Tripsy vs Wanderlog Pricing and Which to Buy

Tripsy Pro costs $59 a year or $299 once for lifetime access, and Wanderlog Pro costs $39.99 a year on the website. Both prices were read off tripsy.app and wanderlog.com in September 2026 from a US connection. The $19 gap is not what should decide it. Tripsy is a trip organizer that shines once the bookings exist: it reads your reservations, tracks your flights and keeps your documents and expenses in one place. Wanderlog is a planning canvas for the part before that: a shared map where you and your friends collect places and put them into days. Buy Tripsy if you fly often and want the trip managed. Buy Wanderlog if you plan with other people or drive multi stop routes. And if what you actually need is someone to decide the days, neither one does that.

Below is what each app charges, what the free tiers cover, a side by side table, the three year math, and a straight answer on which one to put a card into.

Tripsy vs Wanderlog and how they actually differ

Wanderlog starts from a map. You search for places, drop them into a trip, drag them into days, and the app shows the day list and the map together. Friends edit the same trip live. Wanderlog is built around the stage where the trip is still being decided, and its best features, route optimization and live collaboration, are about arranging places you have chosen.

Tripsy starts from the itinerary. You forward confirmation emails or paste in a link, and Tripsy turns them into a timeline of flights, stays and activities. Around that timeline Tripsy holds expenses, documents, notes and the guests you invite, and it keeps a travel log of countries, nights and flying hours. Tripsy is built around the stage where the trip is booked and needs to be run.

So the honest comparison is less "which is better" and more "which half of the trip are you paying to make easier". Plenty of frequent travelers use Wanderlog to decide and Tripsy to travel. Most people only need one.

How much does Tripsy Pro cost?

Tripsy publishes two prices on tripsy.app/pro. One Year is $59 for a year of Tripsy Pro. Lifetime is $299 as a one time purchase. Both are marked shareable with family, so one purchase covers a household, which changes the math for couples.

The US App Store listing for Tripsy shows older and promotional options alongside those: annual SKUs at $39.99 and $59.99, monthly SKUs at $4.99 and $7.99, and a few smaller amounts. That is why reviews still quote $39.99 a year. The number on Tripsy's own pricing page is $59.

Tripsy's free tier covers unlimited trips, cloud sync, unlimited guests, flight search and expense management. Pro adds reservation forwarding so your emails import automatically, Smart Import for files, links and text, Smart Insights from documents, flight update alerts for gate changes and delays, document storage, a calendar feed, a 10 day weather forecast, timezone changes, advanced travel stats and data export. For the Tripsy side against TripIt, which is the other app it gets weighed against, see Tripsy vs TripIt Pro pricing.

How much does Wanderlog Pro cost?

Wanderlog sells Pro on its website as two plans, Pro Annual at $39.99 a year and Pro Monthly at $16.99 a month, each with a free trial first. The US App Store lists ten Pro options, annual plans at $31.99, $39.99, $49.99 and $59.99 and monthly plans at $5.99 and $16.99, so the price you see inside the app can be different from the website. Our Wanderlog review covers what the free tier does well and where users say it falls short.

Wanderlog's free tier is the most generous in this category. The website and app stay free forever for unlimited trips and unlimited collaborators, and the free tier includes unlimited places, live collaboration, reservation import, recommendations and the combined map and itinerary view. Pro adds offline access, route optimization, automatic Gmail scanning, export to Google Maps, unlimited attachments, unlimited AI assistance, flight and car rental deals, dark mode and adding places from anywhere on the web. The full breakdown, including how to cancel on each platform, is on the Wanderlog Pro cost page.

Tripsy vs Wanderlog compared

Which is cheaper, Tripsy or Wanderlog?

Wanderlog is cheaper for one person at every horizon. Over three years Wanderlog Pro costs $119.97 against $177 for Tripsy Pro on the annual plan, a gap of $57. The lifetime Tripsy purchase at $299 only beats Tripsy's own annual plan after about five years and one month, and only beats Wanderlog after seven and a half.

The picture changes for a household. Tripsy's paid options are shareable with family, so a couple pays $59 a year between them. Wanderlog's Pro page says nothing about family sharing, so assume one subscription per person unless the checkout screen tells you otherwise. Two Wanderlog Pro accounts cost $79.98 a year, which makes Tripsy the cheaper paid option for two people who both want the paid features.

And for many people the cheapest answer is free. Wanderlog's free tier holds the entire planning workflow, and Tripsy's free tier holds unlimited trips and expenses. Pay for Pro only when you want one of the specific features in the table.

