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Portugal 5 nightsCultureFood

Lisbon Days, Cascais Evenings

Five nights for city walks, palace gardens and time by the Atlantic.

  1. 1Lisbon
  2. 2Sintra
  3. 3Cascais

From, per person~US$1,760

Designed by @snuck Shaped around your dates No payment to ask

Best Apr to Jun and Sep, Oct

By @snuckUpdated 11 November 2026

Spend three nights in Lisbon, then travel through Sintra’s wooded hills to Cascais. Stay in hotels with character, enjoy private drives and planned visits, and leave time for long lunches and free afternoons.

Length
5 nights
Route
Lisbon, Sintra, Cascais
Best time
Apr to Jun and Sep, Oct
Ideal for
Couples visiting Portugal for the first time

Why you'll love it

  1. Explore Lisbon’s old neighbourhoods with a private guide
  2. Try custard tarts and walk by Belém’s riverfront
  3. Enjoy dinner and traditional fado singing
  4. Explore one Sintra palace with time to look around
  5. Spend two nights by the sea in Cascais

Day by day

  1. Day 1

    Settle Into Lisbon

    Your driver meets you at Lisbon airport and takes you to your hotel. Rest after your journey from India, then take a short walk around Chiado if time allows.

    • Stay: Four-star boutique hotel with character in Chiado, Lisbon
    • Getting there: Private airport transfer, approximately 30–45 minutes

  2. Day 2

    Walk Through Old Lisbon

    Explore Alfama and the historic centre with a private guide, taking short drives to ease the steeper climbs. The afternoon is free before your reserved fado singing performance with dinner.

    • Stay: Four-star boutique hotel with character in Chiado, Lisbon
    • Getting there: Private local transfers, approximately 45–60 minutes total, plus walking

  3. Day 3

    Belém and Free Time

    Visit Belém with your guide in the morning, including the covered courtyard at Jerónimos, and stop for a custard tart. Return after lunch and spend the afternoon shopping, visiting cafés or resting at your hotel.

    • Stay: Four-star boutique hotel with character in Chiado, Lisbon
    • Getting there: Private car, approximately 25–40 minutes each way

  4. Day 4

    Through Sintra to Cascais

    Leave Lisbon after breakfast and visit the National Palace of Sintra with a private guide. Have lunch in town, then continue to Cascais and settle into your hotel by the sea.

    • Stay: Five-star coastal hotel in Cascais
    • Getting there: Private car, Lisbon–Sintra 45–60 minutes; Sintra–Cascais 30–45 minutes

  5. Day 5

    A Day by the Sea

    Spend the morning enjoying breakfast, the pool or Cascais’s waterfront. Later, take a private coastal drive to Guincho, with a café stop and time to watch the Atlantic.

    • Stay: Five-star coastal hotel in Cascais
    • Getting there: Private coastal drive, approximately 45–60 minutes total

  6. Day 6

    Fly Home From Lisbon

    Have breakfast before your private transfer to Lisbon airport. Your pickup time allows for traffic and your airline’s recommended check-in time.

    • Getting there: Private transfer, Cascais–Lisbon airport approximately 40–60 minutes

Where you'll stay

  1. 3 nights · days 1 to 3Four-star boutique hotel with character in Chiado, Lisbon
  2. 2 nights · days 4 to 5Five-star coastal hotel in Cascais

When to go

  1. Jan
  2. Feb
  3. Mar
  4. Aprgood time to go
  5. Maygood time to go
  6. Jungood time to go
  7. Jul
  8. Aug
  9. Sepgood time to go
  10. Octgood time to go
  11. Nov
  12. Dec

Best from Apr to Jun and Sep, Oct. Other months work too; we'll tell you what to expect for your dates.

Included

  • Five nights in the listed hotel categories, two people sharing a room
  • Daily breakfast
  • Private airport and hotel transfers
  • Private guided visits in Lisbon, Belém and Sintra
  • Entry to the Jerónimos covered courtyard and Sintra National Palace
  • Fado singing performance with dinner
  • Private coastal drive to Guincho
  • Hotel taxes and local visitor taxes

Not included

  • International flights
  • Visa fees
  • Travel insurance
  • Meals other than breakfast and the listed dinner
  • Personal shopping, tips and optional activities
  • Applicable Indian TCS

Good to know

  • Starting price is an estimate per person, with two people sharing a room. It excludes flights and assumes advance booking outside peak dates. Applicable trip taxes are included; Indian TCS is extra.
  • Lisbon and Sintra have steep lanes and uneven paving. Bring comfortable shoes, even with private transfers.
  • Share vegetarian or Jain meal needs before booking. The fado dinner menu needs to be arranged in advance.

Before you go to Portugal

Capital:
Lisbon
Language:
Portuguese
Currency:
EUR

Questions

How many days is the Lisbon Days, Cascais Evenings trip?

5 nights and 6 days: Lisbon, Sintra, Cascais.

How much does it cost?

From ₹1,65,000 per person, twin sharing, without international flights. We confirm the price for your dates.

When is the best time to go?

Apr to Jun and Sep, Oct.

What is included?

Five nights in the listed hotel categories, two people sharing a room, Daily breakfast, Private airport and hotel transfers, Private guided visits in Lisbon, Belém and Sintra, Entry to the Jerónimos covered courtyard and Sintra National Palace, Fado singing performance with dinner, Private coastal drive to Guincho, Hotel taxes and local visitor taxes.

What is not included?

International flights, Visa fees, Travel insurance, Meals other than breakfast and the listed dinner, Personal shopping, tips and optional activities, Applicable Indian TCS.

Can the trip be changed?

Yes. A trip designer shapes the pace, stays and length with you before you book.

Make it yours.

Change the pace, the stays or the length. A trip designer shapes it with you, and we confirm the price for your dates.

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From ~US$1,760