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
Document, plan, and relive your adventures with this beautifully designed travel journal app. Capture destinations, photos, and moments, organize itineraries, and build a visual travel diary. Share your journeys or keep them private, and use AI insights for trip summaries and personalized experiences.
- Capture destinations, dates, and moments
- Interactive timeline and map view
- Organize itineraries and travel notes
- Build a visual travel diary with photos
- Share journeys with friends and family
- Plan adventures and create bucket lists
- AI-powered trip summaries and insights
- Effortless budget management for group travel
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Tripski is your trip planner, shared expenses, and travel diary — now with an agent connection so you can ask real questions about your trips. EVERYTHING IN ONE TRIP • Day-by-day plans you can live in • Shared expenses with the people on the trip • A diary that can log itself while you travel • Photos, notes, and who you were with • Walking tours on the same timeline • A map of where you’ve been NEW — ASK YOUR AGENT Connect Cursor or another MCP client (one-time browser sign-in), then ask in plain language: • “Where did I eat cheesecake in Tokyo?” • “How much did I spend in Europe?” • “What’s on day 2?” • “Add dinner Friday.” “Split the taxi.” “Mark that visited.” “Undo the stop you just added.” Answers and updates come from your Tripski data. The agent never creates trips — that’s in the app. Free on iPhone and iPad.
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. The most recent releases landed on October 7, 2026 and October 21, 2026 respectively.
| 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 | 320 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









