How to create a ChatGPT travel itinerary to combine remote work with travel in 2023

Working remotely while traveling and experiencing new destinations is a dream come true for many professionals today. However, it can be complex to plan the logistics of such a lifestyle. Most trip-planning tools cater to those planning traditional vacations. Before we look in dive into creating a ChatGPT travel itinerary, let’s take a step back.

What to consider when planning your hybrid work-travel trip

Accessibility and proximity to WiFi

This is, of course, one of the most critical considerations. You’ll need to ensure that you have access to reliable, high-speed internet wherever you go, so you can keep working productively.

Time zone differences

I’ve said before that you shouldn’t be scared of time zones, but use them to your advantage! Of course, you may have to adapt your work hours to align with your team or clients, which could impact your travel plans and activities.

Local amenities

Seek accommodation that’s in close proximity to essential amenities like grocery stores, laundromats, and health facilities. This can save you a significant amount of time in daily logistics, especially if you’re planning a stay longer than a week or two.

Activity planning

Choose activities that fit into your work schedule. Short activities that can be done in a couple of hours, such as visiting a museum or a local market, can be combined with your workday, leaving longer activities for your days off.

Workspace setup

Not all work can be efficiently done from a bustling cafe or a steamy beach. Seeking accommodation with a dedicated can significantly increase your productivity.

Cultural considerations

If you’re traveling to a country with a different culture, take some time to learn about local customs and norms, particularly those that might affect your work habits and routines, such as local holidays or typical working hours.

Legalities and work permits

Some countries have specific digital nomad visas, while others do not permit working on a tourist visa. Include legal requirements in your research to avoid any complications.

When to make budget trade-offs

One of the biggest benefits of combining work with travel is not being limited to traveling during typically peak high seasons when a location is flooded with tourists and prices are extreme. Florence in November, or Cancun in June anyone? How can you optimize your budget based on when you travel?

How ChatGPT can help with your travel itinerary

Enter ChatGPT, a versatile AI that can aid in organizing and optimizing your travel. There might be a ton of chatter around using ChatGPT for travel, but it’s still early days, if we look at the trends.

However, many people don’t know where to start with ChatGPT, or are overwhelmed by the sheer number of prompts available – many being generic and useless.

Here are some top prompts to use while building your travel itinerary with ChatGPT – simply copy and paste them in!

🔥 Hot tip: if you’re a beginner, don’t try to front-load too much detail in your prompt. It’s better to treat ChatGPT like you’re having a conversation with someone. Start with a more basic prompt, and add layers of detail to your follow-up prompts.

Best ChatGPT prompts for travel inspiration

Here are a few prompts to help whet your travel appetite, that are friendly to people who want to combine work with travel.

• Could you provide information on the best budget-friendly destinations during off-peak seasons where the average flight cost is less than $500, flying from [airport]?
• Recommend 3 budget-friendly destinations within 5 hours of [timezone], during off-peak seasons where the average flight cost is less than $500, flying from [airport]?
• What are some tips for finding discounted accommodation in destinations where the flight cost is under $500 during the off-peak season?
• Find information on any potential off-peak season discounts or packages for remote workers in destinations that have flights costing less than $500, flying from [airport].
• How much money do I need as a digital nomad for one month in [destination]?
• What Is the best way to go from [city] to [city] as a solo traveler?

Example prompt and results:

Of course, you’ll get the best results and save time when you provide more information upfront. Test out a few basic prompts, then combine your top priorities into a more detailed prompt.

Example prompt and results:

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✨ Curious about ChatGPT travel plugins? Check out my review of Kayak’s plugin. ✨

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Best ChatGPT prompts for finding a good place to work

Here are some prompts that you could use to ask ChatGPT for advice on finding places with a good work setup, strong WiFi, and proximity to local amenities.

• What are some cafes in [destination] known for their reliable WiFi and work-friendly environment?
• Can you find co-working spaces in [destination] with good reviews for internet speed and reliability?
• List the top digital nomad-friendly cities in [country] with excellent internet infrastructure, prioritizing internet accessibility and reliability.
• What are some good neighborhoods for digital nomads in [city] that offer both strong Wi-Fi connections and close proximity to local attractions and necessities?
• Can you suggest some accommodations in [city] that are near co-working spaces and also close to local amenities?
• What are some good locations for remote work that are within a 15-minute walk or public transportation ride from [hotel] in [city]?

🔥 Hot tip: ChatGPT, by default, loves to make long lists of recommendations that can sometimes overlap. Tell it upfront to limit its recommendations by a certain number, based on research available.

Example prompt and results:

Best ChatGPT prompts for finding activities and experience to combine with remote work

Here are some prompts that can help you find suitable activities within a certain timeframe you can balance with your remote work schedule, as well as catering to your preferred time zones.

• Suggest some half-day activities in [city] that can be combined with a remote work schedule.
• I’m looking for unique experiences or tourist activities in [city] that I can do in half a day or less. Any suggestions?
• What are some experiences or attractions in [city] that can be completed in less than a day and are suitable for a remote worker?
• What are some local experiences in [city] that I can enjoy early in the morning before my workday starts?
• What are some local attractions in [city] that I can explore during my lunch break or in the afternoon?
• Can you recommend some safe, must-visit places or experiences in [city] that I can enjoy in the evening, post-work?

Example prompt and results:

How to put together a full trip itinerary with ChatGPT

Now you’ve got some travel inspiration and found some places to go, where to work, and activities to do, let’s put it all together to build a trip itinerary across a longer timeframe.

“Suggest a travel itinerary for a digital nomad planning to stay in [City Name] for 2 months? Include: safe areas to stay with good access to WiFi, suggestions of local activities, and information, and local cafes for working.”

How to create an itinerary with ChatGPT to combine remote work with travel – conclusion

ChatGPT proves to be an invaluable tool for creating a comprehensive travel itinerary that combines remote work with exploration. By leveraging the power of AI, you can receive personalized suggestions for budget-friendly destinations, find places with a good work setup and proximity to local amenities, and discover activities and experiences that seamlessly fit into your work schedule.

With ChatGPT as your personal AI travel planner, you can unlock the full potential of the digital nomad lifestyle and make the most of your work-travel adventures.