11-Day Spain and Portugal Road Trip from Madrid with Porto Winery and Gibraltar Day Tour

Day 1: Explore Madrid

Madrid, Spain on June 3, 2025

3:00pm

Prado Museum

Explore Spain's premier art museum featuring masterpieces from Goya, Velázquez, and other classic artists.
EUR15, 2h0m

6:00pm

Retiro Park

Relax at Madrid’s famous park with its beautiful lake, gardens, and the Crystal Palace, perfect for an evening stroll.
Free, 1h30m

8:00pm

Dinner at Sobrino de Botín

Enjoy traditional Spanish cuisine at the world's oldest restaurant, famous for its roast suckling pig and lamb.
EUR35, 1h30m
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Day 2: Madrid Culture

Madrid, Spain on June 4, 2025

8:30am

Breakfast at Chocolatería San Ginés

Start your day with delicious churros and hot chocolate at this iconic Madrid spot open from 6:00am.
EUR6, 1h

10:00am

Royal Palace of Madrid

Tour the grand palace which is the official residence of the Spanish Royal Family and explore its lavish interiors.
EUR13, 2h0m

1:00pm

Lunch at Mercado de San Miguel

Taste a variety of gourmet Spanish foods in this vibrant market with tapas, seafood, and local delicacies.
EUR20, 1h

3:00pm

Reina Sofía Museum

Visit Spain's national museum of 20th-century art, home to Picasso's Guernica and works by Dalí and Miró.
EUR12, 2h0m

7:00pm

Dinner at El Botánico

Dine in an elegant setting featuring contemporary Spanish dishes with fresh, local ingredients.
EUR30, 1h30m
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Day 3: Madrid to Toledo

Madrid to Toledo, Spain on June 5, 2025

7:30am

Breakfast at Café Murillo

Enjoy a strong coffee and fresh pastries to energize before the drive to Toledo.
EUR8, 45m

9:00am

Drive from Madrid to Toledo

Drive about 1 hour south to the historic city of Toledo, known for its medieval architecture and cultural heritage.
Fuel cost approx EUR15, 1h0m

10:30am

Explore Toledo Old Town

Wander through narrow streets and visit landmarks like Toledo Cathedral, Alcázar, and El Greco Museum.
EUR10, 3h0m

1:30pm

Lunch at La Abadía

Taste traditional Castilian dishes with a modern twist in a cozy setting in Toledo’s historic center.
EUR25, 1h30m

3:30pm

Visit Monastery of San Juan de los Reyes

Admire Gothic architecture and beautiful cloisters in this historic monastery built to commemorate the Battle of Toro.
EUR3, 1h0m

6:00pm

Overnight in Toledo

Stay overnight in a charming hotel inside Toledo’s old town for an authentic experience.
EUR80, N/A
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Day 4: Toledo to Córdoba

Toledo to Córdoba, Spain on June 6, 2025

7:30am

Breakfast at Hotel

Enjoy a relaxed breakfast in your hotel before setting off on your drive to Córdoba.
Included with hotel, 45m

9:00am

Drive Toledo to Córdoba

Drive approximately 3 hours south to Córdoba, famous for its stunning mosque-cathedral and historic Jewish quarter.
Fuel cost approx EUR25, 3h0m

12:30pm

Lunch at Bodegas Campos

Savor Andalusian cuisine and local wine in a charming traditional bodega in Córdoba.
EUR30, 1h30m

2:30pm

Visit Mezquita-Catedral

Explore the unique Mosque-Cathedral of Córdoba, a UNESCO World Heritage Site blending Islamic and Christian architecture.
EUR12, 2h0m

5:00pm

Walk Jewish Quarter

Stroll through the historic Jewish quarter with its narrow alleys, picturesque plazas, and artisan shops.
Free, 1h0m

7:00pm

Dinner at Casa Pepe de la Judería

Enjoy traditional Andalusian dishes in a lively atmosphere near the synagogue.
EUR28, 1h30m
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Day 5: Córdoba to Seville

