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!

Set out on a day brimming with fun adventures, scenic views, and photo-friendly spots. Start at the iconic Santiago Bernabéu Stadium, a standout stadium in Madrid. Next, go to Las Ventas.

After visiting Santiago Bernabéu Stadium and Las Ventas, take time to explore Madrid's streets and absorb its charm. Continue your sightseeing by heading to Crystal Palace. This visually striking art installation offers a unique experience. El Retiro Park is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Great Pond Of El Retiro, one of the most mesmerizing places to visit in Madrid.

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.

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.

Start your culinary exploration in Madrid by securing a reservation at DiverXO. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Paco Roncero, a top local spot known for its tantalizing creative menu. With a 2-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.

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.

Raise your glass and relax after another big day of your leisurely paced road trip 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.

Madrid is brimming with adventures. Today’s wonderful stops include a public square, a food market, a palace, a church, a cultural center and much more! Begin your sightseeing adventure at the timeless Main Square. Just a short distance away is Market Of San Miguel, a respected food market that draws visitors from far and near.

Continue your journey to Royal Palace Of Madrid, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the well-known Almudena Cathedral. Last up on today’s itinerary is a cultural center. Make your way to Matadero Madrid for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Madrid.

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.

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

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

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.

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

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!

Immerse yourself in Madrid’s rich culture with today's sightseeing itinerary. Start your journey at National Archaeological Museum. This history-steeped museum is sure to ignite your curiosity. Next, dive into the symbolic features of Puerta De Alcalá, a must-visit monument 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 Círculo De Bellas Artes, a captivating cultural center. For a change of scene, check out Thyssen-bornemisza Museum, known for its history-steeped features.

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 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.

Make sure to reserve a table at Taberna Mozárabe, 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 Restaurante Lakasa, 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 Lambuzo, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Cherish every minute of your relaxed road trip vacation across 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!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Madrid allows for both. Start by heading to Museo Del Prado. This globally renowned museum provides an insightful glimpse into the city's identity. Next, discover Museo Nacional Centro De Arte Reina Sofía, a photogenic museum, promising a delightful encounter.

Continue your sightseeing with a visit to Toledo Gate, a notable monument. When you’re done, don’t forget to make a stop at the famous Temple Of Debod. Round off your day at Parque Del Oeste, another gem in Madrid with serene features to discover.

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 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.

Treat yourself to a delightful dinner at La Mi Venta, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mas Al Sur? It's another excellent option with a diverse menu. Consider reserving a table at HanSo Café as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Madrid.

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.

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

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the notable Royal Palace Of La Granja Of San Ildefonso, a history-steeped palace in Madrid. Next, go to Aqueduct Of Segovia.

After visiting Royal Palace Of La Granja Of San Ildefonso and Aqueduct Of Segovia, take time to explore Madrid's streets and absorb its charm. Continue your sightseeing by heading to Segovia Cathedral. This grand church offers a unique experience. Alcázar Of Segovia is another noteworthy stop.

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.

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.

Start 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.

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

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.

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

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

Valladolid is home to plenty of attractions that offer fun adventures, picturesque spots, and history-rich sites! Start at National Sculpture Museum, a locally appreciated museum that is worthwhile a visit in the city. Nearby, you’ll find Cathedral Of Valladolid, enchanting visitors with its culturally significant appeal. Continue your exploration at Plaza Mayor. This public square is one of the city’s most underrated 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 locally renowned Parque Campo Grande. This park will wrap up today’s self-guided sightseeing tour in the city.

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 Valladolid 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 Sercotel Valladolid, an excellent option for tonight's dining. Looking for something different? Café & copas Murmullo offers a tantalizing alternative with its diverse menu. And don’t miss ATYPIKAL. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Valladolid.

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.

Following your dinner, dive into the local bar culture at The Lost Child Cocktail's Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Café Bar Alborada, the perfect place for those looking to experience the best of the nightlife. Similarly, Monasterio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 promises an exciting agenda full of discovery. You’ll start your day in the city of Salamanca and drive in the direction of the city of Avila for some laid-back sightseeing. You’ll end your day in the city of Avila, where you’ll stay for 1 night.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Roman Bridge Of Salamanca. This well-known historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Casa Lis, one of the city’s best highlights.

Next, check out Calisto And Melibea Vegetable Garden, one of the most popular places to see in Valladolid. This botanical garden is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Salamanca Cathedral. Wander around and soak in the symbolic atmosphere this church offers. Then, head to Ieronimus Tower (old Cathedral), a top-rated church that adds another dimension to your day.

After a day of exploration, relax at one of the top hotels or accommodations in Avila. Staying in the city enhances your laid-back road trip experience in Spain by offering a comfortable and welcoming environment to recharge in this charming destination.

