Waypoint: AI Trip Planner

Waypoint: AI Trip Planner

Trips that fit you

sorincioban
@sorincioban
Published on May 16, 2026
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Details

Use Cases
Trip Planning
Target Audience
Travellers
Pricing
Freemium from $2.99
Platforms
Mobile

About Waypoint: AI Trip Planner

Plan your next trip in two minutes. Travel with it for two weeks. Tell Waypoint where you want to go. Get a complete day-by-day trip with hotels, restaurants, and activities — all real places, with ratings, photos, and pricing. Then make it yours. Swap a restaurant for something cheaper. Move an activity to another day. Ask for a food tour in the afternoon. Your trip updates instantly and stays coherent. INSPIRED BY YOUR TRAVEL PATTERNS Scan your travel photos and Waypoint shapes recommendations from the places you've actually saved and the trips you've already taken. Ask for "five days in Tokyo" and get hole-in-the-wall ramen, not generic tourist sushi. Inspired by how you travel, not assumptions about who you are. SOURCE BOARDS Collect links, screenshots, and notes into source boards before or during planning. Keep a general board for inspiration, or attach sources to a specific trip so Waypoint factors them in. SEE WHY A PLACE WAS CHOSEN Tap a venue to see the sources behind the recommendation — official sites, reviews, editorial, or community signals. Every choice is inspectable, not a black box. PLAN WITH OTHER PEOPLE Share a trip so others can view, comment, and contribute links and notes. The owner stays in control of the itinerary. BUILT FOR EVERY TRAVELLER Full Dynamic Type, VoiceOver, and Reduced Motion support across every screen — and WCAG AA contrast in light and dark mode. Tell us about your accessibility needs at onboarding and the AI factors them into the trip it plans, from step-free venues to accessible hotels. REAL PLACES, REAL PRICES Every hotel, restaurant, and activity is grounded in real data with current ratings, photos, and pricing. Each itinerary is checked for hotel continuity, realistic pacing, and whether places are actually open before you see it. REALISTIC BY DEFAULT Most AI planners overpack your days with everything they can fit. Waypoint trims what won't realistically work and tells you why — so your trip stays believable, not aspirational. Tap to add anything back when you've got more time. SMART ALTERNATIVES See a hotel that's too expensive? One tap shows you cheaper options nearby. One more tap swaps it in — and the rest of your trip stays coherent. MULTI-DESTINATION TRIPS Tokyo to Kyoto to Osaka. Lisbon to Porto to the Douro Valley. Waypoint handles multi-city trips with realistic travel timing, transport between cities, and smart day-by-day routing. TAKE IT WITH YOU Download your trip for offline access on travel days. Export any day to Google Maps. Even on a 12-hour flight or a tunnel with no signal, your trip is right there. ONE TRIP OR UNLIMITED PLANNING Your first complete trip is free, top to bottom — full generation, full editing, full chat. Choose Waypoint Pro for unlimited trip generation, sharing, offline access, Maps export, and pattern memory that compounds with every trip. Or pay once with a Trip Pass for a single trip. Built for travellers who are tired of generic recommendations. Waypoint Pro is available as an auto-renewing subscription. Trip Pass is a one-time purchase for access to a single trip. Pricing may vary by region. You can manage or cancel subscriptions through your App Store account settings.

Product Insights

Waypoint is a mobile-native trip planner that integrates AI itinerary generation with real-world data like photos, ratings, and pricing. It coordinates logistics for single or multi-city trips while offering deep accessibility support through a freemium pricing model.

  • Personalized recommendations based on scanned travel photos and stored pattern memory.
  • Integrated accessibility considerations including step-free venue filtering and WCAG AA compliance.
  • Support for multi-destination trips with realistic transport timing and hotel continuity checks.
  • Offline access and Google Maps export functionality for on-the-go navigation.

Ideal for: Travellers who need highly customizable itineraries that factor in real-world pricing and personal accessibility requirements.

Product Video

Watch a video demo of Waypoint: AI Trip Planner.

Screenshots

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Comments (1)

sorincioban
@sorincioban

I've been using Waypoint for my own trips for a few months now, which is both a perk and a conflict of interest - so I'd genuinely love honest feedback from people who are harder to impress.