Perfect Spain and Portugal Road Trip: 14-Day Iberian Adventure

by Hwan | Last Updated May 15, 2025

Are you dreaming of sun-drenched landscapes, ancient castles, vibrant cities, and coastal beauty all in one trip? Look no further than the Iberian Peninsula! I’ve crafted the ultimate Spain and Portugal driving itinerary that lets you experience the best of both countries in just two weeks.
Picture yourself cruising along the open roads, stopping at charming villages, historic cities, and breathtaking viewpoints whenever your heart desires. That’s the magic of an Iberian road trip – complete freedom to explore at your own pace while discovering the rich cultural tapestry that makes this corner of Europe so special!

Planning Your Iberian Road Trip
Let’s talk logistics – not the most exciting part of planning, but get this right and your trip will be sooo much smoother! After doing this route twice (and making plenty of mistakes the first time), I’ve got some hard-earned wisdom to share. Car rental is pretty straightforward, but here’s a money-saving tip: book way in advance and check both Spanish and Portuguese companies. We saved nearly €200 by renting from a Portuguese company!
Before hitting the road, there are a few essentials to sort out:
- Car Rental Options: Book in advance and consider one-way drop-off between countries (though expect an additional fee)
- Driving Requirements: You’ll need a valid driver’s license, and an International Driving Permit is recommended
- Best Time to Visit: Spring (April-May) and fall (September-October) offer pleasant weather and fewer crowds
- Budget Considerations:
- Accommodation: €80-150/night for mid-range hotels
- Fuel: Approximately €200-300 for the entire route
- Tolls: Budget around €75-100 for toll roads
- Food: €30-50 per person daily (more if you’re dining at upscale restaurants)
- Navigation: Download offline maps on Google Maps or use a dedicated GPS device
- Border Crossing: Fairly seamless between Spain and Portugal (both are EU members)
Days 1-3: Madrid and Surroundings
Start your adventure in Madrid’s bustling heart – trust me, you won’t regret diving straight into the action! We wandered through Plaza Mayor about three times before we realized there were so many hidden cafés tucked into the corners.
The Royal Palace absolutely blew me away (much bigger than I expected), and you should definitely spring for the guided tour to hear all the juicy royal gossip.

Madrid makes the perfect starting point for your Iberian adventure!
Day 1: Madrid’s Historic Heart
- Morning: Begin at Plaza Mayor and explore the historic center
- Afternoon: Visit the Royal Palace (Palacio Real) and its stunning gardens
- Evening: Enjoy tapas hopping in La Latina neighborhood
- Pro Tip: The Madrid Tourist Pass offers excellent value if you plan to visit multiple museums
Day 2: Toledo Day Trip
Just 70km from Madrid lies Toledo, a UNESCO World Heritage site perched dramatically on a hilltop. Just a quick drive from Madrid, Toledo seriously feels like you’ve time-traveled to medieval Spain. The cathedral is jaw-dropping – I literally spent 15 minutes just staring at the ceiling!
- Must-See Attractions:
- Toledo Cathedral, with its impressive Gothic architecture
- El Greco Museum showcases the famous painter’s works
- The Ancient Jewish Quarter with its historic synagogues
- Driving Time: About 1 hour each way from Madrid
- Parking Tip: Use the public parking lots outside the city walls and take the escalators up to the old town
Day 3: Segovia Excursion
- Morning: Head to Segovia (about a 1-hour drive) to see the spectacular Roman aqueduct
- Afternoon: Visit the Alcázar, a fairytale castle that inspired Disney
- Evening: Return to Madrid for your last night in the capital
Days 4-5: Drive to Salamanca and Porto
Now it’s time to hit the road and begin your cross-country adventure! The drive from Madrid to Salamanca is super straightforward, but don’t just zoom through! We almost missed Ávila and would’ve kicked ourselves. Those medieval walls look like something from Game of Thrones! Once you hit Salamanca, you’ll understand why people rave about Plaza Mayor.
Day 4: Madrid to Salamanca
- Driving Distance: 220km (approximately 2.5 hours)
- Recommended Stop: Ávila, known for its perfectly preserved medieval walls
- Afternoon in Salamanca:
- Explore Plaza Mayor, considered Spain’s most beautiful central square
- Visit the historic University of Salamanca, founded in 1134
- Look for the hidden frog sculpture on the university façade – legend says it brings good luck!
- Where to Stay: Overnight in Salamanca’s historic center for the full experience

