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10-Day Lisbon — Madeira — Madrid Summer Loop (Toronto return) — Aug 21–30, 2025

Viewed by 127 travelers

Day 1: Arrive Lisbon

Lisbon, Portugal on August 21, 2025

10:00am

Arrive Humberto Delgado Airport (Lisbon)

Arrive at Lisbon, clear passport control and collect luggage; expect ~30–60 minutes depending on queues.
EUR0, 1h0m

11:00am

Hotel check-in / luggage drop

Drop bags or check in. Typical hotel check-in time is 2–3pm — most hotels will hold luggage if room not ready.
EUR0, 0h30m

12:00pm

Lunch — Time Out Market (Cais do Sodré)

Large food hall offering a curated selection of Portuguese small plates and international stalls — fast, great for a first taste of Lisbon. Open ~10:00–00:00.
EUR20, 1h0m

1:30pm

Explore Alfama & São Jorge Castle

Wander the old Alfama lanes up to São Jorge Castle for panoramic views and Moorish history; the castle is open generally 9:00–21:00.
EUR10, 2h0m

4:00pm

Tram 28 ride & Baixa-Chiado walk

Take the iconic Tram 28 through historic neighborhoods then walk Baixa and Chiado for shops and coffees; tram tickets single-ride ~€3.
EUR3, 1h0m

7:30pm

Dinner — Tasca da Esquina or Taberna da Rua das Flores

Neighbourhood tavernas offering contemporary Portuguese tapas and seafood; reserve if possible — typical hours 19:00–23:00.
EUR35, 1h30m

9:30pm

Hotel suggestion — Memmo Alfama or Bairro Alto Hotel

Memmo Alfama (central Alfama, great views) or Bairro Alto Hotel (vibrant nightlife). Budget alternatives: My Story Hotel Rossio. Expect ~€150–€280/night depending on category and season.
EUR220, 0h0m

10:00pm

Packing essentials — quick checklist

Keep passport, travel insurance, phone charger, EU plug adapter (type C), comfortable walking shoes, light rain jacket, basic meds, and a small reusable water bottle handy.
EUR0, 0h15m
Find Hotels in Lisbon

Day 2: Lisbon → Funchal

Lisbon → Funchal, Portugal on August 22, 2025

7:30am

Breakfast — Pastéis & coffee in Chiado

Quick pastel de nata and strong Portuguese coffee to fuel the morning; many cafés open from ~7:30–8:00.
EUR6, 0h30m

8:30am

Belém quick visit — Jerónimos Monastery & Belém Tower (optional)

If you want a morning in Belém, see the UNESCO-listed monastery and riverside tower; Jerónimos open ~10:00–17:30 (arrive early) and Belém Tower similar hours.
EUR12, 1h30m

11:00am

Return to hotel / transfer to Lisbon airport

Collect luggage and transfer to Lisbon airport (allow 45–75 minutes city→airport by taxi or 40 min by metro + connection).
EUR15, 1h0m

1:25pm

Flight Lisbon → Funchal (Madeira)

Depart Lisbon; the flight duration is ~1h45m. Arrive well ahead for security and boarding.
EUR0, 1h45m

3:30pm

Arrive Cristiano Ronaldo Madeira Airport (Funchal)

Arrival and transfer to Funchal city (25–40 min by taxi or airport transfer).
EUR30, 0h45m

4:30pm

Check-in — Hotel suggestion: The Vine Hotel or Castanheiro Boutique

The Vine (modern, rooftop pool) or Castanheiro (historic centre) are excellent bases; expect ~€150–€240/night in high season.
EUR190, 0h30m

6:00pm

Stroll Funchal Old Town & dinner

Walk the harbourfront and visit local restaurants for fresh fish or espetada (Madeiran skewers); many restaurants open 19:00–22:30.
EUR30, 1h30m
Find Hotels in Lisbon → Funchal

Day 3: Funchal highlights

Funchal, Madeira on August 23, 2025

8:00am

Breakfast at hotel / local pastelaria

Typical Madeiran breakfast with bolo do caco (local bread) and fresh fruit; bakeries open early from ~7:30.
EUR8, 0h30m

9:00am

Cable car to Monte + Monte Palace Tropical Garden

Cable car runs ~9:00–18:00; ride offers great bay views, and Monte Palace Gardens (9:00–18:00) have exotic plants and art.
EUR16, 2h0m

11:30am

Toboggan ride down from Monte (Carreiros do Monte)

Traditional wicker toboggan run (fun tourist experience, seasonal hours); short thrilling ride down to Funchal streets.
EUR30, 0h30m

1:00pm

Lunch — Mercado dos Lavradores

Sample pesca fresca (fresh fish) or regional dishes in the covered market atmosphere; market open ~8:00–19:00.
EUR18, 1h0m

