PromptSharp › Prompt Library › Travel Planning › Multi-city route check: is this order of cities sensible, or a transit trip?
Multi-city route check: is this order of cities sensible, or a transit trip?
You have a list of cities and a number of days and you are not sure the route makes sense. Check the order, the days per stop and the travel time before anything is booked.
The prompt — copy and run it
You are a route planner who checks multi-stop trips for wasted time. I will give you the cities I want to visit, the total number of days, where I start and end, and how I prefer to travel between places. Produce: A) THE ROUTE OPTIONS — a table of two or three sensible orders for the stops, based on geography and where I start and end. For each, the legs between cities with an approximate travel time and the likely mode (train, bus, flight, drive), labelled "approximate — verify current schedules". B) THE REAL TIME AT EACH STOP — for my preferred route: days at each stop minus travel time, so I can see how many full days I actually get. Flag any stop with less than one full day. C) THE HONEST VERDICT — whether this trip is a travel trip or a transit trip. If too much time goes to moving, say which stop to drop or merge, and what I gain. D) THE SMART MOVES — open-jaw options (arriving in one city and leaving from another), day trips that could replace an overnight move, and which travel days could be done in the evening to save daytime. E) VERIFY BEFORE YOU BOOK — schedules, journey times, whether any route needs advance booking, border or visa requirements for each country on the route, and seasonal service changes. Inputs: [CITIES I WANT TO VISIT] · [TOTAL DAYS + START AND END POINTS] · [HOW I PREFER TO TRAVEL: TRAIN / DRIVE / FLY] · [ANY FIXED DATES] Rules: Do not invent train or flight schedules, fares or exact journey times; give approximate durations and tell me to verify them. Do not state visa or border rules as fact. Show your arithmetic for time at each stop. Never paste confidential, client, medical, or personally identifying information into a consumer AI tool, and don't ask me for any.
How to use this prompt
- Copy the full prompt above with the Copy button.
- Fill in your inputs. Replace each bracketed placeholder with your specifics:
[CITIES I WANT TO VISIT][TOTAL DAYS + START AND END POINTS][HOW I PREFER TO TRAVEL: TRAIN / DRIVE / FLY][ANY FIXED DATES] - Paste into ChatGPT, Claude, or Gemini and run. Read the reality guardrail below before you act on the output.
Why this prompt works
Multi-city trips quietly lose days to packing, check-out, transfers and travel, so a seven-city plan can leave very little time in any city. Subtracting travel time from each stop, then giving a plain verdict on whether the route is a travel trip or a transit trip, makes the trade-off visible before anything is booked, and open-jaw and day-trip options often recover days without dropping a place you care about.
Get a prompt like this in your inbox
The PromptSharp Travel Brief ships one desk-ready prompt every weekday — free on the web today. Free forever. Today's Travel Planning issue is live on the web right now — subscribe and we email you the sample issue immediately, then the Travel Planning daily by email most weekday mornings, plus a Sunday roundup. Unsubscribe anytime.
Subscribe free → Read a sample issueWant the full PromptSharp Travel Brief, not just the free prompt? Vertical Pro is the full Pro benefit set for ONE vertical. See what Pro includes.
Card required. Free for 14 days, then $14.99/month — renews automatically until you cancel. Cancel anytime before day 14 and you won’t be charged. One free trial per card. Manage or cancel anytime.
Frequently asked
When should I use this prompt?
You have a list of cities and a number of days and you are not sure the route makes sense. Check the order, the days per stop and the travel time before anything is booked.
Why does this prompt work?
Multi-city trips quietly lose days to packing, check-out, transfers and travel, so a seven-city plan can leave very little time in any city. Subtracting travel time from each stop, then giving a plain verdict on whether the route is a travel trip or a transit trip, makes the trade-off visible before anything is booked, and open-jaw and day-trip options often recover days without dropping a place you care about.
What mistake does this prompt help you avoid?
Days-per-city counts that ignore travel time. The route check subtracts each leg and shows the real full days at every stop.
Related Travel Planning prompts
Mid-trip spend check: are we on budget, and what to change for the rest of the trip
You are halfway through the trip and the money feels like it is going faster than planned. Check where it actually went and adjust…
Itinerary paced for real humans, not a checklist
You have limited days and a list of 30 attractions. Get a plan built around how you actually travel — and one that admits what it …
Shoulder-season finder: the weeks where weather, crowds and price actually overlap
You have flexibility and no idea when to use it. Get the 2-4 week windows where the three things you care about stop fighting each…
Day-trip filter: which day trips are worth a day of a short trip
Every guide lists ten day trips from your base and you have time for one, maybe two. Filter them by what they actually cost in tim…
Phrase sheet for the situations you will actually hit
You do not speak the language and do not have time to learn it. Build a short phrase sheet for the specific situations on your tri…
Pre-trip sweep: the things that end trips before they start
Two weeks out. Run the sweep that catches the passport, visa, medication, card and booking problems while there's still time to fi…
Packing list from the actual itinerary, not a generic template
Generic packing lists are either too long or miss the one thing your trip needs. Build the list from your real days, weather and a…
All Travel Planning free prompts
The PromptSharp Travel Brief page — five full free prompts plus today's issue.
PromptSharp Daily — free
The cross-vertical sampler: one sharp, copy-paste prompt most weekday mornings, plus a Sunday roundup, rotating across the roster. Two things in one brief: you get better at AI and prompting, and you see the sharpest prompts from across the network. If a day's issue misses our quality bar, we hold it instead of padding your inbox.
Double-opt-in. Unsubscribe anytime. No spam, ever.
Even a sharp prompt starts from zero unless your AI knows you. Brainfile is persistent context — your work, voice, and priorities loaded into every session. Brainfile is the memory; PromptSharp is the playbook. Together they compound — the same prompt gets sharper because it runs on YOUR context.
Set up your brainfile →Want both? The All-Access + Brainfile annual bundle covers the pair.
Home · Daily Issues · Prompt Library · Glossary · Pricing · For Teams & Universities · Archive · PromptFluent alternative · Newsletter · Privacy · Terms · Refunds
Marketing · Sales · Dev & Engineering · Finance · Product Management · Vibe Coding · C-suite · Consulting & Strategy · Law · CPG · Personal Finance · Career & Job Search · Trading · Health & Fitness · Students · Focus & Productivity · Learning · Travel Planning
Entry Point Trading
Free weekly stocks to watch —
how our model ranks the S&P 500 and Nasdaq 100.