One-Week Relaxed Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo

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Discover Spain stress-free with this 8-day relaxed road trip, winding through Madrid, Segovia, and Toledo. Enjoy a relaxing self-drive holiday through stunning landscapes and calm adventures.

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 4 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 8-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 7 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 8 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 8-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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Driver’s age is 30 - 65
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Day 1

Day 1

  • Madrid - Arrival day
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  • Gran Vía
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Your relaxed road trip through Spain starts when you reach the incredible city of Madrid, where you'll stay for 3 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 Gran Vía, a must-see street, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Madrid. Check-in typically starts around 2 to 4 PM at hotels in Spain. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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 lovely meal at Restaurante Taberna Madrid Madriz, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Lamucca del Carmen is another top choice with a popular menu. You could also check for a table at El miniBAR. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.

If you’re not ready to end the night just yet, Bar Yambala offers a perfect venue to relax and savor a drink. Similarly, Baton Rouge Cocktail Bar is well-suited for those looking to unwind in a social setting. Cafe Madrid is another excellent spot to enjoy a nightcap after a delightful meal.

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 15 km, 1 hour 14 min

  • Santiago Bernabéu Stadium
  • Puerta de Alcalá
  • El Retiro Park
  • Museo del Prado
  • Museo Nacional Centro de Arte Reina Sofía
  • More

Day 2 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, you'll explore some of the most beautiful places in Madrid, including a stadium, a monument, a park, a museum and much more! Start your day with a visit to Santiago Bernabéu Stadium. This timeless stadium is a must-visit in the city. When you’re ready for your next discovery, continue to Puerta De Alcalá, which may be one of the most majestic 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 El Retiro Park, an iconic park in the city. If you’re up for more discoveries, don’t forget to reserve some time for Museo Del Prado and Museo Nacional Centro De Arte Reina Sofía.

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 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.

Begin 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.

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.

Continue the enjoyment post-dinner at Jazz Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, España Building offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out 1862 Dry Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 3

Day 3

  • Madrid
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Drive 2 km, 37 min

  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • plaza de España
  • Malasaña
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On day 3 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!

Make sure to visit Malasaña, a popular neighborhood in Madrid. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Savor the day by visiting some of the best places to see in Madrid, including a public square, a food market, and a palace. Start your adventure at Main Square. This globally renowned public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Market Of San Miguel located in Madrid for another exciting encounter.

Next, immerse yourself in the setting of Royal Palace Of Madrid. Its romantic features will captivate you. After the palace, continue your tour of the city with a visit to Plaza De España. Visitors usually appreciate the culturally significant features of this public square.

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!

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.

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.

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.

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

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Day 4

Day 4

  • Madrid
  • Toledo
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Drive 261 km, 3 hours 23 min

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

Day 4 of your self-drive tour in Spain is your opportunity to see and experience the diversity of the country. You’ll stay in Toledo for 3 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Spain.

Today’s itinerary in Madrid covers several incredible sights, including a castle, a church, a public square, a monument and much more! Start your adventure at Alcázar Of Segovia. This top-rated castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Segovia Cathedral, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Plaza Mayor. This locally appreciated public square offers an enriching experience. For a change of pace, head to Aqueduct Of Segovia, where you can take in respected features. These sights offer a fulfilling end to a perfect day.

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.

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.

Have a memorable dining experience in Toledo by booking a table at Iván Cerdeño, renowned as a 2-star Michelin restaurant presenting an exceptional modern menu. Immerse yourself in the culinary delights of La Casa de Damasco, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

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 your delicious meal, get a taste of the vibrant nightlife with a visit to Buca Bar, known for its inviting atmosphere. Pub "o'briens" is another great option if you’re looking for a place to get the night started. Similarly, Terraza Miradero provides a great setting to enjoy the night away.

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

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Day 5

Day 5

  • Toledo
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Drive 1 km, 21 min

  • Army Museum
  • Alcázar of Toledo
  • Museo del Queso Manchego Toledo
  • Santa Iglesia Catedral Primada de Toledo
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Day 5 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Get ready for an exciting day in Toledo. Today’s sightseeing agenda includes a military museum, a castle, a museum, a church and much more! Begin your adventure at Army Museum. This is a beloved military museum you should not miss. Another must-see is Alcázar Of Toledo, a notable castle in Toledo.

When you’re ready for the next sight, head to Mqm Museo Del Queso Manchego Toledo. From there, take a leisurely stroll to Santa Iglesia Catedral Primada De Toledo, another of the city’s notable attractions.

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 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.

Make sure to reserve a table at Tobiko Restaurante, an iconic dining spot in Toledo. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Entre Dos Fuegos Restaurante, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of El Trébol, a hidden gem nestled in Toledo. 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 Toledo and unwind at some of the best bars in the city.

Soak in the unique atmosphere of Toledo 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!

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Day 6

Day 6

  • Toledo
  • More

Drive 7 km, 38 min

  • Mirador del Valle
  • San Martin's Bridge
  • FLY TOLEDO
  • Monasterio de San Juan de los Reyes, Toledo
  • El Greco Museum
  • More

Day 6 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 by visiting Mirador Del Valle, a prime spot to begin your journey. This stunning observation deck is sure to impress. Next on your list is San Martin's Bridge, another must-visit landmark and captivating monument renowned for its culturally significant features.

We also recommend visiting Monasterio De San Juan De Los Reyes, Toledo, an increasingly popular monastery. Nearby, you'll also find El Greco Museum, ready to add charm to your journey.

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.

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 Restaurante Taberna El Gallo Toledo, a top-rated dining destination in Toledo. If you're in the mood to try something new, consider Bar Skala, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Clandestina. 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, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Toledo. The bars in Toledo make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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

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Day 7

Day 7

  • Toledo
  • Madrid
  • More

Drive 78 km, 1 hour 37 min

  • Mezquita del Cristo de la Luz
  • Puerta de Bisagra
  • Paseo de La Vega
  • Parque de Safont
  • Alcantara Bridge
  • More

Day 7 of your relaxed road trip across Spain promises an exciting agenda full of discovery. You’ll start your day in the city of Toledo and drive in the direction of the city of Madrid for some laid-back sightseeing. You’ll end your day in the city of Madrid, where you’ll stay for 1 night.

Bring your curiosity for today’s adventure around Toledo. Some of the city’s most loved attractions await! Mezquita Del Cristo De La Luz is the perfect place to start. This church is one of the most locally appreciated places to visit in Toledo. Next, head to Puerta De Bisagra, an interesting monument, known for its awe-inspiring 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 Paseo De La Vega. This visually striking park is a highly recommended experience. Nearby, you'll also find Parque De Safont and Alcantara Bridge. Visit these for an interesting touch to your journey.

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.

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.

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

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

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

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Day 8

Day 8

  • Madrid - Departure day
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  • La Latina
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Day 8 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.

One of the best things to do on your last day is to explore La Latina, a neighborhood that captures the true essence of Madrid. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Unwind and look back at the past 8 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.

Give yourself enough time to wave goodbye to Madrid and begin your journey home. The unforgettable experiences you’ve collected along your 8-day relaxed road trip in Spain is a story you will tell for the rest of your life.

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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
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Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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