Madeira & Alentejo Tour: Portuguese flair
⁍ Journeys ◦ Europe ◦ Portugal ◦ Nature ◦ Culture ◦ Beach ◦ Gastronomy ◦ Couples ◦ Family ◦ Private driver
Highlights
Madeira & Alentejo: discover two sides of Portugal
✓ Variety between the mountain landscapes of Madeira and the unspoiled coastlines of Alentejo.
✓ Private assistance and chauffeur services when they truly add value, without disrupting the rhythm.
✓ Stay in characterful luxury hotels with a clear connection to their surroundings
✓ Culinary moments that are always connected to the place where you are.
Individual tour of Madeira & Alentejo
During this individual tour, you will discover two Portuguese regions that complement each other perfectly. You will start on the green island of Madeira, where mountains, gardens, and levadas set the pace. Then you will travel to the mainland and explore Alentejo, a region of open landscapes, historic towns, and quiet beaches. The trip combines nature, culture, and gastronomy, with comfortable travel and carefully selected hotels. Everything proceeds at a logical pace, allowing you to truly experience each place.
Travel itinerary
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Your journey begins on Madeira, an island where the landscape sets the pace. From your accommodation above Funchal, you can explore both the green interior and the city itself. A private jeep tour takes you off-road through volcanic mountain landscapes, deep valleys, and viewpoints above the clouds. This exploration provides insight into the geology and diversity of the island, far away from the hustle and bustle of the coast.
You will also discover Funchal with a local guide. You will walk through the historic center, visit the market, and learn how wine, embroidery, and trade shaped daily life on the island. A tasting session will place these traditions in their contemporary context. In Monte, you will enjoy tropical gardens and—for those who dare—the iconic toboggan ride with panoramic views of the bay.
Another highlight is the levada walk to Caldeirão Verde. You follow narrow irrigation channels through laurel forests and along steep rock faces, ending at a waterfall deep in a green gorge. The afternoons and evenings leave room for relaxation, gastronomic highlights, and refined moments such as the iconic afternoon tea at Belmond Reid's Palace with views over Funchal Bay.
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After your flight to Lisbon, your private driver will take you to the heart of Alentejo. The landscape opens up: cork oaks, vineyards, and low hills dominate the view. In the charming UNESCO city of Évora, you will walk with a local guide past Roman ruins, whitewashed facades, and quiet squares.
Next, you travel further towards the coast, where the pace slows down noticeably. In Comporta and Melides, you alternate beach time with short explorations of the surrounding area. You walk through dunes, along wide beaches, and through villages where simplicity and space are central. Spend the day at the exclusive Sublime Comporta Beach Club. Think: soft sunbeds in the sand, a fresh sea breeze, sophisticated cocktails... The sunset at Palafítico da Carrasqueira, where a wooden jetty stretches out over the tide, is a golden end to this trip.
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After a final breakfast among pine trees and sand dunes, you will be taken by private transfer to Lisbon Airport. You will return home with memories of two unique regions, each with its own rhythm, scent, and beauty.
Practical information
Trip duration: 8 days, 7 nights
Price On request
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This price is subject to change. The guide price includes a private driver and overnight stays, but excludes flights.
With Pegase Tailored, we bring your travel dreams to life, tailored entirely to your wishes. No standard package, but a unique journey so you can discover the world your way. Best time to travel
Our highlight of the trip
“The levada walk to Caldeirão on Madeira. You walk along narrow irrigation channels through dense laurel forest, with steep rock faces on one side and open ravines on the other. The end point, a waterfall deep in a green crater, feels secluded and untouched. This is Madeira at its purest, far away from roads and buildings."
Maïté Quijo, Luxury Travel Advisor
Featured hotels
Old House of Palheiro, Madeira
You will stay in a historic country house above Funchal, surrounded by extensive gardens. The location offers peace and quiet and beautiful views, without being remote. The hotel is an elegant base for exploring the island.
Belmond Reid's Palace, Madeira
A classic on the coast of Funchal, overlooking the sea. The gardens are lush, the service unparalleled, and history palpable in every detail. Afternoon tea is a regular break in the program.
Spatia Comporta, Alentejo
A small-scale boutique hotel nestled between dunes and pine trees in the enchanting coastal region of Comporta. The architecture is simple and natural, with a strong focus on space and light. Ideal for unwinding after an active day.
Experiences in the spotlight
Private jeep tour on Madeira
You will explore the interior via unpaved roads and panoramic viewpoints. The route will be tailored to your interests and fitness level. The focus is on nature, not speed.
Caldeirão Verde levada walk
An active half-day in the countryside. The walk is mostly flat, but offers a wide variety of landscapes. Suitable for those who want to experience nature consciously.
Melides & Carrasqueira
Exploration of a coastal village and its surroundings, ending at the wooden pier of Carrasqueira at sunset. A simple yet powerful landscape, without embellishment.
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