Retire abroad. Live better.

AwaywithJoe

I retired at 50 and moved to Asia. This is where I share what it really takes to retire abroad: real costs, visas, banking, safety and the places worth calling home, starting with the Philippines, Thailand, Vietnam, and Japan.

100+ videosHome base: CebuNew episodes every week

Explore by destination

Every guide and video, organized so you can find exactly what you need.

Latest episodes

Fresh from the step-by-step series on retiring in the Philippines.

Fan favorites

The episodes viewers share the most.

Who this is forFinancially secure adults who want more life for their money: better weather, more adventure and a lifestyle that would cost a fortune back home.
What you'll getReal numbers, practical checklists and free planning tools, shared with a lot of gratitude for the countries and people who make this life possible.
Latest articles

Japan Trip AI Planning Template

 

JAPAN TRIP AI PLANNING TEMPLATE

Copy everything below, replace the items in [BRACKETS] with your own information, and paste the completed prompt into ChatGPT, Claude, Perplexity, or another AI travel planner.



Skip to the Bottom to Copy the AI Prompt Template

YOUR ROLE AS MY AI TRIP PLANNER

Act as my expert Japan travel planner.

Build a completely customized Japan itinerary based on my information, preferences, limitations, and priorities below.

Do not assume that I want to see every famous tourist attraction. Prioritize the experiences that fit my interests, travel style, physical abilities, budget, and preferred pace.

If you need additional information to create a significantly better itinerary, ask me the most important questions before building the final itinerary.

If something I have requested is unrealistic, geographically inefficient, too rushed, closed on a particular day, difficult to access, or likely to create unnecessary travel, tell me and suggest a better alternative.

Optimize my itinerary for 

[TIME / MONEY / COMFORT / EXPERIENCES / FOOD / PHOTOGRAPHY / SHOPPING / MINIMAL WALKING / MAXIMUM SIGHTSEEING / OTHER: ______].


1. BASIC TRIP INFORMATION

I am traveling to Japan from [COUNTRY / CITY].

My total trip length is [NUMBER OF DAYS].

My travel dates are:

Arrival date: [DATE]
Departure date: [DATE]

Number of travelers: [NUMBER]

Traveling with:

  • [ALONE / SPOUSE / PARTNER / FRIENDS / FAMILY / CHILDREN / OTHER]

  • Ages: [AGES]

  • Children’s ages, if applicable: [AGES]

This is my [FIRST / SECOND / THIRD / OTHER] trip to Japan.

The main purpose of this trip is:

[VACATION / FOOD / CULTURE / SHOPPING / PHOTOGRAPHY / RELAXATION / ADVENTURE / RETIREMENT RESEARCH / OTHER]

My overall travel style is:

[BUDGET / MID-RANGE / UPSCALE / LUXURY / MIXED]

My approximate daily budget, excluding hotels and flights, is:

[AMOUNT AND CURRENCY]

My approximate total trip budget is:

[AMOUNT AND CURRENCY]


2. FLIGHTS

My arrival airport is:

[NARITA / HANEDA / KANSAI / CHUBU / FUKUOKA / OTHER]

Arrival date:

[DATE]

Arrival time:

[TIME]

Airline:

[AIRLINE]

Flight number:

[FLIGHT NUMBER]

Origin:

[CITY / AIRPORT]

My departure airport is:

[NARITA / HANEDA / KANSAI / CHUBU / FUKUOKA / OTHER]

Departure date:

[DATE]

Departure time:

[TIME]

Airline:

[AIRLINE]

Flight number:

[FLIGHT NUMBER]

I have [NUMBER] checked bags and [NUMBER] carry-on bags.

My luggage situation is:

[LIGHT PACKER / AVERAGE / HEAVY PACKER / PLANNING TO SHOP A LOT]

When planning airport transportation, consider:

  • Arrival immigration and customs time

  • Getting an IC card or other transportation payment method

  • Buying or activating transportation passes if appropriate

  • Luggage size

  • Whether I should reserve luggage space

  • The easiest route rather than simply the cheapest route

  • My arrival/departure time

  • How early I should leave my hotel for my flight


3. HOTELS

City 1

City: [CITY]

Hotel: [HOTEL NAME]

Address: [ADDRESS]

Check-in: [DATE / TIME]

Check-out: [DATE / TIME]

Nearest train/subway station: [STATION, IF KNOWN]

Things I care about near my hotel:

[RESTAURANTS / COFFEE / NIGHTLIFE / SHOPPING / QUIET / TRAIN ACCESS / CONVENIENCE STORES / OTHER]

City 2

City: [CITY]

Hotel: [HOTEL NAME]

Address: [ADDRESS]

Check-in: [DATE / TIME]

