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10-Day Lisbon — Madeira (Funchal) — Madrid & La Tomatina: Nature, Trams, Beaches & Festivals (Aug 21–30, 2025)

Viewed by 89 travelers

Day 1: Arrive Lisbon

Lisbon, Portugal on August 21, 2025

10:00am

Arrive Humberto Delgado Airport (Lisbon)

Clear immigration and pick up any checked bags; taxi/Aerobus to central Lisbon takes ~20–35 minutes depending on traffic. This gets you into the historic centre quickly to start exploring.
EUR0, 0h45m

11:30am

Hotel check-in / drop bags

Recommended hotels near Chiado/Alfama for walkability: 1) Bairro Alto Hotel (luxury), 2) Hotel Lisboa Plaza (boutique), 3) My Story Hotel Rossio (midrange). Most allow early luggage drop if room not ready.
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12:30pm

Lunch — Pastéis de Belém (or nearby café)

Try the iconic pastel de nata at Pastéis de Belém (open ~8:00am–11:00pm); if you prefer central Alfama, pick a tascas for grilled fish and salad. A light lunch helps after the flight.
EUR6, 1h0m

2:00pm

Tram 28 ride through Alfama and São Jorge views

Catch historic Tram 28 (typical service ~7:00am–8:00pm) for a scenic route through Alfama, Graça and Bairro Alto — great orientation to Lisbon’s hills and tile-lined streets. Expect crowds; pick a stop and ride a short section.
EUR3.5, 1h0m

3:30pm

Miradouros & Alfama stroll

Walk to Miradouro de Santa Luzia and Miradouro de São Pedro de Alcântara for panoramic photos, then wander cobbled lanes of Alfama to feel local life and shop small stores.
EUR0, 1h30m

5:00pm

Relax at Time Out Market

Sample multiple Portuguese tastes at the market (open ~10:00am–midnight). Great place to try seafood, petiscos and regional wines in a lively food-hall setting.
EUR15, 1h30m

7:30pm

Dinner — Cervejaria Ramiro or Sea Me

Choose Ramiro for classic seafood or Sea Me (Chiado) for modern seafood tapas; both are popular and often busy — reservations recommended. Open evenings until late.
EUR30, 1h30m

9:30pm

Evening tip: Fado in Alfama (optional)

If you want local music, book a small Fado house in Alfama for 9:30–11:30pm. It’s a cultural experience (no museums).
EUR20, 2h0m

Anytime

What to bring today

Carry a light daypack, water bottle, sunscreen, comfortable walking shoes, passport and a small amount of euros for trams and snacks.
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Day 2: Lisbon → Funchal

Lisbon → Funchal (Madeira), Portugal on August 22, 2025

7:30am

Breakfast near hotel

Light breakfast at a local pastelaria – coffee and a pastel; many bakeries open from ~7:00am. Keep it light before travel.
EUR6, 0h45m

9:00am

Short morning: LX Factory or quick tram repeat

If you have time, quick coffee and browse LX Factory (shops open ~10:00am) or take another short tram ride; otherwise relax and head to airport.
EUR0, 1h30m

11:00am

Head to Lisbon Airport (depart for Funchal)

Allow at least 90 minutes to 2 hours before domestic flight; taxis take ~20–30 minutes from central Lisbon. Lisbon → Funchal departs 1:25pm (check-in earlier).
EUR0, 2h30m

1:25pm

Flight Lisbon → Funchal

Direct flight to Funchal (Madeira). Departure 1:25pm — arrive 3:30pm (local). Flight time ~2h05m. Carry ID/passport and check baggage rules.
EUR0, 2h5m

3:30pm

Arrive Cristiano Ronaldo Madeira Airport (Funchal) — transfer to hotel

Taxi or prebooked transfer to Funchal centre ~30–40min. Recommended hotels: 1) Belmond Reid's Palace (luxury), 2) Pestana Casino Park (seafront), 3) Hotel Quinta da Casa Branca (garden boutique).
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5:00pm

Evening stroll in Funchal marina and market area

Walk the harbour, take in the gardens and sea views; Mercado dos Lavradores (open ~7:00am–5:00pm) is good earlier but still vibrant around. Great spot for casual dinner.
EUR0, 1h30m

7:30pm

Dinner — local espetada (skewered beef) or fresh fish

Choose a seafront restaurant for local Madeiran cuisine and fresh fish; sample black scabbardfish or espetada with poncha digestif.
EUR25, 1h30m

Day 3: Madeira Nature

Funchal, Madeira, Portugal on August 23, 2025

8:00am

Breakfast at hotel

Buffet breakfast then prepare for a nature day — bring hiking shoes, rain jacket, water and snacks.
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9:00am

Cable car to Monte & Monte Gardens

Cable car from Funchal to Monte offers sweeping island views (cable car ~9:00am–6:00pm). Explore Monte’s gardens and tranquility — peaceful botanical setting.
EUR16, 2h0m

11:30am

Monte Toboggan ride (optional) & lunch in Monte

A traditional wicker toboggan ride is a unique Madeiran experience for fun and photos; follow with a relaxed lunch in Monte or Funchal.
EUR30, 1h30m

