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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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 and Cuenca. 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 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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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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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 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.

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.

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

Cap off your dinner by heading to Bar Yambala, ideal for a leisurely evening with a drink in hand. Baton Rouge Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Cafe Madrid is also a popular place to go on a night out, perfect for relaxing and socializing.

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 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 well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Madrid on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Santiago Bernabéu Stadium is the first of them. Spend some time admiring this respected stadium before continuing your journey. Museo Del Prado is your next stop. This globally renowned museum is one of the best-rated sights in Madrid.

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 Museo Nacional Centro De Arte Reina Sofía. This photogenic museum is a sight to behold. To round off your sightseeing experience, visit Temple Of Debod and Casa De Campo.

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.

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.

Following your dinner, dive into the local bar culture at Jazz Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to España Building, the perfect place for those looking to experience the best of the nightlife. Similarly, 1862 Dry Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

  • 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
  • More

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

Madrid is brimming with adventures. Today’s wonderful stops include a public square, a food market, a palace, a park, an art installation and much more! Begin your sightseeing adventure at the timeless Main Square and allow yourself time to explore. Just a short distance away you'll find your next stop, Market Of San Miguel, a photogenic food market that draws visitors from far and near.

Continue your journey to Royal Palace Of Madrid, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the world-famous El Retiro Park. When you're finished at the park, Crystal Palace awaits your visit. This art installation is a romantic highlight on today's itinerary.

At the end of the day, you will drive to Cuenca, 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 Cuenca. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dive into a culinary adventure like no other in Cuenca by booking a table at Olea Comedor. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of modern and fusion cuisine. If you're in the mood to try something new, consider Sibuya Urban Sushi Bar, another top spot with a mouthwatering menu.

Keep the excitement of the evening going by visiting a bar or two. Bar Tu Rincón is an excellent place to start. You could also check out Café Hispano, offering a different kind of charm. A last recommendation for the day is Bogart. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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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Embark on another extraordinary experience on day 4 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Cuenca. 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.

A blend of family-friendly attractions, picturesque spots, and history-rich sites await you in Cuenca on today’s itinerary. First up is the increasingly popular museum, Castilla-la Mancha Paleontological Museum. Afterward, continue to San Pablo Bridge, a monument every traveler should visit.

As you explore Cuenca’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Science Museum Of Castilla La Mancha. This increasingly popular science center is an essential stop. Following that, head to Castillo De Cuenca, another must-visit site that will enhance your experience.

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.

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.

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

Get a good night's sleep and look forward to another great day on the road in Spain!

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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, begin at Plaza De España. This impressive public square is a popular place to see in the city.

Make the most of your final day in Spain by visiting Madrid’s iconic markets and shopping establishments in the buzzing Salamanca District. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Spain. You can also browse through boutiques for stylish fashion choices. Elevate your style with pieces from high-end retail stores.

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

Dine in style at Taberna Mozárabe, a top recommendation for dinner tonight. Or, for a change of pace, Restaurante Lakasa boasts a menu that's sure to impress.

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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