TripIt delivers rock-solid travel organization while Stippl promises innovative features with frustrating bugs. Our comparison reveals the winner.
"TripIt has helped me stay organized on all of my trips!! It places all of my complex trip details in one well organized location and has served me better than a hundred travel agents!! Plus its lited in a fun way and I've loved being able to go back through a 10 year history of trips remembering each flight, lay over, cruise, car rental, hotel, & excursion with fondness!! Anyone serious about their travel adventures absolutely must have this 5 star travel app!!!!"
"I'll update my review when TripIt fixes their app! I've been using it for years and within the last month it's suddenly gotten all glitchy. The app seems to keep resetting because it won't keep my trips. I've built multiple itineraries and they keep disappearing. I have to be online and reload the app to see my information. I've uninstalled and reinstalled multiple times with no luck. I even put in a support ticket and the response I got back was, 'you can still access trip through the web.'"
One of TripIt’s standout features is its ability to automatically generate travel itineraries. Users simply forward their confirmation emails for flights, hotels, rental cars, and other bookings to plans@tripit.com, and the app organizes all the details into a structured itinerary. For even more convenience, TripIt can sync with email providers like Gmail, Outlook, and Yahoo to detect and import bookings automatically.
This eliminates the need for manual data entry, saving time and reducing the chances of missing important trip details.
TripIt acts as a one-stop hub for all travel-related plans, making it easy to keep track of flights, accommodations, car rentals, restaurant reservations, and activities.
The app consolidates everything into a single, easy-to-read itinerary that updates in real time. Even better, it organizes multiple trips separately, so frequent travelers can quickly switch between upcoming itineraries. This means no more digging through emails or scrambling to find booking details while on the go.
A key advantage of TripIt is that users can access their itineraries even without an internet connection.
This is particularly useful for international travelers who may not always have reliable mobile data or Wi-Fi. Once an itinerary is created, all trip details are stored locally on the device, allowing travelers to check flight information, hotel addresses, and activity schedules anytime, anywhere.
TripIt Pro offers real-time flight alerts, notifying users about delays, gate changes, and cancellations before airlines even send out notifications.
This feature can be a game-changer for frequent flyers, as it helps them adjust plans quickly and avoid unnecessary stress at the airport. Additionally, Pro users get baggage claim details upon landing, reducing the time spent searching for luggage carousels.
If a flight is canceled or delayed, TripIt Pro provides alternative flight options, helping users find a new route to their destination.
This feature is especially useful for business travelers or those on tight schedules, as it eliminates the hassle of searching for backup flights manually. It also provides details on available seats, departure times, and airline contact information, making it easier to rebook quickly.
Navigating large airports can be overwhelming, but TripIt Pro offers interactive airport maps to help users find gates, lounges, restaurants, and other essential services.
Additionally, Pro users receive security line wait times, which can help them plan ahead and avoid unnecessary delays at TSA checkpoints. For those who frequently travel through unfamiliar airports, this feature can make layovers and transfers significantly smoother.
TripIt provides a secure space to store important travel documents, such as passport copies, travel insurance details, and visa information.
Having everything accessible in one app eliminates the need to carry physical copies, reducing the risk of losing crucial documents while traveling. This feature is especially helpful for international travelers who need quick access to paperwork for border crossings or airline check-ins.
TripIt seamlessly integrates with calendar apps like Google Calendar, Outlook, and Apple Calendar.
Once linked, all upcoming trips automatically appear in the user’s schedule, ensuring they never forget flight times, hotel check-ins, or activity bookings. This feature is especially helpful for business travelers who juggle multiple meetings and trips, as it keeps everything aligned in one place.
TripIt Pro includes an expense tracking tool, allowing users to log travel-related costs such as airfare, hotel stays, and dining expenses.
This is particularly beneficial for business travelers who need to submit expense reports. Additionally, TripIt tracks carbon emissions from flights and provides recommendations for offsetting one’s environmental impact. This feature is great for eco-conscious travelers who want to reduce their carbon footprint while flying.
For those traveling with family, friends, or colleagues, TripIt makes it easy to share itineraries so everyone stays informed.
Users can grant others access to their trip details, ensuring that travel companions know the flight schedule, hotel information, and planned activities. This feature is particularly useful for corporate travel, where teams need to stay coordinated on business trips.