2:30pm

Levada walk (easy to moderate)

Take a guided short levada walk (example Levada dos Balcões or Levada do Rei) — levadas operate all day but start mid-afternoon to avoid heat; expect scenic waterfalls and laurel forest.
EUR25, 3h0m

6:30pm

Dinner in Funchal — Mercado or seafood restaurant

Return to Funchal for dinner; try grilled tuna or regional specialities. Evening stroll along the promenade is pleasant.
EUR25, 1h30m

Day 4: Madeira cliffs & coastline

Funchal & Island, Madeira, Portugal on August 24, 2025

8:00am

Breakfast and pack day-trip gear

Early breakfast and sunscreen; today includes natural viewpoints and coastal villages, so bring camera and sun protection.
EUR0, 0h45m

9:00am

Cabo Girão skywalk & viewpoint

Visit Cabo Girão (one of Europe’s highest sea cliffs) and walk the glass skywalk; open typically from ~9:00am–6:00pm. Spectacular coastal vistas and photo opportunities.
EUR5, 1h30m

11:00am

Câmara de Lobos visit and seaside lunch

Charming fishing village that inspired Winston Churchill’s paintings; try local espetada and poncha at a harbour café.
EUR18, 1h30m

1:30pm

Optional Pico do Arieiro viewpoint (drive or tour)

If you like mountain views, drive or take a tour to Pico do Arieiro for dramatic ridgeline vistas; altitudes vary and weather can change so wear layers.
EUR30, 3h0m

6:30pm

Sunset & dinner back in Funchal

Return to Funchal, relax on the promenade and pick a seafront restaurant for a sunset meal.
EUR28, 1h30m

Day 5: Funchal → Lisbon

Funchal → Lisbon, Portugal on August 25, 2025

6:00am

Early breakfast and hotel check-out

Short breakfast and prepare to leave for airport — for domestic flights allow at least 60–90 minutes before departure.
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9:30am

Flight Funchal → Lisbon

Depart Funchal at 9:30am and arrive Lisbon around 12:00pm. Make sure luggage and boarding done early.
EUR0, 2h30m

12:45pm

Transfer to Lisbon hotel & check-in / drop bags

Return to your Lisbon hotel (Chiado/Baixa recommended). Use this afternoon for light exploration and some rest after flights.
EUR0, 1h0m

2:00pm

Afternoon: Belém via Tram 15 or riverfront walk

Take Tram 15 or taxi to Belém to see the tower exterior and riverside (Jerónimos Monastery exterior & Pastéis de Belém). Tram 15 typically runs from Praça da Figueira/Commerce.
EUR3.5, 2h30m

6:00pm

Evening in Bairro Alto — viewpoint & dinner

Head to Bairro Alto for cocktail bars, Miradouro do Carmo and lively dining options. Great to soak up Lisbon nightlife safely.
EUR25, 2h0m

Day 6: Fly to Madrid

Madrid, Spain on August 26, 2025

5:00am

Transfer to Lisbon Airport for early flight

Depart hotel early to reach the airport for your 7:00am flight to Madrid; arrive at least 60–90 minutes prior.
EUR0, 2h0m

7:00am

Flight Lisbon → Madrid

Flight arrives Madrid Barajas around 9:20am; take taxi or metro to central Madrid and check into hotel. Recommended Madrid hotels: 1) Only YOU Atocha, 2) Hotel Paseo del Prado, 3) Catalonia Gran Vía.
EUR0, 2h20m

10:30am

Late breakfast / churros at San Ginés

Try famous churros con chocolate at Chocolatería San Ginés (open early) for a Madrid sweet start.
EUR8, 0h45m

11:30am

Retiro Park and boating

Relax in Parque del Retiro — wide green spaces, rose garden, boating lake and shade; park is open all day and perfect to unwind outdoors.
EUR6, 1h30m

1:30pm

Lunch near Gran Vía

Tapas or a casual Spanish menu near Gran Vía — good base for afternoon strolls and shopping.
EUR15, 1h0m

3:00pm

Teleférico de Madrid (cable car) for skyline views

Take the Teleférico (usually open ~11:00am–8:00pm) across to Casa de Campo for panoramic city views and a calming green escape.
EUR6, 1h0m

5:00pm

Evening: prepare La Tomatina logistics

Confirm your La Tomatina ticket, train/bus reservations to Buñol, pack protective gear (goggles, old clothes) and set alarms for next day’s early departure.
EUR0, 1h0m

8:00pm

Dinner in Malasaña or La Latina

Neighborhoods known for tapas and lively evenings. Try small tapas bars and enjoy a relaxed dinner.
EUR25, 1h30m

Day 7: La Tomatina (Buñol)

Madrid → Buñol (La Tomatina), Spain on August 27, 2025

5:00am

Depart Madrid for Buñol (travel options)

