to Gemini, and Motion already replans on its own. But none of the six mentions readying an occasion with everything it needs, planning around your sleep and training, or letting you choose what it does without asking. A planner that only sees your calendar has to guess the rest of your week. ## A big week, planned by every expert It’s Monday, and the launch is in 10 days: Thursday at 10:00, presenting to the whole company. Ten things need to be ready, across seven parts of your life: time for the deck, a rehearsal, the outfit, a haircut, your training, your sleep, your meals, the groceries, a call home and a celebration afterwards. **What it ruled out**Deck work in the evenings, because your focus drops after 19:00. A haircut the day before, because yours takes a few days to settle. Leg day on Wednesday, because you’d be stiff and sore on stage. Monday · 10 days ahead The deck done by Friday, in the hours you focus best, and the rehearsal on the Wednesday before the launch. **Why:** your focus drops after 19:00, so the deck isn’t left for the evenings. Done for you Tuesday 17:30 · your usual barber’s A haircut, in good time for the launch. **Why:** a cut takes a few days to settle, so not the day before. Done for you Launch week · your trainer Leg day moved to Tuesday. **Why:** so you’re not stiff on stage on Thursday. Done for you Your stylist has the outfit ready, your nutritionist plans the week’s meals and groceries, and there’s time kept for a call home and a celebration after. Then, on the Tuesday before the launch, something changes. **The rehearsal moves to 08:00 on Wednesday**Your training and your sleep aren’t ready for it any more. Retenna plays the week out again and moves only what the change affects. Tuesday · your trainer and wellbeing coach Wednesday’s gym session moved to Thursday lunchtime, and lights out on Tuesday moved to 22:00. **Why:** the rehearsal is at 08:00 now. Done for you Tuesday · your nutritionist Wednesday’s breakfast ready the night before. **Why:** the rehearsal is at 08:00 now. Done for you Tuesday · the people you love Move Tuesday drinks with Sam to next week? **Why:** lights out is at 22:00 tonight, and it involves Sam. Waits for your yes · involves Sam The launch at 10:00, the haircut and the outfit stay exactly as they were. One change, four updates, and only one of them needs you. That’s the difference between a planner that fills gaps and a team of experts that plan together. ## Occasions, trips and goals, readied weeks ahead The bigger the plan, the earlier the work starts. Your planner looks days, weeks and months ahead, and does each thing at the moment it needs doing. 18 days ahead · a weekend by the sea Trains booked on Tuesday and dinner out on Saturday. Packing on the Wednesday before, with no new sandals, and the fridge used up, the plants watered and your out of office on before you go. **Why:** fares go up 14 days out, you’re flat after travelling, so not the first night, and you own two pairs of sandals that go. 6 weeks ahead · Mum’s 60th Lunch for eight at her favourite place booked today, the engraved gift ordered in week 3 and the train on Friday evening, with the card, your outfit, the cake, the photos and a few words on the plan. **Why:** her favourite place fills up weeks ahead, engraving takes 10 days, and the roads are busiest before 11 on Saturday. Waits for your yes · involves your family 8 weeks ahead · your first 10k A plan you’ll keep, with long runs off Saturdays, shoes worn in by week 5 and a 10 km run in week 7. Race kit, getting there, friends to cheer and brunch after, all planned. **Why:** you tend to stop after three runs a week, you’re often out late on Fridays, and new shoes in race week mean blisters. Done for you Plans don’t stay still, so neither does your planner. When something changes, it plays the weeks out again and changes only what the change affects: Wednesday · a rail strike is called for Friday The 17:00 train becomes the 13:00 coach, with seats together. Hotel check-in moves to 20:00, and the hotel is told. Packing is done by Thursday night. **Why:** the strike is on Friday. The hotel, Saturday’s dinner and the plants stay as they are. Done for you Week 4 · your brother can’t make Saturday Mum’s lunch moves to Sunday at the same table, the train moves to Saturday evening, and the card is signed by all three of you. **Why:** he’s away that Saturday. The gift, the cake and the few words stay as they are. Done for you Week 6 · you catch a cold Tuesday’s intervals become an easy 20 minutes, Thursday’s run becomes rest and a short walk, and lights out is 22:00 until Friday. **Why:** you’re unwell. Race day, Sunday’s long run and your shoes stay on track. Done for you Each change also touches someone else, and those parts wait for your yes: asking your manager if you can leave at 12:30 on Friday, telling the family that lunch moves to Sunday, and telling your running club you’ll miss Thursday. It arranges trains, tables and appointments ahead inside your rules, and new spending waits for your yes. ## Why it’s better with your other experts Your planner shares one living model of you, and one picture of your week, with every other expert. So every plan fits the rest of your life, and a change in one part reshapes the rest: - **Your stylist.