35 ChatGPT Prompts That Plan Better Trips Than Your Travel Agent

Plan a [number]-day trip to [destination] for [who: solo/couple/family with kids ages/friend group of X]. Travel dates: [dates or season]. Budget: [total budget or daily budget]. Interests: [list interests: history, food, nature, nightlife, art, adventure, etc.]. Create a day-by-day itinerary with: morning, afternoon, and evening activities, specific restaurant recommendations for each meal, travel time between locations, estimated costs for each activity, one "rest" period per day (don't over-schedule), a mix of must-see highlights and local hidden gems, and backup indoor activities in case of rain. Include a daily budget tracker.

I'm traveling to [list cities] over [number] days. Help me plan the logistics: Starting city: [where you fly in] Ending city: [where you fly out] Priorities in each city: [what you most want to do] Transportation preferences: [trains/flights/rental car/buses] Budget: [total] Create: optimal city order (minimize backtracking and transit time), recommended days in each city based on how much there is to do, transportation between cities (specific options with estimated costs and times), check-in/check-out timing to maximize sightseeing, and a master timeline showing transit days vs exploration days. Flag any logistical traps: connections that look close on a map but take hours, cities where you need to book trains in advance, or days where everything is closed.

Plan a road trip from [start] to [end] over [number] days. Vehicle: [car/campervan/motorcycle] Drivers: [number] Must-see stops: [any specific places] Interests: [nature/quirky attractions/food/history/photography] Driving preference: [max hours per day] Accommodation: [hotels/camping/Airbnb/mix] Create a route with: daily driving segments under [X] hours each, interesting stops every 1-2 hours of driving, overnight locations with accommodation suggestions, scenic route alternatives vs highway options (with time difference), fuel/charging stop planning, and the best time of day for key scenic segments (sunrise, sunset, lighting). Include a "road trip essentials" checklist specific to this route.

Plan a [number]-day [interest]-focused trip. My interest: [specific interest: wine tasting/surfing/architecture/wildlife photography/historical battlefields/etc.]. Experience level: [beginner/intermediate/expert] Budget: [range] Travel from: [home city] Preferred regions: [any preferences, or "surprise me"] Design a trip that: recommends the best destination for this specific interest at this time of year, builds the itinerary around the interest (not just tourist highlights), includes experiences that range from accessible to "insider access," schedules activities at optimal times (e.g., golden hour for photography, morning for markets), balances the interest with enough variety to avoid fatigue, and includes practical tips specific to this activity (gear, clothing, reservations needed). Compare 2-3 possible destinations and recommend the best one with reasoning.

I have [X] days off starting [date] and want a quick getaway. Constraints: Departing from: [city] Budget: [amount] Travel party: [who] Vibe I want: [relaxing/adventurous/cultural/romantic/party] Distance: [max hours of travel each way] What I don't want: [anything to avoid] Suggest 3 destinations and for my top pick, create: a complete itinerary that doesn't waste time on logistics, accommodation suggestions bookable last-minute, transportation options with costs, restaurant reservations to make immediately (if needed), and one "you didn't know this existed" recommendation. Be realistic about what I can actually do with limited time — don't suggest things that require advance booking.

Plan a family trip to [destination] for [number] days. Family: [adults and children with ages] Accommodation preference: [hotel/vacation rental/resort] Budget: [amount] Kids' interests: [what they like] Parents' interests: [what adults want to do] Non-negotiables: [anything specific: pool, kid-friendly restaurants, nap time, etc.] Create an itinerary that: balances kid activities with adult interests, includes nap/rest time for young children, avoids long transport between activities, has backup plans for meltdowns or bad weather, spaces out "big" activities (don't do 2 museums in one day with kids), recommends kid-friendly restaurants near each activity, and includes at least one "adults-only" evening (with babysitting/kids club options). Include a packing list specific to this trip and children's ages.

I'm planning a [number]-day trip to [destination] with a total budget of [amount]. Break down how to allocate it: Non-negotiables: [must-have experiences or standards] Flexible on: [areas where you'd cut costs] Create a budget plan with: daily budget breakdown by category (accommodation, food, activities, transport, misc), specific cost-saving strategies for this destination, where to splurge vs where to save (based on what actually impacts trip quality), free or cheap activities and attractions, money traps to avoid (tourist-priced restaurants, unnecessary tours, etc.), and a "if you have extra money, spend it on [X]" recommendation. Compare budget tiers: backpacker / comfortable / luxury for this destination, with what you gain and lose at each level.