Check-out: [DATE / TIME]

Nearest train/subway station: [STATION, IF KNOWN]

City 3

City: [CITY]

Hotel: [HOTEL NAME]

Address: [ADDRESS]

Check-in: [DATE / TIME]

Check-out: [DATE / TIME]

Nearest train/subway station: [STATION, IF KNOWN]

Additional Cities

Add any additional cities, hotels, and dates here:

[CITY / HOTEL / CHECK-IN / CHECK-OUT]

[CITY / HOTEL / CHECK-IN / CHECK-OUT]

[CITY / HOTEL / CHECK-IN / CHECK-OUT]


4. MUST-SEE ATTRACTIONS

These are the attractions and experiences I definitely want to visit:

[LIST EVERYTHING YOU WANT TO SEE]

Examples:

[TOKYO SKYTREE]
[SHIBUYA CROSSING]
[FUSHIMI INARI]
[NARA DEER PARK]
[OSAKA CASTLE]
[TEAMLABS]
[MOUNT FUJI]

My absolute top priorities are:

[LIST TOP 3–10]

Things I am willing to skip if they create too much travel or crowding:

[LIST]

Things I absolutely do NOT want to miss:

[LIST]


5. MY INTERESTS

Build the itinerary around my interests.

My interests include:

[FOOD]
[HISTORY]
[TEMPLES AND SHRINES]
[JAPANESE CULTURE]
[ANIME]
[MANGA]
[GAMING]
[TECHNOLOGY]
[CARS]
[MOTORCYCLES]
[PHOTOGRAPHY]
[ARCHITECTURE]
[NATURE]
[HIKING]
[SHOPPING]
[VINTAGE CLOTHING]
[KITCHENWARE]
[KNIVES]
[COLLECTIBLES]
[SPORTS]
[NIGHTLIFE]
[COFFEE]
[OTHER: ______]

The things I am MOST interested in are:

[LIST]

The things I have little or no interest in are:

[LIST]


6. FOOD

My favorite types of food are:

[RAMEN / SUSHI / YAKINIKU / TEMPURA / IZAKAYA / STREET FOOD / KAISEKI / OTHER]

Foods I specifically want to try:

[LIST]

Restaurants I already want to visit:

[LIST]

My approximate restaurant budget per person is:

[AMOUNT]

I prefer:

[CHEAP LOCAL RESTAURANTS / MID-RANGE / HIGH-END / MICHELIN / MIXED]

I am interested in:

[RESERVATION-ONLY RESTAURANTS / LOCAL HIDDEN GEMS / FOOD MARKETS / STREET FOOD / FOOD TOURS / COOKING CLASSES / OTHER]

Dietary restrictions or allergies:

[NONE / LIST]

Foods I will not eat:

[LIST]

When recommending restaurants, prioritize:

[LOCAL AUTHENTICITY / VALUE / ATMOSPHERE / QUALITY / CONVENIENCE / UNIQUE EXPERIENCES / OTHER]


7. SHOPPING

I want to shop for:

[CLOTHING / SHOES / CAMERA EQUIPMENT / ELECTRONICS / KNIVES / KITCHENWARE / VINTAGE ITEMS / ANIME / MANGA / COLLECTIBLES / TOYS / GIFTS / BEAUTY PRODUCTS / OTHER]

Specific items on my shopping list:

[LIST]

My shopping budget is:

[AMOUNT]

I am interested in tax-free shopping where available.

Please identify good shopping areas that fit my interests.

I am especially interested in:

[TOKYO / KYOTO / OSAKA / OTHER]

I also want:

[VINTAGE STORES / DEPARTMENT STORES / OUTLETS / LOCAL MARKETS / SPECIALTY SHOPS / LUXURY SHOPPING / DISCOUNT STORES / OTHER]

If a particular item is significantly cheaper, better, or easier to find in one city, tell me where I should buy it.


8. PHOTOGRAPHY

I am interested in photography.

My photography interests are:

[STREET / LANDSCAPES / ARCHITECTURE / FOOD / PEOPLE / NIGHT PHOTOGRAPHY / SUNRISE / SUNSET / SOCIAL MEDIA / OTHER]

My photography skill level is:

[BEGINNER / INTERMEDIATE / ADVANCED]

My camera equipment is:

[PHONE / MIRRORLESS / DSLR / OTHER]

Important photo locations I want to visit:

[LIST]

For major photo locations, tell me:

  • Best time of day

  • Best lighting

  • Expected crowds

  • Best viewpoint

  • How to get there

  • How long I should allow

  • Whether reservations are required

Prioritize good photography opportunities without making the itinerary feel like a photography tour unless appropriate.


