How to Plan Smarter with AI: Save Time, Money & Stress

This playbook turns AI into your personal trip planner—from idea to airport pickup—in under an hour.

Step 1 — Generate a Smart Itinerary Brief

Copy-paste prompt:
Plan a 6-day trip for two to Lisbon in May under $2,000 excluding flights. Prefer walkable areas, mid-range dining, and 1 day trip to Sintra. Provide a day-by-day plan, metro passes, average costs, and a packing list.

Use your favorite AI assistant to shape the outline, then verify options with the tools below.

Step 2 — Lock Flights the Smart Way

Step 3 — Choose Stays That Fit Your Style

Let AI propose neighborhoods; then filter by review signals, distance, and transit.

Find hotels on Trip.com

Step 4 — Connectivity (Don’t Rely on Airport Counters)

Install an eSIM before you fly; test activation on Wi-Fi so you land connected.

Get an Airalo eSIM

Step 5 — First/Last-Mile Logistics

Sync pickup time to your flight and share the itinerary with your driver.

Book airport transfers

Step 6 — Save Your System

Create a Google Doc with your prompts, links, and preferences. Re-use for your next destination—planning time drops to minutes.

Next read: Top AI Travel Tools for 2025 · The 2025 Traveler’s eSIM Guide