How to Plan Multi-Destination Trips with Claude

Plan multi-destination trips with Claude and ToolRouter. Optimized routing across multiple cities.

Tool
Travel Booking icon
Travel Booking

Claude approaches travel booking as a multi-step reasoning problem right in your terminal, analyzing flight timing, layover logistics, and itinerary coherence through iterative conversation. It evaluates the trade-offs between price, convenience, and schedule alignment across each component of your trip, flagging potential issues like tight connections or late arrivals before you commit. By maintaining context across the entire planning session, Claude builds a package where flights, timing, and logistics work together as a coherent whole rather than a collection of separately booked components.

Connect ToolRouter to Claude

1Go to Settings → Connectors → Add custom connector
2Enter the details below and click Add
Name
ToolRouter
URL
https://api.toolrouter.com/mcp
3Done — works on Claude chat, desktop, and mobile

Steps

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

  1. Ask Claude: "Plan a 3-week trip visiting Tokyo, Seoul, and Bangkok from LA using travel-booking"
  2. Claude optimizes the routing and books flights for each segment
  3. Review the overall itinerary for logical flow and sufficient time in each city

Example Prompt

Try this with Claude using the Travel Booking tool
Plan a European trip from Boston: 4 days in London, 3 in Paris, 4 in Rome, 3 in Barcelona, then home. Find the best routing and book flights.

Tips

  • Let Claude suggest the optimal city order -- it may differ from your initial plan
  • Ask for the total flight cost across all segments to stay within budget