Tell Paint the Town your city and budget. It researches real venues with live web search — checking hours, prices, and what's on — and hands you three complete evenings to choose from. Pick one, remix them, or swap any stop.
Paint the Town isn't a list of links. Every plan is a schedule — times, durations, addresses, and costs that fit your budget.
A short quiz captures what you both love — cuisines, activities, music, drinks — and what to avoid. It keeps learning from every plan you rate.
Claude searches the real web for currently-operating venues in your city — checking hours for your actual date, prices, and what's happening that night.
Three distinct evenings, each fully scheduled and budgeted, with a note on why each stop matches you. No two plans share a venue.
Mix and match stops across plans, or swap any single stop for something different. Save it, add it to your calendar, share it with your date.
The parts of planning you'd forget, or never think to check — Paint the Town does them on every plan.
Venues from dates you've done never come back. Places you loved shape future picks; places you didn't are avoided.
Paint the Town checks the forecast for your date and plans around it — patios when it's beautiful, cozy rooms when it isn't.
Every stop carries a realistic cost estimate, and the whole evening is built to fit the budget you set — not blow past it.
Want it romantic? First-date casual? Must include live music and dessert? Set the chips before you generate and the plans obey.
Swap a single stop and Paint the Town finds a replacement that fits the schedule, the budget, and doesn't clash with the rest of the night.
Add the whole evening to your calendar in one tap, or share the itinerary with your date as clean, readable text.
Paint the Town captures each venue's real booking page while it researches — OpenTable, Resy, or the restaurant's own site — so reserving is one tap.
Link accounts with your partner and every plan merges both taste profiles — nothing either of you dislikes ever gets planned.
A weekly date-night nudge on your schedule, and anniversary reminders two weeks out — while the good tables are still open. Surprise mode shares only "be ready at 7."
Point Paint the Town at a destination — or let it suggest three — and it plans every day of the trip with the same care as a single evening.
Every plan costs us real AI research, so there's no unlimited free tier — instead, your first full date plan is free, no subscription needed. Keep going with a plan that fits.
One free trial date plan per account. Pricing shown for launch and subject to change during beta.
Yes — that's the whole point. Paint the Town uses Claude with live web search to find currently-operating venues and checks them for your actual date. Every stop links to the venue's website so you can verify or book.
Three ways: Paint the Town plans against your saved taste profile and everywhere you've already been; it produces a scheduled, budgeted itinerary rather than a list of suggestions; and it's built for the follow-through — remixing, swapping stops, calendar, and sharing.
Paint the Town works anywhere web search does — big cities shine, but it does honest work in smaller towns too. Type any city; there's no fixed coverage list.
Your taste profile and plans live in your account and are used only to plan for you. No ads, no selling data, no third-party tracking. Details in the privacy policy.
Paint the Town is in private beta on iOS now, with an App Store launch to follow. Email us to join the beta.