Trailory vs Tripski
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
Trailory
Transform your travel adventures into beautifully organized digital journals. Map your journey with photos, videos, and notes, and easily share or collaborate with others. Revisit memories with smart search and interactive maps.
- Create collaborative travel journals
- Map journeys with interactive pins
- Add photos, videos, and notes
- Search memories by keywords
- Organize trips chronologically
- Secure cloud backup
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Why are your best travel memories buried in camera rolls and half-written posts? Trailory can turn your adventures into beautiful, organized travel journals -mapped to the places you visited, complete with photos, videos, notes, and memories you’ll actually want to revisit and share! SHARE AND COLLABORATE ◾ Seamlessly collaborate with other travelers in your group, letting them add their photos, videos and notes to the same trip. ◾ The app intuitively arranges days and activities in a chronological order, making it easy for anyone who views your trip to understand how your trip progressed and all the awesome locations you visited! ◾ You can also share your trip journal with others without giving them collaborator access, so that they can still view your trip but not edit it. Or keep it completely private! EASILY REVISIT MEMORIES ◾ Whenever you reflect on your memories and can’t remember the name of that cafe you visited where you had eaten some amazing chocolate cake, you could simply search for ‘cake’ in your trip and provided you had added a note about the cake, that cafe with photos will pop up in your trip timeline! MORE THAN A JOURNAL ◾ Unlike a standard digital journal, you can add all your trip photos to your trip if you want! Your photos will be visible at a glance for each activity and that way, it’s no longer a giant album of 5000 photos to scroll through! ◾ Each location you visit becomes a pin on an interactive map, painting a vivid picture of your journey. ◾ Your photos, videos, and notes are securely backed up in the cloud at all times. If you have any questions or feedback, do email us at hello@trailoryapp.com and we will be happy to hear your thoughts out or get on a call! Shoutout to Screenshots.pro for generating our App store screenshots.
Tripski
Plan your adventures, document your journeys, and revisit cherished memories. This app consolidates your itinerary, maps, bookings, shared expenses, and travel diary into a single, organized trip.
- Day-by-day itinerary planning
- Import bookings and calendar events
- Map view of daily routes and memories
- Automatic trip diary with location tracking
- AI-powered place suggestions
- Collaborative planning and expense splitting
- Trip sharing and walkthroughs
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Plan the days, live the trip, and keep every place you loved. Tripski puts your itinerary, your map, your bookings, shared costs, and your memories in one trip. PLAN THE DAYS • Build a day-by-day plan with places, reservations, and times • Import bookings and calendar plans so the details live in the trip • Save places from friends, lists, and trips you admire • Add plans to your calendar SEE EVERY DAY ON THE MAP • Each day gets its own route, so you can see how the day fits together • Photos and memories sit on the map right where they happened • Zoom out to your atlas of everywhere you have been A DIARY THAT CAN KEEP ITSELF • Optional background tracking keeps a trail of the places you lingered • Tripski suggests the stops; you confirm what goes in your trip • Find that café or street again, even months later DISCOVER YOUR KIND OF PLACE • Ask in plain language for places near you or in any city • Get smart suggestions shaped by your pace, your crew, and your taste • Treasure hunts turn a free afternoon into a walk with a reason TRAVEL TOGETHER • Invite travelers to plan with you • Track who paid for what and settle up without the awkward math • Share a trip with a link RELIVE IT • Photos, notes, ratings, and who you were with, in one place • Import trip photos after you get home • Play a walkthrough of the whole trip, day by day ASK YOUR TRIPS Connect your AI assistant to Tripski and ask, "Where did we eat in Kyoto?" or "What's on day 2?" Answers come from your own trips. Tripski is free on iPhone and iPad. Premium is optional.
Screenshots
Verdict
The clearest difference is in-app purchases: Trailory at none against Tripski's 3. Trailory also leads on iOS requirement (14.0.0 vs 26.0). Tripski's advantage is update cadence (every 3 days vs every 3 weeks) and ratings volume (7 vs 1). On price, rating, ads and device support there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. Tripski sells 3 in-app purchases, starting at $7.99 per month. Trailory asks for nothing beyond the download.
On the App Store both sit at effectively the same score — 5.0 for Trailory against 5.0 for Tripski. That said, the two scores are not equally well evidenced: Tripski has 7 ratings behind it against 1, so its average is the more settled of the two.
Trailory ships an update every 3 weeks, Tripski every 3 days. Both last shipped on November 3, 2026.
| Parameter | Trailory | Tripski |
|---|---|---|
| Price | Free | Free |
| Rating | 5.0 (1 ratings) | 5.0 (7 ratings) |
| Positive reviews | — | 100.0% of reviews |
| Number of ratings | 1 | 7 — better |
| Update frequency | Every 3 weeks | Every 3 days — better |
| Ads | No | No |
| In-app purchases | No — better | Yes |
| Monetization | Free — better | Freemium |
| Devices | iPhone, iPod | iPhone, iPad, Apple Watch — better |
| Requires iOS | 14.0.0 — better | 26.0 |
| Further details — not scored | ||
| Size | 59 MB | 322 MB |
| Age rating | 12+ | 4+ |
| Developer | Trailory, LLC | Alex Kotliarsky |
Customer experience
Trailory
Tripski
In-app purchases
Trailory
No in-app purchases
Tripski
- Premium (Monthly)$7.991 Month
- Adventurer$49.991 Month
- Premium (1 Year)$59.991 Year