TripIt Pro removes all advertisements, providing a cleaner, distraction-free experience. While the free version includes some ads, upgrading to Pro ensures a seamless interface with no interruptions. This is a small but appreciated benefit for users who prefer an uncluttered experience.
Simply forward confirmation emails, and TripIt organizes everything into a neat, easy-to-access itinerary.
Flights, hotels, car rentals, and activities are stored in a single, centralized location.
Get notified about delays, cancellations, gate changes, and baggage claim updates.
Access your itinerary even without an internet connection.
Seamlessly integrates with Google, Outlook, and Apple calendars for easy scheduling.
Many of the best features (like real-time flight alerts and seat tracking) require the paid Pro version.
TripIt scans your inbox for travel confirmations, which some users might find intrusive.
Unlike some competitors, TripIt doesn’t allow you to book flights, hotels, or activities directly within the app.
While functional, the app's layout might feel overwhelming or outdated compared to more modern travel apps.
The Pro version costs $49/year, which might not be worth it for infrequent travelers.
The core planning interface uses intuitive drag-and-drop functionality that lets travelers easily reorder destinations, adjust durations, and visualize their route on an integrated map. Smart routing suggestions optimize travel between locations while timeline management helps users specify nights per destination and overall trip duration.
One of Stippl's most beloved unique features automatically creates cinematic 3D videos from your planned route and uploaded photos. Users consistently praise this visual storytelling capability that transforms static itineraries into shareable travel movies, making it particularly appealing for social media-savvy travelers.
The AI planner generates personalized itineraries in under two minutes based on your preferences, travel style, and interests. This feature provides activity brainstorming and budget optimization while offering destination-specific recommendations tailored to individual travelers.
The expense tracking system supports multi-currency transactions with real-time exchange rates, category-based tracking with color coding, and detailed spending analysis over time. Group expense splitting with settlement tracking makes it especially valuable for collaborative travel, while CSV export capabilities enable personal record-keeping.
Users can forward travel confirmations to Stippl for automatic organization, creating a centralized view of all confirmed versus pending bookings. Direct integration with Booking.com, Airbnb, Viator, and Hostelworld enables in-app booking while automated updates reflect reservation changes in your itinerary.
Real-time collaboration allows multiple users to edit itineraries simultaneously with permission management controls. Shared packing lists with task assignment and built-in messaging coordinate group decisions, while transparent expense sharing maintains harmony among travel companions.
Choose from 10+ scratch map styles to visualize visited destinations, creating a gamified element to travel tracking. Combined with travel profile features that store favorite places and recommendations, this creates a personalized travel hub for documenting adventures.
Available on iOS (15.1+), Android, and web platforms with seamless data sync between devices. The mobile app offers GPS integration and camera functionality while the web platform provides enhanced planning tools better suited for detailed trip layout and organization.
Browse and copy itineraries from travel influencers and community members, then customize them for your own adventures. Social connections let you follow friends and family for travel inspiration while content creation tools help travel bloggers monetize their itineraries.
Organize multi-modal transport including flights, trains, cars, and ferries with special features for overnight journeys like cruises. Real-time updates provide notifications for flight delays and schedule changes while accommodation integration spans budget to luxury options.
Five-minute eSIM setup provides instant mobile data connectivity in over 190 countries. This emerging feature addresses a critical travel need by eliminating the hassle of finding local SIM cards or dealing with expensive roaming charges.
Travel journaling with photo integration and privacy controls helps preserve trip memories. Auto-generated travel reels transform photos into shareable video content while personal travel profiles showcase adventures and recommendations to your network.
Unlike competitors that excel in specific areas, Stippl genuinely consolidates planning, budgeting, packing, tracking, and sharing into a single elegant interface. Users consistently praise escaping the juggling act of multiple spreadsheets, apps, and documents that traditional travel planning requires.
The automatic 3D trip video generation creates cinematic representations of your journey that users describe as magical. Combined with digital scratch maps and visual route planning, these features transform travel from mere logistics into storytelling opportunities that rival professional travel content.
