Quick Comparison: Holicay vs. Tripsy at a Glance
Tripsy is a beautiful, Apple-exclusive personal travel organizer. It excels at parsing your booking emails into a neat timeline for solo travelers who live entirely in the Apple ecosystem.
Holicay is a comprehensive, cross-platform trip management platform. It goes beyond static timelines to offer real-time group collaboration, expense splitting, live flight tracking, and AI-powered planning that adapts as your trip evolves.
At a glance, Tripsy is best viewed as a polished personal itinerary viewer for Apple users. Holicay collaborative trip management platform designed to handle the complexities of modern travel for everyone.
What is Holicay?
Holicay is the #1 travel planning app built to manage your entire trip — from planning to real-time coordination. It combines your itinerary, bookings, live updates (flights, weather, transport), and expenses into one place, so your trip stays organized even while it's happening, no matter what device you use.
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Dynamic planning vs static timelines
Tripsy excels at taking your forwarded booking emails and turning them into a beautiful, static timeline of your trip.
Holicay provides a dynamic Kanban-style workspace. Your itinerary isn't just a list of imported emails; it's a flexible plan connected to live data, routes, and group decisions that evolves as your trip takes shape.
True cross-platform collaboration
Tripsy is strictly limited to the Apple ecosystem. If you have friends or family on Android, they simply cannot participate. Even among Apple users, Tripsy only offers basic link sharing, not real-time co-editing.
Holicay is built for groups. It works seamlessly across iOS, Android, and the web. Everyone in your group can add ideas, vote on activities, and edit the itinerary in real-time.
Stop excluding half your travel group from the planning process.
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AI that actually builds your trip
Tripsy relies entirely on you to input data or forward emails. It has no AI capabilities to help you discover places or build an itinerary from scratch.
Holicay features an advanced AI planner that doesn't just suggest — it acts. It can generate complete day-by-day itineraries, reorganize your schedule, and add locations directly to your plan based on your preferences.
Smart booking synchronization
Tripsy's core feature is parsing forwarded emails into a timeline. It does this very well, but it requires manual forwarding.
Holicay can automatically sync bookings directly from your Gmail. Flights, hotels, and tickets are automatically integrated into the right day of your itinerary without you having to lift a finger or forward a single email.
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Route optimization with public transport
Tripsy shows your locations on an Apple Map, but it doesn't help you figure out the best way to get between them.
Holicay not only maps your locations but offers powerful route optimization. It shows exact public transport stops, travel times, and methods to get between locations — saving you hours of logistical headaches in unfamiliar cities.
Built-in Splitwise-level expense splitter
Tripsy has absolutely no budgeting or expense tracking features. You'll need a completely separate app to manage costs.
Holicay integrates a full expense splitter directly into the trip planner. It supports equal splits, exact amounts, percentages, and multi-currency.
Keep your group's finances tied to the trip itself, rather than juggling Splitwise alongside your itinerary.
Trip details organized by day and activity
Tripsy attaches documents to your imported bookings, which is helpful for personal reference.
Holicay takes this further by allowing the entire group to attach check-in instructions, QR codes, and meeting points directly to specific activities. Everyone has access to the tickets they need, exactly when they need them, without asking the organizer to resend them.
Export and share your trip plan as PDF
Tripsy does not offer a way to export your itinerary to a printable format. You are locked into viewing it on an Apple device.
Holicay's PDF export turns your itinerary into a polished, shareable document. It's perfect for circulating a final plan to family members who aren't tech-savvy, or keeping a reliable offline paper backup.
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Live flight tracking with delay alerts
Tripsy displays the flight details from your imported emails, but it doesn't actively monitor the flight status in real-time.
Holicay's integrated flight tracker actively monitors for delays, gate changes, and cancellations. These updates are reflected directly in your trip plan, ensuring you and your group are never caught off guard at the airport.
What is Tripsy?
Tripsy is an Apple Design Award-nominated personal travel organizer. It is built exclusively for the Apple ecosystem (iOS, iPadOS, macOS, watchOS) and focuses on turning your booking emails into a beautifully designed, static trip timeline.
Where Tripsy works well
Who Tripsy is best suited for
Best for solo travelers who live entirely within the Apple ecosystem and just want a pretty place to store their flight and hotel confirmations.
But when you travel with others...
You need a platform that works on any device, allows real-time collaboration, and handles shared expenses.
When your trip involves more than just you, Holicay takes over
Tripsy organizes your personal emails. Holicay manages your group's entire trip experience.
Built for dynamic, collaborative travel — not just static personal timelines.
The Verdict: Holicay vs Tripsy
If you are a solo traveler deeply entrenched in the Apple ecosystem who simply wants a beautiful app to view forwarded booking emails, Tripsy is a fantastic choice. However, if you are planning a trip with others, need to split expenses, want AI assistance, or require real-time updates, Tripsy will fall short.
Choose Tripsy if you:
- Travel solo and don't need to coordinate with others
- Use only Apple devices (iPhone, Mac, Apple Watch)
- Just want to view your forwarded booking emails on a timeline
Choose Holicay if you:
- Plan trips with friends or family across iOS, Android, and Web
- Need to track and split shared travel expenses easily
- Want live flight tracking, AI planning, and dynamic route optimization
Frequently Asked Questions
Quick answers about Holicay vs Tripsy.
Tripsy is a personal travel planner that helps you organize your itinerary and bookings in a clean, timeline-based view. Holicay goes further by helping you manage your entire trip — including real-time updates, expense tracking, and group coordination. Tripsy is focused on organizing trips, while Holicay is built for actively managing them.
