Relaxed 14-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Valladolid, Avila, and Toledo

On day 2 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, where you'll stay for 4 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Madrid, and meet locals along the way!

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. Whether you decide to explore Madrid on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Santiago Bernabéu Stadium is the first of them. Spend some time admiring this historic stadium before continuing your journey. Las Ventas is your next stop. This locally renowned stadium is one of the best-rated sights in Madrid.

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 Crystal Palace. This romantic art installation is a sight to behold. To round off your sightseeing experience, visit El Retiro Park and Great Pond Of El Retiro.

Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities. Madrid offers a wide selection of experiences for every traveler.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Madrid, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

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.

Before calling it a day, visit one of the best bars in Madrid. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Cap off your dinner by heading to Jazz Bar, ideal for a leisurely evening with a drink in hand. España Building is another bar that offers an enjoyable setting. Similarly, 1862 Dry Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

Toast to another unforgettable and relaxing road trip adventure in Spain!

Day 3 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

A blend of fun adventures, romantic experiences, and scenic views await you in Madrid on today’s itinerary. First up is the wondrous public square, Main Square. Afterward, continue to Market Of San Miguel, a food market every traveler should visit.

As you explore Madrid’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Royal Palace Of Madrid. This iconic palace is an essential stop. Following that, head to Almudena Cathedral, another must-visit site that will enhance your experience. Don’t forget to stop by Matadero Madrid, a captivating cultural center in the city.

Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

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

Experience the amazing nightlife in Madrid and unwind at the coolest bars in the city.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Spain!

Day 4 of your relaxed road trip through Spain means 24 hours of making the best memories in Madrid. You’ll go sightseeing at famous attractions in Madrid. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Madrid!

Today’s agenda in Madrid includes a museum, a monument, a cultural center, a park and much more! National Archaeological Museum is must-visit museum and a great starting point for the day. Next, continue your journey to Puerta De Alcalá, an astonishing monument, located just a leisurely stroll away. Next, head to Círculo De Bellas Artes, a visually striking cultural center, 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. When you're ready, let your sightseeing route take you to the locally renowned Thyssen-bornemisza Museum. If you’re looking for more, Casa De Campo is also an extraordinary attraction that is worthwhile a visit.

Spain makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Spain also offers plenty of tours to enhance your relaxed road trip experience.

Exploring the food culture in Madrid offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a delicious meal 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.

Hang out and unwind at some of the top bars in Madrid.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Spain!

On day 5 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Madrid, and meet locals along the way!

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Museo Del Prado. This standout museum is a highlight of any visit in the city. Then, enjoy Museo Nacional Centro De Arte Reina Sofía, another photogenic attraction that never fails to captivate visitors. Next, head over to Toledo Gate, one of the city’s most captivating attractions, known for its standout features.

If you’re looking for more, spend time soaking in the atmosphere of Temple Of Debod. This romantic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Parque Del Oeste, an interesting park, and take a stroll around the area.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Spain by joining a traveler-approved tour in Madrid. There are so many fun and eye-opening activities to try out in Madrid that will make your slow-paced self-drive tour in Spain more memorable. Check out all the most recommended and top-rated tour options in the city of Madrid to find the best options for you!

Visit Salamanca District in Madrid for an unforgettable shopping experience. Browse unique boutiques and luxurious stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Salamanca District has to offer, including attractions, essential services, and vibrant community activities.

When you’re not driving and exploring some of the best places in Spain, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Madrid.

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.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Spain!

Day 6 of your leisurely self-drive tour in Spain is another opportunity for an in-depth travel experience in the country. On this refreshing new day, you’ll travel from Real Sitio de San Ildefonso and continue your laid-back and relaxed road trip adventure in the city of Segovia and the city of Valladolid. You’ll stay in Valladolid for 2 nights.

Savor the day by visiting some of the best places to see in Madrid, including a palace, a monument, a church, a castle and much more! Start your adventure at Royal Palace Of La Granja Of San Ildefonso. This interesting palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Aqueduct Of Segovia located in Madrid for another exciting encounter.

Next, immerse yourself in the setting of Segovia Cathedral. Its picture-perfect features will captivate you. After the church, continue your tour of the town with a visit to Alcázar Of Segovia. Visitors usually appreciate the majestic features of this castle.

