AI Prompts for Travel Planning

Planning a trip shouldn't take longer than the trip itself. These prompts turn AI into a travel agent that knows your style, budget, and the stuff guidebooks don't cover. Tested on ChatGPT, Gemini, and Claude so you pick the right tool for every stage of planning.

Results last tested Feb 15, 2026 · Models: GPT-4o, Gemini 2.0, Claude 3.5 Sonnet, Grok 2
What you're trying to do Prompt الأفضل لـ
Create a detailed trip itinerary Itinerary Builder Gemini
Find authentic local experiences Local Insider Claude
Find the best flight deals Flight Hacker ChatGPT
Plan kid-friendly travel itineraries Family Planner Gemini
Plan safe and enriching solo trips Solo Adventurer Claude
Compare multiple destination options Trip Comparer ChatGPT

Itinerary Builder

Create a detailed trip itinerary

Plan a [number]-day trip to [destination].

Travel dates: [start and end dates]
Travelers: [solo / couple / family with kids ages / group of friends]
Budget: [budget per person or total]
Interests: [culture, food, adventure, relaxation, nightlife, history, etc.]
Pace preference: [packed schedule / moderate / relaxed]
Already booked: [flights, hotel, or anything confirmed]

Build my itinerary:
1. Day-by-day schedule with morning, afternoon, and evening activities
2. Specific restaurant recommendations for each meal
3. Travel time between activities (walking, transit, taxi)
4. One "skip the tourist trap" recommendation per day
5. A free/cheap activity balanced with a splurge activity each day
6. Rain-day backup plans for outdoor activities

الأفضل لـ: GEMINI

Gemini provides the most accurate travel times between locations and understands geographic proximity. It structures itineraries to minimize backtracking and wasted transit time.

Tested Feb 15, 2026

نصائح احترافية

Include your hotel location. AI can optimize your entire daily route around where you're staying, saving hours of transit time that generic itineraries waste.

Local Insider

Find authentic local experiences

I'm visiting [destination] for [duration] and want to experience it like a local, not a tourist.

What I enjoy: [food, art, music, outdoor, markets, etc.]
Languages I speak: [list languages]
Comfort with off-the-beaten-path: [very comfortable / somewhat / prefer safe areas]
Dietary needs: [any restrictions]

Give me the local's guide:
1. 5 neighborhoods locals love that tourists miss
2. Where locals actually eat (specific restaurant names and dishes to order)
3. The local market or street food scene and best times to go
4. Free events, performances, or gatherings happening during my visit
5. Cultural etiquette I should know to avoid being "that tourist"
6. One experience I can only have in this city and nowhere else

الأفضل لـ: CLAUDE

Claude provides the most culturally sensitive and nuanced local recommendations. It goes beyond food and sights to explain the social context and etiquette that makes experiences authentic.

Tested Feb 15, 2026

نصائح احترافية

Mention the season and day of the week you'll be there. Local favorites often have specific hours and seasonal menus. A Tuesday in January is a completely different city than a Saturday in July.

Flight Hacker

Find the best flight deals

I need to fly from [origin] to [destination].

Travel dates: [specific dates or flexible window]
Flexibility: [exact dates / +/- 3 days / any time in month]
Budget: [max spend on flights]
Preferences: [direct only / 1 stop ok / red-eye ok / specific airline]
Loyalty programs: [any airline miles or credit card points]
Passengers: [number and ages]

Find my best flight strategy:
1. The cheapest booking window (how far in advance to book)
2. Best days to fly and times to search for this route
3. Alternative airports within driving distance that might be cheaper
4. Whether splitting the round-trip into two one-ways saves money
5. Points/miles redemption strategy if applicable
6. A price alert strategy — what price to pull the trigger on

الأفضل لـ: CHATGPT

ChatGPT provides the most actionable booking strategies with specific timing advice. It understands airline pricing patterns and loyalty program math better than other models.

Tested Feb 15, 2026

نصائح احترافية

Always tell AI your flexibility range. Even 2 days of flexibility can save 30-50% on flights. If you only give exact dates, you'll get exact-date prices.

Family Planner

Plan kid-friendly travel itineraries

I'm traveling with kids to [destination].

