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10-Day Lisbon → Madeira (Funchal) → Madrid & La Tomatina Festival Trip (21–30 Aug 2025)

Viewed by 83 travelers

Day 1: Arrive Lisbon

Lisbon, Portugal on August 21, 2025

10:00AM

Arrive Humberto Delgado Airport (Lisbon)

Arrival at 10:00AM — clear passport control and pick up checked bags; expect 30–60 minutes. Buy a rechargeable Viva Viagem card for public transport (Metro/Tram/Train).
EUR0, 1h0m

12:00PM

Hotel check-in and drop bags — recommended hotels

Check in or at least drop bags. Recommended: Memmo Alfama (upscale, Alfama views), My Story Hotel Rossio (central mid-range), or LX Boutique Hotel (cool LX Factory area).
EUR90, 0h45m

1:00PM

Lunch at Time Out Market (Mercado da Ribeira)

A lively food hall with many stalls — fast sampling of Portuguese specialties (bacalhau, petiscos) and great for groups; open daily ~10:00–00:00.
EUR20, 1h0m

2:30PM

Alfama & Tram 28 ride, São Jorge Castle (castelo)

Explore winding Alfama lanes, take the iconic Tram 28 for a short stretch and visit São Jorge Castle for panoramic city views; Castle usually open 9:00–21:00 (check seasonal times).
EUR10, 2h0m

5:00PM

Coffee & pastries at Confeitaria Nacional or Manteigaria

Try a pastel de nata and espresso — quick recharge before evening activities; bakeries open from early morning through evening.
EUR6, 0h30m

7:30PM

Dinner with Fado in Alfama

Enjoy traditional Portuguese dinner while listening to live Fado in an intimate Alfama casa de fado; dinners usually start 19:00–20:00, reserve in advance.
EUR35, 2h0m

Day 2: Lisbon → Funchal

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

7:30AM

Breakfast — Pastéis de Belém or local café

Early breakfast with pastéis de nata (Belém is famous) or a quick cafe near your hotel; bakeries open ~7:30AM onward on weekdays.
EUR8, 0h45m

8:30AM

Belém quick visit — Jerónimos Monastery & Belém Tower

Drive or tram to Belém to see the UNESCO-listed Jerónimos Monastery and the Belém Tower; most sites open ~10:00, but exterior strolls and gardens are possible earlier. Allow time for tickets if you go inside.
EUR12, 1h30m

11:00AM

Return to hotel & transfer to Lisbon Airport (Humberto Delgado)

Allow 1–1.5 hours to reach the airport, security and boarding for domestic flight to Madeira; recommended to be at airport 90 minutes before departure.
EUR6, 1h30m

1:25PM

Flight LIS → FNC (TAP or easyJet/azores airlines)

Flight departs 13:25 and arrives Funchal 15:30 local time; domestic flight — carry waters and a light jacket for temperature change.
EUR60, 3h5m

3:30PM

Arrive Cristiano Ronaldo Airport (Funchal) — transfer to hotel

Pick up bags and take a 20–30 min transfer to Funchal center. Recommended hotels: The Vine Hotel (boutique, central), Pestana CR7 (seafront), or mid-range: Hotel Madeira Plaza.
EUR0, 0h45m

5:30PM

Stroll Funchal Old Town & Marina

Walk the harbor, visit the colorful Old Town streets and art-covered doors; relaxed orientation and sunset photos around the marina.
EUR0, 1h30m

8:00PM

Dinner — seafood restaurant Armazém do Sal or O Tasco

Fresh Atlantico seafood or regional dishes; most restaurants open for dinner from 19:00–22:30, reserve if possible.
EUR30, 1h30m

Day 3: Explore Madeira

Funchal, Madeira, Portugal on August 23, 2025

8:00AM

Breakfast at hotel / Mercado dos Lavradores

Visit Mercado dos Lavradores (open ~07:00–14:00) for fresh fruit, regional flowers and a lively local atmosphere; try bolo do caco (Madeiran bread).
EUR10, 1h0m

9:30AM

Monte & Monte Palace Tropical Garden cable car

Take the cable car from Funchal to Monte for sweeping views and visit Monte Palace Garden (open ~9:30–18:00) — beautiful azulejos and landscaped gardens.
EUR16, 2h0m

12:00PM

Traditional lunch — bolo do caco sandwich and espetada

Enjoy a local lunch of espetada (grilled beef kebab) or bolo do caco with garlic butter; most eateries open 12:00–15:00.
EUR18, 1h0m

