Relaxed 9-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo

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Description

Explore Spain and discover its unique charm on this 9-day relaxed road trip through Madrid, Segovia, and Toledo. Delight in a stress-free journey that focuses on exploration through the country's most captivating landscapes.

This self-drive package allows you to travel through picture-perfect landscapes in Spain at a relaxed pace. Get a dose of comfort, fun, and recreation in Madrid, Segovia, and Toledo. Make yourself at home at top-rated hotels and stay 5 nights in Madrid and 3 nights in Toledo. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Spain.

Freedom of choice is key to a relaxing road trip in Spain. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Madrid, you’ll collect your rental car of choice. From there, you’ll begin your 9-day journey across Spain and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Spain with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Spain.

We’ll introduce you to some of the best travel destinations in Spain. This relaxed road trip features the stunning El Retiro Park. Another highlight of this self-drive tour is the captivating Main Square.

Traveling leisurely through Spain means you could spend as much time as you want at the magnificent Santiago Bernabéu Stadium. With this travel plan, you could also soak in the atmosphere of the memorable Market Of San Miguel. Get close to the spectacular Museo Del Prado and the wonderful Royal Palace Of Madrid. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Spain's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Spain.

Between sightseeing, you can make the most of your downtime and join a popular tour in Spain. This relaxed road trip also gives you plenty of time to stroll through Spain's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Spain.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Spain. You’ll have a cozy place to stay for 8 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 9 days of your self-drive road trip in Spain. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 9-day vacation in Spain and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Spain today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
plaza de España
Museo Nacional Centro de Arte Reina SofíaMain SquareMarket of San MiguelRoyal Palace of MadridTemple of Debod
Santiago Bernabéu StadiumPuerta de AlcaláGreat Pond of El RetiroEl Retiro ParkCrystal Palace
Casa de CampoMuseo del PradoThyssen-Bornemisza MuseumGran VíaMalasaña
Alcázar of SegoviaSegovia CathedralPlaza MayorAqueduct of Segovia
Santa Iglesia Catedral Primada de ToledoAlcázar of ToledoArmy MuseumAlcantara Bridge

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Day 1

Day 1

  • Madrid - Arrival day
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  • plaza de España
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Your relaxed road trip through Spain starts when you reach the incredible city of Madrid, where you'll stay for 4 nights. You'll pick up your rental car in Madrid and begin your adventure in Spain.

Madrid is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Plaza De España or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Madrid. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Madrid, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Restaurante Taberna Madrid Madriz, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Lamucca del Carmen, another top spot with a mouthwatering menu. You might also want to secure a reservation at El miniBAR. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

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 your meal, keep the night alive at a bar like Bar Yambala, known for its lively atmosphere. Baton Rouge Cocktail Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Cafe Madrid offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Spain. Enjoy your first taste of Madrid as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Madrid
  • More

Drive 9 km, 1 hour 3 min

  • Museo Nacional Centro de Arte Reina Sofía
  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • Temple of Debod
  • More

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

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 impressive museum you should not miss. Another must-see is Main Square, a world-famous 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 globally renowned attractions. We recommend ending your self-guided tour of the city with an awe-inspiring monument. Temple Of Debod is a truly remarkable place to visit in Madrid.

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.

Dive into a culinary adventure like no other in Madrid by booking a table at DiverXO. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Paco Roncero, a top local restaurant known for its tantalizing creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

Unwind after your meal by stepping into Jazz Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, España Building offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook 1862 Dry Bar, another top-rated bar in the area.

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

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Day 3

Day 3

  • Madrid
  • More

Drive 15 km, 1 hour 7 min

  • Santiago Bernabéu Stadium
  • Puerta de Alcalá
  • Great Pond of El Retiro
  • El Retiro Park
  • Crystal Palace
  • More

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!

Bring your curiosity for today’s adventure around Madrid. Some of the city’s most loved attractions await. Santiago Bernabéu Stadium is the perfect place to start. This stadium is one of the most iconic places to visit in Madrid. Next, head to Puerta De Alcalá, a famous monument, known for its romantic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Great Pond Of El Retiro. This mesmerizing lake offers a unique experience that is highly recommended. Meanwhile, El Retiro Park adds its own distinct charm to your journey. Finish your day with a visit to Crystal Palace, a romantic art installation 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.

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.

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

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

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Day 4

Day 4

  • Madrid
  • More

Drive 19 km, 1 hour 2 min

  • Casa de Campo
  • Museo del Prado
  • Thyssen-Bornemisza Museum
  • Gran Vía
  • Malasaña
  • More

On day 4 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!

A top thing to do today is to explore Gran Vía, a must-see street in Madrid. It's the perfect starting point for exploring the top attractions in the area.

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Casa De Campo. This enchanting park is a highlight of any visit in the city. Then, enjoy Museo Del Prado, another respected attraction that never fails to captivate visitors. Next, head over to Thyssen-bornemisza Museum, one of the city’s most well-known attractions, known for its photogenic features.

