Ribbit pairs an AI assistant called Lily with real trip logistics: day-by-day itineraries, Viator activity booking, automatic Gmail scanning for confirmations on the free plan, group voting, expense splitting and live flight alerts. iOS and Android.
Ribbit is the rare app that plans and organizes without doing either badly. Lily, its assistant, writes a day-by-day itinerary from your destination, dates, interests and budget, suggesting restaurants and sensible scheduling rather than a list of famous buildings. Then the practical half kicks in: it scans your email for confirmations and imports flights, hotels, cars and tours automatically, and it does that on the free plan, which is genuinely unusual, since most rivals put email import behind their paywall.
Groups get proper tools too, invitations, voting on activities, expense splitting by category and shared notes, so the planning argument happens in the app rather than a group chat nobody can scroll back through. Viator integration means activities are bookable, live flight alerts cover delays and gate changes, and there are packing lists for the part of travel everyone forgets until 11pm the night before.
The free tier is genuinely useful: core planning, basic Lily, email import. Ribbit Pro adds unlimited Lily messages, Google Calendar sync, offline access, family sharing for up to five people, road trip optimization and dark mode. The 14-day trial asks for no card, which we appreciate.
Think of it as the middle ground between a pure planner like Mindtrip and a pure organizer like TripIt. It doesn't have Mindtrip's booking depth or TripIt Pro's legendary alert speed, but it's the only one here that does a decent job of both halves without charging you first.
The best all-rounder for families and friend groups, mostly because the free plan includes the email scanning everyone else charges for.