2:00PM

Levada walk (guided or self-guided)

Choose a gentle levada walk (e.g., Levada do Caldeirão Verde or Levada dos 25 Fontes) — guided tours cost ~EUR35–50 and last 3–5 hours; wear good shoes and carry water.
EUR35, 4h0m

7:30PM

Madeira wine tasting — Blandy's Wine Lodge

Short tour and tasting of Madeira wine at Blandy's (tours usually 11:00–17:00; evening tastings by reservation) — ideal to sample a few styles.
EUR15, 1h0m

8:30PM

Dinner at Restaurante Do Forte or local fish restaurant

Refined dinner near Funchal waterfront — reservation recommended; restaurants open 19:00–23:00.
EUR35, 1h30m

Day 4: Sea & mountains

Funchal / Madeira, Portugal on August 24, 2025

8:30AM

Morning dolphin & whale watching boat trip

Departure around 9:00 from Funchal marina for a 3-hour wildlife cruise; good chance of dolphins and pilot whales — bring sunscreen and a light jacket.
EUR35, 3h0m

12:30PM

Lunch at marina or local café

Casual seafood or salad at marina cafés; relax after the boat trip and enjoy harbour views.
EUR18, 1h0m

2:30PM

Monte toboggan run & Monte Church visit

Experience the traditional wicker toboggan descent from Monte back toward Funchal (short, tourist-run activity) and visit Monte Church if missed earlier; runs operate daily with varying frequency.
EUR30, 1h30m

5:00PM

Relax at your hotel / pool or promenade

Free time to rest, use hotel facilities or stroll the waterfront promenade before dinner.
EUR0, 1h30m

8:00PM

Dinner in Funchal — seafood or tapas

Try local yellowtail or limpets; many restaurants open late — confirm closing times with the venue.
EUR30, 1h30m

Day 5: Funchal → Lisbon

Funchal → Lisbon, Portugal on August 25, 2025

6:30AM

Early breakfast & transfer to airport

Quick breakfast at hotel and transfer to airport; domestic flight requires arrival 60–90 minutes before boarding.
EUR8, 1h0m

9:30AM

Flight FNC → LIS

Depart Funchal at 09:30 and arrive Lisbon 12:00 — use in-flight time to plan Lisbon afternoon activities.
EUR70, 3h30m

12:30PM

Arrive Lisbon — check in & lunch in Chiado

Check back into your Lisbon hotel (same as earlier) and have a relaxed lunch in Chiado with pastries or tapas; museums and stores open around midday.
EUR20, 1h0m

2:00PM

Santa Justa Elevator & Praça do Comércio

Climb/elevator for views at Elevador de Santa Justa and stroll Praça do Comércio by the river; tourist sites open throughout afternoon.
EUR6, 1h30m

4:30PM

Optional short trip to LX Factory

Creative hub with shops and street art; open 10:00–20:00 typically — good for evening drinks or souvenirs.
EUR0, 1h30m

8:00PM

Dinner in Bairro Alto — tapas and cocktails

Bairro Alto has lively nightlife and a range of restaurants and bars; many places open late into the night.
EUR30, 2h0m

Day 6: Fly to Madrid

Madrid, Spain on August 26, 2025

4:45AM

Early transfer to Lisbon Airport

Be at Lisbon airport at least 90 minutes prior to an early flight (07:00 departure). Arrange taxi or pre-book airport transfer.
EUR25, 1h15m

7:00AM

Flight LIS → MAD

Depart Lisbon at 07:00, arrive Madrid Barajas 09:20 local time; pick up bags and transfer to central Madrid.
EUR70, 2h20m

10:30AM

Hotel check-in / drop bags — recommended hotels

Check into NH Collection Gran Hotel Calderón (central), Hotel Paseo del Arte (near museums), or room at barcelo or Iberostar for comfort.
EUR100, 0h45m

12:00PM

Brunch / Mercado de San Miguel

Tapas and small-plate brunch at Mercado de San Miguel — a central and gourmet market open late mornings to evenings.
EUR20, 1h0m

2:00PM

Prado Museum & Retiro Park

Visit Museo del Prado (open typically 10:00–20:00) to see classical European art; then relax in Retiro Park with a possible rowboat rental at the pond.
EUR15, 2h30m

6:30PM

Tapas crawl in La Latina

Evening pintxos/tapas route through La Latina neighbourhood — lively and local, many bars open until late.
EUR30, 2h0m

