5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca

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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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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 and Cuenca.

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 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 and Cuenca, 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
Puerta de Alcalá
Santiago Bernabéu StadiumMuseo del PradoMuseo Nacional Centro de Arte Reina SofíaTemple of DebodCasa de Campo
Main SquareMarket of San MiguelRoyal Palace of MadridEl Retiro ParkCrystal Palace
Castilla-La Mancha Paleontological MuseumSan Pablo BridgeScience Museum of Castilla La ManchaCastillo de Cuenca
plaza de España

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Day 1

Day 1

  • Madrid - Arrival day
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  • Puerta de Alcalá
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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 Puerta De Alcalá, 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.

Treat yourself to a delightful dinner at Restaurante Taberna Madrid Madriz, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Lamucca del Carmen? It's another excellent option with a diverse menu. Consider reserving a table at El miniBAR as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Madrid.

Unwind after your meal by stepping into Bar Yambala. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Baton Rouge Cocktail Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Cafe Madrid, another top-rated bar 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 32 km, 1 hour 42 min

  • Santiago Bernabéu Stadium
  • Museo del Prado
  • Museo Nacional Centro de Arte Reina Sofía
  • Temple of Debod
  • Casa de Campo
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Day 2 of your road trip will take you to the best attractions Madrid has to offer. Cherish the 1 night you have left in Madrid by discovering the best things there are to see and do in the city.

Enjoy the perfect balance of relaxation and exploration in Madrid today. One of the most wondrous attractions included on the itinerary is Santiago Bernabéu Stadium. This history-steeped stadium will help you start your sightseeing on top. Then, take a leisurely stroll to Museo Del Prado and learn what makes this heritage-rich museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the spectacular Museo Nacional Centro De Arte Reina Sofía. After exploring the museum, head to Temple Of Debod. This impressive monument is a highlight in Madrid. As your day continues, stop by Casa De Campo, known for its stunning features.

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.

Visit Salamanca District in Madrid for an unforgettable shopping experience. Browse unique boutiques and luxurious stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Salamanca District has to offer, including attractions, essential services, and vibrant community activities.

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

Prepare for an extraordinary culinary adventure in Madrid by booking a table at DiverXO, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Smoked Room, renowned for its delectable contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Paco Roncero, a local gem known for its delightful creative cuisine in Madrid. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Continue your lively evening at Jazz Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. España Building is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, 1862 Dry Bar ensures a night out tailored to your taste.

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
  • Cuenca
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Drive 172 km, 2 hours 20 min

  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • El Retiro Park
  • Crystal Palace
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Experience an unparalleled adventure on day 3 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Madrid. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Cuenca. You will spend 1 night here for some well-deserved relaxation.

Start by visiting Main Square, a prime spot to begin your journey. This enchanting public square is sure to impress. Next on your list is Market Of San Miguel, another must-visit landmark and wondrous food market renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Madrid by sampling some local delicacies. When you’re ready for more sightseeing, head to Royal Palace Of Madrid. This history-steeped palace is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting El Retiro Park, a world-famous park. Nearby, you'll also find Crystal Palace, ready to add charm to your journey.

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 dinnertime approaches, it's time to head out for a bite to eat in Cuenca. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

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.

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

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

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Day 4

Day 4

  • Cuenca
  • Madrid
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Drive 172 km, 2 hours 35 min

  • Castilla-La Mancha Paleontological Museum
  • San Pablo Bridge
  • Science Museum of Castilla La Mancha
  • Castillo de Cuenca
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On day 4 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 Cuenca. In the evening, you’ll end up in Madrid, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, picturesque spots, and historic treasures. Whether you decide to explore Cuenca on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Castilla-la Mancha Paleontological Museum is the first of them. Spend some time admiring this photogenic museum before continuing your journey. San Pablo Bridge is your next stop. This curiosity-inducing monument is one of the best-rated sights in Cuenca.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Science Museum Of Castilla La Mancha. To round off your sightseeing experience, visit Castillo De 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.

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

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. Additionally, Sacha Restaurant is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

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

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Day 5

Day 5

  • Madrid - Departure day
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  • plaza de España
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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.

If you're up for some more sightseeing, we recommend visiting Plaza De España, a culturally significant public square before you head out.

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.

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

If you're in the mood to try something new, consider Restaurante Lakasa, another top spot with a mouthwatering 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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