Tell me about your trip
Describe your trip the way you’d tell a friend. Tripp reads between the lines and finds the best stays for what you are looking for.
In a world of unlimited choice, find the perfect stay for you.
Stays that actually fit
Group trips
Flexible dates
Two flats, one street
Handles what filters can’t
Group trips. Loose dates. A terrace that catches the evening light. Tripp reads the details checkboxes miss, and finds the stays built around them.
Lovely occasion. Two quick things and I’ll get out of your way: roughly what per night, and hotel or a place of your own?

Duplex with a private patio, Eiffel Tower at the window
- The tower, from your own quiet corner. No crowds involved.
- A private patio sized for two glasses and a long evening.
- Riverside strolls start at the front door.
Weighs the tradeoffs, and tells you why
No more thirty open tabs. A short list of stays that fit your trip, each with plain-spoken reasons. Everything from the street corner, the sights and the walk to dinner.
A profile that travels with you
Everything you tell Tripp becomes your Traveler.md. It’s a portable travel profile you can carry into Claude, ChatGPT, and any tool you plan with. Say it once, and every trip after starts smarter.
Your travel preferences, everywhere you plan
Once your travel preference profile is built, connect it directly to your AI tools and participating sites like Sonder. You never have to repeat yourself, and every tool stays current on the trips you’re planning and how you like to travel.
Prefers quiet over lively. Morning light matters, so does the walk to coffee.
Around $400 a night — worth stretching for a terrace with a view…