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Multi-day Private multi-day tour

14 Days Portugal Tour : The Best from North to South

Travel privately for 14 days from Lisbon through Arrival in Lisbon & Historical Heart Discoveries; Journey South to Alentejo & Arrival in the Museum-City of Évora; Return to Lisbon via Fishing Sesimbra, Arrábida Cliffs & Azeitão Art. Walkborder confirms the route, pickup plan and practical details in writing before payment.

Tripadvisor 4.9 · 1,061 reviews 14 days Private group Lisbon pickup
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Tour overview

14 days planned as one private journey.

Private 14 days journey from Lisbon, following Arrival in Lisbon & Historical Heart Discoveries; Journey South to Alentejo & Arrival in the Museum-City of Évora; Return to Lisbon via Fishing Sesimbra, Arrábida Cliffs & Azeitão Art. Daily logistics are confirmed around your dates, hotels and preferred pace. The sequence is based on Walkborder’s official product itinerary. Accommodation, timed admissions and optional activities are included only when they appear in your written proposal.

Route at a glance

Arrival in Lisbon & Historical Heart Discoveries opens the journey; Return to Lisbon via Fishing Sesimbra, Arrábida Cliffs & Azeitão Art completes it.

Journey South to Alentejo & Arrival in the Museum-City of Évora

We leave Porto and travel south into the golden plains and olive grove landscapes of the Alentejo region. Our destination is Évora, a beautifully preserved museum-city classified as a UNESCO World Heritage site.

Private daily logistics

A private vehicle and driver-guide follow the confirmed route for your group.

Built around your trip

Dates, hotels, admissions, optional visits and pacing are confirmed before payment.

Suggested itinerary

14-day route, one clear sequence.

The day order may change for hotel location, admission times, traffic, weather or a preference agreed before confirmation.

Day 1: Arrival in Lisbon & Historical Heart Discoveries

Your private tour begins with a warm welcome by your chauffeur-guide at Lisbon Airport or directly at your hotel. We dedicate this first day to exploring the capital's historical heart. We will climb the iconic hills aboard our executive vehicle to reach Portas do Sol and São Pedro de Alcântara viewpoints, followed by a stroll through old Alfama, the 12th-century Cathedral, and the elegant Chiado and Baixa quarters.

Overnight: Lisbon

Accommodation is not included. Guests must book and pay for it separately.

Day 2: Romantic Sintra, Pena Palace, Cascais & Estoril Coast

Journey to the mystical town of Sintra, a UNESCO World Heritage site. You will have dedicated time to explore the flamboyant Pena National Palace or the enigmatic Quinta da Regaleira with its Initiation Well. After lunch in the village (and tasting traditional Travesseiros at Piriquita), we head to the Atlantic coast via Cabo da Roca, the westernmost point of continental Europe, continuing past Boca do Inferno to the elegant resort town of Cascais.

Overnight: Lisbon

Accommodation is not included. Guests must book and pay for it separately.

Day 3: Belém Monumets & Free Afternoon in Lisbon

Spend the morning exploring historical Belém, the launching ground for caravels during the Age of Discovery. Visit the iconic Belém Tower, the Discoveries Monument, and the majestic Jerónimos Monastery—a Manueline masterpiece. We wrap up the morning with a tasting of the original Pastéis de Belém.

Overnight: Lisbon

Accommodation is not included. Guests must book and pay for it separately.

Day 4: Northern Route: Faith of Fátima, Academic Coimbra & Arrival in Porto

We head north today. Our first stop is the Sanctuary of Fátima, a global pilgrimage center where you can visit the Chapel of the Apparitions and the Basilica housing the shepherds' tombs. Next, we visit Coimbra, the celebrated "City of Students," to tour its prestigious University (founded in 1290), including the grand courtyard and the baroque Joanina Library.

Overnight: Porto

Accommodation is not included. Guests must book and pay for it separately.

Day 5: Porto City Discovery, Lello Bookstore & Gaia Wine Cellars Tasting

A full day dedicated to the secrets of Porto. Highlights include São Bento Station with its 20,000 historic hand-painted tile panels, the Cathedral, the iconic Clérigos Tower, and the neo-Gothic facade of the famous Lello Bookstore. Stroll through the vibrant riverside Ribeira district.

Overnight: Porto

Accommodation is not included. Guests must book and pay for it separately.

Day 6: Breathtaking Douro Valley, Pinhão Station & Estate Wine Tour

Escape into the stunning Douro Valley, the world's oldest demarcated wine region and a UNESCO World Heritage site. Drive along scenic mountain roads overlooking terraced vineyards sloping down to the river. Visit the traditional village of Pinhão and its famous tile-decorated railway station.

Overnight: Porto

Accommodation is not included. Guests must book and pay for it separately.

Day 7: Visit to Guimarães, and Braga.

CWe dedicate this day to the birthplace of Portugal and the Portuguese Rome. We begin in Guimarães, exploring its medieval historic center and the imposing Castle. Next, we set off to discover Braga, where we visit the stunning Sanctuary of Bom Jesus do Monte and its iconic staircases.

Overnight: Porto

Accommodation is not included. Guests must book and pay for it separately.

