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

Day 2 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Madrid is brimming with adventures.

To truly experience Madrid, make sure to drop by Santiago Bernabéu Stadium. This wondrous stadium is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Las Ventas, one of the city’s best highlights.

Next, check out Crystal Palace, one of the most well-known places to see in Madrid. This art installation is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, El Retiro Park. Wander around and soak in the serene atmosphere this park offers. Then, head to Great Pond Of El Retiro, a top-rated lake that adds another dimension to your day.

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.

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.

Have a memorable dining experience in Madrid by booking a table at DiverXO, 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 consistently earns high praises, 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 in Madrid for its delicious creative cuisine. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

To truly maximize your evening out, consider visiting Jazz Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to España Building, another bar with an inviting ambiance. Similarly, 1862 Dry Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 3 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!

Awaiting your discovery is the timeless Main Square, a visually striking public square in Madrid. Next, go to Market Of San Miguel.

After visiting Main Square and Market Of San Miguel, have a stroll along Madrid's streets and take in the local charm. Continue your sightseeing by heading to Royal Palace Of Madrid. This romantic palace offers a unique experience. Almudena Cathedral is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Matadero Madrid, one of the most instagrammable places to visit in Madrid.

Spain makes the perfect setting for a calming but fun road trip experience. 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.

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.

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

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

On day 4 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, 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 Madrid, and meet locals along the way!

National Archaeological Museum is must-visit museum and a great option for a daytime tour of the area. Continue your journey to Puerta De Alcalá, an extraordinary monument, located just a leisurely stroll away. Next, head to Círculo De Bellas Artes, a romantic 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 well-known Thyssen-bornemisza Museum. If you’re looking for more, Casa De Campo is also a top-rated attraction that is worthwhile a visit.

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!

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.

Savor the flavors at Taberna Mozárabe, a top pick for dinner tonight. Alternatively, Restaurante Lakasa beckons with its unique menu offerings. Also, consider Lambuzo. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

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

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

Day 5 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Museo Del Prado is an ideal stop early in the day. This globally renowned museum is a must-visit in the city. When you’re ready for your next discovery, continue to Museo Nacional Centro De Arte Reina Sofía, which may be one of the most historic 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 Toledo Gate, an interesting monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Temple Of Debod and Parque Del Oeste.

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.

Bring home unique finds from Madrid's bustling shopping hub, Salamanca District. Enjoy a leisurely exploration of unique boutiques and high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Salamanca District offers plenty of options, including primary services, unique landmarks, and community events.

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 Madrid, explore the city like a local by trying out the best restaurants in the area.

Don’t miss out on dining 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.

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.

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

Day 6 of your easy, relaxed road trip through Spain lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Real Sitio de San Ildefonso. By evening, drive toward the Valladolid, where you’ll stay at a top-rated hotel of your choice for 2 nights.

Visiting Royal Palace Of La Granja Of San Ildefonso is always a good idea. This notable palace is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Aqueduct Of Segovia, a must-see monument 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 Segovia Cathedral. This interesting church offers an enriching experience. For a change of pace, head to Alcázar Of Segovia, where you can take in history-steeped features. These sights offer a fulfilling end to a perfect day.

When you’re not exploring beautiful places, you can relax in Valladolid. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the 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.

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.

Let the evening flow smoothly from dinner to drinks at Bar Panoramix, a top-rated bar in the area. For other recommendations, Bar Esgueva provides a perfect setting for rounding out your night with style and great drinks. Likewise, Largo Adiós offers a memorable night with diverse drink options and excellent service.

A leisurely self-drive holiday in Real Sitio de San Ildefonso can’t get any better than this! Toast to another amazing day in Spain!

Day 7 of your relaxed road trip through Spain means 24 hours of making the best memories in Valladolid. You’ll go sightseeing at famous attractions in Valladolid. 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 Valladolid!

National Sculpture Museum is perfect for a self-paced visit during the day. This photogenic museum is sure to impress. Next on your list is Cathedral Of Valladolid, another must-visit landmark and beloved church renowned for its heritage-rich features.

While exploring and sightseeing, take time to savor the culture of Valladolid by sampling some local delicacies. When you’re ready for more sightseeing, head to Plaza Mayor. This respected public square is an essential place to visit for anyone looking for the full Valladolid experience. We also recommend visiting Plaza De Zorrilla, an often recommended public square. Nearby, you'll also find Parque Campo Grande, ready to add charm to your journey.

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.

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.

Enjoy a lovely dining experience at Sercotel Valladolid, a popular restaurant in Valladolid. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Valladolid at Café & copas Murmullo, 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 ATYPIKAL. It’s yet another ideal choice to enhance your time in Valladolid tonight.

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

After your meal, keep the night alive at a bar like The Lost Child Cocktail's Bar, known for its lively atmosphere. Café Bar Alborada is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Monasterio offers an excellent atmosphere for those looking to amp up the evening.

A leisurely self-drive holiday in Valladolid can’t get any better than this! Toast to another amazing day in Spain!