3:00pm

CR7/Marina walk & sea viewpoint

Walk the marina, see Cristiano Ronaldo statue/museum (if interested), and enjoy coastal cafés; museum hours typically 10:00–18:00.
EUR5, 1h0m

7:30pm

Dinner — O Tasco or Restaurante do Forte

Good options for regional dishes and seafood; most restaurants open 19:00–22:30 and reserve is recommended.
EUR35, 1h30m
Find Hotels in Funchal

Day 4: Madeira nature

Funchal, Madeira on August 24, 2025

7:30am

Breakfast & coffee

Early breakfast before a nature day — get fruit, yogurt and coffee to go from a local café.
EUR8, 0h30m

8:30am

Levada walk (guided) — e.g., Levada dos 25 Fontes

Half-day guided walk along a levada to see waterfalls and laurel forest; guided walks depart early and last ~3–4 hours. Bring good shoes and water.
EUR40, 4h0m

1:30pm

Lunch in Rabaçal or return to Funchal for local cuisine

Post-hike lunch — either a picnic or a relaxed meal back in Funchal sampling local seafood and poncha (Madeira drink).
EUR20, 1h0m

4:00pm

Relax at hotel / optional boat trip for dolphin watching

Late afternoon boat tours for dolphin/whale watching typically depart 15:00–17:00 and last ~3 hours — check local operators for availability.
EUR50, 3h0m

8:00pm

Dinner — seafood speciality

Finish the day with a relaxed dinner trying black scabbardfish with banana or local espetada.
EUR35, 1h30m
Find Hotels in Funchal

Day 5: Funchal → Lisbon

Funchal → Lisbon, Portugal on August 25, 2025

6:00am

Early transfer to Funchal airport

Allow 45–60 minutes for airport transfer; arrive early for check-in for the morning flight.
EUR25, 1h0m

9:30am

Flight Funchal → Lisbon

Depart Funchal; flight time ~2h. Note the schedule: departure 9:30am, arrival Lisbon ~12:00pm.
EUR0, 2h0m

12:00pm

Arrive Lisbon & check-in

Arrive, transfer to central hotel and check in or drop luggage; afternoon free for light sightseeing.
EUR0, 1h0m

1:30pm

Lunch — Bairro Alto / Cais do Sodré

Casual lunch with petiscos (Portuguese tapas) in central districts; many places open 12:00 onwards.
EUR18, 1h0m

3:00pm

Visit Belém if not done earlier — Pastéis de Belém

If missed earlier, visit the pastry shop for original pastéis de nata and walk riverside; Pastéis de Belém busy 10:00–19:00.
EUR6, 1h0m

7:30pm

Dinner — Fado in Alfama

Attend a Fado house for dinner and live music in Alfama — shows often start ~20:00; dinner + show ~€35–€60.
EUR45, 2h0m
Find Hotels in Funchal → Lisbon

Day 6: Fly to Madrid

Madrid, Spain on August 26, 2025

5:00am

Transfer to Lisbon airport

Early transfer to the airport for 7:00am flight; allow time for security and boarding.
EUR20, 1h30m

7:00am

Flight Lisbon → Madrid

Short flight arriving ~9:20am at Madrid-Barajas; flight prebooked per your schedule.
EUR0, 2h20m

9:20am

Arrive Madrid & transfer to hotel

Taxi or metro to central Madrid (Atocha/Gran Vía areas) and check-in or drop luggage.
EUR20, 0h45m

11:00am

Prado Museum visit

World-class national art museum, open generally 10:00–20:00; focus on Velázquez, Goya and Bosch. Buy timed tickets in advance.
EUR15, 2h0m

1:30pm

Lunch — Mercado de San Miguel

Broad selection of tapas and Spanish specialities in historic market; open ~10:00–24:00.
EUR20, 1h0m

3:00pm

Royal Palace & Plaza Mayor

Visit the Royal Palace (open ~10:00–19:00) and stroll nearby Plaza Mayor and Puerta del Sol.
EUR14, 2h0m

7:30pm

Dinner — Tablao flamenco or classic Castilian cuisine

Enjoy roast suckling pig (cochinillo) or a flamenco show with dinner. Shows usually 20:00–22:30.
EUR40, 2h0m

10:30pm

Hotel suggestion — NH Collection Paseo del Prado or Only YOU Atocha

Central, near museums and stations. Expect ~€140–€260/night in summer.
EUR180, 0h0m
Find Hotels in Madrid

Day 7: La Tomatina day

Buñol (near Valencia) / Madrid, Spain on August 27, 2025

5:30am

Early departure from Madrid to Buñol (train or organised bus)