9. WALKING AND MOBILITY

My preferred amount of walking per day is:

[LOW / MODERATE / HIGH / VERY HIGH]

Maximum comfortable walking distance per day:

[MILES / KM / STEPS]

My physical limitations are:

[NONE / DESCRIBE]

I want to avoid:

[STAIRS / STEEP HILLS / LONG WALKS / ESCALATORS / CROWDED TRAINS / OTHER]

I use:

[NO ASSISTANCE / CANE / WALKER / WHEELCHAIR / OTHER]

When practical, prioritize routes with:

  • Elevators

  • Escalators

  • Minimal stairs

  • Short walking distances

  • Easy station transfers

  • Seating opportunities

Do not simply tell me that a route is "accessible." Explain what makes it easier or harder.


10. CROWDS

My tolerance for crowds is:

[VERY LOW / LOW / MODERATE / HIGH]

I prefer:

[EARLY MORNINGS / LATE EVENINGS / OFF-PEAK HOURS / ANYTIME]

I particularly want to avoid crowds at:

[LIST LOCATIONS]

Whenever practical, schedule popular attractions during their least crowded reasonable hours.

If visiting early in the morning provides a significantly better experience, tell me.


11. TRAVEL PACE

My preferred pace is:

[VERY RELAXED / RELAXED / MODERATE / FAST-PACED]

I prefer approximately:

[1–2 / 2–3 / 3–4 / 4+] major activities per day.

I want:

[LOTS OF FREE TIME / SOME FREE TIME / VERY LITTLE FREE TIME]

I prefer to:

[STAY IN ONE AREA EACH DAY / SEE AS MUCH AS POSSIBLE / MIX BOTH]

I want approximately:

[NUMBER] hours of downtime each day.

I do / do not want:

[NAPS / LONG LUNCHES / AFTERNOON BREAKS / EVENING ACTIVITIES]


12. TRANSPORTATION

I am comfortable using:

[TRAINS / SUBWAYS / BUSES / TAXIS / UBER / WALKING / RENTAL CAR]

My preferred transportation priority is:

[CHEAPEST / FASTEST / EASIEST / FEWEST TRANSFERS / LEAST WALKING / MOST SCENIC]

I am comfortable navigating large Japanese train stations:

[YES / SOMEWHAT / NO]

When recommending trains, provide:

  • Station name

  • Station entrance when practical

  • Train line

  • Direction

  • Platform number when available

  • Train type

  • Train name/number when applicable

  • Number of stops

  • Where to transfer

  • Which exit to use

  • Approximate travel time

  • Whether seats should be reserved

  • Whether luggage reservations are needed

  • How to confirm I am boarding the correct train

Do not assume that I understand Japanese train systems.

Explain anything that could realistically cause a first-time visitor to get confused.


13. DAY TRIPS

I am interested in day trips to:

[NARA / KAMAKURA / YOKOHAMA / KAWAGOE / HIMEJI / HIROSHIMA / MIYAJIMA / KOBE / NIKKO / MOUNT FUJI / OTHER]

I am willing to travel up to:

[NUMBER] hours each way for a day trip.

I prefer:

[NO DAY TRIPS / ONE / SEVERAL]

Potential day trips should only be included if they are worth the travel time.


14. CULTURAL EXPERIENCES

I am interested in:

[TEA CEREMONY / KIMONO / SUMO / COOKING CLASS / KNIFE MAKING / SAKE / ONSEN / CALLIGRAPHY / TEMPLE STAY / MARTIAL ARTS / OTHER]

Specific experiences I want:

[LIST]

My interest level in traditional Japanese culture is:

[LOW / MODERATE / HIGH / VERY HIGH]


15. NIGHTLIFE

I am interested in:

[NONE / BARS / IZAKAYA / LIVE MUSIC / NIGHT VIEWS / NIGHT MARKETS / CLUBS / QUIET EVENINGS / OTHER]

My preferred nightlife style is:

[QUIET / SOCIAL / UPSCALE / LOCAL / TOURIST-FRIENDLY / OTHER]

I usually want to be back at my hotel by:

[TIME]


16. WEATHER

I am traveling during:

[MONTH / SEASON]

My tolerance for:

Heat: [LOW / MODERATE / HIGH]

Humidity: [LOW / MODERATE / HIGH]

Rain: [LOW / MODERATE / HIGH]

Cold: [LOW / MODERATE / HIGH]

I am willing to change the itinerary based on weather.

If the forecast affects outdoor activities, suggest the best alternative indoor activities.