** Every occasion and trip comes with its outfit, and packing comes from what you own. - **Your personal trainer.** Leg day moves so you’re not stiff on stage, and your gym kit goes on the Leeds packing list because the hotel has a gym. - **Your nutritionist.** The fridge is used up and the veg box skipped before you go away, and when leg day moves, dinner is ready that night. - **Your wellbeing coach.** Rest goes in first: an earlier night before an 08:00 rehearsal, and before a house move, packing in short evenings that end by 21:00. - **Your beauty and grooming expert.** The haircut is booked days before the launch, so it has settled by Thursday. - **The people you love.** Birthdays, visits and favours are part of the plan, and anything that involves them asks you first. - **Your personal shopper.** What a trip or an occasion needs is found in time and inside your budget. It compares prices across shops, never takes commission, and doesn’t buy what you already own. ## The everyday jobs it takes off your hands Add it up, and this is the planning that stops living in your head. What your planner looks after 1. **Finding room for what matters**: deck time when you focus best, not after 19:00. 2. **Booking at the right moment**: trains before fares go up 14 days out, and Mum’s 60th before her favourite place fills up. 3. **Ordering in time**: the engraved gift in week 3, because engraving takes 10 days. 4. **Timing the prep**: a haircut with days to settle, and running shoes worn in by week 5. 5. **Catching clashes**: the dentist at 09:30 on interview morning, moved to next Tuesday. 6. **Getting you there**: the 08:52 to the interview, because the 09:22 was late four times this month. 7. **Keeping your routines going in busy weeks**: the 20-minute workouts you actually keep, not the 45-minute ones you’d skip. 8. **Getting ready to go**: packing from what you own, the fridge used up, the plants watered, your out of office on. 9. **Replanning when things change**: the 13:00 coach when a strike is called, and the hotel told. ## How it learns how you like your days Everything your planner knows sits in one living model of you, shared by every expert. It learns from what you do, what you choose and what you tell it. Over the months, it builds up the things you’d never think to tell a calendar, but that decide whether a plan works: - **Your focus drops after 19:00.** So deck time goes earlier in the day. - **Your hair takes a few days to settle.** So a haircut is never the day before. - **You’re flat after travelling.** So the first night away is a quiet one, and dinner out is on Saturday. - **You tend to stop after three runs a week.** So the race plan is one you’ll keep, not five days a week. - **Big work weeks end in short nights.** From four months of sleep, so a big week has its early nights planned in. The more it learns, the less it needs to ask: 1. **Day one**It asks. A weekend by the sea in 18 days: which train suits you, and what would you like to do on the first night? You choose, and it remembers. 2. **Within weeks**It suggests. “Trains booked this week, before fares go up, and dinner out on Saturday rather than the night you arrive?” One tap, and the trip is planned. 3. **In time**It decides the way you would, further ahead. The trip is arranged 18 days out and the launch 10 days out, each with its reasons. And it keeps learning. Every plan you keep, change or undo tells it a little more about how you like your days. ## How you shape it, and stay in charge **Your rules, in your own words**You choose what it simply does and tells you about after, and what waits for your yes. To start with, your own plans and places you’ve used before are done for you, anywhere new and new spending ask first, and anything that involves another person always asks first. Here’s one week under those rules: Tuesday · my own plans Leg day moved to Tuesday. **Why:** so you’re not stiff on stage on Thursday. Done for you Tuesday · places I’ve used before Haircut booked at your usual barber’s, Tuesday at 17:30. **Why:** a cut takes a few days to settle before Thursday. Done for you Wednesday · anywhere new