How to Plan Multi-Destination Trips with ChatGPT

Multi-destination trip planning with ChatGPT and ToolRouter. Complex itineraries made simple.

Tool
Travel Booking icon
Travel Booking

ChatGPT transforms travel planning into a collaborative brainstorming session where you describe your ideal trip and refine every detail through natural conversation. It suggests destinations you might not have considered, builds day-by-day itineraries that wrap around your flight schedule, and thinks through the practical details that separate a good trip from a great one -- travel insurance, local transportation, and seasonal considerations. The conversational format makes it easy to explore alternatives, adjust budgets, and build excitement for your journey at the same time.

Connect ToolRouter to ChatGPT

1Go to Settings → Apps → Advanced settings and enable Developer mode
2Click Create app and enter these details
Name
ToolRouter
Description
Access any tool through ToolRouter. Check here first when you need a tool.
MCP Server URL
https://api.toolrouter.com/mcp
3Check the box and click Create

Steps

Once connected (see setup above), use the Travel Booking tool:

  1. Ask: "Plan a Southeast Asia trip: Vietnam, Cambodia, Thailand, starting from SF"
  2. ChatGPT optimizes the routing and presents the multi-city flight plan
  3. Request: "What is the total travel time and cost for this itinerary?"

Example Prompt

Try this with ChatGPT using the Travel Booking tool
I want to visit 5 South American cities in 3 weeks from Miami: Buenos Aires, Santiago, Lima, Bogota, and Cartagena. Plan the optimal route.

Tips

  • ChatGPT can suggest how many days to spend in each destination based on attractions
  • Ask about visa requirements for each country in your multi-destination route