14-Day Ultimate Lisbon Road Trip Itinerary

Day 1: Exploring Lisbon

Lisbon, Portugal

8:00AM

Breakfast at Fabrica Coffee Roasters

Kick off your Lisbon adventure with artisan coffee and a delectable pastry.
Walk to the nearby Bairro Alto.
EUR10, 1 hour

9:30AM

Visit Jerónimos Monastery

Explore this UNESCO World Heritage site, a stunning example of Manueline architecture.
Drive to the Belém district.
EUR10, 2 hours

12:00PM

Lunch at Mercado da Ribeira

Sample local delicacies from various stalls in this bustling food market.
Head towards Cais do Sodré.
EUR15, 1.5 hours

1:30PM

Stroll through Alfama

Wander the cobblestone streets of this historic neighbourhood and enjoy the views.
Walk through the centre of Lisbon.
Free, 2 hours

4:00PM

Visit São Jorge Castle

Discover the history and panoramic views from this castle perched atop a hill.
Walk uphill to the castle.
EUR10, 1.5 hours

6:00PM

Dinner at Time Out Market

Enjoy a variety of international dishes before exploring more of the market.
Head back to Mercado da Ribeira.
EUR25, 2 hours

8:30PM

Enjoy Fado Music

End your first day with a traditional Fado performance in Alfama.
Walk to a nearby Fado house.
EUR20, 2 hours
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Day 2: Day Trip to Sintra

Sintra, Portugal

8:00AM

Breakfast at Café Saudade

Indulge in Sintra’s local pastries and aromatic coffee to start your day.
Head towards the Pena Palace.
EUR15, 1 hour

9:30AM

Visit Pena Palace

Marvel at the iconic palace with vibrant colours and breathtaking views.
Drive or take a bus to the palace.
EUR14, 2 hours

12:00PM

Explore the Moorish Castle

Wander through the ancient walls and soak in the medieval atmosphere.
Walk down to the castle.
EUR8, 1.5 hours

1:30PM

Lunch at Tascas de Sintra

Taste local dishes like the beloved Travesseiros pastry.
Drive to the restaurant.
EUR20, 1.5 hours

3:00PM

Visit Quinta da Regaleira

Explore this mystical estate with its enchanting gardens and initiation well.
Short drive to the estate.
EUR10, 2 hours

5:30PM

Coffee at A Piriquita

Savour delicious pastries before heading back to Lisbon.
Head back to the village centre.
EUR5, 30 minutes

7:00PM

Dinner at Restaurante Cantinho

Enjoy traditional Portuguese cuisine amidst a cozy atmosphere.
Drive back towards the main road.
EUR25, 2 hours
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Day 3: Near the Coast

Cascais, Portugal

8:00AM

Breakfast at The Royal Grill

Start your morning with a hearty breakfast near the beach.
Drive to Cascais beach.
EUR12, 1 hour

9:30AM

Visit Boca do Inferno

Witness the dramatic rock formations and crashing waves of this natural spectacle.
Drive to Boca do Inferno.
Free, 1 hour

10:30AM

Explore the Cascais Citadel

Discover the historical significance of this 16th-century fortress.
Walk along the coast to the citadel.
EUR5, 1 hour

12:00PM

Lunch at O Pescador

Delight in fresh seafood while overlooking the ocean.
Short walk from the citadel.
EUR20, 1.5 hours

1:30PM

Praia do Guincho

Relax on one of Europe’s most beautiful beaches, perfect for sunbathing and water sports.
Drive to Praia do Guincho.
Free, 3 hours

4:30PM

Coffee at Casa da Guia

Enjoy a coffee with stunning sea views before heading back to Lisbon.
Drive back to the town centre.
EUR5, 1 hour

6:00PM

Dinner at Asinha

Finish your day with a cozy dinner in a local eatery famous for its homey vibes.
Head back to Cascais centre.
EUR25, 2 hours
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Day 4: Historical Towns

Evora, Portugal

8:00AM

Breakfast at Pastelaria Conventual

Savour freshly baked pastries renowned in the region.
Drive to Evora.
EUR10, 1 hour

9:30AM

Visit the Chapel of Bones

Explore this unique chapel adorned with human skulls and bones.
Walk to the chapel in the town centre.
EUR2, 1 hour