I want to visit [destination] but I'm flexible on dates. Help me find the best value: My priorities: [weather, crowds, cost, specific events] Travel window: [range of possible months] Analyze month by month: weather and climate (temperature, rain probability), tourist crowds (peak, shoulder, low season), flight price trends from [home city], accommodation price trends, which attractions/restaurants are open, special events or festivals worth planning around, and events or holidays to AVOID (closures, extreme crowds). Recommend the ideal dates balancing weather, cost, and experience. If the cheapest time has a major drawback, explain the trade-off.

I'm traveling to [destination] for [number] days and want to eat well without overspending. Daily food budget: [amount]. Diet: [any restrictions or preferences] Food priorities: [local cuisine / variety / convenience / healthy] Create a food strategy: which meals to eat cheap and which to spend on, neighborhoods with the best value restaurants, specific dishes that are both cheap and iconic, street food safety tips for this destination, grocery store options for snacks and breakfasts, how to identify tourist-trap restaurants vs genuine local spots, tipping customs and hidden charges to watch for, and a sample day of eating within budget with specific restaurant types. Include 5 specific dishes I must try and where to find them at local prices.

I'm visiting [destination] for [number] days. Help me figure out transportation: Staying in: [neighborhood/area] Main areas I'll visit: [list them] Travel party: [number of people] Compare all options: public transit (metro, bus, tram), ride-hailing (Uber, local alternatives), taxis, rental car/scooter, bicycle, walking. For each: cost comparison for my typical daily routes, convenience and time comparison, passes or cards to buy for savings, apps to download before arrival, safety considerations, and tips for avoiding common scams. Create a "transportation cheat sheet" with: the transit map basics, key routes I'll use repeatedly, how to buy tickets, and phrases for communicating with drivers if needed.

Help me choose the right accommodation for my [number]-day trip to [destination]. Budget per night: [amount] Travel party: [who] Priorities: [location/space/amenities/style] Planned activities: [list main areas you'll visit] Analyze: which neighborhoods offer the best balance of location, safety, and value, hotel vs Airbnb vs hostel comparison for my specific situation, what amenities are worth paying for vs not (e.g., breakfast included, kitchen, laundry), how many different accommodations to book (stay in one place vs move around), booking timing (how far in advance for best prices), and cancellation policy strategy (flexible vs non-refundable savings). Recommend 2-3 specific neighborhoods with pros/cons for each.

Help me calculate the REAL total cost of my trip to [destination] for [number] days. I've budgeted for: [list what you've already accounted for] Identify costs I might be forgetting: pre-trip expenses (visas, vaccinations, travel insurance, gear), airport costs (parking, lounge, transit to/from airport), accommodation hidden costs (resort fees, city tax, cleaning fees), daily hidden costs (tips, ATM fees, currency exchange losses, WiFi, SIM card), activity costs (entrance fees, equipment rental, guides, photos), return home costs (laundry, restocking fridge, pet pickup), and opportunity cost (lost work income if applicable). Create a comprehensive budget spreadsheet with all categories. Include a "surprise expense fund" recommendation (typically [X]% of total budget).

Create a packing list for my trip: Destination: [where] Duration: [how long] Season/weather: [expected conditions] Activities planned: [list them: hiking, business meetings, beach, fancy dinners, etc.] Luggage: [carry-on only / checked bag / backpack] Laundry access: [yes/no] Create a packing list organized by: clothing (with specific quantities for this duration), toiletries and health, electronics and chargers, documents and money, activity-specific gear, and "wish I'd brought" items for this destination. For each category: mark items as essential vs optional, note what to wear on the plane, suggest items to buy at the destination instead of packing, and include a "remove from this list" section of things people over-pack.

