• TripIt is celebrating 20 years of travel innovation! As we continue to look forward, we’re also taking a look back at the last two decades. Keep your app up-to-date–we’ve got lots planned for this milestone year. • We made a huge enhancement to Risk Alerts, expanding coverage to all the plans in your itinerary – lodging, car rental, train, transportation, restaurant reservation, meeting, concert, as well as flights. You’ll get a push notification if an incident such as a severe snowstorm, demonstration or strike, or emergency infrastructure closure has the potential to disrupt your trip. (TripIt Pro) • Did you screenshot an event, snap a photo of a receipt, or get a PDF confirmation? Now you can easily turn it into a plan in your itinerary. Just select “Import from Photo/PDF” in the app. Or you can share directly from the image or pdf itself by choosing the TripIt app. With Apple Intelligence, TripIt transforms it into a plan for you. (TripIt Pro)

• TripIt is celebrating 20 years of travel innovation! As we continue to look forward, we’re also taking a look back at the last two decades. Keep your app up-to-date–we’ve got lots planned for this milestone year.

• Check out TripIt Rewind to view and share a summary of your 2025 travels, including the number of trips taken and countries and cities visited. • Easily add a passport or US-state driver license to Travel Documents by scanning it with your camera. Why add a passport? Including your nationality provides more accurate international visa requirements in our Travel Guidance feature. Plus, when a passport is saved, TripIt Pro subscribers get renewal reminders, too!

• TripIt now has the updated look and feel of Liquid Glass with iOS 26. Check it out! • Have you tried our new on-device AI models to easily convert unfiled items into plans for your itinerary? Make sure you have Apple Intelligence enabled for your device. (TripIt Pro) • We fixed a bug with gate-to-gate directions to your connecting flight in Interactive Airport Maps. (TripIt Pro)

• TripIt is utilizing new on-device AI models to help easily convert unfiled items into plans in your itinerary. Make sure you have Apple Intelligence enabled for your device. (TripIt Pro) • Neighborhood Safety Scores are now available for train stations, ferry terminals, and shuttle and car rental pick-up and drop-off locations. Check location safety and get breakdowns for theft, physical harm, and other categories. Set a personal risk level and we’ll warn you when a location goes above that threshold. • We fixed a bug that prevented you from sharing hotel plans via iMessage. • We squashed another bug with adding documents (such as an e-ticket) to your rail plans.

• Siri Shortcuts got a refresh. Simply prompt Siri with “Travel plans in TripIt” or “Flight status in TripIt” for details about what’s coming up in your itinerary. • We improved the process of handling secondary email addresses. Add other email addresses to your account so you can forward booking confirmations to plans@tripit.com from anywhere. • We fixed a bug with car rental plans in Apple Watch. Don’t forget: our handy app for Apple Watch and complications make it easy to get your travel plans at-a-glance right on your wrist.

• Did you get an alert that you may be eligible for an airfare refund or credit? Now you can see this Fare Tracker info right in the app, along with instructions to get your flight refund. (TripIt Pro) • Neighborhood Safety Scores got a refresh. Check these hyperlocal risk ratings for your hotel, restaurant, meeting locations, concerts, shows, and other plans to help you make informed decisions about getting around safely. • We fixed a crash that happened when you tried to select a flight to monitor availability for a better seat in Seat Tracker. (TripIt Pro) • We squished a bug with the Home Screen widget. Add the small or medium widget to your Home Screen for a glance at your upcoming travel plans. (We have widgets for your Lock Screen and complications for your Apple Watch, too!)

• Travel Guidance now includes safety information for the country you’re visiting, in addition to visa and vaccination requirements. An overall safety rating factors in political stability, threat of terrorism, crime, public health, and environmental conditions. (TripIt Pro) • The TripIt app for Apple Watch now runs smoother and changes to your trip are reflected quicker. • We continue to make enhancements to voiceover and field focus for improved accessibility.

