12-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Valladolid, Segovia, and Cuenca and surrounding area

Day 2 of your road trip across Spain promises a magnificent time exploring Madrid. You have 3 nights left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Today, you'll explore some of the most beautiful places in Madrid, including a stadium, an art installation, a park, a museum and much more! Start your day with a visit to Santiago Bernabéu Stadium. This timeless stadium is a must-visit in the city. When you’re ready for your next discovery, continue to Crystal Palace, which may be one of the most noteworthy places you will experience today.

One of the best things about exploring Madrid 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 El Retiro Park, an iconic park in the city. If you’re up for more discoveries, don’t forget to reserve some time for Museo Del Prado and 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.

Have a memorable dining experience in Madrid by booking a table at DiverXO, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Madrid, Smoked Room shines as one of the top destinations, known for its delicious contemporary 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, Paco Roncero is known as a top local spot for its delicious creative cuisine in Madrid. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After savoring a delicious meal, step into the vibrant nightlife at Jazz Bar, where the evening is just getting started. In the same way, España Building offers a unique charm perfect for experiencing the local bar scene in Madrid. 1862 Dry Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 3 offers a multitude of experiences. You will stay in Madrid for 2 nights more, offering you enough time to explore at a relaxed pace.

Start by visiting Museo Nacional Centro De Arte Reina Sofía, a prime spot to begin your journey. This heritage-rich museum is sure to impress. Next on your list is Main Square, another must-visit landmark and globally renowned public square renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Madrid by sampling some local delicacies. When you’re ready for more sightseeing, head to Market Of San Miguel. This standout food market is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting Royal Palace Of Madrid, an iconic palace. Nearby, you'll also find Temple Of Debod, ready to add charm 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 you explore more of Madrid, 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.

Dine in style at Areia, a top recommendation for dinner tonight. Or, for a change of pace, La MaMá Restaurante boasts a menu that's sure to impress. Also, be sure to check out Sacha Restaurant. Known as a local hotspot, it’s a great choice for tonight in Madrid.

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

Wake up to day 4 of your extraordinary road trip in Spain. With 1 night left in Madrid, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Madrid is brimming with adventures. Today’s wonderful stops include a palace, a public square, and a monument. Begin your sightseeing adventure at the interesting Royal Palace Of La Granja Of San Ildefonso and allow yourself time to explore. Just a short distance away you'll find your next stop, Plaza De Medina Del Campo, a breathtaking public square that draws visitors from far and near.

Continue your journey to Aqueduct Of Segovia, one of the town’s most timeless spots that you shouldn’t miss. Another great site to visit is the beloved Royal Palace Of Riofrío.

When you’re done exploring for the day, you’ll return to Madrid and your accommodation.

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.

Have a fantastic dining experience at Taberna Mozárabe, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Restaurante Lakasa offers an enticing alternative with its varied menu. Additionally, Lambuzo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

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

Dive into day 5 of your remarkable road trip in Spain. Today you will explore Segovia, 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the up-and-coming Plaza Mayor, an instagrammable public square in Madrid. Next, go to Segovia Cathedral.

After visiting Plaza Mayor and Segovia Cathedral, have a stroll along Madrid's streets and take in the local charm. Continue your sightseeing by heading to Puerta De San Andrés. This picture-perfect monument offers a unique experience. Plaza De La Merced is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Alcázar Of Segovia, one of the most enchanting places to visit in Madrid.

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 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.

Start your culinary exploration in Valladolid by securing a reservation at Llantén. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of traditional cuisine. For another dining delight, visit Alquimia - Laboratorio, celebrated for its delectable creative and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trigo, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

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

Embark on another extraordinary experience on day 6 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Valladolid. At the end of the day, you will enjoy the comforts of a top-rated hotel in Segovia, which will be your home away from home for 1 night.

Valladolid is brimming with adventures. Today’s wonderful stops include a public square, a museum, a church, a park and much more! Begin your sightseeing adventure at the curiosity-inducing Plaza Mayor and allow yourself time to explore. Just a short distance away you'll find your next stop, National Sculpture Museum, a noteworthy museum that draws visitors from far and near.

Continue your journey to Cathedral Of Valladolid, one of the city’s most beloved spots that you shouldn’t miss. Another great site to visit is the intriguing Plaza De Zorrilla. When you're finished at the public square, Parque Campo Grande awaits your visit. This park is an eye-catching highlight on today's itinerary.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Segovia. Segovia 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 Segovia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delightful dinner at Restaurante Pasapán, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bar Lozoya? It's another excellent option with a diverse menu. Consider reserving a table at El Túnel de Goriche as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Segovia.

