Tripsy vs Raylie
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
Tripsy
This app helps you create detailed travel itineraries, organizing flights, accommodations, and activities in one place. It offers smart import from emails, offline access, real-time flight updates, and expense tracking for a seamless travel experience.
- Itinerary Organizer
- Collaborative Planning
- Weather Forecasts
- Expense Tracking
- Travel Stats
- Smart Import
- Offline Access
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Tripsy is a travel planner and itinerary organizer that brings your flights, hotels, activities, reservations, and travel expenses together in one place. Build a day-by-day trip itinerary, plan routes between stops, and share your travel plans with family and friends. Whether you're planning a weekend getaway, a road trip, a business trip, or a vacation across several cities, keep the details organized and your plans close at hand—even offline. PLAN YOUR DAYS WITH SMART ROUTES See estimated travel times and distances between activities, with routes that fit your schedule. Set arrival buffers for flights and other plans, and see when your schedule leaves too little travel time. Your transportation choices stay saved and sync across your devices. BUILD ROUTES WITH MULTIPLE STOPS Add and reorder stops, choose how to travel on each leg, and see estimated arrival times along the way. View your route on the map and open directions in your preferred navigation app. Save frequently used addresses, such as home, work, or a favorite hotel, to use in future plans. SMART IMPORT Turn screenshots, documents, pasted text, Google Maps and Apple Maps lists, and supported web or social links into places and reservations. Review and edit before importing. Smart Import uses online processing and requires Tripsy Pro on supported system versions. You can also forward booking emails or import travel plans from TripIt. BRING YOUR CALENDARS TOGETHER See events from your selected calendars alongside your trip itinerary, and add them as activities when needed. Sync your Tripsy itinerary to your calendar to keep travel plans visible in your daily schedule. PLAN AND TRAVEL TOGETHER Invite family, friends, or colleagues to collaborate on a trip or follow along with view-only access. Choose who can edit plans and access documents or expenses. Save favorite guests to make planning your next trip together easier. STAY INFORMED ON THE GO Receive flight updates for delays, gates, terminals, and baggage claims. Check 10-day weather forecasts, keep track of local time zones, and access your itinerary offline when you don't have a connection. SMART INSIGHTS Find baggage, breakfast, parking, and cancellation details from attached documents and emails right in your activities. Review suggested costs before saving. Analysis runs on your device and requires Apple Intelligence. KEEP YOUR TRAVEL DETAILS CLOSE Keep reservation emails, documents, photos, links, and notes with your trip. Personalize each trip with a cover image or color. TRACK EXPENSES AND LOOK BACK ON YOUR TRAVELS Record travel expenses in multiple currencies, let guests add their own expenses, and keep track of spending throughout your trip. Export itineraries, activity lists, and expenses to CSV. With Tripsy Book, explore your travel statistics, including countries visited, hotel nights, flight time, and distance traveled. PLAN WITH YOUR AI ASSISTANT Connect Tripsy to a compatible AI assistant to create trips, add activities, and update your itinerary through conversation. Tripsy is available on iPhone, iPad, Mac, and Apple Watch, with cloud sync to keep your trips up to date across your devices. Tripsy is free to download. Some features require Tripsy Pro, available as a subscription or a one-time lifetime purchase. Terms of Service: https://tripsy.app/terms Privacy Policy: https://tripsy.app/policy
Raylie
Enhance your travel experience by knowing exactly what to expect outside your airplane window. This app predicts celestial events, landmarks, and aurora displays along your flight path, suggesting the best seat for optimal viewing.
