Ronaldo and Madeira Discovery.

Day 1 – Lisbon arrival & big‑club stadium tour

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Land in Lisbon, drop bags and head straight to either Estádio da Luz (Benfica) or Estádio José Alvalade (Sporting CP) for a stadium and museum tour; both offer player tunnels, pitch‑side views and trophy rooms that are perfect for fans.​

Evening walk in Baixa/Chiado with a relaxed dinner at a sports‑friendly bar where you can watch a Portuguese league game if dates align.

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Day 2 – Cascais & Ronaldo’s villa area

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Take a day trip to Cascais and rent bikes or an e‑scooter along the coast to Guincho; include a detour into Quinta da Marinha, the ultra‑luxury enclave where Ronaldo is building a villa, to get a feel for the neighbourhood he chose for his family’s base.​
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Late lunch at a seaside restaurant in Cascais with fresh grilled fish and Portuguese pastries, then sunset at Boca do Inferno with a “this is Ronaldo‑level sea view” photo moment.​

(Note: Ronaldo’s actual house is private property; plan this as a neighbourhood spin‑through, not a house “visit.”)

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Day 3 – Lisbon football immersion & flight to Madeira

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Check match schedules: if Benfica or Sporting are playing at home, reserve this day for a live game, arriving early to soak up the fan atmosphere, chants and pre‑match street food.​

Take an evening flight to Funchal (Madeira), check into a central hotel; if you want full immersion, consider the Pestana CR7 Funchal, a Ronaldo‑branded hotel with CR7 decor and a sporty vibe.

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Day 4 – CR7 Museum & waterfront Ronaldo trail

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Start at the CR7 Museum on Praça CR7 in Funchal: see Golden Balls, Golden Boots and over 200 trophies that trace his career from Funchal to global stardom, allowing 45–60 minutes.​

Outside the museum, take photos with the Ronaldo statue on the harbourfront, then stroll along Avenida do Mar, hunting for Ronaldo murals and graffiti tributes scattered around central Funchal.

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Day 5 – Childhood neighbourhoods & first clubs

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Join or replicate a “Ronaldo origins” style tour that visits the key places from his early life: the parish where he was born (São Pedro), the Santo António neighbourhood where he grew up, and simple streets that contrast strongly with his life today.​

Visit his early clubs: CF Andorinha, where he started playing at seven while his father was kit man, and CD Nacional in the Choupana district, where you can also see the Cristiano Ronaldo Campus Futebol and a small museum with memorabilia.

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Day 6 – Match day or stadium & island fun

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Check CS Marítimo’s fixtures at Estádio do Marítimo (Barreiros); if they are at home, go for local top‑flight football in a compact, atmospheric stadium perched above Funchal.​

If there’s no game, still visit the stadium area for photos and combine it with a classic Madeira experience such as the Monte cable car and wicker toboggan ride or a levada walk to keep non‑footballers happy.

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Day 7 – Madeira landscapes with a Ronaldo twist

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Do a sunrise or morning trip to Pico do Arieiro or Cabo Girão skywalk; frame it as “Ronaldo‑level training views” for your football group photo while enjoying some of Madeira’s most dramatic scenery.​

Afternoon free in Funchal for shopping and coffee; look for street art featuring Ronaldo’s face and pick up CR7‑themed souvenirs such as shirts or local wine labelled with references to him.

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Day 8 – Food, favourites & departure

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Have a relaxed brunch in Funchal and lean into local dishes that would fit Ronaldo’s diet: grilled fish, fresh salads and lean meats alongside Madeira staples like bolo do caco bread and espetada skewers.​

If staying at or near Pestana CR7 Funchal, end with a drink at the Off‑Side Bar & Lounge, where the menu includes playful football‑themed items like the G.O.A.T. burger and cocktails referencing his awards, then head to the airport.

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