Tripsy – Travel Plans Planner

What it does

Tripsy is a comprehensive travel planner designed to consolidate all trip-related information into a single, beautifully organized dashboard. The app allows users to create detailed itineraries, track flights, store important documents like photos and web links, and manage activities such as tours and restaurant reservations. It also features collaborative tools, enabling users to share and plan trips with others.

Where it shines

Tripsy excels in making the administrative side of travel planning feel elegant and intuitive. The trip creation process (01:17) is a standout example, turning a simple form into a dynamic experience where the background updates in real-time with the user's chosen image. After subscribing, the app provides a contextual tutorial (00:47) using a pre-populated trip, which is a smart way to teach core features without overwhelming the user. The dashboard itself is a powerful hub, providing at-a-glance information about upcoming flights, activities, and key dates.

UX highlights

The main trip dashboard uses a widget-based layout, making it easy to see key information like itinerary dates, next activities, and document access.
Adding a flight is streamlined. By searching for a flight number (03:39), the app automatically populates all relevant details, including airports, times, and aircraft type.
The document storage feature (02:25) is versatile, allowing users to import photos, save web links, create notes, and more, all available offline.
The app cleverly uses a contextual tutorial for new users (00:47), walking them through a sample trip's dashboard instead of showing abstract feature slides.
The map view (03:09) integrates with activities, providing a spatial understanding of the trip's itinerary.
Customization is a core theme, from changing the app icon (07:29) to selecting a custom background image for each trip (02:08).

Monetization & growth

Tripsy places its monetization gate early in the user journey. After a brief feature carousel, a paywall appears (00:11), offering a 7-day free trial that converts to a yearly subscription. This soft paywall is supported by social proof, featuring positive user reviews and star ratings. For users seeking other options, a secondary screen (00:18) presents a full range of plans, including weekly, monthly, and a lifetime purchase. This strategy filters for high-intent users from the outset.

Who it’s for

This app is built for organized travelers who appreciate design and want a central hub for all their trip details. It's ideal for individuals, families, or groups planning multi-day trips with various moving parts like flights, tours, and reservations. The collaborative features also make it suitable for group trip coordinators who need to share information easily. The level of detail it supports suggests a target audience that moves beyond casual weekend getaways to more complex, structured travel.

Notes & opportunities

While the app is highly polished, the immediate paywall might deter users who want to test the app's functionality before committing, even to a free trial. Introducing a limited free tier or allowing the creation of one trip before hitting the paywall could broaden its appeal. Additionally, the process of creating an account is only triggered when saving the first activity (04:00), which feels a bit late in the flow and could be introduced more smoothly during the initial setup.