Day 8: Journey South to Alentejo & Arrival in the Museum-City of Évora

We leave Porto and travel south into the golden plains and olive grove landscapes of the Alentejo region. Our destination is Évora, a beautifully preserved museum-city classified as a UNESCO World Heritage site. Upon arriving in the late afternoon, enjoy a relaxing walk through the historic Giraldo Square to soak up the peaceful Alentejo atmosphere.

Overnight: Évora

Accommodation is not included. Guests must book and pay for it separately.

Day 9: Évora Exploration: Roman Temple, Cathedral & Chapel of Bones

A full day dedicated to exploring the rich heritage of Évora. Accompanied by your private guide, tour the impressive 1st-century Roman Temple, the imposing Gothic Cathedral, and the unique Chapel of Bones inside St. Francis Church, whose walls are lined with human bones.

Overnight: Évora

Accommodation is not included. Guests must book and pay for it separately.

Day 10: Cork Factory Tradition & Entry into the Sunny Algarve

We leave Évora and head to the southernmost coast of Portugal. Along the way, stop at a traditional cork factory to discover the lifecycle of the cork oak tree (Portugal proudly supplies 55% of the world's cork). We then cross the scenic southern hills to reach the sunny Algarve, the country's premiere coastal paradise, checking smoothly into your premium seaside hotel.

Overnight: Algarve

Accommodation is not included. Guests must book and pay for it separately.

Day 11: Western Algarve: Historic Lagos & Ponta da Piedade Caves Cruise

Discover the dramatic Western Algarve. In Lagos, weather permitting, board custom small boats to glide directly inside the jaw-dropping sea caves of Ponta da Piedade. Explore Lagos' old town, deeply linked to Prince Henry the Navigator.

Overnight: Algarve

Accommodation is not included. Guests must book and pay for it separately.

Day 12: Eastern Algarve: The Charm of Tavira & Ria Formosa Nature Lagoon

Travel to the eastern side of the Algarve to visit Tavira, widely considered one of the region's most authentic and charming towns, featuring a beautiful Roman bridge and historic architecture. Next, explore the borders of the Ria Formosa Natural Park, a stunning coastal lagoon ecosystem. Enjoy free time for lunch focusing on fresh grilled fish and seafood before returning to the hotel.

Overnight: Algarve

Accommodation is not included. Guests must book and pay for it separately.

Day 13: Leisure Day: Golden Beaches, Seafood & Relaxation

A full day at leisure to relax completely. Enjoy your premium resort amenities, lounge on the world-famous golden cliff beaches (such as Marinha Beach or Falésia Beach), or explore local villages at your own pace. Your executive vehicle and private driver remain fully available to accommodate local transfers as desired.

Overnight: Algarve

Accommodation is not included. Guests must book and pay for it separately.

Day 14: Return to Lisbon via Fishing Sesimbra, Arrábida Cliffs & Azeitão Art

We conclude this magnificent journey by driving back north to Lisbon with superb coastal stops. First, visit Sesimbra, a picturesque fishing village nestled beneath its medieval castle. Next, navigate the breathtaking mountain roads of Arrábida Natural Park, offering panoramic views over turquoise waters.

Included

Part of the group price

  • Private air-conditioned vehicle
  • Pickup and drop-off in the confirmed area
  • English-speaking local driver-guide or guide support
  • Route planning before confirmation
  • Tolls, parking and local taxes when included in the confirmed proposal

Not included

Paid separately

  • Hotel accommodation. Guests are responsible for booking and payment.
  • Meals and drinks unless explicitly confirmed
  • Monument, boat, estate or activity tickets unless listed
  • Personal expenses and gratuities

Practical information

What to know before the day.

Comfort

Comfortable shoes and a light layer are recommended.

Tickets

Timed entries may affect route order and must be confirmed before departure.

Mobility

Historic centres may include slopes, stairs or uneven paving. Tell us your needs early.

Operator

WALKBORDER LDA

Insurance

ALLIANZ — Apólice nº 203377964

RNAVT

RNAVT nº 5861

Guest feedback

Private service, clear planning and local context.

Tripadvisor 4.9 · 1,061 reviews

Read more reviews
“The route felt organised without becoming rigid. Our guide adapted the pace for the children, explained the history clearly and helped us choose the right palace.”

Sarah M. · United States

May 2026 · Family

“Everything was explained before the day, the pickup was punctual and the guide balanced historical detail with time to explore independently.”

Helen R. · United Kingdom

March 2026 · Couple

Frequently asked questions

Before you request availability.

No. The enquiry only asks us to verify availability. The booking becomes confirmed after you receive the written proposal, accept the conditions and complete the required payment.

Most private day tours use a group price for a defined vehicle capacity. Each tour page states the group size, price and any exceptions.

The tour page lists transport, guide, pickup, tickets, water, tolls and taxes when applicable. Lunch, optional tickets and personal expenses are normally separate unless stated otherwise.

Yes, within the available time, geography, ticket conditions and operational limits. Major changes should be agreed before confirmation.

Lunch is normally not included unless stated on the tour page. Guides can recommend restaurants based on preferences, dietary needs and timing.

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Ready to explore?

Request this private 14 days journey.

Share your dates, group size, hotel plan and priorities. We will confirm availability, route, inclusions and final price in writing.

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From4,630 € / group
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