Day 7: La Tomatina Day

Buñol / Valencia (day trip from Madrid), Spain on August 27, 2025

5:00AM

Depart Madrid for Valencia (AVE train) or join organized La Tomatina tour

Take an early AVE train (approx 1.5–2h to Valencia) and a connecting bus to Buñol, or book a guided full-day tour from Madrid including transport — recommended for ease and luggage storage.
EUR60, 2h30m

9:00AM

Arrive Buñol — festival prep & safety briefing

Follow local instructions, secure belongings, wear goggles and old clothes; official festival typically starts at 10:00AM and lasts about 1 hour (subject to T-shirt for entry).
EUR15, 1h0m

10:00AM

La Tomatina festival — tomato fight

Participate in the world-famous tomato fight (usually ~1 hour). The streets will be closed to vehicles and a massive cleansing and first-aid presence is on site; waterproof footwear and goggles advised.
EUR0, 1h0m

11:30AM

Post-fight wash & change

Use official washing areas and change facilities; many bring a towel and spare clothes or use local showers; stay hydrated and follow event marshals.
EUR0, 1h0m

1:30PM

Lunch in Buñol / Valencia (paella option)

After the event, head to Valencia for an authentic paella lunch (Valencian paella is a must) or return with your tour to Madrid depending on transfer schedule.
EUR25, 1h30m

6:00PM

Return to Madrid (train or tour transfer)

Evening return journey to Madrid — trains and buses have increased demand after the festival, so pre-booking is essential. Expect arrival late evening around 9–10PM depending on connections.
EUR60, 3h0m

9:30PM

Late dinner or rest in Madrid

Relax and have a light dinner or tapas near your hotel — many Madrid restaurants stay open late.
EUR20, 1h0m

Day 8: Fly back to Lisbon

Madrid → Lisbon, Portugal on August 28, 2025

6:00AM

Transfer to Madrid-Barajas Airport

Early transfer to the airport for a 09:55 departure; aim to arrive 90 minutes before the flight for check-in and security.
EUR25, 1h0m

9:55AM

Flight MAD → LIS

Depart Madrid 09:55, arrive Lisbon 10:30 — short international hop, re-enter Portugal for the remainder of the trip.
EUR80, 2h35m

11:15AM

Arrive Lisbon — train to Sintra (optional afternoon trip)

From Rossio station take the 40–45 minute train to Sintra for a half-day excursion to Quinta da Regaleira (open 9:30–18:30) and Pena Palace (open 9:30–18:30) — allow 4–5 hours including transfers.
EUR25, 5h0m

5:30PM

Return to Lisbon — relax

Return to Lisbon, rest at the hotel and stroll Chiado for evening shopping or coffee.
EUR0, 1h0m

8:00PM

Farewell dinner in Alfama or Cais do Sodré

Enjoy a final Lisbon meal — modern Portuguese or seafood — many restaurants open till late; book a table for a relaxed evening.
EUR40, 2h0m

Day 9: Lisbon — Beaches or last sights

Lisbon / Cascais, Portugal on August 29, 2025

8:00AM

Breakfast and Cascais day trip (train 40 min)

Take a short train to Cascais for beaches and coastal walk (Cascais & Estoril line). Trains run frequently from Cais do Sodré and beaches are perfect for a relaxed day.
EUR6, 5h0m

1:00PM

Lunch in Cascais — seafood by the marina

Seaside lunch with grilled fish or rice dishes; most restaurants open midday through late afternoon.
EUR25, 1h0m

4:00PM

Return to Lisbon & souvenir shopping

Last-minute shopping in Baixa and Chiado for tiles, cork products and local wines.
EUR0, 1h30m

7:30PM

Light dinner and pack for departure

Enjoy a relaxed dinner close to your hotel and finish packing. Choose a restaurant near your accommodation to save time before an early airport transfer.
EUR25, 1h30m

Day 10: Depart Lisbon

Lisbon → Toronto on August 30, 2025

4:00AM

Airport transfer and final check-out

Pre-book taxi or hotel transfer to Lisbon Airport for an early international flight departing 08:15. Allow time for check-in and international security.
EUR30, 1h0m

8:15AM

Flight LIS → YYZ

Depart Lisbon at 08:15 for Toronto (arrival approx 17:00 local time). Keep travel documents and any duty-free items handy.
EUR0, 9h45m

5:00PM

Arrive Toronto Pearson (YYZ)

Arrive and clear Canadian customs; allow time for baggage claim and travel home.
EUR0, 1h0m
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