Explore the vibrant nightlife at Shout Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Pub Celia for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Correos is perfect for those looking to extend their night with a touch of local flavor.

Head back to your accommodation in Segovia and get some rest in preparation for another magical day of your road trip in Spain!

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 - Aranjuez. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Cuenca. You will spend 4 nights here for some well-deserved relaxation.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming town of Segovia. Your adventure starts at Garden Of The Island, an up-and-coming local hot spot. Another notable attraction to explore is Jardín Del Parterre, Aranjuez. This worthwhile park is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Segovia's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Royal Palace Of Aranjuez. This enchanting palace offers a fascinating experience that many visitors find memorable.

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

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

Experience a taste of local culinary excellence while in Cuenca by securing a table at Olea Comedor. An esteemed Bib Gourmand restaurant, it features an exceptional modern and fusion menu. If you're in the mood for something new, try Sibuya Urban Sushi Bar, another premier location with a delectable menu.

Cap off your dinner by heading to Bar Tu Rincón, ideal for a leisurely evening with a drink in hand. Café Hispano is another bar that offers an enjoyable setting. Similarly, Bogart is also a popular place to go on a night out, perfect for relaxing and socializing.

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

At the end of the day, you'll drive back to Cuenca, where you'll stay for 3 nights more.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming village of Cuenca. Your adventure starts at Belmonte Castle, an intriguing local hot spot. Another notable attraction to explore is Collegiate Of San Bartolomé. This locally appreciated church is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Cuenca's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Mota Del Cuervo. This instagrammable monument offers a fascinating experience that many visitors find memorable.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Cuenca.

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

Treat yourself to a delightful dinner at La Ceca, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Restaurante Mesón Nazareno y Oro? It's another excellent option with a diverse menu. Consider reserving a table at La tasca del Arte as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Cuenca.

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

Raise your glass and celebrate another amazing day of your road trip in Spain!

On day 9 of your road trip, you will have an entire day to explore Cuenca. You’ll stay in Cuenca for 2 nights and discover all the best things to see and do in the area.

Savor the day by visiting some of the best places to see in Cuenca, including a mountain range, a rock formation, a castle, a museum and much more! Start your adventure at Serrania De Cuenca. This intriguing mountain range is a must-visit for travelers looking for a unique holiday experience. Make your way to Ciudad Encantada located in Cuenca for another exciting encounter.

Next, immerse yourself in the setting of Castillo De Cuenca. Its grand features will captivate you. After the castle, continue your tour of the city with a visit to Castilla-la Mancha Paleontological Museum. Visitors usually appreciate the visually striking features of this museum.

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 Cuenca's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor the flavors at Figón del Huécar, a top pick for dinner tonight. Alternatively, Mesón Plaza Mayor beckons with its unique menu offerings. Also, consider La cava gastrobar. With its consistent customer satisfaction, it’s an excellent option for dining in Cuenca tonight.

Unwind after your meal by stepping into Bar Family. This venue is celebrated for its extensive drink selections and cozy vibes.

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

Day 10 of your road trip will take you to the best attractions Cuenca has to offer. Cherish the 1 night you have left in Cuenca by discovering the best things there are to see and do in the city.

Get ready for a day filled with family-friendly attractions, scenic views, and photo-friendly spots in the charming city of Cuenca. Your adventure starts at Torre De Mangana, a frequently visited local hot spot. Another notable attraction to explore is Science Museum Of Castilla La Mancha. This intriguing science center is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Cuenca's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to San Pablo Bridge. This majestic monument offers a fascinating experience that many visitors find memorable. Spanish Abstract Art Museum. Juan March Foundation is also worth visiting, along with Mirador Del Cerro Del Socorro. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 Cuenca. 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 delicious meal at Pícaro Tapas y Copas, a top-rated dining destination in Cuenca. If you're in the mood to try something new, consider La Ronería De La Habana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trivio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Cuenca this evening.

Savor another day of unforgettable experiences in Spain!

On day 11 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 Toledo. In the evening, you’ll end up in Madrid, where you will stay for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Cuenca allows for both. Start by heading to Alcázar Of Toledo. This notable castle provides an insightful glimpse into the city's identity. Next, discover Santa Iglesia Catedral Primada De Toledo, an awe-inspiring church, promising a delightful encounter.

Continue your sightseeing with a visit to San Martin's Bridge, a locally renowned monument.

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

Treat yourself to a delicious dinner at La Mi Venta, an excellent option for tonight's dining. Looking for something different? Mas Al Sur offers a tantalizing alternative with its diverse menu. And don’t miss HanSo Café. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Madrid.

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