Is Tripsy or Wanderlog better for group trips?

Wanderlog, clearly. Live collaboration is on the free tier, everyone edits the same trip at once, and the map makes it easy for a group to see where things are before arguing about the order. For a bachelorette weekend or a family reunion with six people adding ideas, nothing else in this price range is as easy. Our group trip planner page covers the other half of a group trip, which is turning everyone's wish list into days that fit a shared budget.

Tripsy handles groups differently. You invite guests to a trip and set per guest permissions, so a co-organizer can edit while a parent only sees flight times. That suits a trip that is already booked and needs to be communicated. It is not a brainstorming tool.

Is Tripsy or Wanderlog better for frequent flyers?

Tripsy. Flight update alerts for gate changes and delays, reservation forwarding, a calendar feed and a travel log of flying hours are all aimed at someone who is in airports every month. Long stays abroad are where Tripsy's timezone changes and records earn their keep, which is why it is popular with people who hold a fully remote job and move every few weeks. Wanderlog does import reservations, and Pro scans Gmail for them, but it has no flight alert feature on its Pro list.

Tripsy vs Wanderlog and which one to buy

Buy Wanderlog Pro at $39.99 a year if you plan trips with other people, drive routes with several stops a day, or need the plan on your phone without a signal. Stay on Wanderlog free if you plan one or two trips a year.

Buy Tripsy Pro at $59 a year if you fly several times a year, want your bookings to land in one timeline without typing, and share travel with a partner who would otherwise need their own subscription. Consider the $299 lifetime purchase only if you are confident you will still use it in six years.

Buy neither if the problem is that you do not know yet what the trip should be. Both apps store and arrange decisions. Neither one makes them.

What neither Tripsy nor Wanderlog does

Neither app writes the itinerary or estimates what it costs. In Wanderlog you choose every place and type in every cost. In Tripsy you log expenses after you spend them. Neither will tell you that four nights in Rome and two in Florence fits your dates better than three and three, that day three is $250 more than the others, or that a morning at the Vatican leaves no time for the Colosseum before it closes.

That is the step TripAgent.ai covers. You give it a destination, dates, the party, a total budget and a style, and it writes a personalized day by day itinerary with morning, afternoon and evening blocks, an estimated cost on the activities, food and local transport, travel times between stops, and a total per day and for the trip. You can ask it to rewrite any single day. It does not book anything, so you book the pieces yourself, and you can carry the finished plan into Wanderlog to share it or into Tripsy once the confirmations arrive. Plans start at $49 a month, and the pricing page lists what each plan includes.

Frequently asked questions about Tripsy vs Wanderlog

Is Tripsy better than Wanderlog?

Tripsy is better for managing a trip that is already booked, especially if you fly often, because it imports reservations, sends flight update alerts and keeps documents and expenses together. Wanderlog is better for planning a trip that is not decided yet, especially with other people, because live collaboration is free and Pro adds route optimization and offline plans.

How much does Tripsy cost compared to Wanderlog?

Tripsy Pro is $59 a year or $299 for lifetime access, shareable with family. Wanderlog Pro is $39.99 a year on the website, with other prices from $31.99 to $59.99 a year listed in the App Store. Over three years that is $177 for Tripsy and $119.97 for Wanderlog for one person.

Is Wanderlog free?

Yes. Wanderlog states that its website and app stay free forever for unlimited trips and unlimited people. The free tier includes unlimited places, live collaboration, reservation import and the map and itinerary view. Pro is optional and adds offline access, route optimization, automatic Gmail scanning and Google Maps export.

Does Tripsy work on Android?

Yes. Tripsy began as an Apple only app, but its website now lists Tripsy for Web and Tripsy for Android alongside the iPhone and iPad app. Many comparisons still describe it as iOS only, which is out of date. Wanderlog runs on the web, iPhone and Android.

Can Tripsy or Wanderlog plan my trip for me?

No. Both apps organize places and bookings that you choose. Wanderlog's AI assistant answers questions about places, and Tripsy imports reservations you already made, but neither one decides what each day contains or estimates the trip's cost. TripAgent.ai writes and prices the day by day plan from $49 a month and does not book anything.

Is the Tripsy lifetime plan worth it?

Only if you will use Tripsy for more than five years. At $299 against $59 a year, lifetime breaks even after about five years and one month. It is shareable with family, so for a couple who fly often it is a reasonable one time buy. For occasional travelers, the annual plan or the free tier is the better bet.