Your US trip in 8 AI prompts

I want to plan a trip to the United States. Before creating any itinerary, interview me to understand my needs. Always respond in English, objectively and in a format that is easy to consult.
Ask no more than five questions per block and wait for my answers. Ask about:
- Departure city and country, country of residence, travelers’ nationalities and country of return.
- Dates, flexibility and total duration, including travel time.
- Number and ages of travelers.
- Desired destinations and whether this is our first trip to the US.
- Total budget, currency and which expenses it needs to cover.
- Interests, sightseeing pace and must-haves.
- Mobility, accessibility or dietary needs.
- Accommodation standard and room configuration.
- Intention to rent a car.
- Available miles and programs used.
Ask whether the budget includes flights, baggage, insurance, documentation, shopping and a contingency reserve.
Also ask whether we have already checked the documents and entry or transit authorizations applicable to our situation. Do not assume requirements based solely on the conversation’s language. Flag what needs confirmation through official sources, without requesting document numbers or photos.
Do not fill in information I have not provided. Once you have the answers, summarize our profile, budget, priorities and outstanding matters for me to confirm. Do not create the itinerary yet.
Throughout this conversation, highlight pending decisions at the end of each stage and wait for my response. If essential information is missing, ask before continuing.

Based on the confirmed briefing, propose a feasible overall itinerary.
If I have not chosen the cities yet, suggest up to two combinations compatible with our budget and interests. If I have already chosen them, assess whether they fit the available time and explain any cuts.
For each stop, show:
- Number of nights and the reason for the choice.
- Transportation to the next city.
- Estimated door-to-door travel time.
- Whether a car, public transportation, ride-hailing apps or a combination makes more sense, and why.
Consider arrival, immigration when applicable, baggage collection, check-in, fatigue, time-zone differences and returning to the airport. Distinguish travel days from days available for sightseeing.
Prioritize enjoying the trip with fewer hotel changes.
Before asking for my approval, estimate an initial cost range for the complete trip, including the main expenses from the briefing. Use researched amounts when available and clearly identify estimates, sources, dates and uncertainties. Do not present generic references as price quotes.
If the itinerary seems incompatible with my budget, propose adjustments now. Present your recommendation and wait for my approval before moving on.

With the itinerary approved, help me compare flights for the dates and group provided.
If you have access to internet search, look for options and report the source and time of the search. If you cannot verify a fare for our trip, say so clearly and ask me to send the options I found. Do not invent prices, availability or conditions.
Compare:
- Airports and local times, including arrival dates.
- Total duration, connections and any airport change.
- Included carry-on and checked baggage.
- Change and cancellation conditions.
- Final price for all travelers.
Show amounts in the billing currency and my budget currency. Provide the reference exchange rate, date and source; if you cannot look it up, ask for a rate. Distinguish reference conversion from the actual payment cost.
Calculate possible extras separately, such as baggage, airport transportation and an extra night caused by flight times. Identify segments purchased on separate bookings and explain the risk of missing a connection between them.
If I have miles, show the cash price and the number of miles plus taxes and fees separately. Ask how much the miles cost me or what reference value I want to assign to them before concluding which option is worthwhile. Do not treat miles as free.
Show the cheapest option and the best balance between cost and comfort in a table. Flag what needs confirmation and assess whether the choice keeps the overall budget feasible. Wait for my decision.

Help me choose an area and accommodation based on the approved itinerary and remaining budget.
First, suggest up to three areas. Explain estimated travel time to activities, transportation access and each area’s advantages and limitations. Do not guarantee that a neighborhood is safe; point to current sources so I can assess it.
Then compare real options researched online or links I send, including hotels and vacation rentals when appropriate. Check dates, guest count and bed configuration. Do not invent properties, prices or reviews.
Calculate the total cost of the stay for our group. Check taxes, mandatory fees, cleaning, parking and other applicable items, without adding amounts already included in the advertised total again.
Distinguish a refundable deposit or hold from an expense, but flag its impact on available cash or credit limit.
Also consider breakfast, transportation, check-in and check-out times, cancellation rules and any relevant accommodation restrictions.
Highlight unknown amounts. Recommend the option that makes the most sense for the whole trip, considering accommodation and transportation. Check the impact on the overall budget and wait for my decision.

