9-Day Spain Self-Drive Road Trip With Itinerary from San Sebastian traveling south to Bilbao, Valladolid, Madrid, and Calatayud

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Explore the best of Spain on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through San Sebastian, Bilbao, Burgos Province, Valladolid, Segovia, San Lorenzo de El Escorial, Madrid, Calatayud, Olite/Erriberri, and Pamplona. This road trip itinerary in Spain seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Spain takes you through some of the best places to see in the country. You will spend 2 nights in San Sebastian, 1 night in Bilbao, 1 night in Valladolid, 3 nights in Madrid, and 1 night in Calatayud. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Spain. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in San Sebastian, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Spain on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Spain. El Retiro Park and Main Square are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Santiago Bernabéu Stadium, learn more about the unique Market Of San Miguel, and immerse yourself in the vibrant atmosphere of Museo Del Prado.

As you hit the open road and drive through San Sebastian, Bilbao, Burgos Province, Valladolid, Segovia, San Lorenzo de El Escorial, Madrid, Calatayud, Olite/Erriberri, and Pamplona, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Spain. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Spain.

Throughout your road trip in Spain, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Spain.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Spain fill up quickly, so book your spot early. Select a date and start planning your road trip in Spain today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Gros
Gipuzkoa PlazaBeach of La ConchaAlderdi Eder ParkeaAquarium
Federiko Moiua enparantzaPuppyGuggenheim MuseumBurgos Cathedral
Aqueduct of SegoviaSegovia CathedralAlcázar of SegoviaRoyal Basilica of San Lorenzo de El Escorial
Crystal PalaceEl Retiro ParkPuerta de AlcaláCasa de CampoLa Latina
Museo Nacional Centro de Arte Reina SofíaMuseo del PradoSantiago Bernabéu StadiumGran VíaMalasaña

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Day 1

Day 1

  • Donostia / San Sebastián - Arrival day
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  • Gros
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Say hello to San Sebastian! Your exciting road trip through Spain is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in San Sebastian for 1 night before you continue your adventure!

San Sebastian is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Gros, a must-see neighborhood, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in San Sebastian. Check-in typically starts around 2 to 4 PM at hotels in Spain. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in San Sebastian, it's often a good idea to reserve a table in advance.

Dine in style at Polka San Sebastián, a top recommendation for dinner tonight. Or, for a change of pace, ALABAMA CAFÉ slow Food - Healthy Food boasts a menu that's sure to impress. Also, be sure to check out Bar Antonio. Known as a local hotspot, it’s a great choice for tonight in San Sebastian.

Let the evening flow smoothly from dinner to drinks at Txiki Taberna Donosti, a top-rated bar in the area. For other recommendations, Taberna Barun provides a perfect setting for rounding out your night with style and great drinks. Likewise, Gorriti Taberna offers a memorable night with diverse drink options and excellent service.

Raise a toast to the start of your 9-day road trip in Spain!

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Day 2

Day 2

  • Donostia / San Sebastián
  • Bilbao
  • More

Drive 105 km, 1 hour 44 min

  • Gipuzkoa Plaza
  • Beach of La Concha
  • Alderdi Eder Parkea
  • Aquarium
  • More

On day 2 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, San Sebastian. When you’re not sightseeing, take time to relax at your selected hotel in Bilbao, where you’ll be staying for 1 night.

Today’s agenda in San Sebastian includes a public square, a beach, a park, an aquarium and much more! Gipuzkoa Plaza is must-visit public square and a great starting point for the day. Next, continue your journey to Beach Of La Concha, a captivating beach, located just a leisurely stroll away. Next, head to Alderdi Eder Parkea, an idyllic park, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for San Sebastian. If you’re looking for more, Aquarium is also a locally renowned attraction that is worthwhile a visit.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bilbao. Bilbao offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you explore more of Bilbao, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Have a memorable dining experience in Bilbao by booking a table at Mina, renowned as a 1-star Michelin restaurant presenting an exceptional creative and seasonal menu. For a different culinary experience in Bilbao, Zortziko shines as one of the top destinations, known for its delicious contemporary cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Etxanobe Atelier is known as a top local spot for its delicious creative cuisine in Bilbao. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Round off your dining experience by visiting Boss Bilbao, a prime location for a drink. Alternatively, explore the distinctive characteristics of Stromboli Taberna, a bar catering to every mood and preference. Zuberoa Taberna likewise offers a unique atmosphere, perfect for a memorable night out.

