Tripsy

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

@GBUclan @BratDotAI Thank you, we'll definitely keep you in mind!

@tripsyapp @BratDotAI Sounds great!!! This is in December 2026, would be happy to help you test it if needed :)

Nobody plans a trip in one place. Flights in email. Hotels in another app. Notes somewhere else. Maps open separately. PDFs buried forever. Tripsy @tripsyapp turns all that travel chaos into one beautiful timeline. Sometimes the best products don’t create a new habit. They clean up the messy one we already have.

If you use our Calendar Feed feature (tripsy.help/article/44-see…) we've just added some quality-of-life improvements to better support timezones for each activity and to show the actual location of your activities to help with things like time-to-leave alerts from Siri. They're live now for you to try out; you may just need to tap 'Refresh Calendar Feed Content' via Settings > Calendar Feed within Tripsy.

@GBUclan @BratDotAI We've got something amazing waiting to embark for cruise passengers, can't say more just yet! For now, you can add a 'Cruise', but you'll need to add a cruise activity for each leg (e.g. departure port to first port, first port to second port, etc).

@tripsyapp @BratDotAI Love the app, use it all the time. But please give some love to Cruises. For ex: Going to AUS for 5 days, then a 14 day cruise to NZ, then back to AUS for 2 days before flight back to US. Can't add the cruise and stops into middle of the trip.

@sflorimm @BratDotAI We're Tripsy! We've been around for over 8 years helping folks plan their trips across iPhone, iPad, and Mac. Pleased to meet you - do let us know if you have any questions :-)

@BratDotAI @tripsyapp who are they?

A pre-generated itinerary is a starting point, not a destination." Our founder, @thiagosanchz, on why AI trip planning is the easy part, and organizing the trip you're actually living in is the hard one.

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/

@mattcassinelli @gdibner @TripIt 🫶

@gdibner @TripIt Use @tripsyapp

Who is the product manager at @TripIt that decided not to include your flight booking reference into the calendar event that Tripit creates?

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.

“AI plans a trip” is the most overused demo in tech. So @macstoriesnet actually put it to the test — with Tripsy and Claude planning a real weekend away. Did it hold up? 🧳 macstories.net/club/macstorie…

Eight years in, and we still get excited every single day building this. None of it would mean anything without you — every trip you plan, every review you leave, every friend you invite along. Thank you for being part of the Tripsy story. Here's to many more adventures ahead. 🥂✨

Tripsy MCP + CLI 🤖 We brought Tripsy into the AI era. Connect Tripsy to Claude and manage your travel plans directly from chat — create trips, add activities, keep everything in sync. tripsy.app/claude

🎂 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 🧵👇

We were in the Apple Keynote! Thank you @AppStore

See you there! #WWDC26