Day 5: Salamanca to Porto
- Driving Distance: 350km (approximately 4 hours)
- Border Crossing: You’ll cross into Portugal near Ciudad Rodrigo
- Scenic Detour: Take the N-222 through the stunning Douro Valley vineyards
- Evening Arrival in Porto:
- Park your car at your accommodation (driving in Porto’s narrow streets can be challenging)
- Head to the Ribeira district for your first taste of Portuguese cuisine with river views
Days 6-7: Porto and the Douro Valley
Porto stole my heart within about five minutes of walking around! Those colorful buildings cascading down to the river make you feel like you’re in a storybook. We started by crossing the Dom Luís I Bridge – warning: it’s higher than it looks in photos, so if you’re scared of heights like my wife, stay on the lower level! Livraria Lello is gorgeous but honestly? The line can be brutal.

Day 6: Porto Exploration
- Morning Activities:
- Cross the iconic Dom Luís I Bridge for panoramic city views
- Visit Livraria Lello, one of the world’s most beautiful bookstores
- Afternoon Pursuits:
- Tour the historic port wine cellars in Vila Nova de Gaia
- Sample different port varieties during a tasting session
- Evening Plans: Enjoy fresh seafood at a restaurant along the Douro River
- Local Insight: The best views of Porto are actually from the Gaia side of the river!
Day 7: Douro Valley Wine Tour
- Driving Distance: 100km scenic loop (approximately 2-3 hours total driving)
- Route Highlights:
- Pinhão, with its beautiful blue-tiled train station
- Panoramic viewpoints overlooking terraced vineyards
- Family-run quintas (wine estates) offering tours and tastings
- Photography Spots: Casal de Loivos viewpoint offers the classic Douro Valley postcard view
- Wine Tasting Tip: If everyone wants to participate, consider booking an organized tour instead of driving

Days 8-9: Drive to Lisbon via Coimbra
The drive from Porto to Coimbra was pretty quick, so we took our time and stopped at Aveiro, which looked like a mini Portuguese Venice with colorful boats. Coimbra itself feels like a living history book, with students still wearing those black Harry Potter-style capes! The university library (Biblioteca Joanina) costs €12 to enter, and it’s like walking into a gold-plated time capsule.
The journey from Porto to Lisbon offers multiple scenic routes and fascinating stops:
Day 8: Porto to Coimbra
- Driving Distance: 125km (approximately 1.5 hours)
- Morning Departure: Leave Porto after breakfast, heading south on A1
- Coimbra Highlights:
- University of Coimbra, a UNESCO World Heritage site
- Biblioteca Joanina, a spectacular baroque library
- Old Cathedral (Sé Velha), dating back to the 12th century
- Accommodation: Overnight in Coimbra to fully appreciate this historic university town

Day 9: Coimbra to Lisbon
- Driving Distance: 200km (approximately 2 hours direct, longer with stops)
- Recommended Detours:
- Óbidos: A perfectly preserved medieval walled town
- Nazaré: Famous for its massive waves and fishing traditions
- Sintra: If you prefer to visit as a day trip from Coimbra rather than Lisbon
- Lisbon Arrival Tips:
- Consider dropping your car at a hotel outside the center and using public transport
- If driving in, be prepared for narrow, steep streets and limited parking
- Evening: Enjoy dinner in the Alfama district with a traditional fado music performance
Days 10-11: Lisbon and Sintra
Lisbon has a vibe that’s hard to explain—kind of shabby-chic with incredible beauty hiding around every corner. Riding Tram 28 is a must, but go early! We got there at 8 a.m. and walked right on, while by 10 a.m., the line was wrapped around the block.
Lisbon’s seven hills offer breathtaking views, historic neighborhoods, and a laid-back atmosphere:
Day 10: Lisbon Exploration
- Morning Activities:
- Ride the historic Tram 28 through Lisbon’s most scenic neighborhoods
- Visit São Jorge Castle for panoramic city views
- Afternoon Pursuits:
- Explore the Belém district, home to the Tower of Belém and Jerónimos Monastery
- Try the original pastéis de nata at Pastéis de Belém
- Evening Plans: Enjoy dinner in Bairro Alto, followed by rooftop drinks with city views
- Local Secret: LX Factory, a converted industrial complex, offers unique shopping and dining