- Predicts sunrise, sunset, moonrise, and moonset
- Indicates left or right side window views
- Shows aurora visibility
- Identifies landmarks and cities passed over
- Displays real-time cloud cover and day-night line
- Adds flights from boarding passes, calendar, or files
- Live Activity on Lock Screen
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Every flight has a view. Raylie tells you what yours will be — and which side of the plane to sit on. Add a boarding pass and Raylie builds a timeline of the flight: sunrise over the Pacific, moonrise two hours in, the aurora belt off the left wing, a canyon passing below. Every event says when it happens and which window to look out of. WHAT IS WAITING OUTSIDE • Sunrise, sunset, moonrise and moonset, in the order you will see them • Left side or right side, so you know which seat to pick and where to look • Aurora, when your route crosses the belt • Landmarks and cities you pass over, with the time you reach them A REAL EARTH, NOT A MAP Raylie draws the planet as it is right now. Real cloud cover, the day-night line where it actually falls, city lights after dark, the aurora as it stands tonight. Your route arcs across it, and you can spin the globe to any point on your flight. YOUR FLIGHTS, KEPT • Add a flight from a boarding pass, Wallet, your calendar, a photo, a file, or a link • A Live Activity on the Lock Screen while you are in the air • Attach the photos you took, and every trip becomes a page worth coming back to DISCOVER Search for a place and find the flights that pass near it. See which airports are close to you, and what is flying overhead right now. No account needed. Open the app and try it with real demo flights and photos before you add one of your own. Raylie Elite Raylie Elite unlocks your full flight history and additional flight-information features. Choose a subscription or a one-time Lifetime purchase. Subscriptions renew automatically until canceled and can be managed or canceled in the App Store at any time. Flight data provided by FlightAware. Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Terms of Service: https://app.notion.com/p/Raylie-Terms-of-Service-3d590f535998801a8d99c843a867c1a6 Privacy Policy: https://app.notion.com/p/Raylie-Privacy-Policy-3d590f53599880de9078cc78fcc15c3d
Screenshots
Verdict
The clearest difference is review sentiment: Raylie at 83% against Tripsy's 59%. Raylie also leads on update cadence (every 2 days vs every 4 days). Tripsy's advantage is chart position (#17 vs unranked) and device support (4 vs 2). On price, ads, in-app purchases and monetization model 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. Tripsy sells 13 in-app purchases, starting at $3.99 per 7 days and Raylie sells 3 in-app purchases, starting at $5.99 per 7 days. Whichever you choose, the download price is not the number that matters.
Tripsy ships an update every 4 days, Raylie every 2 days. Both last shipped on November 1, 2026.
| Parameter | Tripsy | Raylie |
|---|---|---|
| Price | Free | Free |
| Rating | 4.7 (5.7K ratings) — better | — |
| Positive reviews | 58.7% of reviews | 83.3% of reviews — better |
| Number of ratings | 5.7K — better | — |
| Update frequency | Every 4 days | Every 2 days — better |
| Ads | No | No |
| In-app purchases | Yes | Yes |
| Monetization | Free with in-app purchases | Freemium |
| Best chart rank | #17 — better | — |
| Devices | iPhone, iPad, Mac, Apple Watch — better | iPhone, iPad |
| Requires iOS | 18 — better | 27.0 |
| Further details — not scored | ||
| Size | 136 MB | 369 MB |
| Age rating | 4+ | 4+ |
| Developer | Tripsy LLC | ooo.engineering Inc. |
Customer experience
Tripsy
Raylie
Bugs and requests
Tripsy
Reported bugs
4 issues- Incorrect flight information and timings
- Inability to delete or edit imported items
- Crashes when exporting to CSV
- Map search functionality issues
Requested features
5 requests- Customizable categories and icons
- Integrated packing list and checklist
- Ability to rearrange itinerary items
- Improved multi-timezone handling
- Option to mark trips as cancelled
Raylie
Not enough reviews yet to summarise bugs or requests.
In-app purchases
Tripsy
- Tripsy Pro$3.997 Days
- Tripsy Premium Monthly$4.991 Month
- Tripsy Pro$5.991 Month
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- Tripsy Pro: Monthly3 variants$7.991 Month
- Tripsy Pro$9.991 Month
- Tripsy Pro: Annual (RC6WE1)7 Days trial$29.991 Year
- Tripsy Premium Yearly$39.991 Year
- Tripsy Pro: Annual7 Days trial$39.991 Year
- Tripsy Pro: Yearly Savings7 Days trial$39.991 Year
- Tripsy Pro7 Days trial$49.991 Year
- Tripsy Pro: Yearly Family Savings7 Days trial$59.991 Year
- Tripsy Pro Annual7 Days trial$59.991 Year
- Tripsy Pro Lifetime$299.99
Raylie
- Raylie Elite Weekly$5.997 Days
- Raylie Elite Annual$59.991 Year
- Lifetime Raylie Elite$300.00