Build the daily itinerary based on the choices made so far. Distinguish what is already booked from what is still an option.
Group nearby attractions and organize each day into morning, afternoon and evening. Include approximate visit durations, transportation, meals, breaks and one free window each day.
Respect our pace and avoid filling arrival and departure days with activities that are difficult to carry out.
For each activity:
- State whether advance booking or tickets are required.
- Show the known or estimated cost for our group.
- Compare the final price through the official online channel and at the ticket office, when available, including fees.
- Check opening days and hours through official sources when you have internet access.
- Mark unverified information as “to be confirmed”.
Highlight priorities and optional activities we can remove if we are tired. Check whether estimated sightseeing costs fit the available amount and propose adjustments if needed.
Do not make bookings or purchases. Present the itinerary and wait for my approval.

Create a plan B for each day of the approved itinerary.
Consider rain, intense heat or cold, attraction closures and fatigue. When seasonal weather risks are relevant to the destination and time of year, briefly explain their possible impact and indicate official sources for monitoring. Do not treat historical averages as a forecast for our dates.
Suggest a nearby alternative compatible with our budget and the group’s needs. State:
- Which activity it replaces.
- How to get there and how long it takes.
- Whether a reservation is required.
- The additional cost or savings from the switch.
- Whether we could lose the value of any ticket already purchased.
Prioritize flexible alternatives. Show everything in a simple table, without adding the original program and its substitute as if we were doing both. Consider any nonrefundable expenses and highlight pending decisions.

Consolidate the trip budget using the information available so far.
Include, when applicable:
- Flights and baggage.
- Accommodation.
- Local and intercity transportation.
- Car rental, contracted coverage, fuel, parking, tolls and fees.
- Food.
- Attractions.
- Travel insurance.
- Documentation.
- Planned shopping.
- Contingency reserve.
Check expenses that may be overlooked:
- Applicable sales tax and whether it is included in the price.
- Expected tips, distinguishing them from service charges already applied.
- Taxes and payment-method costs, such as IOF when applicable, fees and foreign-exchange spread.
Do not use the same rate for all places or services without checking its applicability. Consult current sources when possible; otherwise, mark the information as pending.
Separate confirmed amounts, estimates and unpriced items. Distinguish paid expenses, amounts still to pay and refundable deposits or holds. Do not treat a suggestion as a completed purchase or count the same expense twice.
Show costs in the original currency and my budget currency. Provide the exchange rate, date and source; if you cannot look it up, ask for a reference. Avoid counting conversion costs twice when they are already included.
Compare the total with my limit. If important amounts are missing, present a provisional range and explain the gaps.
If shopping is planned, remind me to check the customs rules of the country of return through official sources. If returning to Brazil, include this check with Receita Federal, Brazil’s federal revenue authority.
If the total exceeds my budget, propose cuts in order of least impact on our priorities and estimate the savings from each. Do not promise savings that the numbers do not support. Wait for my decision before considering the cuts approved.

Create a packing list for each traveler based on the duration, activities, possibility of washing clothes and baggage included in the chosen flights.
If baggage rules have not been confirmed yet, ask before defining the number of bags. Reserve space and weight for planned shopping.
Consider the destinations’ typical climate at the time of year and indicate what I should adjust when a forecast becomes available close to departure.
Organize the list by:
- Documents and supporting records applicable to our situation.
- Carry-on baggage.
- Clothing with quantities.
- Footwear.
- Toiletries.
- Electronics, adapters and checking devices’ electrical compatibility.
- Itinerary-specific items.
If we will drive, include checking the documents required for drivers at the destination and by the rental company.
Prioritize pieces that work together and avoid unnecessary purchases. Include care for organizing and transporting personal-use medications, without suggesting treatments.
Flag rules that need checking with the airline and relevant authorities, such as liquids, batteries, medications and food. Do not present limits or permissions without a current source.
Finish with a checklist of what to verify during the week of the trip and the day before departure.