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

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Photo of aerial  panoramic view of Madrid, Spain.
Photo of the famous Cibeles fountain in Madrid, Spain.
Photo of tourist woman with Spain flag rejoicing against Royal Palace in Madrid.
Photo of crystal Palace (Palacio de cristal) in Retiro Park in Madrid, Spain.
Photo of the Quinta de los Molinos park in Madrid in full spring bloom of the almond and cherry trees.
Photo of royal Palace in Madrid, Spain viewed from the sabatini gardens.
Photo of Madrid city skyline gran via street twilight , Spain.
Photo of Alcala Door (Puerta de Alcala). It was the entrance of the people coming from France, Aragon, and Catalunia. Landmark of Madrid, Spain.
Photo of tourist at the Estanque Grande de El Retiro in the city of Madrid, Spain.
Photo of Madrid, Spain financial district skyline at twilight.
Photo of old street in Madrid, Spain.
Photo of Madrid, Spain. Santa Maria la Real de La Almudena Cathedral and the Royal Palace.
Puerta de Alcalá,Madrid
Santiago Bernabéu Stadium,Madrid
photo of view of Toledo, Spain. Dramatic aerial view of the medieval Toledo Cathedral and Alcazar fortress, twilight colored sky, Castilla La Mancha.
Panoramic view of Alcazar and Alcantara Bridge in the city Toledo, Spain
photo of view of Toledo, Spain - historic Plaza de Zocodover.
photo of view of View of the city Wall in Toledo, Spain.
photo of view of  Historic street with archway in the Old Town of Toledo, Spain
photo of view of Woman tourist enjoying panoramic view of Toledo city- Castilla la Mancha, Spain
photo of view of View from the Tagus river towards the historical center of Toledo, Spain.
photo of view of Touristic view of the streets and details in downtown Toledo, Spain.
photo off view of Bridge San Martin in Toledo, Spain in a beautiful summer night
photo of view of Cityscape of Toledo with the Alcantara bridge in the forefront, Toledo, Spain
photo  of view of Primate Cathedral of Saint Mary of Toledo aerial view at sunset in Spain
photo of view of View of Toledo, Castila la Mancha, Spain, world heritage city with the Alcazar high above on a bright day
photo of view of Aerial view of the medieval old town ( Unesco World Heritage Sites) in the town Toledo, Spain
photo of view of Panoramic view of Alcazar and Alcantara Bridge in the city Toledo, Spain
photo of view of Toledo Skyline with Cathedral, Alcazar and Tagus River at night - Toledo, Spain
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Experience the freedom of the open road in Spain as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Madrid, Toledo, Segovia, and Zamarramala.

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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Your road trip adventure in Spain begins as soon as you reach Madrid and pick up your car. You’ll stay in Madrid for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

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 dining experience at Restaurante Taberna Madrid Madriz, 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 Lamucca del Carmen, 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 El miniBAR. It’s yet another ideal choice to enhance your time in Madrid tonight.

Following your dinner, dive into the local bar culture at Bar Yambala. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Baton Rouge Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Cafe Madrid provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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.

Savor the day by visiting some of the best places to see in Madrid, including a monument, a public square, a palace, a park, a museum and much more! Start your adventure at Temple Of Debod. This widely recognized monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Plaza De España located in Madrid for another exciting encounter.

Next, immerse yourself in the setting of Royal Palace Of Madrid. Its history-steeped features will captivate you. After the palace, continue your tour of the city with a visit to El Retiro Park. Visitors usually appreciate the noteworthy features of this park. Next up is Puerta De Alcalá, a highly recommended monument. For a change of pace, head to Museo Del Prado. As one of the most globally renowned attractions in Madrid, this museum is the perfect place to end your self-guided sightseeing tour.

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

Enjoy a lovely dining experience at Alhambra, 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 Restaurante Alabaster, 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 Restaurante De María - Felíx Boix. It’s yet another ideal choice to enhance your time in Madrid tonight.

After enjoying a fulfilling meal, continue your evening at Jazz Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, España Building offers a welcoming atmosphere for easing into the nightlife. Similarly, 1862 Dry Bar provides an excellent environment for a relaxed and enjoyable evening.

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

Embark on another extraordinary experience on day 3 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Toledo. At the end of the day, you will enjoy the comforts of a top-rated hotel in Toledo, which will be your home away from home for 1 night.

Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Mirador Del Valle. This interesting observation deck is a romantic place to see in Madrid. Continue your discovery at Puerta De Bisagra, a picture-perfect monument 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 Monasterio De San Juan De Los Reyes, Toledo. This beloved monastery offers a respected encounter with Madrid. Next, make your way to El Greco Museum to add another highlight to your day. After that, visit Alcázar Of Toledo, a captivating castle that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Santa Iglesia Catedral Primada De Toledo, a notable church in the city. 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.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Toledo. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at Restaurante Museo de Productos de Castilla-La Mancha, a top-rated dining destination in Toledo. If you're in the mood to try something new, consider La Casa de Damasco, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Cave. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Toledo this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Buca Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Pub "o'briens" offers an ideal atmosphere to enjoy the pleasures of the night. Terraza Miradero is also a great option that provides a perfect setting for a relaxing evening.

Relax and recharge in preparation for another adventurous day 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

Dive into day 4 of your remarkable road trip in Spain. Today you will explore Segovia and Zamarramala, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Madrid. You’ll stay here for 1 night.

Enjoy the perfect balance of relaxation and exploration in Toledo today. One of the most wondrous attractions included on the itinerary is Aqueduct Of Segovia. This culturally significant monument will help you start your sightseeing on top. Then, take a leisurely stroll to Plaza Mayor and learn what makes this romantic public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the beloved Puerta De San Andrés. After exploring the monument, head to Segovia Cathedral. This popular church is a highlight in Toledo. As your day continues, stop by Alcázar Of Segovia, known for its enchanting features. Lastly, don’t forget to check out the curiosity-inducing Mirador De La Pradera De San Marcos. Enjoy exploring this incredible observation deck at your own pace.

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

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

Savor the flavors at Areia, a top pick for dinner tonight. Alternatively, La MaMá Restaurante beckons with its unique menu offerings. Also, consider Sacha Restaurant. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

Head back to your accommodation in Madrid and get some rest in preparation for another magical 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.

One of the best things to do on your last day 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.

As your final day in Spain unfolds, enjoy a last-minute shopping spree in Madrid's best shopping area, Gran Via. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Spain. Browse through boutiques to find unique and stylish fashion pieces to take home.

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

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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