Portugal's Coastal Charms & Classic Wine Regions

10-day private Portugal journey by Mercedes-Benz

Portugal's Coastal Charms & Classic Wine Regions

Duration: 10 days · Region: Alentejo · Lisbon & Coast · Pace: balanced

Indicative price: Contact us for pricing & availability

Overview

Welcome to Portugal for a refined private journey combining celebrated wine regions, scenic Atlantic shores, and captivating heritage. Thoughtfully paced for the two of you, this curated itinerary offers the perfect balance of iconic discoveries and relaxing coastal moments accompanied by your dedicated private driver/guide.

Highlights

Day by day

  1. Day 1 — Arrival in Lisbon & Gentle Introduction
    Arrive at Lisbon Airport where your private driver welcomes you for a comfortable transfer to your hotel. Settle in and enjoy a gentle orientation drive along Lisbon's grand avenues before relaxing into your evening at your own pace.
  2. Day 2 — Lisbon Historic Highlights & Belem
    Discover the historic heart of Lisbon, beginning in morning Belem along the Tagus River. Continue into the historic center with its vibrant viewpoints, grand plazas, and the atmospheric alleys of the ancient Alfama quarter. Part of the day is spent on a private tuk tuk experience through the Old Town, weaving through the narrow lanes of Alfama and Mouraria for about an hour.
  3. Day 3 — Sintra Fairy Tale & Cascais Seaside
    Head west to the romantic hills of Sintra to visit the fairy-tale Pena Palace nestled high among lush forested landscapes. Continue across the dramatic coastal road to Europe's westernmost headland before concluding along the elegant seaside avenues of Cascais.
  4. Day 4 — Historic Evora & Alentejo Wine Country
    Journey east into the gentle rolling plains of the Alentejo, renowned for its heritage, olive groves, and wines. Discover the UNESCO-listed city of Evora with its ancient Roman remnants and enjoy an authentic regional wine estate experience.
  5. Day 5 — Monsaraz and the Alqueva Lake
    Drive through cork oak plains to the walled hilltop village of Monsaraz, with wide views over the Alqueva, Europe's largest artificial lake. Your driver can share recommendations to enjoy whitewashed lanes, a medieval castle and a long unhurried lunch with a view.
  6. Day 6 — Scenic Journey via Arrabida Coast to Cascais
    Travel from the peaceful plains of Evora toward the Atlantic coastline of Cascais. En route, wind through the protected natural ridges of the Arrabida Natural Park, admiring dramatic limestone cliffs meeting turquoise ocean waters.
  7. Day 7 — Coastal Cascais & Atlantic Leisure
    Spend a relaxed morning exploring the oceanfront charms of the Portuguese Riviera, from dramatic sea arches to coastal promenades. The afternoon is kept completely free for you to unwind, shop, or stroll the seaside at your own pace.
  8. Day 8 — Medieval Obidos & Authentic Nazare
    Take a memorable day excursion north to explore the storybook medieval walled town of Obidos. Continue onward to the coastal bluffs of Nazare to take in sweeping Atlantic panoramas from the famous clifftop promontory.
  9. Day 9 — Lisbon Wine Region Discovery
    Venture into the picturesque Lisbon wine region, where Atlantic ocean breezes shape vibrant, balanced wines. Tour a private family-run quinta for a dedicated tasting and cellar visit before settling in for the night in Cascais/Estoril coast for your final evening.
  10. Day 10 — Departure from Lisbon
    Enjoy a leisurely morning by the coast before your private driver meets you at your hotel. Relax on your private transfer to Lisbon Airport in time for your return flight home.

What is included

Not included

Who this trip suits

Travellers who prefer a private, fully planned Portugal journey with a driver-guide handling every transfer.

Best season: Best enjoyed April through October, with shoulder months offering the calmest pace.

Frequently asked questions

Is this itinerary fully customizable?

Yes. Every day, pace, and stop can be adjusted to your interests, travel dates, and group size.

Are hotels included?

Hotels are not included in the price shown publicly. We recommend properties on request and can book on your behalf.

What vehicle will we travel in?

A black Mercedes-Benz E-Class, V-Class, or Sprinter, sized to your group.

How do I get a quote?

Contact us with your travel dates and group size and we will return a tailored quote within 24 hours.

Plan this private itinerary with Portugal Magik