I'm traveling from [home country] to [destination country/countries] on [dates]. Help me prepare: Passport status: [expiration date] Visa requirements: [if known, or ask me to check] Travel purpose: [tourism/business/study] Create a document checklist: passport validity requirements for this destination, visa requirements and application timeline, travel insurance recommendations (coverage areas to prioritize), health requirements (vaccinations, COVID, health declarations), financial documents (credit card notifications, backup payment methods), copies to make (digital and physical) of all important documents, emergency contacts to prepare (embassy, insurance, bank), and airline-specific requirements (boarding passes, apps to download). Create a timeline: what to arrange 3 months, 1 month, 1 week, and 1 day before departure.

I'm traveling to [destination] where they speak [language]. I don't speak the language. Give me the essential phrases I need: Organize by situation: greetings and politeness (hello, thank you, excuse me, sorry), restaurant (table for X, menu please, the check, dietary restrictions: [list any]), directions (where is..., how far, left, right, straight), shopping (how much, too expensive, smaller/larger), transportation (ticket to..., which platform, stop here please), emergency (help, hospital, police, I'm lost), accommodation (check-in, WiFi password, checkout time), and general (I don't speak [language], do you speak English, yes, no). For each phrase: provide the translation, a phonetic pronunciation guide, and a cultural note where relevant (when to use formal vs informal). Include 5 phrases that will make locals appreciate the effort.

I'm traveling from [home country] to [destination] for [duration]. My phone is [iPhone/Android, carrier]. Help me prepare: My needs: [maps, messaging, calling, social media, work email] Budget for connectivity: [amount] Compare options: international roaming from my carrier (cost estimate), local SIM card at destination (where to buy, cost, data amounts), eSIM options (recommended providers for this destination), WiFi-only with offline tools (free option). Also: apps to download before leaving (offline maps, translation, transit, ride-hailing), offline content to download (maps, language packs, entertainment), phone settings to change (disable data roaming, set up VPN if needed), and payment apps that work at this destination (Apple Pay, Google Pay, local options). Create a step-by-step setup guide to do the night before departure.

I'm traveling to [destination] for [duration]. Help me prepare for health and safety: Existing conditions: [any medical needs] Activities planned: [hiking, swimming, street food, etc.] Travel insurance: [yes/no, what type] Create a health and safety briefing: recommended vaccinations and when to get them, common health risks at this destination and prevention, food and water safety (what to eat, what to avoid), a travel medical kit (what to pack for this specific destination), what to do if you get sick (hospitals, pharmacies, telehealth), safety considerations (neighborhoods, scams, transportation), emergency numbers (police, ambulance, embassy), and travel insurance tips (what to document for claims). Include a wallet card with emergency info to carry at all times.

I'm visiting [destination] and want to eat like a local, not a tourist. Diet: [any restrictions] Adventurousness: [scale 1-10, 10 = I'll eat anything] Budget per meal: [amount] Favorite types of food: [preferences] Recommend: 10 dishes I must try (with descriptions and where to find them at local prices), the food markets, street food areas, and food halls worth visiting, neighborhoods where locals actually eat (not tourist restaurant rows), how to identify tourist traps vs authentic restaurants, local food customs and etiquette I should know, a food tour route I can do myself on foot, the one meal worth splurging on and where, and a "food adventure" for the brave (something unusual or challenging). For each recommendation, explain why it's authentic and what makes it special.

I'm visiting [destination] for [number] days. I've already planned the major tourist attractions: [list them]. Now help me find what most tourists miss: Interests: [what you enjoy] Mobility: [any limitations] Comfort level: [how far off the beaten path] Suggest 10 experiences that: are not in the top TripAdvisor results, give insight into local life and culture, are accessible without specialized knowledge, range from easy (quirky neighborhood walk) to adventurous (local experience most tourists don't know about), and include at least 2 that are free. For each: describe the experience, explain why it's special, provide specific logistics (where, when, how to access), and rate the "tourist likelihood" (% chance you'll see other tourists there).

I'm based in [city] and have a free day for a day trip. Options I've heard of: [list any, or "none — surprise me"]. Travel party: [who] Transportation: [car/public transit/willing to rent] Interests: [what appeals to you] Max travel time each way: [hours] Suggest 3 day trip options, and for the best one create: detailed logistics (how to get there and back, schedules), a minute-by-minute itinerary optimized for the available time, restaurant recommendations for lunch, what to bring and what to wear, and the "one thing you can't miss" at this destination. Include the pros/cons of each day trip option so I can choose.

