Highlights: AI Trip Planner

Highlights: AI Trip Planner

Travel Itinerary & Group Trips

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Free

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Details

Released
October 30, 2026
Updated
November 1, 2026

Features

Highlights: AI Trip Planner screenshot #1 for iPhone
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Highlights: AI Trip Planner screenshot #7 for iPhone
Highlights: AI Trip Planner screenshot #8 for iPhone
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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.

Developer apps