Grand Portugal Discovery: Lisbon, Alentejo, Douro & Porto

Overview

Welcome to Portugal for an extraordinary journey crafted specifically to celebrate your 60th birthday milestone in complete comfort and elegance. From the romantic palaces of Sintra and the sun-drenched plains of the Alentejo to the terraced a vineyard of the Douro Valley and historic Porto, this tailored itinerary reveals the very best of the country. With your dedicated private driver/guide taking care of every detail, you will experience Portugal's rich heritage, breathtaking panoramas, and warm hospitality at a refined and seamless pace.

Highlights

• Warm meet and greet arrival at Lisbon Airport by your dedicated driver/guide
• Scenic orientation drive past Eduardo VII Park with sweeping river views
• Gentle introductory stroll through the charming streets of Baixa and Chiado
• Relaxed evening at leisure to settle in and enjoy dinner on your own
• Self-guided exploration of the vibrant terraces and gardens of Pena Palace
• Stroll through the cobblestone alleyways and artisan shops of Sintra village
• Breathtaking ocean views from the clifftop perch of Cabo da Roca
• Scenic coastal journey through the traditional fisherman village of Cascais
• Peaceful morning stop to discover the serene Sanctuary of Fatima
• Sweeping Atlantic panoramas from the high clifftop viewpoint of Nazare

Day by day

1. Day 1 — Arrival in Lisbon & First Impressions
   Upon landing in Lisbon, your private driver/guide greets you warmly at the arrivals gate to begin your milestone Portuguese journey. Enjoy a scenic orientation drive through Lisbon's grand boulevards and panoramic hillsides, followed by an introductory stroll through the historic Baixa and Chiado districts before settling in with free time for dinner on your own.
2. Day 2 — Sintra, Cabo da Roca & Cascais
   Travel into the lush Sintra hills to explore the romantic Pena Palace, perched atop the peaks like an architectural jewel. Afterward, take a leisurely stroll through the fairy-tale historic village of Sintra, admire the dramatic cliffs of Cabo da Roca at mainland Europe's western edge, and wind down the Atlantic coast through the charming seaside town of Cascais.
3. Day 3 — Fatima, Nazare & Obidos
   Begin the day traveling north to the revered Sanctuary of Fatima, discovering its tranquil grounds and renowned basilica. Continue to the Atlantic coastline to take in the awe-inspiring ocean cliffs and maritime traditions of Nazare, before concluding in the medieval walled town of Obidos to wander among whitewashed houses and sample regional cherry liqueur.
4. Day 4 — Evora & Monsaraz
   Venture east into the golden plains of the Alentejo to discover the UNESCO World Heritage city of Evora, home to an ancient Roman Temple and the intriguing Chapel of Bones. Continue toward the peaceful Spanish border to explore the medieval hilltop fortress of Monsaraz, followed by an authentic regional wine tasting at a traditional Alentejo estate.
5. Day 5 — Knights Templar: Tomar & Almourol
   Uncover the legendary heritage of the Knights Templar with a journey to the Convent of Christ in Tomar, an architectural marvel renowned for its Manueline ornamentation. Later, follow the Tagus River to admire the romantic 12th-century fortress of Almourol Castle, standing proud on its scenic granite island, before returning comfortably to Lisbon.
6. Day 6 — Relaxed Private Transfer to Porto with a Stop in Aveiro
   Journey north toward Porto with an enchanting midday stop in Aveiro, often celebrated for its picturesque canals and Art Nouveau architecture. Continue your drive to the vibrant city of Porto, taking in your first glimpses of the Douro River and the iconic Dom Luis I Bridge before checking in to your hotel.
7. Day 7 — Douro Valley Wine Experience
   Immerse yourself in the timeless beauty of the UNESCO-listed Douro Valley, navigating the dramatic landscapes around Regua and Pinhao. In the morning, enjoy a private 1-hour boat trip gliding along the calm waters of the Douro River, followed in the afternoon by an authentic Douro wine tasting at a family-run quinta nestled among terraced hillsides.
8. Day 8 — Porto Highlights & Departure
   Conclude your Portuguese adventure with a refined morning tour through the historic heart of Porto, visiting the iconic Clerigos district and admiring the ornate facade of Livraria Lello. After a memorable walk through the colorful riverside Ribeira quarter, your private driver transfers you smoothly to Porto Airport for your departure flight.

What is included

• Private English-speaking driver-guide
• Black Mercedes-Benz vehicle (E-Class, V-Class, or Sprinter based on group size)
• All ground transport between cities and on tour days
• Door-to-door pickups and drop-offs at hotels and airports
• Bottled water and Wi-Fi in the vehicle
• Personalized planning by Portugal Magik travel designers

Not included

• Hotel accommodation (we recommend properties on request)
• Flights to and from Portugal
• Meals and drinks (suggestions provided by your driver)
• Museum and monument entrance fees
• Travel insurance

Who this trip suits

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

Frequently asked questions