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

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Explore the best of Spain on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Madrid, Toledo, Segovia, and Zamarramala. This road trip itinerary in Spain seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Spain takes you through some of the best places to see in the country. You will spend 3 nights in Madrid and 1 night in Toledo. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Spain. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Madrid, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Spain on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Spain. El Retiro Park and Main Square are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Museo Del Prado, learn more about the unique Royal Palace Of Madrid, and immerse yourself in the vibrant atmosphere of Aqueduct Of Segovia.

As you hit the open road and drive through Madrid, Toledo, Segovia, and Zamarramala, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Spain. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Spain.

Throughout your road trip in Spain, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Spain.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Spain fill up quickly, so book your spot early. Select a date and start planning your 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
Main Square
Temple of Debodplaza de EspañaRoyal Palace of MadridEl Retiro ParkPuerta de AlcaláMuseo del Prado
Mirador del VallePuerta de BisagraMonasterio de San Juan de los Reyes, ToledoEl Greco MuseumAlcázar of ToledoSanta Iglesia Catedral Primada de Toledo
Aqueduct of SegoviaPlaza MayorPuerta de San AndrésSegovia CathedralAlcázar of SegoviaMirador de la Pradera de San Marcos
Gran Vía

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Day 1

Day 1

  • Madrid - Arrival day
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  • Main Square
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Say hello to Madrid! Your exciting road trip through Spain is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Madrid for 2 nights before you continue your adventure!

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 Main Square, or just 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Yambala, a well-loved spot among locals and tourists. Or, head to Baton Rouge Cocktail Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Cafe Madrid, another top-rated place in the area.

Raise a toast to the start of your 5-day road trip in Spain!

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Day 2

Day 2

  • Madrid
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Drive 11 km, 1 hour 35 min

  • Temple of Debod
  • plaza de España
  • Royal Palace of Madrid
  • El Retiro Park
  • Puerta de Alcalá
  • Museo del Prado
  • More

Day 2 of your road trip across Spain promises a magnificent time exploring Madrid. You have 1 night left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s agenda in Madrid includes a monument, a public square, a palace, a park, a museum and much more! Temple Of Debod is must-visit monument and a great starting point for the day. Next, continue your journey to Plaza De España, a top-rated public square, located just a leisurely stroll away. Next, head to Royal Palace Of Madrid, a romantic palace, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Madrid. When you're ready, let your sightseeing route take you to the wondrous El Retiro Park. If you’re looking for more, Puerta De Alcalá is also an impressive attraction that is worthwhile a visit. Lastly, don’t miss Museo Del Prado, a place of eye-catching interest in the city.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Madrid. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Alhambra, 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 Alabaster, 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 Restaurante De María - Felíx Boix, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Jazz Bar, which offers the perfect atmosphere for a night out. Moreover, España Building is another popular option for a drink or two. Likewise, 1862 Dry Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Spain.

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Day 3

Day 3

  • Madrid
  • Toledo
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Drive 80 km, 1 hour 48 min

  • Mirador del Valle
  • Puerta de Bisagra
  • Monasterio de San Juan de los Reyes, Toledo
  • El Greco Museum
  • Alcázar of Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • More

On day 3 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, Toledo. When you’re not sightseeing, take time to relax at your selected hotel in Toledo, where you’ll be staying for 1 night.

Madrid is brimming with adventures. Today’s wonderful stops include an observation deck, a monument, a monastery, a museum, a castle, a church and much more! Begin your sightseeing adventure at the popular Mirador Del Valle and allow yourself time to explore. Just a short distance away you'll find your next stop, Puerta De Bisagra, an awe-inspiring monument that draws visitors from far and near.

Continue your journey to Monasterio De San Juan De Los Reyes, Toledo, one of the city’s most up-and-coming spots that you shouldn’t miss. Another great site to visit is the beloved El Greco Museum. When you're finished at the museum, Alcázar Of Toledo awaits your visit. This castle is a picture-perfect highlight on today's itinerary. Last up is a church - the popular Santa Iglesia Catedral Primada De Toledo.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Toledo. Toledo offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Toledo's best restaurants.

Enjoy a delicious meal at Restaurante Museo de Productos de Castilla-La Mancha, a highly-rated dining destination in Toledo. If you're eager to try something different, consider La Casa de Damasco, another top spot with a tantalizing menu. You might also want to secure a reservation at La Cave. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Toledo this evening.

After savoring a delicious meal, step into the vibrant nightlife at Buca Bar, where the evening is just getting started. In the same way, Pub "o'briens" offers a unique charm perfect for experiencing the local bar scene in Toledo. Terraza Miradero is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass and celebrate another amazing day of your road trip in Spain!

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Day 4

Day 4

  • Toledo
  • Madrid
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Drive 258 km, 3 hours 49 min

  • Aqueduct of Segovia
  • Plaza Mayor
  • Puerta de San Andrés
  • Segovia Cathedral
  • Alcázar of Segovia
  • Mirador de la Pradera de San Marcos
  • More

Embark on another extraordinary experience on day 4 of your road trip in Spain. Today, you will make 2 stops and experience some of the highlights of Segovia and Zamarramala. At the end of the day, you will enjoy the comforts of a top-rated hotel in Madrid, which will be your home away from home for 1 night.

Today's adventure in Toledo promises more breathtaking discoveries and enriching experiences! Begin at Aqueduct Of Segovia. This historic monument is a highlight of any visit in the city. Then, enjoy Plaza Mayor, another history-steeped attraction that never fails to captivate visitors. Next, head over to Puerta De San Andrés, one of the city’s most frequently visited attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Segovia Cathedral. This picture-perfect church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Alcázar Of Segovia, a widely recognized castle, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Mirador De La Pradera De San Marcos before you head back to your hotel.

When you’re done exploring for the day, you’ll drive to your hotel in Madrid. Check in and spend some time relaxing before you head out to tour the city.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

Say good night to Madrid and look forward to another great day of your road trip in Spain!

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Day 5

Day 5

  • Madrid - Departure day
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  • Gran Vía
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Day 5 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of Madrid before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

At the top of the list of things to do today is to explore Gran Vía, a street 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.

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

Before you conclude your road trip in Spain, drop by another restaurant for a last chance at a memorable dining experience in Madrid.

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.

You’ll then say farewell to Madrid. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Spain!

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