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
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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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 taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in San Sebastian. Make yourself at home and enjoy some downtime before heading out again.

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.

Enjoy a delicious meal at Polka San Sebastián, a top-rated dining destination in San Sebastian. If you're in the mood to try something new, consider ALABAMA CAFÉ slow Food - Healthy Food, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Antonio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in San Sebastian this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Txiki Taberna Donosti, a well-loved spot among locals and tourists. Or, head to Taberna Barun. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Gorriti Taberna, another top-rated place in the area.

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

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

Immerse yourself in San Sebastian’s rich culture with today's sightseeing itinerary. Start your journey at Gipuzkoa Plaza. This picture-perfect public square is sure to ignite your curiosity. Next, dive into the romantic features of Beach Of La Concha, a must-visit beach in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Alderdi Eder Parkea, a popular park. For a change of scene, check out Aquarium, known for its eye-catching features.

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

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

Prepare for an extraordinary culinary adventure in Bilbao by booking a table at Mina, a 1-star Michelin restaurant that boasts an exceptional creative and seasonal menu. For a different flavor experience, head to Zortziko, renowned for its delectable contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Etxanobe Atelier, a local gem known for its delightful creative cuisine in Bilbao. 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 Boss Bilbao after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Stromboli Taberna, another bar with an inviting ambiance. Similarly, Zuberoa Taberna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Take some time to reflect on your day and savor another beautiful night 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

Dive into day 3 of your remarkable road trip in Spain. Today you will explore Bilbao and Burgos Province, 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 Valladolid. You’ll stay here for 1 night.

Federico Moyúa Enparantza is must-visit sightseeing destination and a great starting point for the day. Next, continue your journey to Puppy, a worthwhile art installation, located just a leisurely stroll away. Next, head to Guggenheim Museum, an instagrammable museum building, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Bilbao. If you’re looking for more, Burgos Cathedral is also a well-known 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 Valladolid. Valladolid offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat in Valladolid. 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.

Have a memorable dining experience in Valladolid by booking a table at Llantén, renowned as a Bib Gourmand restaurant presenting an exceptional traditional menu. For a different culinary experience in Valladolid, Alquimia - Laboratorio shines as one of the top destinations, known for its delicious creative and modern 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, Trigo is known as a top local spot for its delicious modern cuisine in Valladolid. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Continue your lively evening at Bar Panoramix, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Esgueva is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Largo Adiós ensures a night out tailored to your taste.

Raise your glass and celebrate another amazing day of your road trip 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 exciting self-drive vacation in Spain, you’ll soak in the magnificence of 2 destinations, Segovia and San Lorenzo de El Escorial. When you’re not sightseeing, take time to relax at your selected hotel in Madrid, where you’ll be staying for 3 nights.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Valladolid on today’s itinerary. First up is the world-famous monument, Aqueduct Of Segovia. Afterward, continue to Segovia Cathedral.

As you explore Valladolid’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Alcázar Of Segovia. This astonishing castle is an essential stop that should not be missed. Following that, head to Royal Monastery Of San Lorenzo De El Escorial, another must-visit site that will enhance your experience.

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

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

Experience a taste of local culinary excellence while in Madrid by securing a table at DiverXO. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Smoked Room, famous for its scrumptious contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Paco Roncero, a local favorite celebrated for its exquisite creative cuisine in Madrid. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for creative cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Bar Yambala, where the evening is just getting started. In the same way, Baton Rouge Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Madrid. Cafe Madrid is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 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 of your road trip across Spain promises a magnificent time exploring Madrid. You have 2 nights left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Set aside time today to explore La Latina, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Madrid allows for both. Start by heading to Crystal Palace. This locally renowned art installation provides an insightful glimpse into the city's identity. Next, discover El Retiro Park, a serene park, promising a delightful encounter.

Continue your sightseeing with a visit to Puerta De Alcalá, a famous monument. When you’re done, don’t forget to make a stop at the famous Casa De Campo.

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.

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.

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.

To truly maximize your evening out, consider visiting Jazz Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to España Building, another bar with an inviting ambiance. Similarly, 1862 Dry Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 6 offers a multitude of experiences. You will stay in Madrid for 1 night more, offering you enough time to explore at a relaxed pace.

Gran Vía is a street that stands out as one of the must-see places in Madrid. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Today’s agenda in Madrid includes a museum and a stadium. Museo Nacional Centro De Arte Reina Sofía is must-visit museum and a great starting point for the day. Next, continue your journey to Museo Del Prado, a timeless museum, located just a leisurely stroll away. Next, head to Santiago Bernabéu Stadium, a historic stadium, also available for your discovery today.

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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Madrid. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely meal at Areia, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La MaMá Restaurante is another top choice with a popular menu. You could also check for a table at Sacha Restaurant. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Madrid tonight.

Head back to your accommodation in Madrid and get some rest in preparation for another magical 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

Experience an unparalleled adventure on day 7 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Madrid. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Calatayud. You will spend 1 night here for some well-deserved relaxation.

Madrid is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Main Square, a world-famous public square that is worthwhile a visit in the city. Nearby, you’ll find Market Of San Miguel, enchanting visitors with its photogenic appeal. Continue your exploration at Royal Palace Of Madrid. This palace is one of the city’s most iconic 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 famous Temple Of Debod. This monument will wrap up today’s self-guided sightseeing tour in the city.

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

As you explore more of Calatayud, 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.

Celebrate another amazing day of your road trip adventure 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

On day 8 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 Olite/Erriberri and Pamplona. In the evening, you’ll end up in San Sebastian, where you will stay for 1 night.

Get ready to discover some of the most iconic wonders in Calatayud, including a palace, a monument, a stadium, a public square and much more! Start your day at Royal Palace Of Olite. This respected palace is an interesting place to see in Calatayud. Then, wander over to Monumento Al Encierro. If heritage-rich sites excite you, this monument will be right up your alley. Nearby, you’ll also find Plaza De Toros De Pamplona. This instagrammable stadium is a favorite among visitors.

Calatayud offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Castle Square is a captivating spot in the village that will captivate you with its unique charm.

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

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

Enjoy an outstanding dining experience at Arzak, a 3-star Michelin restaurant offering an exceptional creative and traditional menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Amelia by Paulo Airaudo, known for its delicious creative cuisine. Another highly-recommended place to eat in San Sebastian is Kokotxa, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious modern menu.

Raise your glass to another unforgettable day 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 history-steeped palace before you head out.

Maximize your last day in Spain and go on a shopping spree in San Sebastian’s shopping center, the lively San Martin Shopping Centre. Browse for souvenirs to remind you of your wonderful journey in Spain.

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

Savor the flavors at Bar Bixigarri, a top pick for dinner tonight. Alternatively, SSua Arde Donostia beckons with its unique menu offerings.

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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