Tour overview

This 8-day journey slows down in the Alentejo, the rolling, whitewashed heart of southern Portugal. An expert guide travels with the group, which numbers between four and sixteen, by private transport. You stay one night in Lisbon and six in a 15th-century convent near Evora, with breakfast daily, five lunches and six dinners, and gratuities included.

After a welcome reception in Lisbon you travel to Arraiolos to meet the women who make its embroidered rugs, and enjoy a private tasting with a celebrated winemaker. A private tour reveals Evora's Roman temple and Gothic cathedral.

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You visit the medieval hilltop village of Monsaraz and cruise Lake Alqueva in a vintage boat, tour the Ducal Palace at Vila Vicosa and cook an Alentejano feast with a local chef. A day of your choice is followed by a private tour of Roman ruins with an archaeologist and the ancient tradition of clay-pot wine.

The physical rating is low. This journey suits travellers who want an unhurried, exclusive taste of rural Portugal.

Trip highlights

  • A welcome reception in Lisbon (Day 1)
  • Arraiolos rugs and a private wine tasting (Day 2)
  • Evora (Day 3)
  • Monsaraz and Lake Alqueva (Day 4)
  • Vila Vicosa and a cookery session (Day 5)
  • Roman ruins and clay-pot wine (Day 7)

Your route

11 stops from Lisbon to Convento do Espinheiro

8-day route: Lisbon – Arraiolos – Evora – Monsaraz – Vila Vicosa – Sao Cucufate – Lisbon
  1. Lisbon Day 1
  2. Arraiolos Day 2
  3. Convento do Espinheiro Days 2–7
  4. Évora Day 3
  5. Monsaraz Day 4
  6. Lake Alqueva Day 4
  7. Vila Viçosa Day 5
  8. Estremoz Day 5
  9. Elvas Day 6
  10. Vila de Frades Day 7
  11. Convento do Espinheiro Day 8

Why choose this tour

Six nights in a historic convent. Private experiences and gratuities included.

Best suited to

  • Travellers who value comfort
  • Food and wine lovers
  • Culture lovers
  • Couples and solo travellers
The Roman temple and a baroque church in Evora

Day-by-day itinerary

8 days from Lisbon, Portugal to Lisbon, Portugal

  1. Day 1 · Lisbon Lisbon

    A welcome reception.

    Hotel
    Inspira Liberdade Boutique Hotel
    Meals
    Dinner
  2. Day 2 · Arraiolos, Evora Alentejo

    Rugs and wine.

    Hotel
    Convento do Espinheiro
    Meals
    Breakfast, Lunch, Dinner
  3. Day 3 · Evora Evora

    A private walk.

    Hotel
    Convento do Espinheiro
    Meals
    Breakfast, Lunch
  4. Day 4 · Monsaraz, Lake Alqueva Monsaraz

    A vintage boat.

    Hotel
    Convento do Espinheiro
    Meals
    Breakfast, Lunch, Dinner
  5. Day 5 · Ducal Palace, Vila Vicosa Vila Vicosa

    An Alentejano feast.

    Hotel
    Convento do Espinheiro
    Meals
    Breakfast, Lunch, Dinner
  6. Day 6 · Evora Alentejo

    A day of your choice.

    Hotel
    Convento do Espinheiro
    Meals
    Breakfast, Dinner
  7. Day 7 · Sao Cucufate, Vidigueira Sao Cucufate

    Clay-pot wine.

    Hotel
    Convento do Espinheiro
    Meals
    Breakfast, Lunch, Dinner
  8. Day 8 · Lisbon Lisbon

    The journey ends.

    Meals
    Breakfast
The castle of Monsaraz above the Alentejo

Where you stay

  • Lisbon (1 night) Inspira Liberdade Boutique Hotel
  • Evora (6 nights) Convento do Espinheiro

Hotel names are indicative and may be replaced with a property of similar standard and location.

What's included

Included

  • Accommodation 7 nights in a boutique hotel and a historic convent
  • Meals 7 breakfasts, 5 lunches and 6 dinners
  • Private transport and airport transfers
  • Private wine tastings and a cookery session
  • Lake Alqueva vintage boat cruise
  • Gratuities for local staff
  • Expert guide throughout

Not included

  • Flights
  • Meals not included 1 lunch and 1 dinner
  • Drinks
  • Optional activities
  • Travel insurance and personal spending
Sunset over Monsaraz and Lake Alqueva

This trip might not be for you if…

Honest disclaimer — please read

  • You want to see many places
  • You want a budget trip
  • You want an active holiday
  • You want flights included — they are not

Good to know

Meals by day Breakfast: Days 2–8 · Lunch: Days 2–5 and 7 · Dinner: Days 1–2 and 4–7
The historic town of Evora from above

In pictures

Departures & prices

From £4,236 per person, twin share, tour only. 7 upcoming departures. Single travellers from £4,828 (single supplement from £592).

Offer Reduced prices on selected dates, shown with the regular price crossed out. Book by 16 Oct.

Frequently asked questions

How do I book this tour?

Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.

What financial protection do I get?

Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.

Do I need a visa for Portugal?

No, UK citizens can visit Portugal visa-free for short stays, though the EU Entry/Exit System applies at the border.

Are gratuities included?

Yes, gratuities for local support staff are included.

What is the day of your choice?

You choose from experiences such as crafts, riding or exploring Evora, booked before travel.

Are transfers included?

Yes, on arrival and departure.

Can I have my own room?

A single supplement is available on request.

How many people travel together?

Between four and sixteen travellers, with an expert guide.

Can you tailor the trip?

Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.

What if my flight is delayed or cancelled?

If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.

ATOL protected 100% financially protected in a Trust bank account PTS 6035 4.7 on Trustpilot
Tailor-made option

Not quite the right fit? Make it tailor-made.

If this group tour doesn't match your ideal trip, our specialists will turn it into a private tailor-made journey — your own dates, your own pace, upgraded hotels where you want them, and the parts you don't love swapped out. Same destinations, just rebuilt around you.

Contact us for a tailor-made version of this itinerary
From £4,236
See dates & prices