10:30AM

Tour Evora Cathedral

Climb to the top for panoramic views of the city.
Walk a short distance from the chapel.
EUR3, 1 hour

12:00PM

Lunch at Tasquinha do Oliveira

Delight in traditional Alentejo dishes in a rustic setting.
Walk to the restaurant.
EUR20, 1.5 hours

1:30PM

Visit the Roman Temple of Évora

Discover the ruins and history of this ancient Roman temple.
Walk to the temple site.
Free, 1 hour

2:30PM

Explore Évora's Historic Centre

Wander the vibrant streets and admire the whitewashed buildings.
Continue walking through the city.
Free, 1.5 hours

4:00PM

Coffee at Café Alentejo

Recharge with a cup of coffee and a sweet treat.
Walk to the café.
EUR5, 1 hour

5:00PM

Dinner at Restaurante O Fialho

Experience fine dining with a taste of southern Portuguese cuisine.
Short drive to the restaurant.
EUR35, 2 hours
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Day 5: Cultural Discoveries

Beja, Portugal

8:00AM

Breakfast at Pastelaria Fialho

Enjoy local pastries that will energise your day.
Drive towards Beja.
EUR10, 1 hour

9:30AM

Visit Beja Castle

Explore the impressive walls and climb the towers for an incredible view.
Walk to the castle from the town centre.
EUR4, 1.5 hours

11:00AM

Explore the Regional Museum of Beja

Learn about the rich cultural history of the Alentejo region.
Head to the museum nearby.
EUR2, 1 hour

12:30PM

Lunch at Casa do Concelho

Taste hearty traditional meals and homemade wines.
Short drive to the restaurant.
EUR15, 1.5 hours

2:00PM

Visit the Church of Nossa Senhora da Conceição

Marvel at the baroque interior of this historic church.
Walk to the church.
Free, 1 hour

3:00PM

Tour the Roman Ruins of Pisões

Discover the ancient history of this archaeological site.
Drive to the ruins.
Free, 2 hours

5:00PM

Coffee at Café Central

Relax with coffee and delicious local sweets.
Drive back to Beja town centre.
EUR5, 1 hour

6:30PM

Dinner at Petiscos & Companhia

Experience a variety of petiscos (Portuguese tapas) in a lovely setting.
Head to the restaurant in town.
EUR25, 2 hours
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Day 6: Beach Bliss

Algarve, Portugal

8:00AM

Breakfast at Arco da Velha

Enjoy a delightful breakfast before heading out to explore the Algarve.
Drive towards Algarve.
EUR10, 1 hour

9:30AM

Visit Praia da Marinha

Relax on one of the most beautiful beaches in the world and capture stunning photographs.
Drive to Praia da Marinha.
Free, 3 hours

12:30PM

Lunch at Restaurante O Pescador

Sample regional seafood dishes right by the beach.
Short walk to the restaurant.
EUR20, 1.5 hours

2:00PM

Visit Benagil Cave

Explore this famous sea cave by boat for a unique experience.
Book a boat trip in advance.
EUR25, 2 hours

4:30PM

Coffee at A Casa do Pão

Grab a coffee and pastry to recharge after your adventures.
Drive back towards the main road.
EUR5, 1 hour

6:00PM

Dinner at No Pão

Savour delicious grilled meats paired with local wines.
Short drive to the restaurant.
EUR30, 2 hours
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Day 7: Charming Coastal Towns

Lagos, Portugal

8:00AM

Breakfast at Café Odeon

Start your day with fresh coffee and homemade pastries.
Drive towards Lagos.
EUR12, 1 hour

9:30AM

Visit Ponta da Piedade

Discover the stunning cliffs and sea caves along the coastline.
Walk to the cliffs from the town.
Free, 1.5 hours

11:00AM

Relax at Praia Dona Ana

Enjoy a few hours on one of Lagos' most famous beaches.
Short walk from the Ponta da Piedade.
Free, 2 hours

1:00PM

Lunch at O Camilo

Indulge in fresh seafood with amazing beach views.
Drive to the restaurant.
EUR25, 1.5 hours

