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.

Madrid is home to plenty of attractions that offer family-friendly attractions, scenic views, and photo-friendly spots! Start at Santiago Bernabéu Stadium, a wondrous stadium that is worthwhile a visit in the city. Nearby, you’ll find Crystal Palace, enchanting visitors with its stunning appeal. Continue your exploration at El Retiro Park. This park 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 Museo Del Prado. After exploring the museum, head to the extraordinary 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.

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.

Experience a harmony of flavors at DiverXO in Madrid by securing a reservation in advance. Known for its 3-star Michelin status, DiverXO offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Smoked Room, a highly recommended restaurant known for its enticing contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Paco Roncero, a highly acclaimed restaurant celebrated for its exceptional creative menu.

After enjoying a fulfilling meal, continue your evening at Jazz Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, España Building offers a welcoming atmosphere for easing into the nightlife. Similarly, 1862 Dry Bar provides an excellent environment for a relaxed and enjoyable evening.

Relax and recharge in preparation for another adventurous day 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.

Get ready for an exciting day in Madrid. Today’s sightseeing agenda includes a museum, a public square, a food market, a palace, a monument and much more! Begin your adventure at Museo Nacional Centro De Arte Reina Sofía. This is an astonishing museum you should not miss. Another must-see is Main Square, a timeless public square in Madrid.

When you’re ready for the next sight, head to Market Of San Miguel. From there, take a leisurely stroll to Royal Palace Of Madrid, another of the city’s wondrous attractions. We recommend continuing your self-guided tour at Temple Of Debod, a visually striking place of interest 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.

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.

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!

Today’s itinerary in Madrid covers several incredible sights, including a palace, a public square, and a monument. Start your adventure at Royal Palace Of La Granja Of San Ildefonso. This notable palace is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Plaza De Medina Del Campo, a must-see public square in the town.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Aqueduct Of Segovia. This world-famous monument offers an enriching experience. For a change of pace, head to Royal Palace Of Riofrío, where you can take in visually striking features. These sights offer a fulfilling end to a perfect day.

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.

Don’t miss out on dining at Taberna Mozárabe, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Restaurante Lakasa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Lambuzo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

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

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.

Immerse yourself in Madrid’s rich culture with today's sightseeing itinerary. Start your journey at Plaza Mayor. This enchanting public square is sure to ignite your curiosity. Next, dive into the picture-perfect features of Segovia Cathedral, a must-visit church 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 Puerta De San Andrés, an increasingly popular monument. We also recommend visiting Alcázar Of Segovia. This castle is a must for anyone looking to experience the city to the fullest.

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.

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

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.

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

Raise your glass to another unforgettable 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 home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Plaza Mayor, an increasingly popular public square that is worthwhile a visit in the city. Nearby, you’ll find National Sculpture Museum, enchanting visitors with its photogenic appeal. Continue your exploration at Cathedral Of Valladolid. This church is one of the city’s most often recommended 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 Plaza De Zorrilla. After exploring the public square, head to the well-known Parque Campo Grande.

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

As you explore more of Segovia, 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 Restaurante Pasapán, a top pick for dinner tonight. Alternatively, Bar Lozoya beckons with its unique menu offerings. Also, consider El Túnel de Goriche. With its consistent customer satisfaction, it’s an excellent option for dining in Segovia tonight.

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

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.

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.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Segovia on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Garden Of The Island is the first of them. Spend some time admiring this history-steeped park before continuing your journey. Jardín Del Parterre, Aranjuez is your next stop. This up-and-coming park is one of the best-rated sights in Segovia.

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 Royal Palace Of Aranjuez. This UNESCO world heritage-designated palace is a sight to behold.

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.

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.

Get ready for an unforgettable culinary journey in Cuenca by reserving a table at Olea Comedor. Renowned as a Bib Gourmand restaurant, it offers an exceptional modern and fusion menu. If you're in the mood to try something new, consider Sibuya Urban Sushi Bar, another top spot with a mouthwatering menu.

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

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

On day 8 of your road trip, you’ll start and end your day in Cuenca, where you'll stay for 3 nights more.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Cuenca allows for both. Start by heading to Belmonte Castle. This frequently visited castle provides an insightful glimpse into the village's identity. Next, discover Collegiate Of San Bartolomé, a picture-perfect church, promising a delightful encounter.

Continue your sightseeing with a visit to Mota Del Cuervo, a beloved monument.

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.

Make sure to reserve a table at La Ceca, an iconic dining spot in Cuenca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Restaurante Mesón Nazareno y Oro, a popular restaurant in Cuenca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La tasca del Arte, a hidden gem nestled in Cuenca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Let the evening flow smoothly from dinner to drinks at Cafe Bar Princesa, a top-rated bar in the area. For other recommendations, Café Bar Don Julián provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar El Montañés offers a memorable night with diverse drink options and excellent service.

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

Today’s itinerary in Cuenca covers several incredible sights, including a mountain range, a rock formation, a castle, a museum and much more! Start your adventure at Serrania De Cuenca. This worthwhile mountain range is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Ciudad Encantada, a must-see rock formation in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Castillo De Cuenca. This underrated castle offers an enriching experience. For a change of pace, head to Castilla-la Mancha Paleontological Museum, where you can take in history-steeped features. These sights offer a fulfilling end to a perfect day.

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.

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

Keep the excitement of the evening going by visiting a bar or two. Bar Family is an excellent place to start.

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

Prepare for a day full of fun adventures, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Torre De Mangana. This worthwhile monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Science Museum Of Castilla La Mancha, one of the city’s best highlights.

Next, check out San Pablo Bridge, one of the most frequently visited places to see in Cuenca. This monument is a favorite among locals and travelers alike. Then, head to Mirador Del Cerro Del Socorro, a top-rated observation deck that adds another dimension to your day.

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.

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

On day 11 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, Toledo. When you’re not sightseeing, take time to relax at your selected hotel in Madrid, where you’ll be staying for 1 night.

Today’s itinerary in Cuenca covers several incredible sights, including a castle, a church, and a monument. Start your adventure at Alcázar Of Toledo. This popular castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Santa Iglesia Catedral Primada De Toledo, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to San Martin's Bridge. This locally renowned monument offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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.

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 La Mi Venta, 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 Mas Al Sur, 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 HanSo Café, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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