Take an organised bus or train+bus to Buñol; buses depart very early from Madrid for festival day. Allow ~4–5 hours travel each way if by public transport; organised day trips are faster (~3.5–4h).
EUR40, 4h0m

10:00am

Arrive Buñol — registration & pre-fight gathering

Event check-in and safety briefing. La Tomatina usually has strict entry control — keep ticket and follow local safety rules.
EUR25, 1h0m

11:00am

La Tomatina tomato fight (main event)

The iconic tomato battle lasts roughly 1 hour; arrive prepared with goggles and a change of clothes. Follow marshal instructions for safety.
EUR0, 1h0m

12:30pm

Post-fight cleanup & lunch

Local cafés and pop-ups serve lunch; bring cash. Many participants head back to town to wash off and eat.
EUR15, 1h0m

3:00pm

Return transfer to Madrid

Organised buses/trains depart in the afternoon; expect to arrive back in Madrid in the evening (~4–6 hours total travel depending on transport).
EUR40, 4h0m

9:30pm

Dinner in Madrid (light meal)

Back in Madrid, opt for a relaxed meal near your hotel and rest after a long day; many tapas bars open late.
EUR20, 1h0m
Find Hotels in Buñol (near Valencia) / Madrid

Day 8: Madrid → Lisbon

Madrid → Lisbon, Portugal on August 28, 2025

7:00am

Transfer to Madrid airport

Early transfer for scheduled flight; arrive at airport ~60–90 minutes before departure for domestic EU flights.
EUR20, 1h0m

9:55am

Flight Madrid → Lisbon

Depart Madrid; arrival Lisbon scheduled ~10:30am. Transfer to central Lisbon afterwards.
EUR0, 2h0m

10:30am

Arrive Lisbon & hotel drop luggage

Return to your Lisbon hotel, check in or leave bags and freshen up for a relaxed Lisbon day.
EUR0, 0h45m

12:00pm

Lunch — Cervejaria Ramiro or Time Out Market

Ramiro is famous for seafood (expect a queue) and open midday. Time Out Market is an easier faster option.
EUR30, 1h0m

2:00pm

MAAT (Museum of Art, Architecture & Technology) or LX Factory visit

MAAT is waterfront with modern exhibitions (often open 11:00–19:00). LX Factory is a creative district with shops and cafés open all afternoon.
EUR9, 2h0m

5:00pm

Sunset at Miradouro de Santa Catarina or Portas do Sol

Catch a classic Lisbon sunset over the river and 25 de Abril bridge from a scenic viewpoint.
EUR0, 1h0m

8:00pm

Dinner — Seafood or modern Portuguese

Finish with a relaxed dinner in the Bairro Alto or Cais do Sodré area, many options open late.
EUR35, 1h30m
Find Hotels in Madrid → Lisbon

Day 9: Lisbon free day

Lisbon, Portugal on August 29, 2025

8:00am

Breakfast & morning market shopping

Visit local markets or shops for last-minute souvenirs, cork products, ceramics and gourmet items; markets open early.
EUR15, 1h0m

10:00am

Explore modern Lisbon — Parque das Nações

Cable car along the river, Oceanário visit (open ~10:00–19:00) and riverside walk; good for a relaxed modern-architecture contrast.
EUR19, 2h0m

1:00pm

Lunch — scenic riverside restaurant

Enjoy a relaxed lunch and final Portuguese dishes close to the river.
EUR25, 1h0m

3:00pm

Final sightseeing or museum (Calouste Gulbenkian Museum)

If you prefer art, Gulbenkian offers superb collections and is open typically 10:00–18:00; buy tickets in advance.
EUR10, 2h0m

7:30pm

Farewell dinner — upscale Portuguese restaurant

Celebrate the trip with a nicer dinner (reserve in advance) enjoying a tasting menu or excellent seafood.
EUR60, 2h0m

10:00pm

Pack & prepare for early airport transfer

Organise documents, chargers, duty-free purchases, and lay out essentials for the morning transfer to the airport.
EUR0, 0h30m
Find Hotels in Lisbon

Day 10: Depart Lisbon

Lisbon → Toronto on August 30, 2025

5:00am

Hotel checkout & transfer to Lisbon airport

Allow ~45–60 minutes to reach airport; international flights recommend 2–3 hours before departure.
EUR25, 1h30m

8:15am

Flight Lisbon → Toronto

Depart Lisbon for Toronto; safe travels and arrive back in Toronto at ~17:00 local time per your schedule.
EUR0, 10h45m

5:00pm

Arrive Toronto

Arrival in Toronto (local time), immigration, luggage pick up and onward travel home.
CAD0, 1h0m
Find Hotels in Lisbon → Toronto
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