4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Cuenca and surrounding area

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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
Cuenca, Spain. San Pablo bridge and hanging houses
Cathedral of cuenca, City,
Cuenca, Azuay Province, Ecuador.
aerial view of Cuenca in Spain
photo of view of Town Hall and Plaza Mayor., Cuenca, Spain.
photo of view of San Pablo bridge over river Huecar in Cuenca, Spain.
Cathedral, Cuenca, Spain
View of the famous hanging houses of Cuenca, Spain, UNESCO world heritage city
photo of view of Windmills of Mota del Cuervo, Cuenca, Spain.
photo of view of The Ciudad Encantada (Enchanted City), Cuenca Spain.
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Explore the best of Spain on a 4-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Madrid, Cuenca, and Toledo. 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 2 nights in Madrid and 1 night in Cuenca. 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 Santiago Bernabéu Stadium, learn more about the unique Market Of San Miguel, and immerse yourself in the vibrant atmosphere of Museo Del Prado.

As you hit the open road and drive through Madrid, Cuenca, and Toledo, 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
El Retiro Park
Main SquareMarket of San MiguelRoyal Palace of MadridMuseo del PradoSantiago Bernabéu Stadium
Alcázar of ToledoSanta Iglesia Catedral Primada de ToledoSan Martin's BridgeMirador del Valle
plaza de España

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Day 1

Day 1

  • Madrid - Arrival day
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  • El Retiro Park
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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 1 night 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 El Retiro Park, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Madrid. Make yourself at home and enjoy some downtime 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.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Yambala, known for its inviting atmosphere. Baton Rouge Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Cafe Madrid provides a great setting to enjoy the night away.

Raise a toast to the start of your 4-day road trip in Spain!

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Day 2

Day 2

  • Madrid
  • Cuenca
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Drive 180 km, 2 hours 33 min

  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • Museo del Prado
  • Santiago Bernabéu Stadium
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Embark on another extraordinary experience on day 2 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Madrid. At the end of the day, you will enjoy the comforts of a top-rated hotel in Cuenca, which will be your home away from home for 1 night.

Today’s itinerary in Madrid covers several incredible sights, including a public square, a food market, a palace, a museum, a stadium and much more! Start your adventure at Main Square. This timeless public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the instagrammable wonders of Market Of San Miguel, a must-see food market 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 Royal Palace Of Madrid. This timeless palace offers an enriching experience. For a change of pace, head to Museo Del Prado, where you can take in photogenic features. Conclude your self-guided sightseeing tour with a visit to Santiago Bernabéu Stadium. These sights offer a fulfilling end to a perfect day.

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

As you explore more of Cuenca, 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.

Treat yourself to an extraordinary dining experience at Olea Comedor, a Bib Gourmand restaurant offering an incredible modern and fusion menu. Alternatively, if your taste buds call for something different, Sibuya Urban Sushi Bar is another top choice with a popular menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Tu Rincón, known for its inviting atmosphere. Café Hispano is another great option if you’re looking for a place to get the night started. Similarly, Bogart provides a great setting to enjoy the night away.

Relax and reminisce about your day in Spain and look forward to more memorable moments to come!

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Day 3

Day 3

  • Cuenca
  • Madrid
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Drive 261 km, 3 hours 26 min

  • Alcázar of Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • San Martin's Bridge
  • Mirador del Valle
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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 Madrid, where you’ll be staying for 1 night.

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

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the captivating San Martin's Bridge. After exploring the monument, head to Mirador Del Valle. This captivating observation deck is a highlight in Cuenca.

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

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.

Experience a symphony of flavors at DiverXO in Madrid by securing a reservation in advance. Renowned for its 3-star Michelin distinction, DiverXO delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Smoked Room, acclaimed for its delectable contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Paco Roncero, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for creative cuisine in the city.

Explore the vibrant nightlife at Jazz Bar after your meal, a hub for lively evenings and memorable moments. Or, head to España Building for a great selection of flavorful drinks and a charming setting. Furthermore, 1862 Dry Bar is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Spain!

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Day 4

Day 4

  • Madrid - Departure day
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  • plaza de España
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Day 4 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.

If you're up for some more sightseeing, begin at Plaza De España. This widely recognized public square is a popular place to see in the city.

Maximize your last day in Spain and go on a shopping spree in Madrid’s shopping center, the lively Plaza Mayor. Browse for souvenirs to remind you of your wonderful journey in Spain.

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

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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