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.

Experience shopping bliss at Madrid as you explore Salamanca District. Take a leisurely stroll through unique boutiques and high-end shops, where local treasures are waiting to be found. Beyond shopping, Salamanca District offers more options, including unique attractions, key services, and vibrant events.

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 fantastic dining experience at Taberna Mozárabe, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Restaurante Lakasa offers an enticing alternative with its varied menu. Additionally, Lambuzo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

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.

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

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Day 5

Day 5

  • Madrid
  • Segovia
  • Toledo
  • More

Drive 261 km, 3 hours 23 min

  • Alcázar of Segovia
  • Segovia Cathedral
  • Plaza Mayor
  • Aqueduct of Segovia
  • More

Day 5 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 Segovia. 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 3 nights.

When you’ve had your share of Madrid, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Segovia. Your travel time is around 1 hour 16 min.

Your self-guided tour starts at Alcázar Of Segovia, a top-rated castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Segovia Cathedral and admire its historic features. When you’re ready, continue to Plaza Mayor, a curiosity-inducing public square beloved by locals and tourists alike. Don't miss out on Aqueduct Of Segovia, another highlight of the area that promises a memorable visit.

Continue your laid-back road trip exploration of the best attractions in Spain at Toledo. 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.

Enjoy an outstanding dining experience at Iván Cerdeño, a 2-star Michelin restaurant offering an exceptional modern menu. Alternatively, experience a taste of Toledo at La Casa de Damasco, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

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 delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Buca Bar, a well-loved spot among locals and tourists. Or, head to Pub "o'briens". This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Terraza Miradero, another top-rated place in the area.

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

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Day 6

Day 6

  • Toledo
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Drive 2 km, 38 min

  • Santa Iglesia Catedral Primada de Toledo
  • Alcázar of Toledo
  • Army Museum
  • Alcantara Bridge
  • More

Day 6 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Today, you'll explore some of the most beautiful places in Toledo, including a church, a castle, a military museum, a monument and much more! Start your day with a visit to Santa Iglesia Catedral Primada De Toledo. This notable church is a must-visit in the city. When you’re ready for your next discovery, continue to Alcázar Of Toledo, which may be one of the most picture-perfect 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 Army Museum, one of the city’s most often recommended military museum. If you’re up for more discoveries, don’t forget to reserve some time for Alcantara Bridge.

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.

Enjoy a delicious meal 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, 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.

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.

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Day 7

Day 7

  • Toledo
  • More

Drive 7 km, 31 min

  • Mezquita del Cristo de la Luz
  • Puerta del Sol
  • Puerta de Bisagra
  • Paseo de La Vega
  • Mirador del Valle
  • More

Day 7 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!

Start your day at Mezquita Del Cristo De La Luz. Then, wander over to Puerta Del Sol. If standout sites excite you, this monument will be right up your alley. Nearby, you’ll also find Puerta De Bisagra. This awe-inspiring monument is a favorite among visitors.

Toledo offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Paseo De La Vega is a worthwhile spot in the city that will captivate you with its unique charm. When you’re done at the park, don’t forget to check out the visually striking Mirador Del Valle. Take a moment to appreciate the fascinating details of this interesting observation deck in Toledo.

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 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 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.

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

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Day 8

Day 8

  • Toledo
  • Madrid
  • More

Drive 76 km, 1 hour 20 min

  • Iglesia de Santo Tomé
  • Sinagoga de Santa María La Blanca
  • Monasterio de San Juan de los Reyes, Toledo
  • San Martin's Bridge
  • More

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.

Brace yourself for today’s incredible lineup of attractions in Toledo, featuring fun adventures, picturesque spots, and historic treasures. Start at Iglesia De Santo Tomé, an up-and-coming church in the city. Then, head to Sinagoga De Santa María La Blanca and soak in the ambiance of this history-steeped synagogue.

There are many interesting places to see in Toledo and when you are ready for more, go to Monasterio De San Juan De Los Reyes, Toledo. This is one of the city’s most beloved spots. After exploring the monastery, visit the notable San Martin's Bridge.

When you’re not exploring beautiful places, you’ll have a relaxed time at Madrid. 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, Madrid has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a lovely meal at La Mi Venta, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mas Al Sur is another top choice with a popular menu. You could also check for a table at HanSo Café. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Madrid tonight.

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!

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Day 9

Day 9

  • Madrid - Departure day
  • More

Day 9 of your relaxed road trip in Spain is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Madrid.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. For those seeking luxury items, check out the area’s high-end stores.

If you'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

Unwind and look back at the past 9 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Madrid or just grab something light to keep you going.

Have a fantastic dining experience at Prada a Tope Madrid, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Restaurante Morgana offers an enticing alternative with its varied menu.

Give yourself enough time to wave goodbye to Madrid and begin your journey home. The unforgettable experiences you’ve collected along your 9-day relaxed road trip in Spain is a story you will tell for the rest of your life.

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