Book a new physio, five minutes from your office, for Wednesday at 18:00? **Why:** your knee has ached after your last three runs. Waits for your yes Thursday · new spending Buy the ceramic bowl for Priya? **Why:** she collects ceramics, and it’s within your gift budget. Waits for your yes Friday · friends and family Offer Sam a lift on Saturday? **Why:** Sam lives five minutes away and is going to Priya’s too. Waits for your yes · always asks Retenna noticed · 3 of the last 3 Sundays Ask first on Sunday mornings? **Why:** you’ve undone every workout it moved there. Waits for your yes Change a rule, and your week changes with it. Set places you’ve used before to “ask me first”, and the haircut arrives as a question instead. Say yes to the Sunday rule, and Sunday’s long run waits for you too. **A reason and an Undo, every time**Every plan says why, and every plan can be undone. Undo a move, and it learns from that too. **See, change or forget what it knows**Your living model is yours to read: “Big work weeks end in short nights”, from four months of sleep. Change it or forget it, and it stops planning around it. You can also export or delete everything Retenna holds about you. ## How to choose If you want one planning job done well, one of these will do it. If you want a planner that knows the rest of your life and plans with it, that’s Retenna. ### For one planning job, done well - **Motion** Work tasks placed around your meetings automatically, and moved when your day changes Or Reclaim, which has a free plan and schedules habits and focus time too. - **Structured** A calm, visual plan for your day, with AI help in Pro - **Google Calendar and Gemini** A free shared calendar, with Gemini to add and change events when you ask - **Apple Calendar and Reminders** Free and built in, with suggested reminders on recent iPhones - **TripIt** Every booking in one itinerary, with flight alerts in Pro - **Wanderlog** Planning a trip’s days, route, budget and packing, with friends ### For a planner that knows the rest of your life Ours · coming to iPhone, Android and the web Retenna A planner with a timeline of your day, to-dos and goals, habits and routines, and trip itineraries with packing lists. It readies every occasion and trip weeks ahead, replans when things change, and works with your trainer, stylist, nutritionist, wellbeing coach and the people you love, in one app. - Style - Beauty and grooming - Training - Food - Rest - Days, occasions and trips - Shopping - The people you love [Get early access](https://retenna.ai/#join-final) Whichever you pick, check three things first 1. **What it can see**: your calendar, your inbox, your location. It should ask for what it needs, and no more. 2. **What it does without asking**, and how easily you can undo it. 3. **Whether it tells you why.** A plan without a reason is hard to trust, and hard to correct. ## What to check before you trust one with your time - **Your inbox.** TripIt and Wanderlog can read booking emails from a connected inbox, and Motion takes forwarded emails. TripIt says it uses travel emails to develop its extraction models; Wanderlog uses OpenAI to find travel receipts and deletes the rest. Connect only what you’re happy for an app to read. Retenna lets you choose: share just the emails you pick, such as bookings, or connect your inbox. - **Training.** Motion’s security page and privacy policy disagree about training. Gemini’s chats and connected data can help improve Google’s models, with some human review. Structured says what you send its AI isn’t used to train it, and Apple makes training an optional setting. Check what applies to you, and whether you can say no. - **Advertising.** Google says Calendar content isn’t used for ads. TripIt doesn’t use connected email to target ads, and Wanderlog doesn’t use Gmail for ads but allows advertising cookies. Motion’s policy lets providers and advertising partners receive relevant data. - **How long it keeps your data.** Gemini keeps activity for 18 months by default. Motion may keep data for up to a year after you delete your account, unless you ask for earlier deletion. Wanderlog completes account deletion within two weeks. - **Where it works.