Madeira Slow Living from US$331

price per person From

US$331

Based on 2 adults

Created: Monday, June 1, 2026 - Departure: Tuesday, October 13, 2026

Themes

Europe Freya

Escape to Funchal, Madeira: Rooftop Design Stay & Scenic Experiences

Passengers: 2 adults, 0 children

Itinerary and included services

Accommodation – 5 nights at Five Design Rooftop by Storytellers
Location: Funchal, Madeira (Portugal)
Stylish design hotel with rooftop views over Funchal’s bay and old town. Centrally located, perfect for exploring on foot.
5 consecutive nights in a modern, well-equipped room
Rooftop common areas ideal for sunset drinks and photo opportunities
Wi‑Fi and essential amenities for a comfortable urban stay
Guided Experience – “Pico do Arieiro + Sunrise Hike” Ticket
Departure from: Funchal, Madeira (Portugal)
Early-morning excursion to one of Madeira’s most iconic peaks to watch the sunrise above the clouds.
Round-trip transfer from Funchal to the trail starting point
Professional mountain guide (English-speaking)
Sunrise viewpoint at Pico do Arieiro, with photo stops
Guided hike along panoramic ridge paths (difficulty: moderate)
Safety briefing and support throughout the route
Wine & Culture – “H.M. Borges Winery Tour” Ticket
Location: Funchal, Madeira (Portugal)
Discover traditional Madeira wine production in one of the island’s historic cellars.
Guided tour of the H.M. Borges winery facilities
Explanation of aging methods, grape varieties and local terroir
Curated tasting of selected Madeira wines (e.g. dry, medium-dry, and sweet styles)
Opportunity to purchase bottles and local specialties on site

Trip overview

This 5-night city break in Funchal combines contemporary design accommodation with some of Madeira’s most emblematic experiences. From your base at Five Design Rooftop by Storytellers, you’ll explore the historic streets of the capital, enjoy vibrant restaurants and cafés, and return each evening to rooftop views over the Atlantic and the surrounding hills.

Your included sunrise hike to Pico do Arieiro immerses you in Madeira’s dramatic mountain scenery, with clouds drifting below your feet and a guided ridge walk that reveals the island’s volcanic origins. Back in Funchal, the H.M. Borges Winery tour adds a cultural and gastronomic touch, offering a complete introduction to the world of Madeira wine and its centuries-old traditions. Together, these experiences create a balanced journey mixing nature, design, gastronomy and local culture—ideal for two adults looking for a refined yet adventurous escape.

Recommended guides and books to prepare your trip

Guidebook: “Madeira (Lonely Planet Pocket Guide)”
Compact and practical, with walking routes in Funchal, restaurant suggestions and key viewpoints across the island.
Hiking Focus: “Walking in Madeira” by Paddy Dillon (Cicerone Guides)
Excellent for planning additional levada and mountain walks beyond your included sunrise hike, with clear maps and difficulty levels.
Cultural & Wine Insight: “Madeira: The Islands and Their Wines” by Luis F. Albuquerque
A deeper look into the history of Madeira, its wine traditions and the unique characteristics that make local wines so distinctive.

About the destination

When you arrive in Funchal, you're struck by its vastness. Homes upon homes rise from the sea, blanketing the entire natural amphitheater that is Funchal. It serves as the primary commercial, tourist, and cultural hub of Madeira Island. The city's old town, La Zona Velha, still retains a lively local atmosphere and is the most fashionable spot on the island. Wandering through the narrow, cobblestone streets filled with quaint museums, shops, and cafes, as well as a charming old port area, is a true pleasure. The neighborhood comes to life at night, with restaurants filled to capacity and St. Mary Street becoming a gathering spot for young people looking to have a good time. You don't have to leave Funchal to appreciate the island's stunning flora. On the city's outskirts, you'll find beautiful gardens like the Jardim Botânico, Quinta da Boa Vista, Palheiro Gardens, and Monte Palace Tropical Gardens, which can be reached by cable car from Funchal's center. Other interesting activities and attractions include: The Mercado dos Lavradores, a vibrant market selling fresh produce and crafts; the 15th-century cathedral; Quinta das Cruzes; and the Adegas São Francisco wine cellars. There are countless reasons to love this bustling port city, which, despite its small size, has plenty to offer.

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Included services

13 Oct

Hotel

5 Nights

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Five Design Rooftop by Storytellers

8.5

Very good

460

FUNCHAL - to 0.1 miles from the centerROOM ONLYRua Do Seminario, FUNCHAL 9050-022

1 Bedroom Apartment Superior

Located in the heart of Funchal, on one of the city's most iconic streets, Five Design Rooftop Apartments offers five modern, one- and two-bedroom apartments. Just steps from Mercado dos Lavradores and Sé Cathedral in the city's commercial center, these newly renovated apartments provide guests with stylish accommodations and state-of-the-art technology. Each uniquely designed apartment offers a comfortable and relaxing experience.

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14 Oct

Tickets