Day 11: Sintra Day Trip
- Driving Distance: 30km (approximately 40 minutes each way)
- Parking Tip: Use the large lot near the tourist office and take the local bus up to the palaces
- Must-See Attractions:
- Pena Palace, with its vibrant colors and eclectic architecture
- Quinta da Regaleira, with mystical gardens and the famous initiation well
- Moorish Castle offers some spectacular views of the surrounding landscape
- Timing Advice: Arrive early to beat the crowds, especially during the summer months
- Coastal Extension: If time permits, drive to Cabo da Roca, continental Europe’s westernmost point
Days 12-13: Drive to Seville via the Algarve
The drive down to the Algarve feels like watching Portugal transform in front of your eyes. The rolling hills gradually give way to pine forests, then suddenly – bam! – You’re looking at those famous golden cliffs and turquoise water. We skipped the highway and took the coastal N-125 route, which added an hour but was totally worth it.

Day 12: Lisbon to Algarve
- Driving Distance: 280km to Tavira (approximately 3 hours)
- Scenic Route Option: Take the coastal N-125 instead of the A22 highway for better views
- Recommended Stops:
- Comporta: Pristine beaches and a relaxed atmosphere
- Sagres: Visit the fortress at the southwestern tip of Europe
- Lagos: Explore stunning sea caves and golden beaches
- Overnight: Stay in the eastern Algarve town of Tavira, with its authentic Portuguese character
Day 13: Algarve to Seville
- Driving Distance: 200km (approximately 2 hours)
- Border Crossing: You’ll re-enter Spain near Ayamonte
- Arrival in Seville:
- Park in a central garage and explore the city center on foot
- Visit the majestic Seville Cathedral and La Giralda Tower if time permits
- Evening Experience: Tapas crawl through the Santa Cruz quarter
- Flamenco Show: End your evening with an authentic flamenco performance
Day 14: Seville and Departure
Make the most of your final day in the Iberian Peninsula!
- Morning Highlights:
- Royal Alcázar of Seville, with its stunning Mudéjar architecture and gardens
- Plaza de España, a grand semi-circular plaza with beautiful tile work
- Last-Minute Shopping:
- Pick up authentic Spanish souvenirs like olive oil, saffron, or ceramics
- Visit Triana market for local products and crafts
- Departure Options:
- Return your rental car at Seville Airport
- Take a high-speed train to Madrid if flying out from there
- Consider extending your stay to include Granada or Córdoba

Practical Tips for Your Iberian Road Trip
Keep loose change handy for tolls – we got stuck at one booth that wouldn’t take our credit card and had to scramble for euros:
- Driving Considerations:
- In both countries, drive on the right side of the road
- Keep small change handy for toll roads (some only accept cash)
- Gas stations are typically self-service in Portugal and full-service in Spain
- Cultural Etiquette:
- Lunch is typically served from 1:30–4:00 p.m. and dinner from 8:30 p.m. onwards (especially in Spain)
- A small tip (5-10%) is appreciated but not mandatory in restaurants
- Learn a few basic phrases in Portuguese and Spanish – locals appreciate the effort!
- Packing Essentials:
- Comfortable walking shoes for cobblestone streets
- Lightweight clothing with layers for variable temperatures
- Sunscreen and sunglasses (the Iberian sun is intense!)
- Connectivity:
- EU roaming is typically available throughout both countries
- Download offline maps before your journey
- Keep a physical map as backup for rural areas with spotty coverage
Conclusion
As your 14-day Iberian adventure comes to an end, you’ll find yourself enchanted by the diverse landscapes, rich history, and warm hospitality of Spain and Portugal.
From Madrid’s grand boulevards to Lisbon’s melancholic fado, from Porto’s riverfront charm to Seville’s passionate flamenco – this road trip delivers an unforgettable journey through the heart and soul of the Iberian Peninsula.
The beauty of a self-drive adventure is the freedom to linger in places that capture your heart or to discover hidden gems off the tourist trail. While this itinerary provides a comprehensive framework, don’t be afraid to detour occasionally and create your own unique Iberian story!
¡Buen viaje! (Spanish) and Boa viagem! (Portuguese)