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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Driver’s age is 30 - 65
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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.

Find your way to your hotel in San Sebastian. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Spain. Settle in and make plans for the evening.

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.

Have a fantastic dining experience at Polka San Sebastián, a highly recommended choice for tonight's dinner. If you're looking to mix things up, ALABAMA CAFÉ slow Food - Healthy Food offers an enticing alternative with its varied menu. Additionally, Bar Antonio is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in San Sebastian.

Following your dinner, dive into the local bar culture at Txiki Taberna Donosti. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Taberna Barun, the perfect place for those looking to experience the best of the nightlife. Similarly, Gorriti Taberna provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Dive into day 2 of your remarkable road trip in Spain. Today you will explore San Sebastian, 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 Bilbao. You’ll stay here for 1 night.

Today, you'll explore some of the most beautiful places in San Sebastian, including a public square, a beach, a park, an aquarium and much more! Start your day with a visit to Gipuzkoa Plaza. This notable public square is a must-visit in the city. When you’re ready for your next discovery, continue to Beach Of La Concha, which may be one of the most mesmerizing places you will experience today.

One of the best things about exploring San Sebastian on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Alderdi Eder Parkea, an interesting park in the city. If you’re up for more discoveries, don’t forget to reserve some time for Aquarium.

When you’re done exploring for the day, you’ll drive to your hotel in Bilbao. 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 Bilbao. 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.

Dive into a culinary adventure like no other in Bilbao by booking a table at Mina. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative and seasonal cuisine. For another culinary dining option, venture to Zortziko, celebrated for its delectable contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Etxanobe Atelier, a top local restaurant known for its tantalizing creative menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Keep the evening going at Boss Bilbao, a great choice for enjoying the after-dinner hours with a drink. You could also go to Stromboli Taberna, which offers a similarly pleasant setting and great drinks. Another option is Zuberoa Taberna, which provides an inviting environment for unwinding after a busy day out.

Relax and reminisce about your day in Spain and look forward to more memorable moments to come!

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Day 3

Day 3

  • Bilbao
  • Valladolid
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Drive 290 km, 3 hours 24 min

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

On day 3 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 Bilbao and Burgos Province. In the evening, you’ll end up in Valladolid, where you will stay for 1 night.

Start by visiting Federico Moyúa Enparantza, a prime spot to begin your journey. Next on your list is Puppy, another must-visit landmark and frequently visited art installation renowned for its picture-perfect features.

We also recommend visiting Burgos Cathedral, a well-known church.

At the end of the day, you will drive to Valladolid, 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 Valladolid, 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.

Treat yourself to an extraordinary dining experience at Llantén, a Bib Gourmand restaurant offering an incredible traditional menu. Alternatively, if your taste buds call for something different, Alquimia - Laboratorio is one of the best restaurants for creative and modern cuisine in Valladolid. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trigo. As a top-rated establishment with 1 Michelin star, it is an ideal choice for modern cuisine in the city.

After your meal, keep the night alive at a bar like Bar Panoramix, known for its lively atmosphere. Bar Esgueva is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Largo Adiós offers an excellent atmosphere for those looking to amp up the evening.

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 4

Day 4

  • Valladolid
  • Madrid
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Drive 229 km, 3 hours 16 min

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

Embark on another extraordinary experience on day 4 of your road trip in Spain. Today, you will make 2 stops and experience some of the highlights of Segovia and San Lorenzo de El Escorial. At the end of the day, you will enjoy the comforts of a top-rated hotel in Madrid, which will be your home away from home for 3 nights.

Valladolid is home to plenty of attractions that offer fun adventures, breathtaking views, and picturesque spots! Start at Aqueduct Of Segovia, a timeless monument that is worthwhile a visit in the city. Nearby, you’ll find Segovia Cathedral, enchanting visitors with its respected appeal. Continue your exploration at Alcázar Of Segovia. This castle is one of the city’s most impressive spots.

Enjoy the freedom of exploring Valladolid at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Royal Monastery Of San Lorenzo De El Escorial.

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

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

Enjoy an outstanding dining experience at DiverXO, a 3-star Michelin restaurant offering an exceptional creative menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Smoked Room, known for its delicious contemporary cuisine. Another highly-recommended place to eat in Madrid is Paco Roncero, a renowned restaurant with a 2-star Guide Michelin recognition and a delicious creative menu.

Following your dinner, dive into the local bar culture at Bar Yambala. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Baton Rouge Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Cafe Madrid provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Celebrate another amazing day of your road trip adventure 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 will take you to the best attractions Madrid has to offer. Cherish the 2 nights you have left in Madrid by discovering the best things there are to see and do 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.

Bring your curiosity for today’s adventure around Madrid. Some of the city’s most loved attractions await! Crystal Palace is the perfect place to start. This art installation is one of the most popular places to visit in Madrid. Next, head to El Retiro Park, a timeless park, known for its mesmerizing features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Puerta De Alcalá. This history-steeped monument is a highly recommended experience. Nearby, you'll also find Casa De Campo. Visit these for an interesting touch to your journey.

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.

Make sure to reserve a table at Alhambra, an iconic dining spot in Madrid. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Restaurante Alabaster, a popular restaurant in Madrid. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Restaurante De María - Felíx Boix, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Jazz Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of España Building, a bar catering to every mood and preference. 1862 Dry Bar likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass and celebrate another amazing 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

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 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. For another highlight, head to Malasaña, a neighborhood offering its own unique experiences.

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 globally renowned museum, located just a leisurely stroll away. Next, head to Santiago Bernabéu Stadium, a picture-perfect 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.

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 Areia, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La MaMá Restaurante? It's another excellent option with a diverse menu. Consider reserving a table at Sacha Restaurant as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Madrid.

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

On day 7 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, Madrid. When you’re not sightseeing, take time to relax at your selected hotel in Calatayud, where you’ll be staying for 1 night.

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Main Square. This visually striking public square is a highlight of any visit in the city. Then, enjoy Market Of San Miguel, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Royal Palace Of Madrid, one of the city’s most iconic attractions, known for its grand features.

If you’re looking for more, spend time soaking in the atmosphere of Plaza De España. This picture-perfect public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Temple Of Debod, a top-rated monument, and take a stroll around the area.

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

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

Relax and recharge in preparation for another adventurous day in Spain!

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Day 8

Day 8

  • Calatayud
  • Donostia / San Sebastián
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Drive 308 km, 3 hours 53 min

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

Experience an unparalleled adventure on day 8 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Olite/Erriberri and Pamplona. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in San Sebastian. You will spend 1 night here for some well-deserved relaxation.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Royal Palace Of Olite. This notable palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Monumento Al Encierro, one of the village’s best highlights.

Next, check out Plaza De Toros De Pamplona, one of the most interesting places to see in Calatayud. This stadium is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Castle Square. Wander around and soak in the history-steeped atmosphere this public square offers.

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

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

Have a memorable dining experience in San Sebastian by booking a table at Arzak, renowned as a 3-star Michelin restaurant presenting an exceptional creative and traditional menu. For a different culinary experience in San Sebastian, Amelia by Paulo Airaudo shines as one of the top destinations, known for its delicious creative cuisine. This 2-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, Kokotxa is known as a top local spot for its delicious modern cuisine in San Sebastian. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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
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  • Miramar Palace
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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, Gros District. Look for keepsakes or souvenirs to remind you of your trip.

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

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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