
Highlights: AI Trip Planner
Travel Itinerary & Group Trips
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About
Type one sentence, like "4 days in Lisbon in May, food and views", or paste a video link. Sally, our balloon guide, builds a day-by-day itinerary with real places, photos, opening hours, travel times and a map. Making your own trips is free.
MAKE A PLAN IN ONE SENTENCE
• Say it the way you'd tell a friend: where, when, who's coming and what you love.
• Or paste a TikTok or Instagram video link, or a list of must-dos.
• Every stop is a real place with a photo, one line on why it's worth it, opening hours, the website and directions.
• Days are paced around opening hours and the walk or drive between stops.
CHANGE ANYTHING BY ASKING
• Ask Sally: "Swap the museum for a market", "Add a slow afternoon" or "Is day 2 too much walking?"
• Add her suggestions to any day with one tap.
EVERY DAY ON A MAP, EVEN IN 3D
• Follow each day's route on the map, or see the whole trip in 3D.
• Open directions in Apple Maps or Google Maps.
TRAVEL TOGETHER
• Invite your group with one link and see who's going. Friends can open it without the app.
• Share any trip as a link, from a weekend getaway to a bachelorette weekend.
ON THE TRIP
• Today shows your next stop, how long the walk is, and a checklist for the day.
• Trips you've opened work offline.
PLANS FOR BIG DATES
• Ready-made plans built around the date: the 2027 total solar eclipse in Luxor, Mardi Gras in New Orleans, Christmas markets in Alsace, the aurora months, bachelorette weekends in Nashville and Savannah, and more.
• Explore trip ideas for upcoming events, weekends with friends and first times in a city.
Making and editing your own trips is free. Some ready-made event plans unlock the full itinerary with a one-time purchase; day 1 is free to preview.
Questions or ideas? Write to support@winding.ai.
Privacy Policy: https://highlights.ai/privacy
Terms of Service: https://highlights.ai/terms
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What's New in Highlights
1.0.2
November 1, 2026
Small fixes and polish.







