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

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
All inclusive app
Travel agent
24/7 fast service

Description

Uncover the beauty of Spain on this 9-day relaxed road trip, journeying through Madrid, Segovia, and Toledo. Unwind at your leisure on this self-drive vacation, discovering hidden gems and immersing yourself in the serene exploration.

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!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Madrid

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in

Itinerary summary

See a summary of the itinerary that you can fully customize

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

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1

  • Madrid - Arrival day
  • More
  • plaza de España
  • More

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 just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Madrid. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Spain. Settle in and make plans for the evening.

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.

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

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

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.

Read more
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 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’s itinerary in Madrid covers several incredible sights, including a museum, a public square, a food market, a palace, a monument and much more! Start your adventure at Museo Nacional Centro De Arte Reina Sofía. This astonishing museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Main Square, a must-see public square 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 Market Of San Miguel. This iconic food market offers an enriching experience. For a change of pace, head to Royal Palace Of Madrid, where you can take in history-steeped features. Conclude your self-guided sightseeing tour with a visit to Temple Of Debod. These sights offer a fulfilling end to a perfect day.

Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

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

Treat yourself to an extraordinary dining experience at DiverXO, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Smoked Room is one of the best restaurants for contemporary cuisine in Madrid. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Paco Roncero. As a top-rated establishment with 2 Michelin star, it is an ideal choice for creative cuisine in the city.

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.

Let the evening flow smoothly from dinner to drinks at Jazz Bar, a top-rated bar in the area. For other recommendations, España Building provides a perfect setting for rounding out your night with style and great drinks. Likewise, 1862 Dry Bar offers a memorable night with diverse drink options and excellent service.

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

Read more
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

On day 3 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!

Today, you'll explore some of the most beautiful places in Madrid, including a stadium, a monument, a lake, a park, an art installation 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 romantic 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 Great Pond Of El Retiro, a well-known lake in the city. If you’re up for more discoveries, don’t forget to reserve some time for El Retiro Park and Crystal Palace.

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!

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.

Enjoy a lovely dining experience at Areia, a popular restaurant in Madrid. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Madrid at La MaMá Restaurante, 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 Sacha Restaurant. It’s yet another ideal choice to enhance your time in Madrid tonight.

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

Read more
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

Day 4 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Don’t miss Gran Vía in Madrid today, a must-see street that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Malasaña, another neighborhood that adds to the charm of Madrid.

A blend of family-friendly attractions, natural wonders, and scenic views await you in Madrid on today’s itinerary. First up is the impressive park, Casa De Campo. Afterward, continue to Museo Del Prado, a museum every traveler should visit.

As you explore Madrid’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Thyssen-bornemisza Museum. This captivating museum is an essential stop.

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.

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.

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.

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

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.

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

Read more
Day 5

Day 5

  • Madrid
  • 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.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of Madrid. Your adventure starts at Alcázar Of Segovia, an impressive local hot spot. Another notable attraction to explore is Segovia Cathedral. This locally renowned church is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Madrid's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Plaza Mayor. This history-steeped public square offers a fascinating experience that many visitors find memorable. Aqueduct Of Segovia is also worth visiting.

You’ll be staying at the incredible city of Toledo in this laid-back road trip in Spain. You'll stay here for 3 nights.

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.

Start your culinary exploration in Toledo by securing a reservation at Iván Cerdeño. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of modern cuisine. 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.

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.

Unwind after your meal by stepping into Buca Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Pub "o'briens" offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Terraza Miradero, another top-rated bar in the area.

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

Read more
Day 6

Day 6

  • Toledo
  • More

Drive 2 km, 38 min

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

Enjoy the perfect balance of relaxation and exploration in Toledo today. One of the most well-known attractions included on the itinerary is Santa Iglesia Catedral Primada De Toledo. This breathtaking church will help you start your sightseeing on top. Then, take a leisurely stroll to Alcázar Of Toledo and learn what makes this historic castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the up-and-coming Army Museum. After exploring the military museum, head to Alcantara Bridge. This intriguing monument is a highlight in Toledo.

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

Exploring the food culture in 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 delightful dinner at Tobiko Restaurante, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Entre Dos Fuegos Restaurante? It's another excellent option with a diverse menu. Consider reserving a table at El Trébol as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

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

Read more
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

On day 7 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!

Get ready for a day filled with fun adventures, breathtaking views, and photo-friendly spots in the charming city of Toledo. Your adventure starts at Mezquita Del Cristo De La Luz, a beloved local hot spot. Another notable attraction to explore is Puerta Del Sol.

After soaking in the highlights of these sights, take some time to wander Toledo's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Puerta De Bisagra. This historic monument offers a fascinating experience that many visitors find memorable. Paseo De La Vega is also worth visiting, along with Mirador Del Valle. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

When 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.

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.

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.

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

Read more
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

Day 8 of your relaxed road trip across Spain promises an exciting agenda full of discovery. You’ll start your day in the city of 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.

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

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

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.

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

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 Madrid. The bars in Madrid make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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

Read more
Day 9

Day 9

  • Madrid - Departure day
  • More
  • La Latina
  • 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.

Maximize your last day in Spain and go on a shopping spree in Madrid’s shopping center, the lively Gran Via. Browse for souvenirs to remind you of your wonderful journey in Spain. Discover boutiques with stylish fashion choices to upgrade your wardrobe.

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 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.

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.

Read more

Similar travel packages

Discover other popular vacations in Spain

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.