Exploring the food culture in Avila 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.

Dive into a culinary adventure like no other in Avila by booking a table at Barro. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider Restaurante Sanjuaniego, another top spot with a mouthwatering menu.

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

To truly maximize your evening out, consider visiting Bar La Mezquita after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Oca Cocktail Bar, another bar with an inviting ambiance. Similarly, The Black Rose also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 family-friendly attractions, photo-friendly spots, and historic treasures in Avila. Begin your sightseeing with Plaza Mercado Chico. This beloved public square is one of the top attractions in the city. Proceed to Ávila Cathedral, another must-visit attraction that enhances the city’s allure.

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 notable monument is a traveler-favorite. Not far away, you’ll find Cuatro Postes Lookout - Viewpoint Of Ávila, another key site on your sightseeing itinerary. Conclude your day at Cuevas Del Águila and uncover why it's recognized as one of the city's most curiosity-inducing attractions.

You’ll be staying at the incredible city of Toledo in this laid-back road trip in Spain. You'll stay here for 4 nights.

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 Toledo.

Experience a taste of local culinary excellence while in Toledo by securing a table at Iván Cerdeño. An esteemed 2-star Michelin restaurant, it features an exceptional modern menu. If you're in the mood for something new, try La Casa de Damasco, another premier location with a delectable menu.

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.

After enjoying a fulfilling meal, continue your evening at Buca Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Pub "o'briens" offers a welcoming atmosphere for easing into the nightlife. Similarly, Terraza Miradero provides an excellent environment for a relaxed and enjoyable evening.

Cherish every minute of your relaxed road trip vacation across 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!

Savor the day by visiting some of the best places to see in Toledo, including a castle, a military museum, a monument, an observation deck and much more! Start your adventure at Alcázar Of Toledo. This notable castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Army Museum located in Toledo for an enchanting atmosphere.

Next, immerse yourself in the setting of Alcantara Bridge. Its history-steeped features will captivate you. After the monument, continue your tour of the city with a visit to Mirador Del Valle. This observation deck has a romantic appeal.

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.

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.

Dine in style at Tobiko Restaurante, a top recommendation for dinner tonight. Or, for a change of pace, Entre Dos Fuegos Restaurante boasts a menu that's sure to impress. Also, be sure to check out El Trébol. Known as a local hotspot, it’s a great choice for tonight in Toledo.

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

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

Brace yourself for today’s incredible lineup of attractions in Toledo, featuring family-friendly attractions, scenic views, and photo-friendly spots. Start at Santa Iglesia Catedral Primada De Toledo, a captivating church in the city.

There are many interesting places to see in Toledo and when you are ready for more, go to Puerta Del Sol. This is one of the city’s most intriguing spots. After exploring the monument, visit the well-known Puerta De Bisagra. Before wrapping up your self-guided sightseeing tour, head to the beloved Paseo De La Vega, a beloved park in the city.

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!

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.

Savor the flavors at Restaurante Taberna El Gallo Toledo, a top pick for dinner tonight. Alternatively, Bar Skala beckons with its unique menu offerings. Also, consider La Clandestina. With its consistent customer satisfaction, it’s an excellent option for dining in Toledo tonight.

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

Toast to another unforgettable and relaxing road trip adventure 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.

Today’s agenda in Toledo includes a monument, a monastery, a synagogue, a church and much more! San Martin's Bridge is must-visit monument and a great starting point for the day. Next, continue your journey to Monasterio De San Juan De Los Reyes, Toledo, a frequently visited monastery, located just a leisurely stroll away. Next, head to Sinagoga De Santa María La Blanca, a picture-perfect synagogue, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Toledo. If you’re looking for more, Iglesia De Santo Tomé is also a frequently visited attraction that is worthwhile a visit.

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, Toledo has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Don’t miss out on dining at Cervecería Lúpulo, a top-rated dining destination in Toledo. If you're in the mood to try something new, consider La Otra Bóveda, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurante Victor Sánchez-Beato. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Toledo this evening.

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.

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

Day 13 of your relaxed road trip across the beautiful country of 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!

Today, you'll explore some of the most beautiful places in Toledo, including a canyon, a historical landmark, a castle, a public square and much more! Start your day with a visit to Barrancas De Burujón. This worthwhile canyon is a must-visit in the city. When you’re ready for your next discovery, continue to Molinos De Viento De Consuegra, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Toledo 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 Castle Of La Muela, an underrated castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Plaza Mayor De Ocaña.

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

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.

Make sure to reserve a table at Prada a Tope Madrid, 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 Restaurante Morgana, 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 BiBo Dani García, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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