Option A (fastest/easiest): AVE/AVANT to Valencia Joaquín Sorolla (~1h40m, cost ~EUR30–60), then regional Cercanías or C-3 to Buñol (~40–50m, EUR4–9). Option B: Direct regional trains from Madrid to Valencia + transfer to Buñol (longer). Option C: Bus (ALSA) Madrid→Valencia (~4h) then train to Buñol. Pick earliest train to arrive before doors open.
EUR45, 4h0m

9:00am

Arrive Buñol — collect La Tomatina town wristband/ticket

Official La Tomatina requires a town entry ticket (typically sold online and collected locally) — bring printed ticket/ID. Gates open in the morning; tickets limited.
EUR40, 1h0m

11:00am

La Tomatina tomato fight

The fight usually starts around 11:00am and lasts ~1 hour; expect streets full of tomato-throwing; follow local instructions and safety stewards. Wear goggles, old clothes, gloves and closed shoes.
EUR0, 1h30m

1:00pm

Clean-up & lunch

After the fight, use public showers set up by organizers (or nearby facilities), change into dry clothes and have a light lunch in Buñol or Valencia.
EUR10, 1h30m

3:30pm

Return to Madrid (evening options)

Head back to Valencia station then AVE/regular train to Madrid. Expect crowds — book return trains in advance or consider staying in Valencia if late.
EUR45, 3h30m

8:30pm

Back in Madrid: relax and dinner

After a big messy day, unwind and have a relaxed dinner at your Madrid hotel area.
EUR20, 1h30m

Anytime

La Tomatina packing checklist

Bring: goggles, old clothes you’ll discard, closed shoes you don’t mind soaking, waterproof pouch for documents/phone, towel, small dry-change bag, ID/passport & festival ticket, cash. Avoid carrying valuables into the fight.
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Day 8: Madrid → Lisbon

Madrid → Lisbon, Portugal on August 28, 2025

7:00am

Depart Madrid for Lisbon (flight at 9:55am)

Allow ample airport time; your flight departs Madrid 9:55am and arrives Lisbon 10:30am. Check bags and be at the gate early after a long day.
EUR0, 3h0m

10:30am

Arrive Lisbon — transfer to hotel

Return to your Lisbon hotel to drop bags and refresh. Use the rest of the day for lighter activities or a coastal escape.
EUR0, 1h0m

12:00pm

Cascais half-day (train from Cais do Sodré)

Catch the scenic Linha de Cascais train (~40 minutes) for beaches, seaside promenade and the Boca do Inferno cliffs; trains run frequently. Great coastal fresh-air afternoon.
EUR5, 4h0m

6:30pm

Return to Lisbon & dinner

Return to Lisbon and enjoy a farewell Portuguese dinner — try a seafood rice or a local vinho verde.
EUR30, 1h30m

Day 9: Sintra & Coast

Lisbon day trip (Sintra & Cascais), Portugal on August 29, 2025

8:00am

Early train to Sintra

Catch the Sintra train from Rossio station (~40 minutes). Arrive early to avoid crowds and heat; trains run about every 30 minutes.
EUR5, 1h0m

9:30am

Pena Park and Pena Palace (park and exterior views)

Explore the parked gardens and colorful palace exterior and terraces (Pena opening ~9:30am). The palace is busy — book skip-the-line if you want interiors, otherwise enjoy the park and viewpoints.
EUR14, 2h0m

12:00pm

Quinta da Regaleira gardens & Initiation Well

Wander the mystical gardens, grottoes and the famous Initiation Well; great photography and a sense of nature and architecture combined. Open ~9:30am–6:30pm.
EUR10, 1h30m

2:00pm

Head to Cabo da Roca & Cascais (car or local tour)

Visit the westernmost point of continental Europe for dramatic ocean views, then descend to Cascais for late lunch by the sea.
EUR20, 3h0m

6:30pm

Return to Lisbon; farewell evening

Return to Lisbon for a calm evening; pick a rooftop bar or Miradouro for wide views and a final Portuguese dinner.
EUR25, 2h0m

Day 10: Depart home

Lisbon, Portugal → Toronto, Canada on August 30, 2025

5:00am

Early transfer to Lisbon Airport

Depart hotel early to reach Lisbon Airport for your 8:15am flight to Toronto; allow 2–3 hours for international check-in and security.
EUR0, 2h0m

8:15am

Flight Lisbon → Toronto

International flight departs 8:15am; ensure passports and any travel health forms are ready.
EUR0, 7h45m

5:00pm

Arrive Toronto (local time)

Welcome home — clear customs and collect luggage. Use this time to relax and review photos and notes from the trip.
EUR0, 0h30m

Anytime

Final trip checklist & what to bring overall

Bring: passport & printouts of flight/hotel/tour confirmations, travel insurance details, EU plug adapter (Type C/E/F), comfortable walking shoes, light layers and rain jacket, swimwear (Madeira & coastal Lisbon), small daypack, sunscreen, reusable water bottle, medications, portable charger, waterproof phone pouch (especially for La Tomatina), safety goggles and gloves for La Tomatina, travel-size towel and spare clothes for festival, local currency (EUR) and cards.
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