17. RESERVATIONS

The following experiences/restaurants are already booked:

[LIST]

The following things still require reservations:

[LIST]

I am willing to make reservations:

[YES / NO / ONLY FOR IMPORTANT EXPERIENCES]

If something requires advance booking, tell me:

  • How far in advance I should book

  • Whether reservations are difficult to get

  • Whether there is a cancellation policy

  • Whether there is a better alternative


18. THINGS I DON'T WANT

Do NOT include:

[LIST ANYTHING YOU DON'T WANT TO DO]

Examples:

[CROWDED TOURIST ATTRACTIONS]
[MUSEUMS]
[LONG HIKES]
[NIGHTLIFE]
[ANIME]
[TEMPLES]
[CHAIN RESTAURANTS]
[EXPENSIVE EXPERIENCES]


19. SPECIAL REQUIREMENTS

Other things you should know about me:

[ANYTHING ELSE]

Examples:

[I GET TIRED IN THE AFTERNOON]

[I NEED COFFEE EVERY MORNING]

[I DON'T LIKE EARLY MORNINGS]

[I LOVE PEOPLE WATCHING]

[I WANT TO MEET LOCALS]

[I AM A HUGE CAR ENTHUSIAST]

[I AM CELEBRATING A BIRTHDAY]

[THIS IS OUR ANNIVERSARY]

[I WANT TO PROPOSE]

[I AM TRAVELING WITH SOMEONE WHO HAS LIMITED MOBILITY]


20. BUILD MY ITINERARY

Now use everything above to build my Japan itinerary.

First, analyze my trip and identify any obvious problems with my current plans.

Tell me if I am:

  • Trying to see too much

  • Backtracking unnecessarily

  • Staying in an inefficient location

  • Visiting attractions on poor days or at poor times

  • Missing obvious experiences based on my interests

  • Scheduling activities when they are likely to be exceptionally crowded

  • Creating unnecessary transportation costs

  • Creating unnecessary walking or stairs

  • Missing reservations I should make in advance

Then create the optimized itinerary.

Organize it by day and time.

For each activity include:

TIME

LOCATION

WHAT I'M DOING

WHY IT'S WORTH DOING

HOW TO GET THERE

TRAIN/SUBWAY/BUS DETAILS

WALKING TIME

EXPECTED CROWD LEVEL

APPROXIMATE COST

RESERVATION REQUIRED?

HOW LONG TO SPEND THERE

WHAT TO DO NEXT

Do not schedule every minute.

Leave realistic buffers for:

  • Walking

  • Getting lost

  • Bathroom breaks

  • Food

  • Shopping

  • Photos

  • Delays

  • Rest

Group activities geographically whenever possible so I am not constantly crossing the city.

Prioritize the most important experiences and eliminate unnecessary backtracking.


21. TRANSPORTATION DETAILS

For every significant train or subway journey, give me enough information that a first-time visitor could realistically follow it.

Where practical, include:

Starting station

Station entrance

Line

Direction

Platform

Train type

Train name/number

Stops

Transfer station

Transfer instructions

Destination station

Exit number

Walking directions from the exit

If there are multiple reasonable routes, recommend the best one based on my stated preferences.


22. DAILY SUMMARY

At the end of each day, provide:

Total estimated walking

Approximate number of major activities

Estimated transportation cost

Estimated food cost

Reservations needed

Things to book

Best photo opportunity

Best meal opportunity

Potential problem

Why this day is structured this way


23. FINAL TRIP SUMMARY

At the end, provide:

TOP 10 EXPERIENCES

The experiences I should prioritize above everything else.

TOP 10 FOOD RECOMMENDATIONS

Restaurants, dishes, markets, or food experiences that fit my preferences.

TOP SHOPPING AREAS

Where I should shop based on my list.

BEST PHOTO LOCATIONS

Including ideal times.

RESERVATIONS

Everything I should book before leaving home.

TRAIN TICKETS

Everything I should purchase or reserve in advance.

MONEY

Estimated daily and total spending based on my stated budget.

WHAT TO PACK

Only things that are genuinely useful for this trip.

WHAT NOT TO PACK

Things I can easily buy or obtain in Japan.

RAIN PLAN

What to do if bad weather disrupts the itinerary.

BACKUP PLAN

What to do if I miss an activity, train, reservation, or attraction.

BIGGEST MISTAKES TO AVOID

List the five to ten mistakes someone with my specific trip could realistically make.


IMPORTANT

Use current information whenever possible.

Do not invent train schedules, opening hours, reservation requirements, prices, or transportation details.

If you are uncertain about something, clearly say so and tell me what I should verify.

If information may have changed since your knowledge was updated, tell me that I should verify it before traveling.

Most importantly, build this trip around ME, not around a generic "first trip to Japan" itinerary.




Press the Button Below to Copy the Prompt Template

Comments

Popular articles

Foreign Retiree’s Guide to Taxes in Japan

Japan: Our Two Week Itinerary