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

On day 2 of your road trip, you will have an entire day to explore Madrid. You’ll stay in Madrid for 3 nights and discover all the best things to see and do in the area.

Discover a day packed with family-friendly attractions, scenic views, and picturesque spots in Madrid. Begin your sightseeing with Santiago Bernabéu Stadium. This timeless stadium is one of the top attractions in the city. Proceed to Crystal Palace, another must-visit attraction.

As you wander through the inviting streets of Madrid, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to El Retiro Park. This globally renowned park is a traveler-favorite. Not far away, you’ll find Museo Del Prado, another key site on your sightseeing itinerary. Casa De Campo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

Get ready for an unforgettable culinary journey in Madrid by reserving a table at DiverXO. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Smoked Room, recognized for its delicious contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Paco Roncero, a local favorite known for its delightful creative cuisine in Madrid. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning creative foodies seeking culinary excellence.

Continue your evening by exploring the vibrant nightlife scene at Jazz Bar, a prime destination for a thrilling night out. Also, don’t forget to check out España Building, a bar that offers unique local touches. Likewise, 1862 Dry Bar provides an excellent alternative for a fun evening.

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

Day 3 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.

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Museo Nacional Centro De Arte Reina Sofía. This instagrammable museum is a highlight of any visit in the city. Then, enjoy Main Square, another respected attraction that never fails to captivate visitors. Next, head over to Market Of San Miguel, one of the city’s most globally renowned attractions, known for its heritage-rich features.

If you’re looking for more, spend time soaking in the atmosphere of Royal Palace Of Madrid. This visually striking palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Temple Of Debod, an extraordinary monument, and take a stroll around the area.

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

Make sure to reserve a table at Areia, 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 La MaMá Restaurante, 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 Sacha Restaurant, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

At the end of the day, you'll drive back to Madrid, where you'll stay for 1 night more.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming town of Madrid. Your adventure starts at Royal Palace Of La Granja Of San Ildefonso, a captivating local hot spot. Another notable attraction to explore is Plaza De Medina Del Campo. This underrated public square is known for its stunning appeal.

After soaking in the highlights of these sights, take some time to wander Madrid's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Aqueduct Of Segovia. This breathtaking monument offers a fascinating experience that many visitors find memorable. Royal Palace Of Riofrío is also worth visiting.

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

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.

Enjoy a delicious meal at Taberna Mozárabe, a highly-rated dining destination in Madrid. If you're eager to try something different, consider Restaurante Lakasa, another top spot with a tantalizing menu. You might also want to secure a reservation at Lambuzo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

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

On day 5 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, Segovia. When you’re not sightseeing, take time to relax at your selected hotel in Valladolid, where you’ll be staying for 1 night.

Start by visiting Plaza Mayor, a prime spot to begin your journey. This romantic public square is sure to impress. Next on your list is Segovia Cathedral, another must-visit landmark and locally renowned church renowned for its historic 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 Puerta De San Andrés. This breathtaking monument is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting Plaza De La Merced, a curiosity-inducing park. Nearby, you'll also find Alcázar Of Segovia, ready to add charm to your journey.

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.

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.

Experience a symphony of flavors at Llantén in Valladolid by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Llantén delights its guests with its exceptional variety of meals showcasing delicious traditional cuisine. For a palate-pleasing alternative, make sure to dine at Alquimia - Laboratorio, acclaimed for its delectable creative and modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trigo, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for modern cuisine in the city.

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.

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

Experience an unparalleled adventure on day 6 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Valladolid. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Segovia. You will spend 1 night here for some well-deserved relaxation.

Get ready for an exciting day in Valladolid. Today’s sightseeing agenda includes a public square, a museum, a church, a park and much more! Begin your adventure at Plaza Mayor. This is a beloved public square you should not miss. Another must-see is National Sculpture Museum, an increasingly popular museum in Valladolid.

When you’re ready for the next sight, head to Cathedral Of Valladolid. From there, take a leisurely stroll to Plaza De Zorrilla, another of the city’s often recommended attractions. We recommend continuing your self-guided tour at Parque Campo Grande, a romantic place of interest 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 Segovia. Segovia 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 Segovia. 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.

Treat yourself to a wonderful meal at Restaurante Pasapán, a top-rated dining spot in Segovia. If you're in the mood for something new, try Bar Lozoya, another premier location with a delectable menu. You might also want to book a table at El Túnel de Goriche. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Segovia.