2:30PM

Explore the Lagos Slave Market Museum

Uncover the dark history of slavery in this insightful museum.
Head back to the city centre.
EUR2, 1 hour

4:00PM

Coffee at Café Odeon

Recharge with a coffee before your evening plans.
Drive back to the café.
EUR5, 1 hour

5:00PM

Dinner at A Forja

Enjoy Mediterranean cuisine in a welcoming atmosphere.
Drive to A Forja.
EUR30, 2 hours
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Day 8: Spectacular Views

Sagres, Portugal

8:00AM

Breakfast at Point Break

Fuel up with a healthy breakfast before exploring Sagres.
Drive to Sagres.
EUR10, 1 hour

9:30AM

Visit Sagres Fortress

Explore the historical significance and stunning coastal views from the fortress.
Drive to the fortress.
EUR3, 2 hours

11:30AM

Relax at Praia do Tonel

Spend time at this beautiful beach famous for surfing.
Drive to the beach.
Free, 2 hours

1:30PM

Lunch at A Sagres

Taste local dishes including grilled fish and seafood rice.
Short drive to the restaurant.
EUR20, 1.5 hours

3:00PM

Visit Cabo de São Vicente

Stand at the edge of the continent and enjoy breathtaking ocean views.
Drive toward the cape.
Free, 2 hours

5:00PM

Coffee at Café Sagres

Relax with a cup of coffee while soaking in the coastal ambience.
Head back to the town.
EUR5, 1 hour

6:30PM

Dinner at O Pescador

Enjoy the delightful flavours of fresh seafood right by the water.
Drive to the restaurant.
EUR25, 2 hours
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Day 9: More Coastal Adventures

Albufeira, Portugal

8:00AM

Breakfast at The Beach Bar

Start the day with breakfast looking out at the ocean.
Drive to Albufeira.
EUR10, 1 hour

9:30AM

Relax at Praia dos Pescadores

Spend the morning soaking up the sun at this popular beach.
Drive to the beach.
Free, 2 hours

11:30AM

Explore the Old Town

Stroll through the charming streets filled with shops and cafés.
Walk to the old town.
Free, 1.5 hours

1:00PM

Lunch at Restaurante O Lavrador

Have a delicious meal featuring fresh fish caught by local fishermen.
Drive to the restaurant.
EUR20, 1.5 hours

2:30PM

Visit the Albufeira Marina

Take a stroll along the marina and enjoy the atmosphere.
Short drive to the marina.
Free, 1 hour

3:30PM

Coffee at Café Albufeira

Relax over coffee and enjoy the views.
Walk back towards the town centre.
EUR5, 1 hour

5:00PM

Dinner at O Moinho

Conclude your day with a fantastic meal featuring local cuisine.
Drive to the restaurant.
EUR25, 2 hours
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Day 10: Hidden Gems

Tavira, Portugal

8:00AM

Breakfast at Café do Mercado

Start your day with a selection of pastries and fresh coffee.
Drive to Tavira.
EUR10, 1 hour

9:30AM

Visit Tavira Castle

Explore the ruins and enjoy scenic views over Tavira.
Walk to the castle.
Free, 1.5 hours

11:00AM

Discover the Roman Bridge

Stroll across this historic bridge dating back to the Roman era.
Walk towards the bridge.
Free, 1 hour

12:30PM

Lunch at Restaurante O Italiano

Indulge in traditional Italian food with a Portuguese flair.
Walk to the restaurant.
EUR20, 1.5 hours

2:00PM

Relax at Praia do Barril

Spend a few hours at this picturesque beach, known for its unique anchor cemetery.
Drive to the beach.
Free, 3 hours

5:00PM

Coffee at Praça da República

Enjoy coffee in the beautiful town square.
Drive back into town.
EUR5, 1 hour

6:00PM

Dinner at Tasca da Nina

Savour local Portuguese dishes in an intimate setting.
Walk to the restaurant.
EUR25, 2 hours
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Day 11: Wine and Nature

Setúbal, Portugal

8:00AM

Breakfast at Café e Bar Sede

Enjoy a traditional Portuguese breakfast with pastries.
Drive towards Setúbal.
EUR10, 1 hour

9:30AM

Explore Setúbal's Castle

Visit the castle and learn about its history while enjoying stunning views.
Walk to the castle.
EUR4, 1.5 hours

