family placeholder Week · #25

Date Night Planner

A Claude-driven Q&A that generates a full 4-6 hour date night itinerary based on weekly preferences, without repeating what you've already done.

Claude APIPuppeteerObsidianMarkdown

Date nights fall into predictable patterns or suffer decision fatigue. We’ve been to the same three restaurants. We spent 40 minutes deciding what to do and ran out of energy before the date started. The planner removes the decision and makes the date happen.

The Problem

The gap between “we should do something nice tonight” and “we’re actually doing something nice tonight” is decision fatigue. No system combines weekly preferences, local event availability, and a history of past dates to avoid repetition. Couples either default to the familiar or spend the date’s best energy deciding what to do.

What It Is

An interactive Claude prompt that collects this week’s preferences (budget, energy level, whether a sitter is available, whether we want to stay local) and generates a full 4-6 hour itinerary from multiple local sources. A date history prevents repeats. A Monday morning surprise notification drops a fresh idea without being asked.

Features

Stack

ToolRole
Claude APIItinerary generation and Q&A
Puppeteer / PlaywrightLocal event scraping
ObsidianDate history storage
MarkdownItinerary output format