iiinova — where your digital self keeps evolving

Tripsy @tripsy.app · 25/09/2026

Tripsy is ready for iPhone Duo! With the flexibility of its new displays, you’ll be able to plan your trips in entirely new ways. We’ve adapted Tripsy’s navigation throughout the app to deliver a seamless experience on Duo. More details coming soon.

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Tripsy @tripsy.app · 18/09/2026

We are the App of the Day on the US App Store! 🔥 Thank you all for your support! Tripsy is being used worldwide, and this means a lot to us. apps.apple.com/us/story/id1...

Smartphone showing an App Store "App of the Day" feature for Tripsy — a travel app with a coastal photo, colorful travel icons, and descriptive text, held in a hand above a blurred suitcase in a room.

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Tripsy @tripsy.app · 14/09/2026

🕵️‍♂️ SMART INSIGHTS Find useful details from attached documents and emails right in your activities, including baggage, breakfast, parking, and cancellation policies. Review totals before adding or updating expenses. Document analysis runs locally on your device and requires Apple Intelligence.

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Tripsy @tripsy.app · 14/09/2026

🪄 SMART IMPORT Turn screenshots, files, saved emails, and pasted text into activities Import Google and Apple Maps lists, guides, travel sites, and accessible Instagrams and TikToks. Review results on the map, edit details, and import all or selected items.

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Tripsy @tripsy.app · 14/09/2026

With Tripsy 3.10, your travel inspiration breaks free of the slew of lists, social media stories, booking pages, PDF documents, and emails with Smart Import

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Tripsy @tripsy.app · 10/09/2026

Here's the video in case you missed it! #AppleEvent #SiriAI

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Tripsy @tripsy.app · 10/09/2026

Bingo! I was in the keynote 🎉 “So you can ask to Siri AI to add a restaurant recommendation to Tripsy” Did you spot me!?

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Tripsy @tripsy.app · 26/08/2026

When activities are too close together, delays can cost you. Tripsy analyzes timing between activities and alerts you to risks—like missing flights or being late to important meetings.

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Tripsy @tripsy.app · 26/08/2026

Stop typing the same addresses repeatedly. Save your frequently-used departure points—home, office, hotel—in one place. Instantly available when building routes or planning activities.

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Tripsy @tripsy.app · 26/08/2026

Building a complex route is now simple. Add multiple stops with a date and time, and Tripsy automatically organizes them by real travel time and distance—then syncs to your itinerary with proper timing.

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Tripsy @tripsy.app · 26/08/2026

Tap into any Smart Route suggestion to see exactly what you're getting. You'll see a detailed preview of the route on a map, complete with estimated travel time and distance.

Preview routes between activities, with a route between two destinations

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Tripsy @tripsy.app · 26/08/2026

Smart Routes takes the guesswork out of multi-stop trips. Automatically suggests routing options with real travel times based on your activity schedules, so you know exactly how much time you have between stops.

Smart Routes in Tripsy 3.9, with an iPhone screenshot showing various routes between activities in Paris.

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Tripsy @tripsy.app · 26/08/2026

Introducing Smart Routes in Tripsy 3.9! 🚶 Walking, driving & transit between activities ⏲️ Travel times built into your itinerary ✈️ Know when to leave for the airport 🗺️ Preview routes before saving 📍 Plan multi-stop routes ⚠️ See when timing looks tight Tripsy now helps you get where you're going.

A bento image showing the new features in Tripsy 3.9

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Tripsy @tripsy.app · 13/08/2026

Smart Routes are almost ready 🛣️ We've closed nearly 200 issues to get here — and it's feeling solid! We think you'll love this as much as we do... watch this space.

A graph showing how many issues have been closed as part of our 'Smart Routes' feature.