Córdoba to Seville, Spain on June 7, 2025

8:00am

Breakfast at Café Bar Santos

Try the famous tostada with tomato and jamón before leaving Córdoba.
EUR8, 45m

9:30am

Drive Córdoba to Seville

A 1 hour 45 minute drive through Andalusia to Seville, known for its flamenco, historic sites, and lively atmosphere.
Fuel cost approx EUR15, 1h45m

11:30am

Visit Seville Cathedral and Giralda Tower

Tour the largest Gothic cathedral in the world and climb the Giralda Tower for panoramic city views.
EUR10, 2h0m

2:00pm

Lunch at El Rinconcillo

Dine in one of Seville’s oldest tapas bars known for traditional Andalusian dishes.
EUR20, 1h30m

4:00pm

Alcázar of Seville

Marvel at the stunning Moorish palace complex with its exquisite gardens and beautiful architecture.
EUR14, 2h0m

7:00pm

Dinner at La Azotea

Enjoy modern Andalusian cuisine in a cozy setting near the city center.
EUR30, 1h30m
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Day 6: Day Trip Gibraltar

Seville and Gibraltar, British Overseas Territory on June 8, 2025

7:00am

Drive Seville to Gibraltar

Depart early for the approx. 2.5 hour drive south to Gibraltar, crossing the Spanish border into this British territory.
Fuel and tolls approx EUR25, 2h30m

10:00am

Visit the Rock of Gibraltar

Explore the famous limestone rock, including the nature reserve, St. Michael’s Cave, and see the Barbary macaques.
Free, 3h0m

1:00pm

Lunch at The Clipper

Enjoy British-style pub food with views of the marina and Gibraltar’s famous rock.
GBP20 (~EUR25), 1h0m

2:30pm

Explore Main Street

Shop and explore this lively pedestrian street with a mix of British and Mediterranean influences.
Free, 1h0m

4:00pm

Drive back to Seville

Return to Seville for an evening at leisure without planned dinner.
Fuel and tolls approx EUR25, 2h30m
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Day 7: Seville to Ronda

Seville to Ronda, Spain on June 9, 2025

8:00am

Breakfast at La Cacharrería

Enjoy fresh juices and traditional breakfast tapas before heading to Ronda.
EUR10, 45m

9:30am

Drive Seville to Ronda

Take the scenic 2-hour drive to the famous cliffside town of Ronda in the mountains of Andalusia.
Fuel cost approx EUR15, 2h0m

11:30am

Visit Puente Nuevo and Old Town

Walk across the iconic bridge spanning a deep gorge and explore the charming streets of historic Ronda.
Free, 2h0m

1:30pm

Lunch at Restaurante Pedro Romero

Experience traditional Andalusian flavors and dishes in a restaurant overlooking the gorge.
EUR28, 1h30m

3:30pm

Visit Plaza de Toros

Tour one of Spain’s oldest bullrings and the museum showcasing the history of bullfighting.
EUR8, 1h0m

5:00pm

Overnight in Ronda

Stay in a boutique hotel with views of the gorge to soak in the serene atmosphere.
EUR90, N/A

8:00pm

Dinner at Casa María

Enjoy authentic tapas and local wines in a friendly neighborhood atmosphere.
EUR25, 1h30m
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Day 8: Ronda to Porto

Ronda, Spain to Porto, Portugal on June 10, 2025

7:30am

Breakfast at Hotel

Start with a quick breakfast before a longer drive to Porto.
Included, 45m

8:30am

Drive from Ronda to Porto

Prepare for approximately 7-hour scenic drive crossing into northern Portugal.
Fuel approx EUR55, Tolls approx EUR20, 7h0m

3:30pm

Check-in to Porto hotel

Rest and refresh for an exciting wine experience the next day.
EUR100, N/A

7:00pm

Dinner at Taberna dos Mercadores

Enjoy intimate dining with traditional Portuguese dishes emphasizing fresh seafood.
EUR30, 1h30m
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Day 9: Porto Winery Experience

