Tripsy costs $59 a year (or $299 once, for life) and works only on iPhone and Mac. Wanderlog costs $39.99 a year for its Pro tier, has a free version, and runs on iPhone and Android. If you travel solo on an iPhone and want a clean, fast itinerary tool, Tripsy wins – especially after its May 2026 update added a direct Claude AI integration for building itineraries by chat. If you plan trips with other people, need budget splitting, or use Android, Wanderlog is the better buy.
Tripsy vs Wanderlog at a glance
- Pick Tripsy if: you are on iPhone or Mac only, want a fast and uncluttered interface, and like the idea of planning a trip through Claude’s new MCP connection instead of tapping through menus.
- Pick Wanderlog if: you travel with other people, need to split costs, use Android or a mix of devices, or want a free plan before you commit to paying anything.
- Skip both if: you only need flight alerts – a dedicated app like TripIt Pro ($49/year) does that one job with less setup.
What do Tripsy and Wanderlog actually do?
Both apps do the same core job – they pull your flight, hotel, and reservation confirmations into one itinerary you can check without digging through email. Where they differ is depth and audience. Tripsy is built for one traveler at a time on Apple hardware: it forwards confirmation emails into a clean day-by-day view, sends real-time flight and gate-change alerts, and stores everything for offline use once you have downloaded a trip. Wanderlog does all of that plus route optimization on a live map, shared expense tracking, and a discovery feed of places other travelers have logged nearby.
Tripsy’s itinerary view stays legible even on a long multi-city trip, and importing a confirmation email takes one forward and a few seconds of parsing. Its travel apps category strength is speed: fewer taps between opening the app and seeing what happens next on your trip, which is what most modern travelers actually want from a planner. Wanderlog trades some of that speed for range – its map-based route optimizer arranges multiple stops into the shortest driving order automatically, which matters more on a road trip through several cities than on a single flight-and-hotel booking.
Collaboration and sharing
Tripsy lets you share a trip so others can view, add, or edit details, and changes sync for everyone in real time. Wanderlog was built around group trips from the start: shared itineraries, comment threads on individual stops, and expense splitting live in the same screen, closer to Splitwise than to a solo planner. For a group of four picking a Europe itinerary together, Wanderlog’s collaboration tools do more of the coordinating work without leaving the app.
See Related: The Ultimate Budget Travel Planner Checklist: Tips and Guide to Save Money
How much do Tripsy and Wanderlog cost in 2026?
Tripsy has no permanent free tier – it is $59 per year, or $299 as a one-time lifetime purchase, which pays for itself against the annual plan in about five years. Wanderlog’s free version covers basic itinerary building and route planning; Wanderlog Pro adds offline maps, more collaboration tools, and unlimited saved trips for $39.99 a year, with a 7-day free trial and a 30-day refund window if it is not a fit.
| Feature | Tripsy | Wanderlog |
|---|---|---|
| Free tier | No | Yes, limited features |
| Paid price | $59/year or $299 lifetime | $39.99/year (Pro) |
| Platforms | iOS and macOS only | iOS and Android |
| Offline access | Included | Pro plan only |
| Route optimization | Not built in | Included |
| Group expense splitting | Basic sharing only | Built in, Splitwise-style |
| AI itinerary assistant | Claude/MCP integration (added May 2026) | Limited, mostly Pro-only |
| App Store rating | Mixed, no public aggregate | 4.9/5 (33,000+ reviews) |
See Related: The Ultimate Guide to Affordable Travel Planning: Tips, Destinations, and Savings
Which app handles offline access and route planning better?
Tripsy includes offline access on every paid plan: download a trip before you lose signal and your flights, hotel addresses, and reservation details stay readable without a connection. Wanderlog puts the same capability behind its Pro tier, so free users lose access to their itinerary the moment they go offline. On route planning, Wanderlog is the clear pick – its map-based optimizer reorders multiple stops for the shortest total drive time, a feature Tripsy does not attempt to replicate since it is built around single-traveler itineraries rather than road trips.
Travel inspiration and discovery
Wanderlog leans on user-generated guides to surface popular tourist attractions alongside off-the-beaten-path locations near your saved stops, which helps when you have not finished planning a full itinerary yet. Tripsy does not build in a discovery feed; it assumes you already know where you are going and focuses on organizing the details once you do.
What is new in 2026: Tripsy’s Claude integration
Tripsy shipped a direct Claude integration in May 2026 using Anthropic’s Model Context Protocol (MCP). Instead of manually adding each flight and hotel, users can describe a trip in plain language and have Claude build or reorganize the itinerary inside the app, with the connection designed to keep trip data private to the user’s own account rather than routed through a third-party server. Wanderlog has AI-assisted features too, but most sit behind the Pro paywall and focus narrowly on itinerary suggestions rather than full natural-language trip building.
Interface, speed, and platform support
Tripsy’s interface stays deliberately minimal, which shows up as faster load times and fewer taps to check a flight status. It is iOS and macOS only, so it integrates tightly with Apple Maps and Siri but locks out Android users entirely. Wanderlog runs on both major platforms and supports both Apple Maps and Google Maps, at the cost of a busier interface that some users find slower on older phones, particularly when a trip has dozens of saved stops.
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What do real users complain about?
Neither app is complaint-free, and the complaints point in different directions. Tripsy users have reported crashes on recent macOS releases and pushback on the cost of unlocking full sharing features beyond the base subscription. Wanderlog holds a strong 4.9/5 App Store rating from over 33,000 reviews and a 4.7 average on Google Play, but its Trustpilot reviews run much lower, with billing and subscription-cancellation complaints as the most common theme. On performance, some Wanderlog users report the app slowing down once a trip accumulates a large number of saved places, an issue Tripsy’s simpler feature set mostly avoids.
Which one should you choose: Tripsy or Wanderlog?
If you travel alone, use an iPhone or Mac, and want the fastest way to see your itinerary at a glance, Tripsy is worth its $59 annual price, and the $299 lifetime option pays for itself in year six. Its new Claude integration is a genuine differentiator for anyone who would rather describe a trip than build it field by field. If you travel with other people, need to split costs the way Splitwise does, use Android, or want to test the waters on a free plan first, Wanderlog is the stronger fit – and its budgeting tools sync well with dedicated apps like TravelSpend if you want a deeper spending breakdown than either planner tracks natively.
- Tripsy: best for solo iPhone/Mac travelers who want speed, offline access on every plan, and the new Claude-powered planning option.
- Wanderlog: best for group trips, road trips with multiple stops, Android users, and anyone who wants a free plan before paying.
FAQ
Is Tripsy available on Android?
No. Tripsy is built exclusively for iOS and macOS. Android users looking for a similar itinerary tool should use Wanderlog, which runs on both platforms.
Does Wanderlog have a free version?
Yes. Wanderlog’s free tier covers itinerary building and basic route planning. Offline maps, expanded collaboration tools, and unlimited saved trips require Wanderlog Pro at $39.99 a year.
What is Tripsy’s Claude integration?
Released in May 2026, it connects Tripsy to Claude through Anthropic’s Model Context Protocol, letting users build or edit an itinerary by describing a trip in plain language instead of entering each detail manually.
Which app is better for group trips?
Wanderlog. Its shared itineraries, stop-level comments, and built-in expense splitting are designed for multiple travelers planning together, while Tripsy’s sharing tools are lighter and built around a single primary trip owner.
Last updated August 2026 with current 2026 pricing for both apps and Tripsy’s May 2026 Claude/MCP integration. Sources: Tripsy’s official pricing page, Wanderlog’s official pricing page, Apple App Store and Google Play listings, and Trustpilot reviews for both apps.
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