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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Gran Vía
Santiago Bernabéu StadiumPuerta de AlcaláEl Retiro ParkMuseo del PradoMuseo Nacional Centro de Arte Reina Sofía
Main SquareMarket of San MiguelRoyal Palace of Madridplaza de EspañaMalasaña
Alcázar of SegoviaSegovia CathedralPlaza MayorAqueduct of Segovia
Army MuseumAlcázar of ToledoMuseo del Queso Manchego ToledoSanta Iglesia Catedral Primada de Toledo
Mirador del ValleSan Martin's BridgeFLY TOLEDOMonasterio de San Juan de los Reyes, ToledoEl Greco Museum
Mezquita del Cristo de la LuzPuerta de BisagraPaseo de La VegaParque de SafontAlcantara Bridge
La Latina

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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.

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.

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

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

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

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

On day 2 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!

Brace yourself for today’s incredible lineup of attractions in Madrid, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Santiago Bernabéu Stadium, an iconic stadium in the city. Then, head to Puerta De Alcalá and soak in the ambiance of this visually striking monument.

There are many interesting places to see in Madrid, and when you are ready for more, go to El Retiro Park. This is one of the city’s most iconic standout spots of interest. After exploring the park, visit the timeless Museo Del Prado. Not far away, you'll also find Museo Nacional Centro De Arte Reina Sofía. This museum is a history-steeped highlight in 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.

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.

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.

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.

After savoring a delicious meal, step into the vibrant nightlife at Jazz Bar, where the evening is just getting started. In the same way, España Building offers a unique charm perfect for experiencing the local bar scene in Madrid. 1862 Dry Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 3

Day 3

  • Madrid
  • More

Drive 2 km, 37 min

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

Malasaña is a neighborhood that stands out as one of the must-see places in Madrid. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Main Square. This visually striking public square is a highlight of any visit in the city. Then, enjoy Market Of San Miguel, another eye-catching attraction that never fails to captivate visitors. Next, head over to Royal Palace Of Madrid, one of the city’s most wondrous attractions, known for its history-steeped features.

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

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.

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

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

Treat yourself to a delicious dinner at Areia, an excellent option for tonight's dining. Looking for something different? La MaMá Restaurante offers a tantalizing alternative with its diverse menu. And don’t miss Sacha Restaurant. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Madrid.

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

A leisurely self-drive holiday in Madrid can’t get any better than this! Toast to another amazing day 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 leisurely self-drive tour in Spain is another opportunity for an in-depth travel experience in the country. You’ll stay in Toledo for 3 nights.

Get ready to discover some of the most iconic wonders in Madrid, including a castle, a church, a public square, a monument and much more! Start your day at Alcázar Of Segovia. This romantic castle is a famous place to see in Madrid. Then, wander over to Segovia Cathedral. If breathtaking sites excite you, this church will be right up your alley. Nearby, you’ll also find Plaza Mayor. This romantic public square is a favorite among visitors.

Madrid offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Aqueduct Of Segovia is a globally renowned spot in the city that will captivate you with its unique charm.

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

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

Discover the culinary delights of Toledo by securing a reservation at Iván Cerdeño. Esteemed for its 2-star Guide Michelin recognition, this restaurant offers a remarkable selection of modern cuisine. Alternatively, La Casa de Damasco beckons with its unique menu offerings.

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.

Round off your dining experience by visiting Buca Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Pub "o'briens", a bar catering to every mood and preference. Terraza Miradero likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 5

Day 5

  • Toledo
  • More

Drive 1 km, 21 min

  • Army Museum
  • Alcázar of Toledo
  • Museo del Queso Manchego Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • More

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

Today’s route brings fun adventures, picturesque spots, and historic treasures. The first attraction of today is Army Museum. This curiosity-inducing military museum is a heritage-rich place to see in Toledo. Continue your discovery at Alcázar Of Toledo, an instagrammable castle with stories to tell.

As you stroll around Toledo, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Mqm Museo Del Queso Manchego Toledo. This worthwhile museum offers an instagrammable encounter with Toledo. Next, make your way to Santa Iglesia Catedral Primada De Toledo to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Toledo.

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

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.

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.

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.

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

On day 6 of your leisurely self-drive tour across Spain, you’ll go deep into Toledo, 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 Toledo, and meet locals along the way!

Start your adventure at Mirador Del Valle. This captivating observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to San Martin's Bridge located in Toledo for another exciting encounter.

Next, immerse yourself in the setting of Fly Toledo. After the sightseeing destination, continue your tour of the city with a visit to Monasterio De San Juan De Los Reyes, Toledo. Visitors usually appreciate the culturally significant features of this monastery. Next up is El Greco Museum, a highly recommended museum.

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

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

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

Toast to another unforgettable and relaxing road trip adventure 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

On day 7 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.

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 worthwhile places to visit in Toledo. Next, head to Puerta De Bisagra, a locally renowned monument, known for its historic 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 romantic 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.

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.

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

Make sure to reserve a table at 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, 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 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.

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.

If you're eager to try something different, consider Mas Al Sur, another top spot with a tantalizing menu.

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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