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

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Enjoy this 8-day relaxed road trip in Spain, with Madrid, Segovia, and Toledo showing you the beauty, culture, and peaceful moments that make this journey special!

Travel freely with this relaxed self-drive package in Spain, designed for comfort and exploration. Spend 4 nights in Madrid and 3 nights in Toledo, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Spain.

Your journey starts in Madrid, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 8-day relaxed road trip in Spain to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Spain already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning El Retiro Park and soak in the atmosphere of the magnificent Main Square.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Spain road trip itinerary for 8 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Spain.

If you want to make your 8-day relaxed self-drive tour in Spain even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Spain includes 7 nights in comfortable hotels, a rental car for 8 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 8-day relaxed self-drive road trip in Spain today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Madrid. Make yourself at home and unwind 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.

Don’t miss out on dining 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.

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 enjoying a fulfilling meal, continue your evening at Bar Yambala, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Baton Rouge Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Cafe Madrid provides an excellent environment for a relaxed and enjoyable evening.

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

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Day2

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 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.

Visiting Santiago Bernabéu Stadium is always a good idea. This globally renowned stadium is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Puerta De Alcalá, a must-see monument 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 El Retiro Park. This timeless park offers an enriching experience. For a change of pace, head to Museo Del Prado, where you can take in eye-catching features. Conclude your self-guided sightseeing tour with a visit to Museo Nacional Centro De Arte Reina Sofía These sights offer a fulfilling end to a perfect day.

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.

Get ready for an unforgettable culinary journey in Madrid by reserving a table at DiverXO. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Smoked Room, recognized for its delicious contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Paco Roncero, a local favorite known for its delightful creative cuisine in Madrid. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for creative foodies seeking culinary excellence.

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

If you’re not ready to end the night just yet, Jazz Bar offers a perfect venue to relax and savor a drink. Similarly, España Building is well-suited for those looking to unwind in a social setting. 1862 Dry Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day3

Day 3

  • Madrid
  • More

Drive 2 km, 37 min

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

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!

One of the most iconic spots you can visit today is Malasaña. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Main Square makes a great addition to your morning plans. This globally renowned public square is an enchanting place to see in Madrid. Continue your discovery at Market Of San Miguel, a photogenic food market with stories to tell.

As you stroll around Madrid, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Royal Palace Of Madrid. This iconic palace offers a culturally significant encounter with Madrid. Next, make your way to Plaza De España 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 Madrid.

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

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.

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

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.

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

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Day4

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

Alcázar Of Segovia is perfect for a self-paced visit during the day. This visually striking castle is sure to impress. Next on your list is Segovia Cathedral, another must-visit landmark and interesting church renowned for its respected features.

While exploring and sightseeing, take time to savor the culture of Madrid by sampling some local delicacies. When you’re ready for more sightseeing, head to Plaza Mayor. This standout public square is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting Aqueduct Of Segovia, a globally renowned monument.

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

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Toledo, explore the city like a local by trying out the best restaurants in the area.

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

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.

Let the evening flow smoothly from dinner to drinks at Buca Bar, a top-rated bar in the area. For other recommendations, Pub "o'briens" provides a perfect setting for rounding out your night with style and great drinks. Likewise, Terraza Miradero offers a memorable night with diverse drink options and excellent service.

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

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Day5

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 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!

Army Museum is must-visit military museum and a great option for a daytime tour of the area. Continue your journey to Alcázar Of Toledo, a notable castle, located just a leisurely stroll away. Next, head to Mqm Museo Del Queso Manchego Toledo, a visually striking museum, also available for your discovery today.

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.

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.

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

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Day6

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

Enjoy all that Mirador Del Valle has to offer. This is a notable observation deck you should not miss. Another must-see is San Martin's Bridge, a well-known monument in Toledo.

When you’re ready for the next sight, head to Fly Toledo. From there, take a leisurely stroll to Monasterio De San Juan De Los Reyes, Toledo, another of the city’s curiosity-inducing attractions. We recommend continuing your self-guided tour at El Greco Museum, a photogenic place of interest in the city.

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.

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 lovely dining experience at Restaurante Taberna El Gallo Toledo, a popular restaurant in Toledo. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Toledo at Bar Skala, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated La Clandestina. It’s yet another ideal choice to enhance your time in Toledo tonight.

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

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

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Day7

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 road trip adventure in Spain, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

One of the most underrated attractions included on the itinerary is Mezquita Del Cristo De La Luz. Then, take a leisurely stroll to Puerta De Bisagra and learn what makes this standout monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the intriguing Paseo De La Vega. After exploring the park, head to Parque De Safont. This frequently visited park is a highlight in Toledo. As your day continues, stop by Alcantara Bridge, known for its majestic features.

You'll be staying in Madrid on this laid-back road trip through Spain. You'll stay here for 1 night.

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.

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

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

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Day8

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’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Madrid.

For a shopping spree in Madrid, we recommend the lively Plaza Mayor. Here, you'll find a range of shops you can browse for some souvenir shopping.

One of the best things to do on your last day is to explore La Latina, a neighborhood that you shouldn't miss while in Madrid. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Over a good meal, take a moment to unwind and reflect on the past 8 days of your relaxed road trip. Savor one last traditional dish in Madrid, or keep it light with a quick bite before you go.

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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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.
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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