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Best months: Sep – Nov

Lisbon & the Algarve - 6 Days (Sintra, Cascais, Lagos, Benagil & Sagres)

4.5(16 reviews)6 daysStart and end in the trailhead

Six days from tram 28 to a sea cave by kayak. Six days with central Lisbon hotels, timed Sintra tickets prebooked and a small-group kayak at Benagil.

Cypress & Stone
Runs this trip
Walking / cultural tour
Six days from tram 28 to a sea cave by kayak
Group Tour
Join a fixed-date departure with other travellers

Top Highlights

  • AlfamaTram 28 is a working commuter line that happens to go past everything.
  • Jeronimos MonasteryPasteis de Belem has made the same custard tart to the same monastery recipe since 1837, and the queue moves quickly.
  • Pena PalaceCabo da Roca between the two is the westernmost point of mainland Europe, and it feels like it.
  • Ponta da PiedadePonta da Piedade is a headland of sea stacks and arches and the clifftop path along it costs nothing.
  • Benagil CaveMotorboats are now banned inside Benagil cave, so kayak or SUP is the only way in — which is why it is still worth doing.
  • Praia da Marinha

Itinerary

What's included

Included in the price

Accommodation
  • 5 nights accommodation as listed: hotel or lodge, twin sharing
Transport
  • Airport pickup and drop, private vehicle
  • All internal transfers by private vehicle
  • All rail between Lisbon and the Algarve
Meals
  • Breakfast daily plus the meals listed on each day
Guide
  • Trip leader throughout, 1 guide per 10
Activities
  • Guided sea kayak into the Benagil cave
Permits & fees
  • Pena Palace and Quinta da Regaleira timed tickets
  • Jeronimos and Belem Tower entries
  • All entry tickets and permits listed in the day-by-day

Not included

Insurance
  • Travel insurance
Optional
  • International or domestic flights to the start point
  • Personal expenses and tips
  • Flights to Lisbon
Additional Services
  • 5% GST and any applicable TCS
  • Lunches and dinners not listed on a day
  • Schengen visa
  • Fado tickets
  • Most meals

Most of these can be added to your booking later — the operator confirms within a day.

Where you'll stay

All accommodations are subject to change

Lisbon Residency

Hotel

Days 1–3

Lagos Inn

Hotel

Days 4, 5

What you'll eat

5 breakfasts and 1 dinner across 6 days, at the lodges you sleep in. It opens with dinner on day 1 and closes with breakfast on day 6.

  • DinnerServed on day 1
  • BreakfastServed on days 2–6

6 meal services named in the itinerary. Vegetarian and vegan covered; Jain, gluten-free and allergies on notice at booking

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Customer reviews

Overall rating
4.5/5
Based on 16 reviews
Review summary
Food
4.4/5
Guide
4.2/5
Itinerary
4.5/5
Transport
4.4/5
Accommodation
4.3/5
Tour operator
4.5/5
Sort by:Recommended
5
E
Elena Petrova – Lisbon2026-07-26 · Verified booking

Lisbon & the Algarve done well. The itinerary had room to breathe. Rooms were comfortable and the locations meant we could walk most evenings. Whoever planned the days knew what they were doing. Good value for what's included.

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5
D
Divya Reddy – Hyderabad2026-07-26 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Rooms were comfortable and the locations meant we could walk most evenings. Crew were professional without being stiff about it. Recommended.

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5
T
Tara D'Souza – Jaipur2026-07-26 · Verified booking

Lisbon & the Algarve done well. The itinerary had room to breathe. Accommodation was a notch better than the price suggested. The lead was calm and knew when to slow the group down.

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5
S
Sneha Kulkarni – Pune2026-07-26 · Verified booking

Well paced over 6 days with enough free time to not feel herded. Rooms were comfortable and the locations meant we could walk most evenings. The cooking was a genuine surprise — better than most places we'd have picked ourselves. Recommended.

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4
M
Manav Sethi – Kolkata2026-04-05 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Would send friends their way.

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5
K
Karan Shah – Chandigarh2026-04-05 · Verified booking

Good mix of the obvious things and a few places we'd never have found. Whoever planned the days knew what they were doing.

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3
H
Hannah Lindqvist – Dubai2026-04-05 · Verified booking

Too much time on the coach and not enough at the places we'd come for. The lead was calm and knew when to slow the group down.

Reply from Cypress & Stone

Thank you for travelling with us — glad the route worked out.

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5
M
Meera Iyer – Jaipur2026-04-05 · Verified booking

Well paced over 6 days with enough free time to not feel herded. Hotels were clean and central, which saved a lot of time. Plenty to eat and they were happy to work around a gluten allergy. Would book with them again.

Reply from Cypress & Stone

Appreciate the honest feedback; we're looking at the pacing on that section.

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Questions people ask

One other operator runs this trip. See all 2 side by side →

₹1,77,999per personNext 6 NovEMI from ₹14,834/mo