Celebrate another amazing day of your road trip adventure in Spain!

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Day 3

Day 3

  • Bilbao
  • Valladolid
  • More

Drive 290 km, 3 hours 24 min

  • Federiko Moiua enparantza
  • Puppy
  • Guggenheim Museum
  • Burgos Cathedral
  • More

Experience an unparalleled adventure on day 3 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Bilbao and Burgos Province. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Valladolid. You will spend 1 night here for some well-deserved relaxation.

Brace yourself for today’s incredible lineup of attractions in Bilbao, featuring family-friendly attractions, breathtaking views, and photo-friendly spots. Start at Federico Moyúa Enparantza, an up-and-coming point of interest in the city. Then, head to Puppy and soak in the ambiance of this detailed art installation.

There are many interesting places to see in Bilbao and when you are ready for more, go to Guggenheim Museum. This is one of the city’s most astonishing spots. After exploring the museum building, visit the captivating Burgos Cathedral.

When you’re done exploring for the day, you’ll drive to your hotel in Valladolid. Check in and spend some time relaxing before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Valladolid's best restaurants.

Prepare for an extraordinary culinary adventure in Valladolid by booking a table at Llantén, a Bib Gourmand restaurant that boasts an exceptional traditional menu. For a different flavor experience, head to Alquimia - Laboratorio, renowned for its delectable creative and modern dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trigo, a local gem known for its delightful modern cuisine in Valladolid. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

To truly maximize your evening out, consider visiting Bar Panoramix after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Esgueva, another bar with an inviting ambiance. Similarly, Largo Adiós also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Spain!

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Day 4

Day 4

  • Valladolid
  • Madrid
  • More

Drive 229 km, 3 hours 16 min

  • Aqueduct of Segovia
  • Segovia Cathedral
  • Alcázar of Segovia
  • Royal Basilica of San Lorenzo de El Escorial
  • More

On day 4 of your road trip in Spain, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Segovia and San Lorenzo de El Escorial. In the evening, you’ll end up in Madrid, where you will stay for 3 nights.

Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is Aqueduct Of Segovia. This world-famous monument is a breathtaking place to see in Valladolid. Continue your discovery at Segovia Cathedral, a historic church with stories to tell.

As you stroll around Valladolid, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Alcázar Of Segovia. This widely recognized castle offers an enchanting encounter with Valladolid. Next, make your way to Royal Monastery Of San Lorenzo De El Escorial to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Valladolid.

At the end of the day, you will drive to Madrid, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Madrid. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Experience a symphony of flavors at DiverXO in Madrid by securing a reservation in advance. Renowned for its 3-star Michelin distinction, DiverXO delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Smoked Room, acclaimed for its delectable contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Paco Roncero, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for creative cuisine in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Yambala, known for its inviting atmosphere. Baton Rouge Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Cafe Madrid provides a great setting to enjoy the night away.

Get a good night's sleep and look forward to another great day on the road in Spain!

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Day 5

Day 5

  • Madrid
  • More

Drive 21 km, 1 hour 11 min

  • Crystal Palace
  • El Retiro Park
  • Puerta de Alcalá
  • Casa de Campo
  • La Latina
  • More

Day 5 offers a multitude of experiences. You will stay in Madrid for 2 nights more, offering you enough time to explore at a relaxed pace.

At the top of the list of things to do today is to explore La Latina, a neighborhood that captures the true essence of Madrid. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Today’s agenda in Madrid includes an art installation, a park, and a monument. Crystal Palace is must-visit art installation and a great starting point for the day. Next, continue your journey to El Retiro Park, an iconic park, located just a leisurely stroll away. Next, head to Puerta De Alcalá, a standout monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Madrid. If you’re looking for more, Casa De Campo is also a top-rated attraction that is worthwhile a visit.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delightful dinner at Alhambra, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Restaurante Alabaster? It's another excellent option with a diverse menu. Consider reserving a table at Restaurante De María - Felíx Boix as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Madrid.

Let the evening flow smoothly from dinner to drinks at Jazz Bar, a top-rated bar in the area. For other recommendations, España Building provides a perfect setting for rounding out your night with style and great drinks. Likewise, 1862 Dry Bar offers a memorable night with diverse drink options and excellent service.

Celebrate another amazing day of your road trip adventure in Spain!

