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

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Torre de Madrid,Madrid
Photo of aerial  panoramic view of Madrid, Spain.
5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca
5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca
5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca
5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca
5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca
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Explore the best of Spain on a remarkable 5-day road trip! Combine exploration with relaxation on a self-drive tour featuring Madrid and Cuenca.

This perfectly planned road trip itinerary takes you through some of the best places to see in Spain. 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 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.

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, accommodations, 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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Pick-up: 10:00
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Day1

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 here for 2 nights and explore what to see in Madrid, 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. Taking a stroll in the city center is a great alternative. 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.

Round off your dining experience by visiting Bar Yambala, a prime location for a drink. Alternatively, explore the distinctive characteristics of Baton Rouge Cocktail Bar, a bar catering to every mood and preference. Cafe Madrid likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 5-day road trip in Spain!

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Day2

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
  • More

Day 2 of your road trip across Spain promises a magnificent time exploring what to see in Madrid. You have 1 night left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Madrid is brimming with adventures.

Santiago Bernabéu Stadium brings Madrid's character to life. This historic stadium is a highlight of any visit in the city. Then, enjoy Museo Del Prado, another instagrammable attraction that never fails to captivate visitors. Next, head over to Museo Nacional Centro De Arte Reina Sofía, one of the city’s most top-rated attractions, known for its standout features.

If you’re looking for more, spend time soaking in the atmosphere of Temple Of Debod. This enchanting monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Casa De Campo, an extraordinary park, and take a stroll around the area.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Spain. You can explore and select activities under each day of your itinerary.

For an unforgettable shopping experience, visit Salamanca District, the top shopping destination in Madrid. Browse local boutique shops and luxury 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.

Madrid is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Madrid.

Get ready for an unforgettable culinary journey in Madrid by reserving a table at DiverXO. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Smoked Room, recognized for its delicious contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Paco Roncero, a local favorite known for its delightful creative cuisine in Madrid. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for creative foodies seeking culinary excellence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jazz Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, España Building offers an ideal atmosphere to enjoy the pleasures of the night. 1862 Dry Bar is also a great option that provides a perfect setting for a relaxing evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Spain.

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Day3

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

Your itinerary for day 3 of your road trip in Spain includes 1 stop and features some of the highlights of Madrid. At the end of the day, enjoy the comforts of a top-rated hotel in Cuenca, where you'll spend 1 night.

To truly experience Madrid, make sure to drop by Main Square. This timeless public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Market Of San Miguel, one of the city’s best highlights.

Next, check out Royal Palace Of Madrid, one of the most iconic places to see in Madrid. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, El Retiro Park. Wander around and soak in the romantic atmosphere this park offers. Then, head to Crystal Palace, a top-rated art installation that adds another dimension to your day.

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.

Experience a symphony of flavors at Olea Comedor in Cuenca by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Olea Comedor delights its guests with its exceptional variety of meals showcasing delicious modern and fusion cuisine. Or, if you're feeling adventurous, why not try Sibuya Urban Sushi Bar? It's another excellent option with a diverse menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Tu Rincón, a well-loved spot among locals and tourists. Or, head to Café Hispano. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bogart, another top-rated place in the area.

Head back to your accommodation in Cuenca and get some rest to prepare for another magical day of your road trip in Spain.

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Day4

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
  • More

On day 4 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, including Cuenca. When you’re not sightseeing, take time to relax at your chosen hotel in Madrid, where you’ll be staying for 1 night.

Visiting Castilla-la Mancha Paleontological Museum is always a good idea. This frequently visited museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of San Pablo Bridge, a must-see monument 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 Science Museum Of Castilla La Mancha. This often recommended science center offers an enriching experience. For a change of pace, head to Castillo De Cuenca, where you can take in respected features.

When you’re done exploring for the day, you’ll drive to your hotel in Madrid. Check in and relax before you head out to tour the city.

Madrid is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Madrid.

Make sure to reserve a table at Areia, 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 La MaMá Restaurante, 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 Sacha Restaurant, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Savor another day of unforgettable experiences in Spain!

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Day5

Day 5

  • Madrid - Departure day
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  • plaza de España
  • More

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 hotspot among locals.

Take advantage of your accommodation's proximity to Madrid’s shopping district for some last-minute bargain hunting. 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. For those seeking luxury items, check out the area’s high-end stores.

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 Taberna Mozárabe, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Restaurante Lakasa 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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