Continue the enjoyment post-dinner at Shout Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Pub Celia offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Correos. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 7 of your remarkable road trip in Spain. Today you will explore Aranjuez, 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 Cuenca. You’ll stay here for 4 nights.

Today's adventure in Segovia promises more breathtaking discoveries and enriching experiences! Begin at Garden Of The Island. This enchanting park is a highlight of any visit in the town. Then, enjoy Jardín Del Parterre, Aranjuez, another visually striking attraction that never fails to captivate visitors. Next, head over to Royal Palace Of Aranjuez, one of the town’s most interesting attractions, known for its respected features.

At the end of the day, you will drive to Cuenca, 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 Cuenca. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Prepare for an extraordinary culinary adventure in Cuenca by booking a table at Olea Comedor, a Bib Gourmand restaurant that boasts an exceptional modern and fusion menu. If you're eager to try something different, consider Sibuya Urban Sushi Bar, another top spot with a tantalizing menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Tu Rincón, known for its inviting atmosphere. Café Hispano is another great option if you’re looking for a place to get the night started. Similarly, Bogart provides a great setting to enjoy the night away.

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

On day 8 of your road trip, you’ll start and end your day in Cuenca, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Belmonte and Mota del Cuervo. You still have 3 nights left in Cuenca.

Cuenca is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Belmonte Castle, a worthwhile castle that is worthwhile a visit in the village. Nearby, you’ll find Collegiate Of San Bartolomé, enchanting visitors with its majestic appeal. Continue your exploration at Mota Del Cuervo. This monument is one of the village’s most worthwhile spots.

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.

Explore the vibrant nightlife at Cafe Bar Princesa after your meal, a hub for lively evenings and memorable moments. Or, head to Café Bar Don Julián for a great selection of flavorful drinks and a charming setting. Furthermore, Bar El Montañés is perfect for those looking to extend their night with a touch of local flavor.

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

Day 9 of your road trip across Spain promises a magnificent time exploring Cuenca. You have 2 nights left in Cuenca. Take the opportunity to experience more of the best attractions and activities in the city.

Immerse yourself in Cuenca’s rich culture with today's sightseeing itinerary. Start your journey at Serrania De Cuenca. This serene mountain range is sure to ignite your curiosity. Next, dive into the instagrammable features of Ciudad Encantada, a must-visit rock formation 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 Castillo De Cuenca, an up-and-coming castle. For a change of scene, check out Castilla-la Mancha Paleontological Museum, known for its eye-catching features.

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 Cuenca, 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.

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.

After your meal, keep the night alive at a bar like Bar Family, known for its lively atmosphere.

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

Day 10 offers a multitude of experiences. You will stay in Cuenca for 1 night more, offering you enough time to explore at a relaxed pace.

Set out on a day brimming with fun adventures, breathtaking views, and photo-friendly spots. Start at the intriguing Torre De Mangana, a culturally significant monument in Cuenca. Next, go to Science Museum Of Castilla La Mancha.

After visiting Torre De Mangana and Science Museum Of Castilla La Mancha, have a stroll along Cuenca's streets and take in the local charm. Continue your sightseeing by heading to San Pablo Bridge. This romantic monument offers a unique experience. Spanish Abstract Art Museum. Juan March Foundation is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Mirador Del Cerro Del Socorro, one of the most culturally significant places to visit in Cuenca.

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.

Treat yourself to a delicious dinner at Pícaro Tapas y Copas, an excellent option for tonight's dining. Looking for something different? La Ronería De La Habana offers a tantalizing alternative with its diverse menu. And don’t miss Trivio. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Cuenca.

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

Embark on another extraordinary experience on day 11 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Toledo. 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 1 night.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Alcázar Of Toledo. This captivating castle is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Santa Iglesia Catedral Primada De Toledo, one of the city’s best highlights.

Next, check out San Martin's Bridge, one of the most popular places to see in Cuenca. This monument is a favorite among locals and travelers alike.

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.

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.

Savor the flavors at La Mi Venta, a top pick for dinner tonight. Alternatively, Mas Al Sur beckons with its unique menu offerings. Also, consider HanSo Café. With its consistent customer satisfaction, it’s an excellent option for dining 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!