When you’re not exploring beautiful places, you’ll have a relaxed time at Valladolid. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Valladolid, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Begin 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.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Spain.

Extend your evening after a delightful meal by visiting Bar Panoramix, which offers the perfect atmosphere for a night out. Moreover, Bar Esgueva is another popular option for a drink or two. Likewise, Largo Adiós also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Valladolid!

Day 7 introduces you to many popular attractions and activities in Valladolid, further proving that leisurely self-drive tours in Spain are extraordinary.

Brace yourself for today’s incredible lineup of attractions in Valladolid, featuring family-friendly attractions, picturesque spots, and history-rich sites. Start at National Sculpture Museum, an up-and-coming museum in the city. Then, head to Cathedral Of Valladolid and soak in the ambiance of this culturally significant church.

There are many interesting places to see in Valladolid, and when you are ready for more, go to Plaza Mayor. This is one of the city’s most increasingly popular history-steeped spots of interest. After exploring the public square, visit the worthwhile Plaza De Zorrilla. Not far away, you'll also find Parque Campo Grande. This park is a mesmerizing highlight in Valladolid.

Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities. Valladolid offers a wide selection of experiences for every traveler.

Exploring new places makes you hungry. Luckily, Valladolid has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Have a fantastic dining experience at Sercotel Valladolid, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Café & copas Murmullo offers an enticing alternative with its varied menu. Additionally, ATYPIKAL is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Valladolid.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

After enjoying a fulfilling meal, continue your evening at The Lost Child Cocktail's Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Café Bar Alborada offers a welcoming atmosphere for easing into the nightlife. Similarly, Monasterio provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Spain!

On day 8 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Spain. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Spain.

Get ready to discover some of the most iconic wonders in Valladolid, including a historical landmark, a museum, a botanical garden, a church and much more! Start your day at Roman Bridge Of Salamanca. This enchanting historical landmark is a popular place to see in Valladolid. Then, wander over to Casa Lis. If historic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Calisto And Melibea Vegetable Garden. This eye-catching botanical garden is a favorite among visitors.

Valladolid offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Salamanca Cathedral is a popular spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the historic Ieronimus Tower (old Cathedral). Take a moment to appreciate the fascinating details of this often recommended church.

Continue your laid-back road trip exploration of the best attractions in Spain at Avila. Select from top hotels and accommodations in the city to recharge and rejuvenate.

Exploring new places makes you hungry. Luckily, Avila has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to an extraordinary dining experience at Barro, a 1-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Restaurante Sanjuaniego is another top choice with a popular menu.

As the day is coming to an end, stop at some of Avila’s best bars to celebrate this day of your slow-paced adventure in Spain.

Continue your lively evening at Bar La Mezquita, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Oca Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Black Rose ensures a night out tailored to your taste.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Spain.

Day 9 of your easy and relaxed road trip through Spain gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Avila. By the end of the day, you’ll drive in the direction of the city of Toledo, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Discover a day packed with fun adventures, photo-friendly spots, and history-rich sites in Avila. Begin your sightseeing with Plaza Mercado Chico. This up-and-coming public square is one of the top attractions in the city. Proceed to Ávila Cathedral, another must-visit attraction.

As you wander through the inviting streets of Avila, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Walls Of Ávila. This interesting monument is a traveler-favorite. Not far away, you’ll find Cuatro Postes Lookout - Viewpoint Of Ávila, another key site on your sightseeing itinerary. Cuevas Del Águila is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

In the city of Toledo, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Spain.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Toledo, explore the city like a local by trying out the best restaurants in the area.

Prepare for an extraordinary culinary adventure in Toledo by booking a table at Iván Cerdeño, a 2-star Michelin restaurant that boasts an exceptional modern menu. If you're eager to try something different, consider La Casa de Damasco, another top spot with a tantalizing menu.

After dinner, it’s time to fall in love with the amazing nightlife in Toledo and unwind at some of the best bars in the city.

If you’re not ready to end the night just yet, Buca Bar offers a perfect venue to relax and savor a drink. Similarly, Pub "o'briens" is well-suited for those looking to unwind in a social setting. Terraza Miradero is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Spain!

