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.

Make sure to reserve a table at Restaurante Taberna Madrid Madriz, 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 Lamucca del Carmen, 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 El miniBAR, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Bar Yambala after your meal, a hub for lively evenings and memorable moments. Or, head to Baton Rouge Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Cafe Madrid is perfect for those looking to extend their night with a touch of local flavor.

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 offers a multitude of experiences. You will stay in Madrid for 1 night more, offering you enough time to explore at a relaxed pace.

Brace yourself for today’s incredible lineup of attractions in Madrid, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Temple Of Debod, an extraordinary monument in the city. Then, head to Plaza De España and soak in the ambiance of this culturally significant public square.

There are many interesting places to see in Madrid, and when you are ready for more, go to Royal Palace Of Madrid. This is one of the city’s most world-famous romantic spots of interest. After exploring the palace, visit the world-famous El Retiro Park. Not far away, you'll also find Puerta De Alcalá. This monument is an awe-inspiring highlight in Madrid. Before wrapping up your self-guided sightseeing tour, head to Museo Del Prado, an iconic museum 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.

Bring home unique finds from Madrid's bustling shopping hub, Gran Via. Enjoy a leisurely exploration of unique boutiques and stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Gran Via offers plenty of options, including restaurants, primary services, unique landmarks, and community events.

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.

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 your meal, keep the night alive at a bar like Jazz Bar, known for its lively atmosphere. España Building is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, 1862 Dry Bar offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences 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 road trip in Spain, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Toledo. In the evening, you’ll end up in Toledo, where you will stay for 1 night.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Madrid. Your adventure starts at Mirador Del Valle, an interesting local hot spot. Another notable attraction to explore is Puerta De Bisagra. This locally renowned monument is known for its awe-inspiring 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 Monasterio De San Juan De Los Reyes, Toledo. This culturally significant monastery offers a fascinating experience that many visitors find memorable. El Greco Museum is also worth visiting, along with Alcázar Of Toledo. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Santa Iglesia Catedral Primada De Toledo. This well-known church provides a fitting finale to your sightseeing.

At the end of the day, you will drive to Toledo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Toledo, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Savor the flavors at Restaurante Museo de Productos de Castilla-La Mancha, a top pick for dinner tonight. Alternatively, La Casa de Damasco beckons with its unique menu offerings. Also, consider La Cave. With its consistent customer satisfaction, it’s an excellent option for dining in Toledo tonight.

If you’re not ready to end the night just yet, Buca Bar offers a perfect venue to relax and savor a drink. Similarly, Pub "o'briens" is well-suited for those looking to unwind in a social setting. Terraza Miradero is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 4

Day 4

  • Toledo
  • Madrid
  • More

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

On day 4 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 2 destinations, Segovia and Zamarramala. When you’re not sightseeing, take time to relax at your selected hotel in Madrid, where you’ll be staying for 1 night.

A blend of fun adventures, scenic views, and photo-friendly spots await you in Toledo on today’s itinerary. First up is the world-famous monument, Aqueduct Of Segovia. Afterward, continue to Plaza Mayor, a public square every traveler should visit.

As you explore Toledo’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Puerta De San Andrés. This frequently visited monument is an essential stop. Following that, head to Segovia Cathedral, another must-visit site that will enhance your experience. Don’t forget to stop by Alcázar Of Segovia, a spectacular castle in the city. Finally, end your day with a visit to Mirador De La Pradera De San Marcos, a romantic observation deck that offers the perfect conclusion to your sightseeing of the day.

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.

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

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

Celebrate another amazing day of your road trip adventure 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.

As your final day in Spain unfolds, enjoy a last-minute shopping spree in Madrid's best shopping area, Salamanca District. 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. Explore high-end stores offering an exquisite selection of luxury items.

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

Savor the flavors at Taberna Mozárabe, a top pick for dinner tonight. Alternatively, Restaurante Lakasa beckons with its unique menu offerings.

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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