I want to experience the nightlife/evening entertainment in [destination]. Group: [who you're with] Vibe: [cocktail bars/live music/clubs/cultural shows/pub crawl/chill wine bars] Budget for the evening: [amount] Staying in: [neighborhood] Plan an evening that: progresses naturally (dinner → drinks → entertainment → late night), recommends specific venues in order, avoids tourist traps and overpriced clubs, includes local entertainment (not just bars — think live music, comedy, cultural shows), factors in safety (getting back to accommodation late), and suggests the optimal days of the week for each type of experience. Include: dress codes, cover charges, reservation requirements, and local customs (tipping, rounds culture, closing times).

I'm visiting [destination] during [festival/event name or dates]. Help me make the most of it: Event: [what it is, if known] Duration at destination: [total days] Travel party: [who] What I want: [full immersion / casual participation / just seeing it] Create a plan that: explains the festival's cultural significance and what to expect, schedules the best days and times to attend, recommends where to position yourself for key moments, balances festival activities with other sightseeing, warns about what will be affected (closures, price increases, crowded areas), suggests what to wear and bring, provides safety and logistics tips specific to this event, and includes pre-event preparation (tickets, reservations, knowledge to have). Compare the experience of visiting during the festival vs at other times.

I want to photograph [destination] and come home with amazing shots. Camera: [phone/mirrorless/DSLR] Skill level: [beginner/intermediate/advanced] Style: [street photography/architecture/landscapes/portraits/food] Days available: [number] Create a photography route that: identifies the most photogenic locations with best times of day (golden hour, blue hour, midday), includes famous shots AND underrated angles, plans routes to minimize backtracking, accounts for seasonal lighting and weather, suggests camera settings for key shots (if advanced), includes local tips (where you need permission, where tripods are banned, where locals don't want to be photographed), and recommends one sunrise and one sunset location. Map the route in a logical walking order.

My flight was [cancelled/delayed by X hours]. Details: Airline: [name] Route: [from → to] Original time: [time] Situation: [what the airline told you] I need to be in [destination] by [time/date] for [reason] Booked through: [airline direct/travel agent/third party] Help me: understand my passenger rights for this route (EU261, DOT rules, etc.), identify my options right now (rebooking, alternative airlines, other airports), draft a compensation claim (if applicable), find alternative transportation (trains, buses, different airports), know what the airline must provide (meals, accommodation, communication), and decide whether to accept the airline's offer or push for better. Give me a step-by-step action plan I can follow right now at the airport.

I've [lost/had stolen] my [items: passport/wallet/phone/luggage/all of the above] while traveling in [destination]. Items affected: [list everything] Current situation: [where you are, what you still have] Travel insurance: [yes/no, provider] Return flight: [when] Give me an immediate action plan: step 1-by-step, in priority order, what to do RIGHT NOW, phone numbers and addresses I need (embassy, police, bank, insurance), how to get emergency travel documents, how to access money without cards, how to communicate without a phone, and what documentation to collect for insurance claims. Also: how to prevent this in the future and a "don't panic" reassurance — what's actually replaceable vs what requires immediate action.

I'm in [destination] and can't communicate effectively. The local language is [language] and I don't speak it. I need to [describe specific situation: negotiate a price, explain dietary restrictions, ask for directions to a specific place, communicate a medical issue, resolve a problem with accommodation, etc.]. Provide: the exact phrases I need for this situation (with phonetic pronunciation), a visual/gesture guide for communicating without words, apps and tools I should be using right now, cultural dos and don'ts for this type of interaction, a fallback strategy if verbal communication fails entirely, and common misunderstandings between [language] speakers and English speakers. Write a "show your phone" message in [language] that I can show to locals.

The weather in [destination] is [describe: raining all week / heat wave / unexpected cold / storms]. My original plan was heavily [outdoor/beach/hiking]-focused. Days remaining: [number] Original itinerary: [briefly describe planned activities] Budget remaining: [amount] Create an alternative plan that: replaces outdoor activities with equally enjoyable indoor alternatives, identifies activities that work in this weather (some rain activities are actually better), reschedules outdoor activities to any forecast breaks, suggests new experiences I wouldn't have considered otherwise, includes "embrace the weather" options (rain can be atmospheric), and prioritizes activities that might be less crowded because everyone else stayed in. Don't suggest "just visit museums all day" — be creative.

