Welcome to the 2024 Edition of the #30DayAIChallenge. This year, we’ll be focusing on making Generative AI more accessible for all. So follow along and give each challenge a try yourself, plus share your own thoughts and experiments with a community of like-minded learners and tinkerers!*
Week 4’s theme is “Back To The Future: Living With AI“, which takes on an AI infused lifestyle…or everyday AI use cases that can make our lives a little easier or better.
Today’s Challenge: Make Holiday Planning Easier With AI
Planning a holiday can be both exciting and overwhelming. With endless options for destinations, accommodations, and activities, it’s easy to get lost in the details. Today’s challenge is all about leveraging AI, specifically chatbots like ChatGPT and platforms like Google Gemini, to simplify and enhance the holiday planning process. We’ll explore how these tools can offer personalized recommendations, streamline bookings, and provide valuable insights to make your vacation planning smoother and more enjoyable.
Here’s some content we covered previously:
Getting Started With AI Powered Holiday Planning
For those new to using AI for holiday planning, chatbots like ChatGPT, Google Gemini, Claude, Pi and others offer a pretty friendly and interactive way to start. They can answer questions, provide travel recommendations based on preferences and budget, and even assist with itinerary planning.
Some Practical Tests You Can Try Out
Here are some ideas and challenges you can give a shot, to see how AI can add value to your holiday planning:
Challenge 1: Destination Discovery
Objective: Find a unique vacation spot based on your interests.
- Task: Start a chat session with ChatGPT, Google Gemini, Claude or other favourite AI chatbot. Describe your interests, such as hiking, culinary experiences, or art history. Ask for destination recommendations that cater to your interests. Example using Google Gemini below.
- Outcome: Discover at least three destinations you hadn’t considered before. Research one of them in detail for potential future travel.
Challenge 2: Itinerary Planning
Objective: Create a detailed day-by-day itinerary for a 7-day trip.
- Task: Choose a destination and ask your favourite AI Chatbot to help draft a daily itinerary that includes sightseeing spots, restaurants, and leisure activities. Specify any preferences or restrictions you have.
- Outcome: Have a complete itinerary ready. Compare it with guides or itineraries available online to see how well the chatbot tailored the plan to your preferences.
Challenge 3: Budget Planning with ChatGPT
Objective: Craft a budget for your next trip.
- Task: With a destination in mind, ask your favourite AI Chatbot to outline the estimated costs for transportation, accommodation, food, and activities. Provide parameters like travel dates and preferences for accuracy.
- Outcome: Get a ballpark figure for your trip’s budget. Cross-verify some of the costs through online research to assess accuracy.
Challenge 4: Booking Insights
Objective: Find the best time to book your flights and accommodation.
- Task: At some point, I expect Google Gemini may be able to access historical pricing data and predictions for future prices through Google Flights and Hotels. In the meantime you can tap into integrations from OTAs, e.g. in-app or custom GPTs / Plugins from Expedia, Kayak, etc. Example using ChatGPT + Kayak below.
- Outcome: Identify the optimal booking window for your trip to potentially save money on flights and hotels.
Challenge 5: Comparison Shopping
Objective: Compare vacation packages versus booking individually.
- Task: Research a vacation package through an AI chatbot with an OTA plugin (as in the example above) that includes your flight, hotel, and rental car. Then, try to assemble a similar package by booking each component individually through the platform.
- Outcome: Analyze the cost difference and convenience factor between the packaged deal and individual bookings to see which offers better value.
Challenge 6: Local Advice
Objective: Get insider tips and advice for your chosen destination.
- Task: Ask your favourite AI Chatbot for local advice on your destination, such as lesser-known attractions, local dining spots away from tourist traps, and tips on cultural etiquette. Example using Claude below.
- Outcome: Compile a list of local insights and add a few to your travel plan for an authentic experience.
Challenge 7: Problem Solving on the Go
Objective: Use the ChatGPT, Google Gemini or Pi mobile app as a travel assistant during your trip for any unforeseen situations.
- Task: While on your trip, use your favourite AI Chatbot to solve at least one travel-related problem or question that arises, such as finding nearby pharmacies, interpreting local transportation schedules, or suggesting indoor activities for rainy days. Example below, where I gave ChatGPT a picture of a menu while travelling and asked for specific dietary recommendation.
- Outcome: Reflect on how effective and helpful the chatbot was in addressing your on-the-spot needs.
The Future Is Bright!
As we explore more AI-assisted holiday planning, the possibilities seem limitless. From beginners getting their feet wet with chatbots like ChatGPT, to advanced travelers harnessing the power of custom GPTs and plugins, AI is revolutionizing how we plan our vacations. Not only does it make the process easier and more efficient versus having to rely on traditional search and specialist websites, but it also opens up new avenues for personalized travel experiences. As AI technology continues to evolve, we can only imagine how much smoother and more exciting holiday planning will become. I’d personally love to get to a stage where I can customize my own AI assistant to know all my needs, preferences and wishlist items, so it can go off and do a lot of the heavy lifting for me, including negotiating with other systems & bots, plus making the bookings I approve. I don’t think we’re very far off from that…give it another couple of years!
If you give any of these tools or challenges a try, leave a comment and share your experience! If you’re using other platforms to post, please tag your Facebook, Twitter / X or LinkedIn post with #30DayAIChallenge so others can find it too.
Till tomorrow…
*Please note: Participation in the 30 Day AI Challenge is at your own discretion and responsibility. Always ensure that no sensitive personal information, confidential, or proprietary company data is shared. Adhere to all applicable local laws and company policies. Enjoy exploring AI responsibly!
Hotel AI, Marketing, Tech and Loyalty 
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