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Tripsy @tripsy.app · 07/07/2026

Whilst we're hard at work on 3.9's new #routes features, we also released an #update over the weekend. Version 3.8.12 is available now with lots of #fixes and #improvements. Bonus Feature: You can now assign categories to #expenses! Read more here: tripsy.blog/tripsy-3-8-12/

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Tripsy @tripsy.app · 24/06/2026

Tripsy 3.9 is coming 👀 This one is all about routes — every part of how you get from A to B, rethought. More details soon.

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Tripsy @tripsy.app · 09/06/2026

🎂 Today, Tripsy turns 8! Eight years of helping you plan unforgettable trips, stay organized on the road, and share every adventure with the people you love. This past year was one of our most exciting yet — here's a look back at everything we shipped 🧵👇

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Tripsy @tripsy.app · 19/05/2026

We were just featured in the App Store's "Apps We Love" 🎉

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Tripsy @tripsy.app · 15/05/2026

We just released Tripsy’s MCP + CLI integration. You can now connect Tripsy to Claude and manage your travel plans directly from chat: create trips, add activities, organize reservations, and keep everything in sync. tripsy.app/claude

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Tripsy @tripsy.app · 25/03/2026

You can now duplicate a trip with much more control over what gets copied. Choose exactly what to bring over.

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Tripsy @tripsy.app · 25/03/2026

Dealing with different time zones during a trip can quickly become a headache. That’s why we introduced a dedicated component inside each calendar event to help you compare the time difference between your current location and the event’s original time zone.

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Tripsy @tripsy.app · 25/03/2026

When Tripsy recognizes that a calendar event is actually a flight, it can show flight information, help you track it, and avoid showing duplicate flight entries when that same flight is already part of your trip.

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Tripsy @tripsy.app · 25/03/2026

Calendar events now have a richer details screen, with clearer date and time display, timezone comparison, notes, addresses, links, markdown support, and quick access to directions.

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Tripsy @tripsy.app · 25/03/2026

You can now bring your personal and business calendar events into Tripsy and show them directly inside your itinerary. You choose which calendars Tripsy can use, so you stay in control of what appears.

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Tripsy @tripsy.app · 25/03/2026

Your calendars, on Tripsy! 📆 All calendar events on the itinerary ⏱️ Time zone adjusted ✈️ Flight events identification 🦑 Choose any calendar 🔐 Private. Everything on your device. Other updates: 🪩 Trip duplication 🪶 Itinerary compact view mode 🌎 Cities visited

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Tripsy @tripsy.app · 23/03/2026

Time zones shouldn’t break your schedule. Especially when you’re traveling. Tripsy 3.8 changes that. March 25.

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Tripsy @tripsy.app · 10/03/2026

Life doesn’t stop when you travel. In Tripsy 3.8, you’ll be able to see your calendar events directly in your trip itinerary — always in the correct time zone. Birthdays, events, calls, meetings… everything in one timeline. Stay tuned!

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Tripsy @tripsy.app · 22/01/2026

Tripsy 3.7.4 is here ✨ All-Day Activities have arrived. Because not every plan needs a time slot.

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Tripsy @tripsy.app · 12/12/2025

Inside, you'll find: Total days traveled, most-visited countries, longest trip of the year, days spent in hotels and other lodgings, flight and transportation details, total spending by category…and much more It's all waiting for you inside your Tripsy Book in the 3.7 release.

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Tripsy @tripsy.app · 12/12/2025

Your Tripsy Recap 2025 is now ready — a beautiful look back at everywhere you went, everything you explored, and every day you spent discovering the world.

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Tripsy @tripsy.app · 15/09/2025

🚀 Tripsy is ready for iOS 26! We’ve embraced the new design language with fluid interactions, a redesigned toolbar, and a reimagined X-Ray icon — making every trip clearer, smoother, and more delightful.✨

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Tripsy @tripsy.app · 14/08/2025

Date Suggestions on the Calendar Picker Planning your itinerary just got easier! You’ll now see helpful date suggestions like Recently Used, First Day, Second Day, Today, and Tomorrow.