• When TripIt sends you to your inbox, now you can choose any email app you have installed. This is especially handy when visiting your inbox to forward a confirmation email to plans@tripit.com. • We continued to make improvements for accessibility throughout.

• Before your next international trip, check requirements for visas, vaccinations, and health insurance in Travel Guidance, our newest TripIt Pro feature. • We’ve also added search functionality so you can check guidance for different dates or another passport. Find search for Travel Guidance in the Pro tab. • We fixed a bug where the Home Screen and Lock Screen widgets incorrectly stated the cumulative distance traveled. • Flight details in the TripIt app for Apple Watch now include the arrival terminal and gate number. • We reintroduced the TripIt app for macOS. Download it from the Mac App Store and give it a try. (Apple Silicon chip required.)

• Before your next international trip, check requirements for visas, vaccinations, and health insurance in Travel Guidance, our newest TripIt Pro feature. • We’ve also added search functionality so you can check guidance for different dates or another passport. Find search for Travel Guidance in the Pro tab. • We fixed a bug where the Home Screen and Lock Screen widgets incorrectly stated the cumulative distance traveled. • Flight details in the TripIt app for Apple Watch now include the arrival terminal and gate number. • We reintroduced the TripIt app for macOS. Download it from the Mac App Store and give it a try. (Apple Silicon chip required.)

• Check out TripIt Rewind to view and share a summary of your 2024 travels, including the number of trips taken and countries and cities visited. • Before your next international trip, check requirements for visas, documentation, vaccinations, and health insurance in Travel Guidance, our newest TripIt Pro feature. • Add a passport to Travel Documents to get the most accurate recommendations in Travel Guidance. TripIt Pro subscribers will also receive timely passport renewal reminders. • We made extensive enhancements for accessibility to support VoiceOver, larger text sizes, and more. • We reintroduced the TripIt app for macOS. Download it from the Mac App Store and give it a try. Apple Silicon chip required.

• Check out TripIt Rewind to view and share a summary of your 2024 travels, including the number of trips taken and countries and cities visited. • Before your next international trip, check requirements for visas, documentation, vaccinations, and health insurance in Travel Guidance, our newest TripIt Pro feature. • Add a passport to Travel Documents to get the most accurate recommendations in Travel Guidance. TripIt Pro subscribers will also receive timely passport renewal reminders. • We made extensive enhancements for accessibility to support VoiceOver, larger text sizes, and more. • We reintroduced the TripIt app for macOS. Download it from the Mac App Store and give it a try. Apple Silicon chip required.

• All travelers have long been able to add passport information to Travel Documents within TripIt, whether for yourself, family members, or people you arrange travel for. Now TripIt Pro subscribers get passport renewal reminders before the expiration date, so you can start the renewal process before your next international trip. • We continue to make enhancements to support accessibility settings.

• Adding another driver to your car rental? Keeping track of who is dining with you at the restaurant for your expense report? Now you can include attendees as part of the plan in TripIt. • Long-press the name of your hotel, restaurant, or other travel plan to copy it for pasting elsewhere, such as a message or email. You can also do the same with the confirmation number. • We fixed several bugs with Travel Documents and gave it a refresh. Add your passport or driver license for quick reference while on-the-go.

• Adding another driver to your car rental? Keeping track of who is dining with you at the restaurant for your expense report? Now you can include attendees as part of the plan in TripIt. • Long-press the name of your hotel, restaurant, or other travel plan to copy it for pasting elsewhere, such as a message or email. You can also do the same with the confirmation number. • We fixed several bugs with Travel Documents and gave it a refresh. Add your passport or driver license for quick reference while on-the-go.