11:00AM

Wine Tasting at José Maria da Fonseca

Experience the rich flavours of the region's renowned wines.
Drive to the vineyard.
EUR15, 2 hours

1:30PM

Lunch at Restaurante Casa do Mar

Revel in fresh seafood dishes overlooking the water.
Drive back towards the waterfront.
EUR30, 1.5 hours

3:00PM

Explore Troia Peninsula

Take in the stunning landscapes and relax at the beautiful beaches.
Take a ferry to Troia.
EUR8, 3 hours

6:00PM

Dinner at O P Carvalho

Delight in a variety of grilled dishes at this coastal eatery.
Head back to Setúbal for dinner.
EUR25, 2 hours
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Day 12: Natural Wonders

Arrábida, Portugal

8:00AM

Breakfast at Café Palácio

Begin your day with coffee and pastries.
Drive to Arrábida.
EUR10, 1 hour

9:30AM

Visit Arrábida Natural Park

Explore the stunning landscapes, hiking trails, and wildlife.
Enter the park area.
Free, 3 hours

12:30PM

Lunch at A Casa do Parque

Enjoy a meal surrounded by nature and fresh ingredients.
Walk to the restaurant in the park.
EUR20, 1.5 hours

2:00PM

Relax at Praia da Figueirinha

Unwind at this beautiful beach with clear waters.
Drive to the beach area.
Free, 2 hours

4:30PM

Coffee at Mercearia da Vila

Recharge with a coffee before heading back.
Drive to a nearby café.
EUR5, 1 hour

6:00PM

Dinner at Restaurante O Fialho

Savour the flavours of the Alentejo in a beautiful setting.
Drive back to Setúbal or nearby.
EUR30, 2 hours
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Day 13: Relaxation and Leisure

Estoril, Portugal

8:00AM

Breakfast at Café Estoril

Begin your day at a local café enjoying tea and pastries.
Drive towards Estoril.
EUR10, 1 hour

9:30AM

Visit Estoril Casino

Explore one of Europe's largest casinos and marvel at its architecture.
Walk to the casino from the café.
Free, 1 hour

11:00AM

Explore the Estoril Beaches

Spend your morning relaxing on the beautiful sandy shores.
Walk to the beach.
Free, 2 hours

1:00PM

Lunch at Monte Carlo

Savour a delicious meal with Mediterranean influences.
Drive to the restaurant.
EUR20, 1.5 hours

2:30PM

Visit the Tamariz Beach

Relax and enjoy water activities at this popular beach.
Drive to Tamariz Beach.
Free, 2 hours

4:30PM

Coffee at Praia do Tamariz

Rejuvenate with coffee while taking in the seaside views.
Walk to a beachside café.
EUR5, 1 hour

6:00PM

Dinner at O Pescador

Enjoy a satisfying seafront meal as you wind down your trip.
Drive to the restaurant.
EUR30, 2 hours
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Day 14: Return to Lisbon

Lisbon, Portugal

8:00AM

Breakfast at Padaria Portuguesa

Enjoy a delicious breakfast at this popular bakery known for its pastries.
Drive back to Lisbon.
EUR10, 1 hour

9:30AM

Last-minute shopping in Chiado

Spend some time strolling through shops and picking up souvenirs.
Drive to Chiado.
Free, 2 hours

11:30AM

Explore Belém Tower

Visit this iconic tower to learn more about Portugal's maritime history.
Drive to Belém.
EUR6, 1.5 hours

1:00PM

Lunch at A Padaria Portuguesa

Savour classic Portuguese dishes in a charming environment.
Short drive to the lunch location.
EUR20, 1.5 hours

2:30PM

Visit MAAT

Explore the Museum of Art, Architecture and Technology for some modern culture.
Walk to the museum from lunch.
EUR5, 1.5 hours

4:00PM

Coffee at Café A Brasileira

Enjoy your last coffee in Lisbon at this historic café.
Head towards Chiado.
EUR5, 1 hour

5:00PM

Farewell Dinner at Clube de Fado

Conclude your trip with a memorable dinner featuring Fado music and traditional cuisine.
Drive to Alfama district.
EUR35, 2 hours
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