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Tripsy @tripsy.app · 14/08/2025

Share on Social Media Excited for your next adventure? Now you can choose from three stylish cards to share on social media: Cover, Magazine, and Countdown.

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Tripsy @tripsy.app · 14/08/2025

Friends’ Trips When your friends share trips with you, you’ll see them in the new Friends’ Trips section in your trip list. You can also filter by friend. Tip: Ask your friend to share their trip so you can copy the activities to your trip!

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Tripsy @tripsy.app · 14/08/2025

Assign Activities to a Guests Planning a trip with multiple people often means managing different details for each guest. That is why you can now assign any activity to a guest or a group of guests.

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Tripsy @tripsy.app · 14/08/2025

Set Permissions for Each Guest When you invite someone to join a trip, you can now choose exactly what they can see and do. Tripsy gives you full control over guest permissions, so you can tailor each person’s access based on how they’re involved in the trip.

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Tripsy @tripsy.app · 14/08/2025

Introducing Favorite Guests A favorite guest can create trips and have you automatically added, with no need to send an invitation. And when you create a new trip, Tripsy will suggest your favorite guest right away, making the process even easier.

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Tripsy @tripsy.app · 14/08/2025

Say hi to Tripsy 3.5 — where planning together is easier than ever! Whether you're traveling as a couple, with family, friends, or organizing a tour, this update makes collaboration more seamless and people-focused.

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Tripsy @tripsy.app · 04/08/2025

🚀 Tripsy 3.5 is almost ready for takeoff Something new is coming in just a few days… and it’s going to change the way you plan trips with friends 🗺️✨

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Tripsy @tripsy.app · 08/05/2025

ChatGPT Integration Turns out that ChatGPT also has support for app intents, so we developed a few integrations with them to automate some travel planning flows that we found could be super useful and interesting. tripsy.blog/how-are-we-i...

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Tripsy @tripsy.app · 08/05/2025

Custom Shortcuts & Automations You can create various automations for your trips, but one we're especially excited about is expense tracking. Every time you make a payment using Apple Pay during your trip, the transaction is automatically added to your trip expenses tripsy.app/support/auto...

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Tripsy @tripsy.app · 08/05/2025

Shortcuts We developed tons of shortcuts that we found super useful while working on this update, and we hope you will like them too! Some of them are available when you install the app, and some of them you can install yourself and customize as you wish.

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Tripsy @tripsy.app · 08/05/2025

App Intents There are several app intents that can be used to create your own workflows and automations. There are ways to get trips and activities, as well as create everything directly from the Shortcuts app. Some of the most relevant are: create trip, create place, find trips, find places and add

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Tripsy @tripsy.app · 08/05/2025

Apple Intelligence Now you can ask Siri to show your next activities, your next flight or to open Tripsy to search of a specific activity or document. Few phrases you can try: - Show my next activities on Tripsy - My next flight on Tripsy - Add expense on Tripsy - View places on Tripsy

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Tripsy @tripsy.app · 08/05/2025

Say hello to Tripsy 3.4 – our smartest release yet! We’ve supercharged your travel experience with powerful new integrations for Shortcuts and Apple Intelligence – making your trip planning faster, easier, and more personalized than ever. ✨

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Tripsy @tripsy.app · 06/05/2025

Our team is going to #WWDC25 — who else is going? We’ll be celebrating our 8th anniversary during the Keynote! See you in Cupertino!

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Tripsy @tripsy.app · 09/04/2025

Join us on this journey to create shortcuts to transform your trips. We recognize the need for simplify workflows during trips, especially for frequently travelers like us.

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Tripsy @tripsy.app · 05/03/2025

Easily bring all your TripCase plans into Tripsy! 🚀 We’ve built a simple automation to import everything for you—just use Tripsy. Give it a try! 👉

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Tripsy @tripsy.app · 21/02/2025

WARNING ⚠️ Converting all your travel expenses into one currency might lead to shocking revelations! 😲💰 Handle with care!

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