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.

Get ready for a day filled with fun adventures, breathtaking views, and picturesque spots in the charming city of Madrid. Your adventure starts at Santiago Bernabéu Stadium, an iconic local hot spot. Another notable attraction to explore is Crystal Palace. This popular art installation is known for its instagrammable 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 El Retiro Park. This mesmerizing park offers a fascinating experience that many visitors find memorable. Museo Del Prado is also worth visiting, along with Casa De Campo. 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.

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

Prepare for an extraordinary culinary adventure in Madrid by booking a table at DiverXO, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Smoked Room, renowned for its delectable contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Paco Roncero, a local gem known for its delightful creative cuisine in Madrid. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After your meal, keep the night alive at a bar like Jazz Bar, known for its lively atmosphere. España Building is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, 1862 Dry Bar offers an excellent atmosphere for those looking to amp up the evening.

Head back to your accommodation in Madrid and get some rest in preparation for another magical day of your road trip 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 agenda in Madrid includes a museum, a public square, a food market, a palace, a monument and much more! Museo Nacional Centro De Arte Reina Sofía is must-visit museum and a great starting point for the day. Next, continue your journey to Main Square, a wondrous public square, located just a leisurely stroll away. Next, head to Market Of San Miguel, a history-steeped food market, 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, Royal Palace Of Madrid is also a timeless attraction that is worthwhile a visit. Lastly, don’t miss Temple Of Debod, a spectacular gem to see in the city.

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.

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.

Raise your glass to another unforgettable day in Spain!

On day 4 of your road trip in Spain, you’ll start and end your day in Madrid, but spend the day exploring what’s beyond the city. Since you will return to Madrid for 1 night more, there’s no need to rush. Experience Real Sitio de San Ildefonso and Segovia to the fullest today with this curated day itinerary!

Get ready for an exciting day in Madrid. Today’s sightseeing agenda includes a palace, a public square, and a monument. Begin your adventure at Royal Palace Of La Granja Of San Ildefonso. This is a popular palace you should not miss. Another must-see is Plaza De Medina Del Campo, a frequently visited public square in Madrid.

When you’re ready for the next sight, head to Aqueduct Of Segovia. From there, take a leisurely stroll to Royal Palace Of Riofrío, another of the town’s up-and-coming attractions.

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

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.

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.

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.

Bring your curiosity for today’s adventure around Madrid. Some of the city’s most loved attractions await. Plaza Mayor is the perfect place to start. This public square is one of the most increasingly popular places to visit in Madrid. Next, head to Segovia Cathedral, an interesting church, known for its respected 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 San Andrés. This culturally significant monument offers a unique experience that is highly recommended. Meanwhile, Plaza De La Merced adds its own distinct charm to your journey. Finish your day with a visit to Alcázar Of Segovia, a respected castle in Madrid.

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 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.

Discover the culinary delights of Valladolid by securing a reservation at Llantén. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of traditional cuisine. For an alternative dining experience, try Alquimia - Laboratorio, renowned for its delicious creative and modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Trigo, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Keep the excitement of the evening going by visiting a bar or two. Bar Panoramix is an excellent place to start. You could also check out Bar Esgueva, offering a different kind of charm. A last recommendation for the day is Largo Adiós. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Valladolid on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Plaza Mayor is the first of them. Spend some time admiring this enchanting public square before continuing your journey. National Sculpture Museum is your next stop. This intriguing museum is one of the best-rated sights in Valladolid.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Cathedral Of Valladolid. This photogenic church is a sight to behold. To round off your sightseeing experience, visit Plaza De Zorrilla and Parque Campo Grande.

At the end of the day, you will drive to Segovia, 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 Segovia's best restaurants.

Enjoy a lovely dining experience at Restaurante Pasapán, a popular restaurant in Segovia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Segovia at Bar Lozoya, 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 El Túnel de Goriche. It’s yet another ideal choice to enhance your time in Segovia tonight.

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

Raise your glass to another unforgettable day in Spain!

Embark on another extraordinary experience on day 7 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Aranjuez. At the end of the day, you will enjoy the comforts of a top-rated hotel in Cuenca, which will be your home away from home for 4 nights.

Enjoy the perfect balance of relaxation and exploration in Segovia today. One of the most beloved attractions included on the itinerary is Garden Of The Island. This enchanting park will help you start your sightseeing on top. Then, take a leisurely stroll to Jardín Del Parterre, Aranjuez and learn what makes this visually striking park unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally renowned Royal Palace Of Aranjuez.

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 symphony of flavors at Olea Comedor in Cuenca by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Olea Comedor delights its guests with its exceptional variety of meals showcasing delicious modern and fusion cuisine. Or, if you're feeling adventurous, why not try Sibuya Urban Sushi Bar? It's another excellent option with a diverse menu.

Continue your evening by exploring the vibrant nightlife scene at Bar Tu Rincón, a prime destination for a thrilling night out. Also, don’t forget to check out Café Hispano, a bar that offers unique local touches. Likewise, Bogart provides an excellent alternative for a fun evening.

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

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

Get ready to discover some of the most iconic wonders in Cuenca, including a castle, a church, and a monument. Start your day at Belmonte Castle. This visually striking castle is an often recommended place to see in Cuenca. Then, wander over to Collegiate Of San Bartolomé. If grand sites excite you, this church will be right up your alley. Nearby, you’ll also find Mota Del Cuervo. This instagrammable monument is a favorite among visitors.

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

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

Treat yourself to a delicious dinner at La Ceca, an excellent option for tonight's dining. Looking for something different? Restaurante Mesón Nazareno y Oro offers a tantalizing alternative with its diverse menu. And don’t miss La tasca del Arte. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Cuenca.

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

Raise your glass to another unforgettable day 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.

Bring your curiosity for today’s adventure around Cuenca. Some of the city’s most loved attractions await. Serrania De Cuenca is the perfect place to start. This mountain range is one of the most curiosity-inducing places to visit in Cuenca. Next, head to Ciudad Encantada, a worthwhile rock formation, known for its instagrammable 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 Castillo De Cuenca. This visually striking castle offers a unique experience that is highly recommended. Meanwhile, Castilla-la Mancha Paleontological Museum adds its own distinct 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.

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

Have a fantastic dining experience at Figón del Huécar, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mesón Plaza Mayor offers an enticing alternative with its varied menu. Additionally, La cava gastrobar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Cuenca.

Continue your lively evening at Bar Family, a perfect place for winding down or revving up the night, depending on which mood you’re in.

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.

Immerse yourself in Cuenca’s rich culture with today's sightseeing itinerary. Start your journey at Torre De Mangana. This historic monument is sure to ignite your curiosity.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to San Pablo Bridge, a beloved monument.

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 Cuenca. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Savor the flavors at Pícaro Tapas y Copas, a top pick for dinner tonight. Alternatively, La Ronería De La Habana beckons with its unique menu offerings. Also, consider Trivio. With its consistent customer satisfaction, it’s an excellent option for dining in Cuenca tonight.

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

Discover a day packed with fun adventures, scenic views, and picturesque spots in Cuenca. Begin your sightseeing with Alcázar Of Toledo. This well-known castle is one of the top attractions in the city. Proceed to Santa Iglesia Catedral Primada De Toledo, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Cuenca, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to San Martin's Bridge. This interesting monument is a traveler-favorite.

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 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.

Enjoy a delicious meal at La Mi Venta, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Mas Al Sur, another top spot with a mouthwatering menu. You might also want to secure a reservation at HanSo Café. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

Savor another day of unforgettable experiences in Spain!