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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Experience the freedom of the open road in Spain as you embark on an unforgettable 4-day road trip! This experience caters to every traveler, featuring destinations like Madrid, Cuenca, and Toledo.

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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Welcome to Madrid, the perfect starting point for your road trip in Spain! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Madrid's charm before embarking on the next leg of your journey.

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.

As afternoon approaches, head to your chosen hotel in Madrid. Check-in typically starts around 2 to 4 PM at hotels in Spain. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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 culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Yambala stands out as an excellent choice for a post-dinner cocktail. Alternatively, Baton Rouge Cocktail Bar offers an ideal atmosphere to enjoy the pleasures of the night. Cafe Madrid is also a great option that provides a perfect setting for a relaxing evening.

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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On day 2 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.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Madrid. Your adventure starts at Main Square, a world-famous local hot spot. Another notable attraction to explore is Market Of San Miguel. This iconic food market is known for its romantic 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 Royal Palace Of Madrid. This history-steeped palace offers a fascinating experience that many visitors find memorable. Museo Del Prado is also worth visiting, along with Santiago Bernabéu Stadium. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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

Discover the culinary delights of Cuenca by securing a reservation at Olea Comedor. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of modern and fusion cuisine. Alternatively, Sibuya Urban Sushi Bar beckons with its unique menu offerings.

Continue the enjoyment post-dinner at Bar Tu Rincón, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Café Hispano offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bogart. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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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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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 - Toledo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Madrid. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Cuenca. Some of the city’s most loved attractions await! Alcázar Of Toledo is the perfect place to start. This castle is one of the most captivating places to visit in Cuenca. Next, head to Santa Iglesia Catedral Primada De Toledo, a captivating church, known for its majestic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to San Martin's Bridge. This enchanting monument is a highly recommended experience. Nearby, you'll also find Mirador Del Valle. Visit these for an interesting touch to your journey.

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.

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.

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.

After savoring a delicious meal, step into the vibrant nightlife at Jazz Bar, where the evening is just getting started. In the same way, España Building offers a unique charm perfect for experiencing the local bar scene in Madrid. 1862 Dry Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Take some time to reflect on your day and savor another beautiful night 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 extraordinary 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 Plaza Mayor. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience 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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