Porto, Portugal on June 11, 2025

8:30am

Breakfast at Café Majestic

Begin your day at this historic Belle Époque cafe serving pastries and coffee since 1921.
EUR10, 1h

10:00am

Visit Wine Cellars in Vila Nova de Gaia

Tour renowned port wine cellars like Sandeman or Graham's to learn about port production and enjoy tastings (open 10:00am-6:00pm).
EUR15, 2h0m

12:30pm

Lunch at Vinum Restaurant & Wine Bar

Dine overlooking the Douro River with dishes paired expertly with port wines.
EUR40, 1h30m

2:30pm

Walk along Ribeira and Douro River

Explore Porto’s UNESCO-listed Ribeira district, with its colorful houses and lively waterfront.
Free, 2h0m

6:30pm

Dinner at Brasão Cervejaria Aliados

Try the signature francesinha sandwich and other Portuguese specialties in a popular local spot.
EUR25, 1h30m
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Day 10: Porto to Lisbon

Porto to Lisbon, Portugal on June 12, 2025

8:00am

Breakfast at Hotel

Enjoy a hearty breakfast before the drive south to Lisbon.
Included, 45m

9:00am

Drive Porto to Lisbon

Travel approximately 3 hours to Lisbon, Portugal’s vibrant capital.
Fuel approx EUR25, Tolls approx EUR10, 3h0m

12:30pm

Lunch at Time Out Market Lisbon

Sample a variety of Portuguese dishes from top chefs in this trendy food market open from 10:00am to 12:00am.
EUR20, 1h

2:00pm

Explore Belém District

Visit Jerónimos Monastery and the Belém Tower, and enjoy the famous Pastéis de Belém pastries (open 9:00am - 11:00pm).
Monastery EUR10, Tower EUR6, 3h0m

6:00pm

Check-in to hotel in Lisbon

Relax and prepare for the evening in Lisbon’s historic center.
EUR100, N/A

8:00pm

Dinner at Bairro do Avillez

Enjoy contemporary Portuguese cuisine by Chef José Avillez in a vibrant atmosphere.
EUR35, 1h30m
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Day 11: Lisbon Sightseeing

Lisbon, Portugal on June 13, 2025

8:30am

Breakfast at Café A Brasileira

Enjoy morning coffee and pastries in one of Lisbon’s most iconic cafés open from 8:00am.
EUR8, 1h

9:30am

Visit Alfama District & São Jorge Castle

Explore the historic Alfama neighborhood with its winding streets and visit the castle for panoramic views.
Castle EUR10, 3h0m

1:00pm

Lunch at Ramiro

Savor some of the freshest seafood in Lisbon at this popular local institution.
EUR30, 1h30m

3:00pm

Visit LX Factory

Browse creative shops, galleries, and cafes in this trendy industrial complex open until 10:00pm.
Free, 2h0m

7:00pm

Dinner and Fado Show at Clube de Fado

Experience traditional Portuguese music with dinner in an intimate setting in Alfama (open from 7:00pm).
EUR45, 2h0m
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Day 12: Return to Madrid

Lisbon to Madrid, Spain on June 14, 2025

8:00am

Breakfast at Hotel

Enjoy a final hearty breakfast before the drive back to Madrid.
Included, 45m

9:00am

Drive Lisbon to Madrid

Prepare for the 6.5 to 7 hour drive covering approx. 640 km with scenic views along the route.
Fuel cost approx EUR55, Toll approx EUR25, 7h0m

4:00pm

Check-in to Madrid hotel

Rest and refresh before your departure day.
EUR100, N/A

8:00pm

Dinner at Taberna La Daniela

Try classic Madrid dishes like cocido madrileño in this cozy tavern open for dinner from 8:00pm.
EUR25, 1h30m
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