** Gemini’s Personal Intelligence currently excludes the UK and the EEA, Daily Brief is US-only, and Apple Intelligence needs a recent device. Check before you choose an app for its AI. ## How Retenna’s planner works About Retenna · that’s us Every lifestyle expert, one mind that knows you. Retenna isn’t a planner app with a chat in it. Your planner is one of its experts, with a full space of its own and the depth of a dedicated planner: a timeline of your day, to-dos and goals, habits and routines, and trip itineraries with places and packing lists, and more. For trips it suggests what to see, do and eat from what you’ve enjoyed before, reminds you about passports, visas and check-in, warns you about flight delays and gate changes, and shares the plan with the people you travel with (our [AI trip planner guide](https://retenna.ai/articles/ai-trip-planner-app) goes deeper). It arranges trains, tables and appointments ahead inside your rules, and new spending waits for your yes. It works from what you choose to connect, such as your calendar (Google, Outlook and more), your health and workouts (Apple Health, Health Connect, Samsung Health and more), the weather and live train times, and from everything your other experts know. For bookings and receipts, you choose: share just the emails you pick, or connect your inbox. When a rail strike is called two days before a weekend away, it moves you to the 13:00 coach, tells the hotel and has packing done by Thursday night, and asking your manager about leaving early waits for your yes. And your planner is one of a team, in one complete app. What makes Retenna different 1. **Every expert, in one app.** A stylist, a beauty and grooming expert, a personal trainer, a nutritionist, a wellbeing coach, a planner for your days, occasions and trips, and a personal shopper, each with a full space of its own. They remember what matters to the people you love, and an assistant runs through all of them. 2. **One living model of you.** It learns from what you do, what you choose and what you tell it. On day one it asks; soon it suggests; in time it decides the way you would. You can see, change or forget any of it. 3. **Every expert plans together.** They share one picture of your week, so a change in one reshapes the rest: leg day moves, so dinner is ready that night; brows move, so any redness settles before the party. 4. **Everything inside your rules.** You choose what it simply does and what waits for your yes. Every plan comes with the reason and an Undo, and anything that involves another person always asks first. Retenna is coming to iPhone, Android and the web, and early access is open now. [Get early access](https://retenna.ai/#join-final) ## Questions **What’s the best AI planner app?** It depends on what you’re planning: Motion or Reclaim for work tasks, Structured for your day, TripIt and Wanderlog for trips (see How to choose). If you want a planner that knows your sleep, training, meals and the people you love, and plans with them, that’s what Retenna’s planner is built for. It isn’t out yet; early access is open now. **Motion or Reclaim: which is better?** Both put tasks into your calendar for you, and both are built mainly for work. Motion is paid after a 7-day trial, schedules tasks by priority, deadline and length, and replans as your day changes; its iPhone app is a companion to the computer version. [Reclaim](https://reclaim.ai/) calls itself an “AI calendar for work”, schedules habits, focus time, tasks and meetings in Google Calendar or Outlook, and has a free Lite plan, with [paid plans](https://reclaim.ai/pricing) listed from $10 a seat a month. If you want a free plan rather than a trial, start with Reclaim. **Is there a free AI day planner?** Structured’s visual planner is free, but its AI is part of Pro. Google Calendar is free, and Gemini can add and change events when you ask; Apple’s Calendar and Reminders are built in, with suggested reminders on recent iPhones. Reclaim’s free Lite plan schedules up to a week ahead. Joining Retenna’s early access is free, and founding members keep founding pricing for life. **Is there an AI planner for habits and routines?** Structured includes routines in Pro, and [Reclaim](https://reclaim.ai/) schedules habits as recurring events that move to find time. Retenna’s planner keeps your habits and routines with the rest of your life, and plans them around the week you’re having: in a busy week, the 20-minute workouts you actually keep instead of the 45-minute ones you’d skip, and a wind-down every night before a house move. **TripIt or Wanderlog: which is the better trip planner?** They do different jobs. TripIt organises trips you’ve already booked: forward your booking emails and it builds one itinerary, with flight alerts in Pro. Wanderlog plans the trip itself: AI suggestions, days filled with well-reviewed places, routes, budgets, packing checklists and planning with friends. Retenna’s planner is built to do both as part of your week: a trip itinerary with your trains, stay and places, and a packing list from what you already own. **Can an AI planner plan around my sleep and workouts?