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1What kind of trip is it?
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3A few details
4What are you interested in?
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A real example of a vacation plan, with times, routes and costs. Tell us your trip above and we’ll design yours in about a minute.
7 days in Lisbon & the Algarve
An unhurried anniversary week: three days of old Lisbon and Sintra, then three nights by the sea in the Algarve.
Estimated total US$3,652 for 2 travellers
“7 days in Portugal in May for our anniversary. We love food, old towns and the coast. Mid-range hotels, not too rushed.”
Why this plan
- You said “not too rushed”, so there are just two hotels: Lisbon, then Lagos by the sea.
- For your anniversary: a fado dinner in Alfama and a golden-hour boat trip to the Ponta da Piedade sea caves.
- Old towns first, coast second, so the trip ends on beach days instead of a rush to the airport.
- Pena Palace is a timed entry first thing in the morning, before the tour buses arrive.
- 07:301
Flight Toronto → Lisbon (return fare)
Overnight and direct · US$1,197
- 08:452
Private transfer to Alfama
About 25 min from the airport · US$33
- 10:003
Memmo Alfama Hotel (3 nights)
Rooftop pool with river views · US$788
- 16:004
Miradouro de Santa Luzia
Viewpoint over the rooftops, 3 min walk · Free
- 19:305
Fado dinner at Clube de Fado
Book ahead, the music starts around 21:00 · US$131
- All day1
Getting around: Lisbon transit day pass
Trams, metro and trains all day · US$16
- 09:002
Tram 28 to São Jorge Castle
Board at Martim Moniz to get a seat · US$29
- 12:303
Lunch at Time Out Market
Try a bifana and a custard tart · US$44
- 14:304
Jerónimos Monastery & Belém Tower
Combined ticket, closed Mondays · US$29
- 17:005
Pastéis de Belém
The original custard tarts · US$9
- 08:301
Train Rossio → Sintra
About 40 min, every 20 min · US$9
- 09:302
Pena Palace timed entry
Book a week ahead; bus 434 up the hill · US$37
- 13:003
Lunch at Tascantiga
Small plates in the old town · US$51
- 14:304
Quinta da Regaleira
Walk down the Initiation Well · US$29
- 20:005
Dinner in Chiado
Back in Lisbon by 18:00 · US$88
- 10:001
Train Lisbon Oriente → Lagos
About 4 h, one change at Tunes · US$66
- 14:302
Tivoli Lagos (3 nights)
Pools, short walk to the old town · US$569
- 17:303
Ponta da Piedade boat trip
Sea caves and arches at golden hour · US$44
- 20:004
Seafood dinner at the marina
Order cataplana for two · US$80
- 10:001
Praia do Camilo
200 steps down to a perfect cove · Free
- 13:002
Lunch at O Camilo
Grilled fish above the cove · US$66
- 15:303
Kayak tour along the Lagos cliffs
Small groups, calmer water in the afternoon · US$66
- 20:004
Dinner in Lagos old town
Late dinners are normal here · US$66
- 10:001
Small car for the day
The coast road is easy driving · US$58
- 11:002
Fortaleza de Sagres
Clifftop fort at Europe’s south-west tip · US$9
- 13:003
Lunch in Sagres
Fresh seafood by the harbour · US$58
- 18:304
Sunset at Cabo de São Vicente
Bring a jacket, it gets windy · Free
- 09:001
Private transfer Lagos → Faro Airport
About 1 h · US$80
- 12:002
Flight Faro → Toronto
One stop via Lisbon, included in the return fare · Free
Estimated total · US$3,652
Good to know
- Lisbon is hilly: pack comfortable shoes.
- Dinner at 20:30 is normal in Portugal.
- Buy Pena Palace tickets at least a week ahead.
- The Atlantic is cool in May, but the sun is strong.
Want us to book it all for you?
A Nanajee travel expert will review this plan and can help you with everything.
How it works
Tell us your plan
Pick the trip type and describe it like you’d tell a friend: dates, people, budget, must-sees.
Get your itinerary
A day-by-day plan with times, routes and costs, and the reasons behind each choice. Ask for changes until it feels right.
Book and go
Book the stops you want with our travel partners, or send the plan to our team and we’ll help you book everything.
Your trip. Planned by AI. Backed by a real person.
Other sites sell you a ticket. We plan the whole trip around you, then help you book it.
AI plans it
Your dates, budget, interests and must-dos, in your own words. The planner builds a day-by-day itinerary with times, routes and costs, and keeps business meetings fixed.
You control it
Ask for a slower day, a cheaper hotel or a different restaurant and the plan updates in seconds. Nothing is booked until you choose.
A real person has your back
Want it handled for you? Send the plan to our travel team. A real person reviews it, helps you book, and helps if your plans change.
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Questions & answers
Is there a free AI trip planner?
Yes. Nanajee’s AI trip planner is free, with no sign-up and no planning fee. You only pay for what you choose to book with our travel partners.
How do I plan a trip with AI?
Describe your trip in your own words: where, when, how many nights, who is coming, your budget and what you love. Press Plan my trip and you get a day-by-day itinerary in about a minute. Then ask for any changes.
Can AI make a day-by-day itinerary with costs?
Yes. Each day has times, places, meals and local transport, with estimated costs for flights, hotels and activities for your dates. Flight costs use recent real fares where available.
How is Nanajee different from asking ChatGPT to plan a trip?
A general chatbot gives you text suggestions. Nanajee builds a structured day-by-day plan with times, routes and costs for your dates, keeps your fixed plans (such as meetings) in place, changes one part at a time, and links each stop to booking.
Can an AI trip planner book my flights and hotels?
Nanajee never books or charges anything by itself. Each bookable stop has a Book button that opens a trusted partner such as Hotels.com, Klook or KKday with your details, or you can send the plan to our team for help.
Can I plan a trip in my own language?
Yes. The planner works in more than 90 languages and shows prices in your own currency. Write your trip in your language, or pick one at the top of the page.
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