I have a problem with my accommodation in [destination]: Problem: [describe: not as advertised, dirty, noisy, unsafe, host unresponsive, overbooked, etc.] Booked through: [Airbnb/Booking.com/hotel direct/etc.] Duration: [how many more nights] Budget for alternative: [what you can spend] Help me: document the problem properly (for complaints and refunds), contact the right people in the right order, know my rights with [booking platform], find alternative accommodation quickly at this short notice, negotiate with the property (what to ask for: refund, room change, compensation), and draft a complaint message that's firm but professional. Include the specific [platform] policies that apply to my situation.

I'm planning travel to [destination] with accessibility needs: Accessibility requirements: [wheelchair access/limited mobility/visual impairment/hearing impairment/chronic condition requiring rest/other] Travel companion: [traveling alone or with help] Duration: [days] Interests: [what you enjoy] Create a travel plan that: identifies the most accessible neighborhoods for accommodation, recommends accessible attractions and activities (with specific access details), plans routes that avoid cobblestones, steep hills, or long walks, identifies accessible transportation options, suggests restaurants with accessible seating, includes rest stops and nearby medical facilities, and provides destination-specific accessibility tips (e.g., European cities vary wildly in accessibility). Flag potential challenges honestly — don't promise smooth access where it doesn't exist.

I have a [duration] flight from [origin] to [destination], flying [class: economy/premium economy/business]. Help me prepare: Specific concerns: [jet lag, sleep, entertainment, comfort, fear of flying] Connections: [any layovers] Create a comprehensive long-haul flight plan: pre-flight preparation (sleep schedule adjustment, meals, hydration), what to pack in your carry-on (comfort items specific to flight duration), in-flight timeline (when to sleep, eat, move, based on arrival time), jet lag minimization strategy (light exposure, meals, sleep timing), entertainment plan for the flight, exercises and stretches for DVT prevention, food and drink strategy (what to eat/avoid, hydration), layover plan if applicable, and first 24 hours at destination (how to adjust). Personalize based on arrival time — morning landing vs evening landing require completely different strategies.

I'm traveling solo to [destination] for [duration]. Profile: [age/gender/experience level]. Activities planned: [list them] Accommodation: [hotel/hostel/Airbnb] Create a safety plan that: identifies neighborhoods and areas to be cautious in (without fearmongering), provides common scams specific to this destination and how to avoid them, suggests solo-traveler-friendly activities and meetups, includes evening safety strategies (getting back to accommodation, going out alone), recommends a check-in system (who to contact, how often), provides emergency protocols specific to this destination, suggests how to meet other travelers safely, and includes tech safety (protecting devices, data, and financial info). Balance safety awareness with the reality that solo travel is overwhelmingly safe and rewarding.

I'm planning a working trip to [destination] for [duration]. I need to work [hours/day] remotely. Work needs: [reliable WiFi, video calls, specific time zone overlap with [location]] Lifestyle priorities: [what you want to experience outside of work] Budget: [monthly/weekly] Create a digital nomad plan: neighborhoods best for remote work (reliable WiFi, cafes with outlets, coworking spaces), daily schedule template balancing work and exploration (considering time zone difference), coworking space recommendations with costs, a "work setup" checklist (equipment, apps, backup plans for WiFi failure), visa/legal considerations for working in this country, cost of living breakdown (accommodation, food, coworking, transport), social opportunities (meetups, communities, language exchanges), and a weekend exploration plan for each weekend. Compare this destination vs [alternative] for remote work.

I'm flying through [airport(s)] and want to navigate them efficiently. Airport(s): [list them with terminal if known] Situation: [tight connection / long layover / first time at this airport / traveling with kids] Class: [economy/business/lounge access?] Time: [time of day/week] Create an airport guide: layout overview (what's where, terminal connections), security/immigration tips (what line to choose, documents ready), optimal timing (when to arrive, how long each step takes), food and drink options airside (with prices and quality), charging spots and free WiFi, lounge options (paid entry, credit card access, day passes), duty-free tips (what's actually cheaper, what isn't), and connection strategy if applicable (minimum time, transfer process). For long layovers: suggest whether to leave the airport and what to do.