Madeira Tour: Counting the Stars
⁍ Journeys ◦ Europe ◦ Portugal ◦ Nature ◦ Gastronomy ◦ Families ◦ Couples ◦ Private Driver
Highlights
Madeira: Levadas, fine dining, and charming accommodations
✓ Dinners at award-winning top restaurants such as William*, Il Gallo d’Oro**, and culinary hotspots with panoramic views.
✓ Iconic levada hikes such as Caldeirão Verde and Paradise Valley, passing through laurel forests, flower-filled meadows, and hidden waterfalls.
✓ Stay in luxurious hotels with character, from the historic Palheiro Estate to the legendary Belmond Reid’s Palace.
✓ Unique experiences with full-service travel guidance, including jeep tours and visits to tea plantations and wineries.
Luxury Tour of Madeira
Let yourself be enchanted by Madeira on this luxurious tour with a private driver. No stress, no map-reading—just pure enjoyment. Imagine intimate encounters with nature, gastronomic refinement, and charming hotels that showcase the island at its best. From levadas in ancient laurel forests to Michelin-starred dinners: you’ll experience the island in style, with plenty of time for nature, culture, and culinary highlights. This trip combines Madeira’s natural beauty with exceptional service,
culinary excellence, and hidden gems known only to locals
Itinerary
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Upon arrival in Funchal, your private driver will be waiting to take you in complete comfort to Casa Velha do Palheiro. You’ll check in amidst the stately palheiro gardens, one of the island’s most beautiful estates. Spend the afternoon relaxing, strolling among centuries-old trees and fragrant flower terraces. In the evening, a refined dinner awaits you at Oxalis, listed in the 2025 Michelin Guide.
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With your private guide, you’ll explore Funchal’s colorful market and its famous embroidery, and sample Madeira wine at a traditional winery. In the afternoon, you’ll visit Monte, with its tropical gardens and an optional ride on the famous toboggan baskets. The city is bustling, but thanks to your guide, you’ll discover its hidden charms. After sunset, enjoy a gourmet dinner at Galáxia Skyfood, with a breathtaking view of the bay.
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After breakfast, enjoy a relaxed introduction to golf at the Palheiro Golf Course, with views of the sea and Funchal. You’ll have lunch at the club restaurant and then travel to the northeast of Madeira, where the landscape becomes rougher and more dramatic. Along the way, you’ll stop at the spectacular viewpoint of Ponta de São Lourenço. You’ll check in at Quinta do Furão in Santana and dine with a view of the ocean and vineyards.
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Today you’ll embark on one of Madeira’s most beautiful hikes: the levada to Caldeirão Verde. You’ll walk through narrow laurel forests, through tunnels, and along steep cliffs, until you reach a fairytale-like waterfall in a lush cirque. This hike is as enchanting as it is peaceful. After returning, you’ll relax by the pool and enjoy another refined dinner at the hotel in the evening.
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After breakfast, you’ll drive to the iconic Belmond Reid’s Palace, one of Europe’s most legendary hotels. Along the way, you’ll visit Santa Cruz and the Cristo Rei viewpoint. In the afternoon, you’ll enjoy an exclusive guided garden tour of the historic grounds. The famous afternoon tea on the terrace is the perfect way to end the day, followed by a gourmet dinner at William (1 Michelin star).
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Today, you’ll explore Madeira’s rugged interior on a luxury jeep tour that takes you past hidden lookouts, mountain villages, and off-road trails. Your guide will show you landscapes you’d never see otherwise. After a leisurely lunch, you’ll return to Reid’s Palace. In the evening, enjoy a creative, high-quality dinner at Desarma, with views of the city.
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You’ll stroll through Paradise Valley, a peaceful levada lined with flowers, terraces, and rolling hills. You’ll be welcomed at a charming tea garden for a local tasting featuring cheese, wine, and homemade bread. The afternoon is yours to relax at the spa or by the pool. The trip concludes with a festive dinner at Il Gallo d’Oro (2 Michelin stars).
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After a final hearty breakfast, you’ll check out of Reid’s Palace. Your driver will take you to the airport at a leisurely pace. You’ll leave Madeira with a head full of fond memories.
Practical Information
Trip duration 8 days, 7 nights
Indicative price €3,600 per person
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This estimated price is subject to change. The estimated price includes a private driver and accommodations but does not include flights. With Pegase Tailored, we bring your travel dreams to life, fully tailored to your wishes. No standard package—just a unique journey so you can discover the world on your own terms.
Best time to visit
Our highlight of the trip
“The levada walk in Paradise Valley is my absolute favorite: peaceful, lush, and intimate, with a tasting to round off the experience in a charming tea garden. Here, you can truly feel the authenticity of Madeira”
Maïté Quijo, Luxury Travel Advisor
Featured Hotels
Casa Velha do Palheiro
This elegant country estate hotel is nestled in the heart of the historic Palheiro Gardens, an oasis of tranquility and classic charm. The rooms are stylishly decorated with warm colors and natural materials. The combination of garden paths, wellness, and fine dining makes this the perfect start to your journey.
Quinta do Furão
Surrounded by vineyards and cliffs, Quinta do Furão offers breathtaking views of the Santana coastline. The atmosphere is warm, welcoming, and authentic. The restaurant is known for its local dishes and spectacular views.
Reid’s Palace, A Belmond Hotel
Reid’s Palace is an icon of elegance, with terraces overlooking the ocean and rooms that exude classic grandeur. The gardens are lush, the service is unparalleled, and history is palpable in every detail. The presence of the Michelin-starred restaurant William makes the stay even more special.
Featured experiences
Top-tier Michelin-starred dinners
During this tour, you’ll enjoy several Michelin-level dinners that highlight local ingredients and innovative flavors. From the refined creations at William* to the two-star experience at Il Gallo d’Oro**, each restaurant offers a unique take on Madeiran cuisine.
Jeep tour through the countryside
You’ll discover hidden parts of Madeira via scenic off-road routes accessible only by jeep. The landscapes range from mountain peaks to emerald-green valleys. Your guide will take you to unique stops and share local stories.
Afternoon Tea at Reid’s Palace
The iconic afternoon tea is served on a terrace overlooking the Atlantic Ocean. Exquisite pastries, delicate sandwiches, and perfectly brewed tea come together to create a refined experience. An elegant tradition that has been enchanting guests for decades.
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