Plan a 7-Day Holiday Trip with AI: Step-by-Step Cheat Sheet

Last updated: 10 November 2025
Written by: Circles.Life
4 minutes read
Planning a one-week getaway sounds exciting until you realize how much time it takes to coordinate flights, accommodation, and itineraries. From researching destinations to organizing daily activities, the process can quickly become overwhelming.
That is where AI travel planning tools come in. With GPT-5, Gemini, and Perplexity Sonar, you can plan an entire 7-day holiday in minutes with CirclesAI's powerful AI plan. These AI models can research destinations, compare prices, optimize routes, and even adjust your schedule in real time based on weather or local events.
And if you want everything in one place, CirclesAI integrates all these tools into a single platform that is available at $12/month, including 400GB of data and 8GB of roaming across countries like Malaysia, Indonesia, Thailand, Taiwan, Hong Kong and more.
This cheat sheet will walk you through each step of planning your perfect 7-day holiday using AI prompts.
Step 1 – Decide Your Destination
AI can help you choose the best destination by analyzing your budget, travel style, weather preferences, and even visa requirements. Instead of browsing dozens of sites, use a few focused prompts to narrow down your choices.
Prompt Examples:
Purpose | Sample Prompt |
Find destinations | “List top destinations for a 7-day trip from Singapore under $1,000 for a beach holiday.” |
Compare options | “Compare climate, attractions, and average costs between Bali and Phuket for a week-long trip.” |
Did you know?
AI-based recommendation engines can help travelers shortlist destinations 60% faster than manual research.
Step 2 – Compare Your Flights and Transport with AI Prompts
Finding the cheapest and most convenient flights can be time-consuming. AI tools can scan multiple airline sites, predict fare drops, and even suggest nearby airports for better deals.
Prompt Examples:
Purpose | Sample Prompt |
Find flights | “Find the cheapest flights from Singapore to Tokyo for travel between May 1–8.” |
Compare options | “Compare direct and connecting flights from Singapore to Seoul with prices and total travel time.” |
Local transport | “Suggest the most cost-effective way to get around Kyoto, including subway passes and rentals.” |
Step 3 – Book Accommodation with AI Prompts
Choosing where to stay becomes easier when AI filters properties based on your preferences — from boutique hotels to family-friendly Airbnbs.
Prompt Examples:
Purpose | Sample Prompt |
Hotels | “List 4-star hotels in Paris under $200 per night near the Eiffel Tower.” |
Airbnb options | “Recommend Airbnbs in Kyoto for 4 guests, walking distance to major temples.” |
Comparison | “Compare hotels in Ubud with free breakfast and pool access.” |
Step 4 – Create Your 7-Day Itinerary with AI Prompts
Once flights and accommodations are set, it is time to plan your perfect itinerary. AI can design detailed day-by-day schedules with sightseeing, meals, and downtime. You can even set preferences such as “light walking” or “adventure-heavy.”
Day 1 – Arrival & Orientation
Prompt Examples:
“Plan Day 1 of my 7-day trip to Rome including airport transfer, hotel check-in, and nearby sightseeing.”
“Suggest activities for the afternoon in Kyoto after hotel check-in.”
Day 2 – Main Attractions
Prompt Examples:
“Create a full-day itinerary for Day 2 in Bangkok, covering 3–5 key attractions and local dining.”
“Plan sightseeing in Seoul with minimal travel time between landmarks.”
Day 3 – Adventure & Activities
Prompt Examples:
“Suggest outdoor activities in Queenstown for a couple interested in mild adventure.”
“Include a morning hike and water sports options in my Day 3 itinerary for Bali.”
Day 4 – Cultural & Local Experiences
Prompt Examples:
“Plan Day 4 in Hanoi focusing on local culture, museums, and markets.”
“Suggest traditional food tours and workshops for Day 4 in Osaka.”
Day 5 – Relaxation & Leisure
Prompt Examples:
“Plan a relaxed Day 5 in Phuket with beach time and spa options.”
“Recommend low-key evening activities in Paris after a day of sightseeing.”
Day 6 – Hidden Gems & Offbeat Locations
Prompt Examples:
“Generate a Day 6 itinerary exploring hidden gems in Singapore.”
“Suggest unique local spots in Barcelona that most tourists miss.”
Day 7 – Departure & Last-Minute Exploration
Prompt Examples:
“Plan Day 7 in Tokyo including last-minute shopping, breakfast, and transfer to the airport.”
“List easy morning activities for Day 7 in London before check-out.”
How CirclesAI Simplifies 7-Day Holiday Planning
AI Tool | What It Does |
GPT-5 | Creates itineraries, hotel lists, and local attraction ideas. |
Gemini | Predicts prices, tracks flight costs, and identifies the best travel windows. |
Perplexity Sonar | Gives fast comparisons, real-time recommendations, and last-minute tips. |
All-in-one convenience:
CirclesAI integrates all these tools in one subscription plan for $12/month, including 400GB of data and 8GB of roaming. This is ideal for travelers who want planning and connectivity in one place.
Make Your 7-Day Trip Effortless with AI
AI transforms the way we plan vacations. With customized prompts, you can create itineraries, book flights and hotels, calculate budgets, and even pack smarter.
CirclesAI brings it all together, simplifying research, bookings, and budget tracking while keeping you connected wherever you go.
Plan | Monthly Fee | Included Perks |
5G Core | $12.00/month | 400GB local data + 8GB roaming, unlimited calls, AI bundle access |
5G Most Unrestricted | $14.50/month | 800GB data, 12GB roaming, AI bundle, $10 movie ticket |
5G Plus | $16.50/month | 1TB data, 15GB roaming, AI bundle, lifestyle rewards |
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