Real-time collaborative editing, shared packing lists with task assignments, and transparent expense splitting make group travel coordination remarkably smooth. Users highlight how Stippl eliminates common group travel friction around money management and responsibility distribution.
The platform's suggestion engine for hotels, restaurants, and activities receives consistent user praise, while the new AI trip planner generates personalized itineraries that actually match user preferences. This intelligent assistance saves hours of research time while discovering experiences users might otherwise miss.
Stippl's focus on adventure travel shows in features like multi-day transport options, outdoor activity suggestions, and route optimization for scenic drives. The platform understands adventure travelers' unique needs better than business-focused competitors like TripIt or generic tools like Google My Maps.
Users report frequent app crashes, white screen problems, and freezing that lasts over two minutes during normal operations. These technical issues make Stippl unsuitable for important travel planning where reliability is essential, creating frustration when users need to access information while traveling.
The platform struggles to find smaller cities, specific neighborhoods, or locations in certain countries like Kosovo and South Korea. Users consistently report being unable to plan trips to places that aren't major international destinations, forcing workarounds or alternative tools.
Once you create a trip and add locations, there's no edit option - users must delete entire trips and start over to make changes. This inflexibility conflicts with the natural evolution of travel plans and creates significant frustration when simple adjustments become major reconstruction projects.
Despite being available on multiple platforms, changes don't automatically sync between iPhone, iPad, and web versions without manual app restarts. This fundamental functionality gap undermines the seamless experience that modern users expect from travel planning tools.
Users report ignored support emails and lack of help documentation, leaving them struggling to understand basic functionality. The absence of guidance materials and responsive support means users often spend hours trying to accomplish simple tasks or simply abandon the platform.
The choice between TripIt and Stippl ultimately comes down to your priorities and tolerance for technical issues. Stippl offers the more ambitious and feature-rich experience with unique capabilities like 3D trip video generation, AI-powered planning, and comprehensive social sharing tools that make it particularly appealing for adventure travelers and content creators. Its all-in-one approach genuinely consolidates planning, budgeting, collaboration, and documentation in ways that TripIt doesn't match.
However, Stippl's innovative features come at a significant cost in reliability. Frequent crashes, sync issues, limited location databases, and poor customer support make it feel more like a beta product than a dependable travel companion. For important trips where you need consistent access to your itinerary, Stippl's technical instability poses real risks.
TripIt takes the opposite approach, prioritizing reliability and core functionality over flashy features. Its industry-leading email parsing works consistently, offers superior flight tracking with real-time alerts, and provides the stable experience that travel organization requires. While it lacks Stippl's cutting-edge features and social elements, it delivers on the fundamental promise of organizing your trips without frustration or technical failures.
The verdict: Choose Stippl if you're an adventure traveler or content creator who values innovative features and can tolerate technical issues as the price of accessing unique capabilities like AI planning and 3D content generation. Choose TripIt if you prioritize reliability, need proven functionality for business travel, or require a dependable tool where consistent access to your information is essential.
TripIt has proven reliability since 2006 with consistent performance, excellent email parsing accuracy, and dependable flight tracking that business travelers trust for critical trips.
Stippl frequently experiences crashes, sync issues, and technical problems that make it risky for important travel where you need guaranteed access to your itinerary. It feels more like a beta product than a stable travel tool.
TripIt focuses purely on organizing existing bookings - you book elsewhere, forward confirmation emails, and it creates clean itineraries. It's reactive organization, not active planning.
Stippl is an all-in-one platform for active trip planning with AI assistance, visual content creation, social sharing, and comprehensive travel management from start to finish.
TripIt costs $49/year for Pro features and delivers proven, reliable functionality that justifies the cost for frequent travelers.
Stippl costs $24.99/year and offers more innovative features for less money, but the frequent technical issues and poor customer support significantly diminish the value proposition.
TripIt excels for business travelers and frequent flyers who need reliable flight tracking, loyalty program integration, and consistent organization of complex itineraries.
Stippl targets adventure travelers, content creators, and social media enthusiasts who want cutting-edge features like 3D video generation, AI planning, and community sharing capabilities.
TripIt provides responsive, established customer support backed by SAP's enterprise-level service infrastructure.
Stippl has notably poor customer support with slow response times and frequently ignored emails, making it difficult to resolve technical issues when they arise.