** Of the six apps we checked, none mentions replanning your days around your sleep, recovery or training. Retenna is built for it: when a rehearsal moves to 08:00, lights out moves earlier and the gym moves to after the launch; when you catch a cold, intervals become an easy 20 minutes. Its experts aren’t doctors or physiotherapists, so health questions are for a professional. **Will Retenna book things or contact people without asking?** Only what you’ve said it can. It arranges trains, tables and appointments ahead inside your rules: to start with, your own plans and places you’ve used before are done for you, and anywhere new and new spending wait for your yes. Anything that involves another person, like asking your manager about leaving early, always asks first. Everything comes with the reason and an Undo. **Is my calendar private with Retenna?** Your Retenna is private to you. Everything it knows is locked to your account and walled off from everyone else’s, on Microsoft Azure’s secure cloud, encrypted when stored and on the way. You can see, correct, export or delete what Retenna holds about you, including anything it has learned. If you turn learning on, it learns from what you do and tell it to personalise your own experience, and what it learns stays with your account, never used for anyone else. We never use your information to train public AI models. We never sell your information, and detailed analytics and personalised ads are optional, for adults only, and off unless you say yes. ## Sources Checked 23 October 2026. Ratings and prices are from Apple’s US App Store; everything else is from each maker’s own pages. - Apple Calendar and Reminders: [Calendar on the App Store](https://apps.apple.com/us/app/calendar/id1108185179), [Reminders on the App Store](https://apps.apple.com/us/app/reminders/id1108187841), [suggested reminders](https://support.apple.com/en-gb/124025), [Apple Intelligence privacy](https://www.apple.com/legal/privacy/data/en/intelligence-engine/), [Siri privacy](https://www.apple.com/legal/privacy/data/en/ask-siri-dictation/), [improving Siri and Apple Intelligence](https://www.apple.com/legal/privacy/data/en/improve-intelligence/) - Google Calendar and Gemini: [Calendar on the App Store](https://apps.apple.com/us/app/google-calendar-get-organized/id909319292), [Gemini on the App Store](https://apps.apple.com/us/app/google-gemini/id6477489729), [Personal Intelligence](https://support.google.com/gemini/answer/16598406?hl=en), [Daily Brief](https://support.google.com/gemini/answer/17077455?hl=en), [calendar actions](https://support.google.com/gemini/answer/15305236?co=GENIE.Platform%3DDesktop&hl=en), [Calendar privacy](https://support.google.com/calendar/answer/10366125?hl=en), [Gemini privacy](https://support.google.com/gemini/answer/13594961) - Structured: [website](https://structured.app/), [App Store](https://apps.apple.com/us/app/structured-daily-planner-todo/id1499198946), [AI](https://help.structured.app/en/articles/1782402), [creating tasks](https://help.structured.app/en/articles/331074), [editing with AI](https://help.structured.app/en/articles/3320002), [Replan](https://help.structured.app/en/articles/4511874), [privacy](https://help.structured.app/en/articles/1747138) - Motion: [App Store](https://apps.apple.com/us/app/motion-tasks-ai-scheduling/id1580440623), [AI task manager](https://www.usemotion.com/features/ai-task-manager), [integrations](https://www.usemotion.com/features/integrations), [pricing](https://www.usemotion.com/pricing), [security](https://www.usemotion.com/security), [privacy policy](https://www.usemotion.com/legal/privacy-policy) - TripIt: [App Store](https://apps.apple.com/us/app/tripit-travel-planner/id311035142), [download](https://www.tripit.com/web/free/download), [calendar feeds](https://help.tripit.com/en/support/solutions/articles/103000063344-tripit-mobile-calendar), [privacy policy](https://www.tripit.com/uhp/privacyPolicy?l=en-US), [privacy help](https://help.tripit.com/en/support/solutions/articles/103000063374-privacy-policy) - Wanderlog: [App Store](https://apps.apple.com/us/app/wanderlog-travel-planner/id1476732439), [AI trip planner](https://wanderlog.com/trip-planner-ai), [mobile app](https://wanderlog.com/trip-planner-mobile-app), [privacy policy](https://wanderlog.com/privacy) - Reclaim: [website](https://reclaim.ai/), [pricing](https://reclaim.ai/pricing) Spotted something out of date? Email [help@retenna.ai](mailto:help@retenna.ai) and we’ll fix it. ## Every lifestyle expert, one mind that knows you. An expert and a full space for every part of your life, one living model of you, and everything inside your rules. Coming to iPhone, Android and the web: join early access free, and keep founding pricing for life. [Get early access](https://retenna.ai/#join-final)