• You asked for it, we made it! Now you can customize your trip image right from the app. Choose a photo from your library or snap a picture with your camera, then upload it. Change the image to a landmark, personal pic from a past visit, or activity in your itinerary, and start getting excited about your upcoming trip. • We revamped Go Now so that we can more accurately notify you when to leave for the airport based on current traffic conditions. (TripIt Pro) • We fixed a variety of pesky bugs: The Show All button for upcoming trips, views of shared travel plans within the app for iMessage, a broken toggle to turn on Terminal and Gate Reminders (TripIt Pro), searching for Türkiye in International Travel Tools (TripIt Pro), and more.

• You asked for it, we made it! Now you can customize your trip image right from the app. Choose a photo from your library or snap a picture with your camera, then upload it. Change the image to a landmark, personal pic from a past visit, or activity in your itinerary, and start getting excited about your upcoming trip. • We revamped Go Now so that we can more accurately notify you when to leave for the airport based on current traffic conditions. (TripIt Pro) • We fixed a variety of pesky bugs: The Show All button for upcoming trips, views of shared travel plans within the app for iMessage, a broken toggle to turn on Terminal and Gate Reminders (TripIt Pro), searching for Türkiye in International Travel Tools (TripIt Pro), and more.

• You asked for it, we made it! Now you can customize your trip image right from the app. Choose a photo from your library or snap a picture with your camera, then upload it. Change the image to a landmark, personal pic from a past visit, or activity in your itinerary, and start getting excited about your upcoming trip. • We revamped Go Now so that we can more accurately notify you when to leave for the airport based on current traffic conditions. (TripIt Pro) • We fixed a variety of pesky bugs: The Show All button for upcoming trips, views of shared travel plans within the app for iMessage, a broken toggle to turn on Terminal and Gate Reminders (TripIt Pro), searching for Türkiye in International Travel Tools (TripIt Pro), and more.

• You asked for it, we made it! Now you can customize your trip image right from the app. Choose a photo from your library or snap a picture with your camera, then upload it. Change the image to a landmark, personal pic from a past visit, or activity in your itinerary, and start getting excited about your upcoming trip. • We revamped Go Now so that we can more accurately notify you when to leave for the airport based on current traffic conditions. (TripIt Pro) • We fixed a variety of pesky bugs: The Show All button for upcoming trips, views of shared travel plans within the app for iMessage, a broken toggle to turn on Terminal and Gate Reminders (TripIt Pro), searching for Türkiye in International Travel Tools (TripIt Pro), and more.

• Glitches be gone! We fixed bugs in the search feature and shared plans in iMessage. • We improved data syncing between your iPhone and Apple Watch. • Accessibility continues to be a priority – we made more enhancements throughout the app.

• We made enhancements to complications for the Apple Watch and created a widget that can be added to your Watch’s Smart Stack. Check them out and get a glimpse into what’s coming up next in your itinerary. • We continue to make enhancements to the new Risk Alerts feature introduced in the last release. Get notifications for events that could disrupt your trip: inclement weather, unplanned closures, protests or strikes, public health crises, and more. (TripIt Pro)

• Introducing our newest TripIt Pro feature, Risk Alerts! Get proactive alerts about events that have the potential to disrupt your trip, so you can modify your itinerary if needed and still enjoy your trip. Alerts may cover inclement weather, unplanned airport closures, protests or strikes, public health events, and more. Enable these push notifications by toggling “Risks and Disruptions” to “On” within Settings.

• Introducing our newest TripIt Pro feature, Risk Alerts! Get proactive alerts about events that have the potential to disrupt your trip, so you can modify your itinerary if needed and still enjoy your trip. Alerts may cover inclement weather, unplanned airport closures, protests or strikes, public health events, and more. Enable these push notifications by toggling “Risks and Disruptions” to “On” within Settings.

• We made a small improvement to Navigator by adding a button to reverse the to and from points. Use Navigator to get driving and transit directions for your trip without needing to type in addresses. • We’re gearing up for something big! Keep your app updated to the latest version of TripIt. • In the meantime, check Travel Stats to look back at your 2023. Find Travel Stats on the Past Trips screen and Account tab.