Stippl

Stippl is a travel planner that brings itineraries, group coordination and trip records together. It suits travelers organizing trips with companions who want shared planning on web and mobile. Its free plan is unusually broad for core trip organization, though recurring AI planning and several useful exports require Pro.

Overview

Stippl combines day-by-day itinerary planning with budgets, bookings, packing lists and trip journals. Travelers can map destinations and arrange stays, activities and transport, while companions view, suggest and edit the shared plan in real time. That makes it a better fit for coordinating a group than for someone who only needs a route or a basic checklist.

Key features

Accommodation search connects to Booking.com, Airbnb and Hostelworld, and route planning helps put destinations and stops in context. These tools support organizing a trip, but they do not replace the separate booking services themselves.

AI can draft a day-by-day itinerary with activity and accommodation suggestions, and travelers can edit the result. The first itinerary is free; unlimited AI trip and day-plan generation and route optimisation are Pro features. The free allowance is enough to try a generated plan, but travelers who expect to refine ideas repeatedly will need to pay.

The budget planner supports more than 100 currencies and automatically converts logged expenses to a home currency. That is useful for groups tracking costs across borders. Trip journals, packing lists and reservation imports bring more of the trip’s records into the planner, while calendar sync and PDF and CSV exports extend how plans and expenses can be used outside it.

Stippl also offers in-app purchase and activation of local data plans for more than 190 countries. Trip details are available offline in the mobile app, a practical advantage when connectivity is limited. The web app is the primary platform; Android and iOS apps provide the mobile access.

Pricing

The Free plan costs nothing and includes unlimited trips, destinations, activities, co-planners, expenses and journal entries. It excludes AI generation beyond the first itinerary, PDF export and calendar sync. That is a generous base for travelers who mainly need shared organization, but the caps on those workflows matter to anyone relying on repeat AI planning or portable plans.

Pro costs €4.99 a month, billed monthly, and can be cancelled any time. Its listed inclusions cover unlimited AI trip and day-plan generation, PDF export, email reservation import, calendar sync, CSV expense export, custom expense categories and reusable packing lists. A plan entry under the name “Pro” also specifies 10 photos per destination in travel reels; the distinct “Stippl Pro” entry gives the broader feature set. The matching monthly prices make the plan naming worth checking at signup before choosing.

For occasional trips, Free retains the core group planner without a trip or collaborator cap. Frequent planners who need exports, calendar synchronization or repeated AI generation have a clearer reason to subscribe.

Platforms

Stippl is available on web, Android and iOS. Offline access applies to trip details in the mobile app, so travelers who need plans without a connection should use the mobile version rather than assume the same offline access on web.

Who it's for

Stippl is a strong fit for groups who want one itinerary everyone can update, especially when a trip crosses currencies or requires offline access on mobile. It is less compelling for someone seeking only a lightweight itinerary: the breadth of planning and record-keeping tools matters most when they will actually be used, and ongoing AI refinement is behind the paid tier.

Pros and cons

• Pro: Unlimited trips, destinations and co-planners on Free make it possible to organize multiple group trips without basic scale limits.
• Pro: Real-time suggestions and edits keep companions working from a shared itinerary instead of separate plans.
• Pro: Multi-currency expense conversion and offline mobile trip details address practical needs on international travel.
• Con: Unlimited AI generation, route optimisation and key export and sync tools require Pro, limiting the free plan for iterative or export-heavy planning.
• Con: The Pro naming and inclusion details differ across the two plan entries, so buyers should confirm which feature set they are selecting.

Alternatives

TREK is a free option for readers who prefer self-hosted software; its listed self-hosted plan is free for personal and internal company use under AGPL-3.0. Pilot is another free choice, with a flexible itinerary builder, route and map tools, file and reservation import, and real-time collaboration.

TripBuddy offers a free plan described as covering every trip, day and crew size. NxVoy Trips may suit readers looking for an AI-focused travel option, with a free tier capped at five chats and 50 messages per session. Navly is an iOS and macOS alternative with a free AI planning assistant, map context and itinerary building, plus a 2.99 USD 24-hour Day Pass that does not renew automatically.

Waiz offers unlimited trips and itineraries on its free tier, with its AI wizard and trip chat among the listed Pro features. Travee is a free beta option with unlimited destinations. Itinica suits readers who want broad platform support and a defined free AI allowance of one trip generation and five chat messages per month. For more options, browse AI Travel Planners or Travel Itinerary Apps.

Verdict

Choose Stippl if your trips involve companions and you want itinerary collaboration, expense tracking and mobile offline access in the same planner. Its strongest reason to choose is the combination of unlimited core trip organization on Free and practical group tools; its main drawback is that repeated AI planning, exports and calendar sync sit behind a monthly subscription. Travelers needing only a simple plan, or unwilling to pay for those extras, should compare the free alternatives first.