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Day 6

Day 6

  • Madrid
  • More

Drive 13 km, 1 hour 8 min

  • Museo Nacional Centro de Arte Reina Sofía
  • Museo del Prado
  • Santiago Bernabéu Stadium
  • Gran Vía
  • Malasaña
  • More

On day 6 of your road trip, you will have an entire day to explore Madrid. You’ll stay in Madrid for 1 night and discover all the best things to see and do in the area.

Gran Vía is one of the highlights of today. Take your time exploring this iconic street in Madrid, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Malasaña, a neighborhood that showcases another side of Madrid.

Savor the day by visiting some of the best places to see in Madrid, including a museum and a stadium. Start your adventure at Museo Nacional Centro De Arte Reina Sofía. This spectacular museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Museo Del Prado located in Madrid for an enchanting atmosphere.

Next, immerse yourself in the setting of Santiago Bernabéu Stadium. Its picture-perfect features will captivate you.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

As dinnertime approaches, it's time to head out for a bite to eat in Madrid. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Areia, a popular restaurant in Madrid. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Madrid at La MaMá Restaurante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Sacha Restaurant. It’s yet another ideal choice to enhance your time in Madrid tonight.

Say good night to Madrid and look forward to another great day of your road trip in Spain!

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Day 7

Day 7

  • Madrid
  • Calatayud
  • More

Drive 242 km, 2 hours 57 min

  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • plaza de España
  • Temple of Debod
  • More

Dive into day 7 of your remarkable road trip in Spain. Today you will explore Madrid, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Calatayud. You’ll stay here for 1 night.

Madrid is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Main Square, a timeless public square that is worthwhile a visit in the city. Nearby, you’ll find Market Of San Miguel, enchanting visitors with its heritage-rich appeal. Continue your exploration at Royal Palace Of Madrid. This palace is one of the city’s most globally renowned spots.

Enjoy the freedom of exploring Madrid at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Plaza De España. After exploring the public square, head to the spectacular Temple Of Debod. This monument will wrap up today’s self-guided sightseeing tour in the city.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Calatayud. Calatayud offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Indulge in a memorable dining experience at one of Calatayud's most popular restaurants, and connect with friendly locals for an authentic adventure.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Spain.

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Day 8

Day 8

  • Calatayud
  • Donostia / San Sebastián
  • More

Drive 308 km, 3 hours 53 min

  • Royal Palace of Olite
  • Encierro/Entzierroa Monument
  • Plaza de Toros
  • Castle Square
  • More

Embark on another extraordinary experience on day 8 of your road trip in Spain. Today, you will make 2 stops and experience some of the highlights of Olite/Erriberri and Pamplona. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Sebastian, which will be your home away from home for 1 night.

Savor the day by visiting some of the best places to see in Calatayud, including a palace, a monument, a stadium, a public square and much more! Start your adventure at Royal Palace Of Olite. This locally renowned palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Monumento Al Encierro located in Calatayud for an enchanting atmosphere.

Next, immerse yourself in the setting of Plaza De Toros De Pamplona. Its respected features will captivate you. After the stadium, continue your tour of the village with a visit to Castle Square. This public square has a visually striking appeal.

When you’re done exploring for the day, you’ll drive to your hotel in San Sebastian. Check in and spend some time relaxing before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat in San Sebastian. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Experience a harmony of flavors at Arzak in San Sebastian by securing a reservation in advance. Known for its 3-star Michelin status, Arzak offers a delightful variety of dishes highlighting its delicious creative and traditional menu. If you're seeking an alternative culinary experience, be sure to explore Amelia by Paulo Airaudo, a highly recommended restaurant known for its enticing creative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Kokotxa, a highly acclaimed restaurant celebrated for its exceptional modern menu.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Spain.

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Day 9

Day 9

  • Donostia / San Sebastián - Departure day
  • More
  • Miramar Palace
  • More

Day 9 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of San Sebastian before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Miramar Palace, a romantic palace before you head out.

On your last day in Spain, take time to indulge in shopping at San Sebastian’s popular marketplace, La Bretxa. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces.

Before you conclude your road trip in Spain, drop by another restaurant for a last chance at a memorable dining experience in San Sebastian.

If you're in the mood for something new, try SSua Arde Donostia, another premier location with a delectable menu.

You’ll then say farewell to San Sebastian. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Spain!

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