Day 8 of your relaxed road trip across Spain offers a day of exciting discoveries. You’ll start your day in Salamanca and drive in the direction of Avila for some laid-back sightseeing. You’ll end your day in Avila, where you’ll stay for 1 night.

Whatever your travel style is, Roman Bridge Of Salamanca is an essential stop in Valladolid. This well-known historical landmark provides an insightful glimpse into the city's identity. Next, discover Casa Lis, a picture-perfect museum, promising a delightful encounter.

Continue your sightseeing with a visit to Calisto And Melibea Vegetable Garden, a popular botanical garden. When you’re done, don’t forget to make a stop at the captivating Salamanca Cathedral. Round off your day at Ieronimus Tower (old Cathedral), another gem in Valladolid with monumental features to discover.

In Avila, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Spain.

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 Avila.

Prepare for an extraordinary culinary adventure in Avila by booking a table at Barro, a 1-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider Restaurante Sanjuaniego, another top spot with a tantalizing menu.

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

After enjoying a fulfilling meal, continue your evening at Bar La Mezquita, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, La Oca Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, The Black Rose provides an excellent environment for a relaxed and enjoyable evening.

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

Day 9 of your relaxed road trip in Spain will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Spain, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Plaza Mercado Chico is an ideal stop early in the day. This frequently visited public square is a must-visit in the city. When you’re ready for your next discovery, continue to Ávila Cathedral, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Avila 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 Walls Of Ávila, an interesting monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Cuatro Postes Lookout - Viewpoint Of Ávila and Cuevas Del Águila.

You'll be staying in Toledo on this laid-back road trip through Spain. You'll stay here for 4 nights.

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.

Get ready for an unforgettable culinary journey in Toledo by reserving a table at Iván Cerdeño. Renowned as a 2-star Michelin restaurant, it offers an exceptional modern menu. If you're in the mood to try something new, consider La Casa de Damasco, another top spot with a mouthwatering menu.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Toledo.

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.

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

On day 10 of your leisurely self-drive tour across Spain, you’ll go deep into Toledo, where you'll stay for 3 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!

Experience Alcázar Of Toledo, a notable castle in the city. Then, head to Army Museum and soak in the ambiance of this heritage-rich military museum.

There are many interesting places to see in Toledo, and when you are ready for more, go to Alcantara Bridge. This is one of the city’s most increasingly popular history-steeped spots of interest. After exploring the monument, visit the captivating Mirador Del Valle.

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

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.

Treat yourself to a delightful dinner at Tobiko Restaurante, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Entre Dos Fuegos Restaurante? It's another excellent option with a diverse menu. Consider reserving a table at El Trébol as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Toledo.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Toledo.

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

Day 11 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Whether you decide to explore Toledo on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Santa Iglesia Catedral Primada De Toledo brings Toledo's character to life. This breathtaking church is a highlight of any visit in the city. Next, head over to Puerta Del Sol, one of the city’s most increasingly popular attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Puerta De Bisagra. This culturally significant monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Paseo De La Vega, a worthwhile 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 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!

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.

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

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

Soak in the unique atmosphere of Toledo as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Spain!

Day 12 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!

Visiting San Martin's Bridge is always a good idea. This well-known monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Monasterio De San Juan De Los Reyes, Toledo, a must-see monastery 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 Sinagoga De Santa María La Blanca. This underrated synagogue offers an enriching experience. For a change of pace, head to Iglesia De Santo Tomé, where you can take in eye-catching features. These sights offer a fulfilling end to a perfect day.

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

Exploring the food culture in Toledo 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.

Treat yourself to a wonderful meal at Cervecería Lúpulo, a top-rated dining spot in Toledo. If you're in the mood for something new, try La Otra Bóveda, another premier location with a delectable menu. You might also want to book a table at Restaurante Victor Sánchez-Beato. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Toledo.

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.

Look back at an amazing day filled with adventure in Spain. And don’t forget to get some rest so you can continue your relaxed holiday in Spain tomorrow with new energy.

Day 13 of your self-drive tour in Spain offers a chance to experience the country’s diversity. You’ll start your day in Burujón and end it in Madrid. You’ll stay in Madrid for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Spain.

Barrancas De Burujón brings Toledo's character to life. This romantic canyon is a highlight of any visit in the city. Then, enjoy Molinos De Viento De Consuegra, another enchanting attraction that never fails to captivate visitors. Next, head over to Castle Of La Muela, one of the city’s most frequently visited attractions, known for its enchanting features.

If you’re looking for more, spend time soaking in the atmosphere of Plaza Mayor De Ocaña. This romantic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

Continue your laid-back road trip in Spain as you make your way to Madrid. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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.

Treat yourself to a delicious dinner at Prada a Tope Madrid, an excellent option for tonight's dining. Looking for something different? Restaurante Morgana offers a tantalizing alternative with its diverse menu. And don’t miss BiBo Dani García. Known for great service, it’s a fantastic choice for tonight in Madrid.

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

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