Kids' ages: [list ages]
Trip length: [number of days]
Kid interests: [what your kids are into]
Parent interests: [what adults want to do too]
Special needs: [stroller access, nap schedules, dietary needs]
Budget: [total or per day]

Plan a family-friendly trip:
1. Activities that genuinely entertain BOTH kids and adults
2. Restaurants where kids are welcome AND the food is actually good
3. A daily schedule with built-in downtime (avoid meltdowns)
4. Backup indoor activities for bad weather or tired kids
5. Practical logistics: car seats, stroller-friendly routes, family bathrooms
6. One "parents' evening out" plan with childcare options

الأفضل لـ: GEMINI

Gemini understands the practical logistics of traveling with children — stroller access, nap schedules, and distance between stops. It builds realistic family schedules rather than aspirational ones.

Tested Feb 15, 2026

نصائح احترافية

Build in twice as much downtime as you think you need. Tell the AI your kids' nap schedule and energy patterns. A cranky toddler at hour 8 of sightseeing ruins everyone's day.

Solo Adventurer

Plan safe and enriching solo trips

I'm traveling solo to [destination] for [duration].

Travel experience: [first solo trip / experienced solo traveler]
Gender: [relevant for safety recommendations]
Interests: [what I want to do and experience]
Social preference: [want to meet people / enjoy solitude / mix]
Accommodation style: [hostel / hotel / Airbnb]
Biggest concern: [safety, loneliness, logistics, etc.]

Plan my solo adventure:
1. Safe neighborhoods to stay in and areas to avoid
2. How to meet other travelers or locals (specific venues and apps)
3. Solo-friendly restaurants where eating alone is comfortable
4. Activities that are better solo than with a group
5. Safety tips specific to this destination
6. A daily check-in system and emergency contacts to save

الأفضل لـ: CLAUDE

Claude handles the nuanced safety considerations of solo travel with sensitivity and specificity. It provides honest safety assessments without being alarmist and respects diverse traveler needs.

Tested Feb 15, 2026

نصائح احترافية

Share your comfort level honestly. 'First solo trip, slightly nervous' gets different recommendations than 'experienced solo traveler looking for adventure.' AI calibrates safety advice to your experience.

Trip Comparer

Compare multiple destination options

I'm deciding between these destinations for my next trip:

[List 2-4 destination options]

Trip details:
- When: [travel dates or season]
- Duration: [number of days]
- Budget: [total budget]
- Priorities: [ranked list: food, adventure, culture, relaxation, nightlife]
- Who's going: [travel companions]
- Deal-breakers: [things that would ruin the trip]

Compare these destinations:
1. Side-by-side comparison on my priority criteria
2. Estimated total cost for each (flights, accommodation, daily spend)
3. Best time of year for each and how my dates compare
4. The unique thing each destination offers that the others don't
5. Potential downsides or frustrations for each
6. My recommended pick with a clear justification

الأفضل لـ: CHATGPT

ChatGPT structures multi-destination comparisons with clear tables and scoring. It provides the most balanced analysis without defaulting to the most popular option.

Tested Feb 15, 2026

نصائح احترافية

Rank your priorities before asking. If AI knows food matters twice as much as nightlife to you, it can weight the comparison correctly instead of treating every factor equally.

مقارنة النماذج

Based on actual testing — not assumptions. See our methodology

G

Gemini

Best for logistics-heavy planning — transit times, geographic routing, and family-friendly scheduling. Builds itineraries that minimize wasted time and account for real-world travel friction.

Results from Gemini 2.0 Flash · Tested Feb 15, 2026
C

ChatGPT

Strongest for flight strategy, cost comparisons, and structured destination analysis. Provides actionable booking advice and handles multi-destination comparisons with clear frameworks.

Results from GPT-4o · Tested Feb 15, 2026
C

Claude

Most culturally nuanced recommendations and safety-conscious planning. Provides authentic local experiences and handles solo travel considerations with sensitivity and depth.

Results from Claude 3.5 Sonnet · Tested Feb 15, 2026
G

Grok

Offers insider travel tips and off-the-beaten-path suggestions that go beyond standard guidebook advice. Strong at finding unique experiences, but less thorough on logistics and booking optimization than GPT-4o.

Results from Grok 2 · Tested Feb 15, 2026

جرب في NailedIt

Paste any prompt above into NailedIt and compare models side-by-side.

نصائح احترافية

1

Include your hotel address in every prompt. AI can optimize your daily route around where you're staying. Without a home base, it plans activities across the city with no regard for transit time between them.

2

Ask for one backup plan per day. Weather changes, attractions close unexpectedly, and energy levels drop. Having a pre-planned alternative for each day means you never waste time scrambling.

3

Specify your travel pace honestly. Saying 'relaxed pace' but listing 8 must-see attractions sends mixed signals. Tell AI exactly how many activities per day you can handle before you're exhausted.