Day 10 of your relaxed road trip through Spain means 24 hours of making the best memories in Toledo. You’ll go sightseeing at famous attractions in Toledo. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Toledo!

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Toledo. Your adventure starts at Alcázar Of Toledo, an interesting local hot spot. Another notable attraction to explore is Army Museum. This locally appreciated military museum is known for its instagrammable appeal.

After soaking in the highlights of these sights, take some time to wander Toledo's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Alcantara Bridge. This history-steeped monument offers a fascinating experience that many visitors find memorable. Mirador Del Valle is also worth visiting.

Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Toledo, explore the city like a local by trying out the best restaurants in the area.

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

After dinner, it’s time to fall in love with the amazing nightlife in Toledo and unwind at some of the best bars in the city.

Cherish every minute of your relaxed road trip vacation across Spain.

On day 11 of your leisurely self-drive tour across Spain, you’ll go deep into Toledo, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Toledo, and meet locals along the way!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Toledo allows for both. Start by heading to Santa Iglesia Catedral Primada De Toledo. This notable church provides an insightful glimpse into the city's identity.

Continue your sightseeing with a visit to Puerta Del Sol, an often recommended monument. When you’re done, don’t forget to make a stop at the interesting Puerta De Bisagra. Round off your day at Paseo De La Vega, another gem in Toledo with enchanting features to discover.

Spain makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Spain also offers plenty of tours to enhance your relaxed road trip experience.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Toledo, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Treat yourself to a delicious dinner at Restaurante Taberna El Gallo Toledo, an excellent option for tonight's dining. Looking for something different? Bar Skala offers a tantalizing alternative with its diverse menu. And don’t miss La Clandestina. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Toledo.

As the day is coming to an end, stop at some of Toledo’s best bars to celebrate this day of your slow-paced adventure in Spain.

Raise your glass and relax after another big day of your leisurely paced road trip in Spain!

Day 12 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Enjoy the perfect balance of relaxation and exploration in Toledo today. One of the most notable attractions included on the itinerary is San Martin's Bridge. This history-steeped monument will help you start your sightseeing on top. Then, take a leisurely stroll to Monasterio De San Juan De Los Reyes, Toledo and learn what makes this breathtaking monastery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the frequently visited Sinagoga De Santa María La Blanca. After exploring the synagogue, head to Iglesia De Santo Tomé. This locally appreciated church is a highlight in Toledo.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Spain by joining a traveler-approved tour in Toledo. There are so many fun and eye-opening activities to try out in Toledo that will make your slow-paced self-drive tour in Spain more memorable. Check out all the most recommended and top-rated tour options in the city of Toledo to find the best options for you!

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Savor the flavors at Cervecería Lúpulo, a top pick for dinner tonight. Alternatively, La Otra Bóveda beckons with its unique menu offerings. Also, consider Restaurante Victor Sánchez-Beato. With its consistent customer satisfaction, it’s an excellent option for dining in Toledo tonight.

If you feel like it, head out to a bar to celebrate another fantastic day in Toledo and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Spain.

Day 13 of your relaxed road trip across Spain promises an exciting agenda full of discovery. You’ll start your day in the city of Burujón and drive in the direction of the town of Consuegra for some laid-back sightseeing. You’ll end your day in the city of Madrid, where you’ll stay for 1 night.

Toledo is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and natural wonders! Start at Barrancas De Burujón, an intriguing canyon that is worthwhile a visit in the city. Nearby, you’ll find Molinos De Viento De Consuegra, enchanting visitors with its culturally significant appeal. Continue your exploration at Castle Of La Muela. This castle is one of the city’s most underrated spots.

Enjoy the freedom of exploring Toledo 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 Mayor De Ocaña.

You’ll be staying at the incredible city of Madrid in this laid-back road trip in Spain. You'll stay here for 1 night.

When you’re not driving and exploring some of the best places in Spain, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Madrid.

Enjoy a lovely dining experience at Prada a Tope Madrid, a popular restaurant in Madrid. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Madrid at Restaurante Morgana, 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 BiBo Dani García. It’s yet another ideal choice to enhance your time in Madrid tonight.

Experience the amazing nightlife in Madrid and unwind at the coolest bars in the city.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Spain!