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

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Escape the ordinary with this exciting 4-day road trip through Spain. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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.

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.

Enjoy a delicious meal at Restaurante Taberna Madrid Madriz, a highly-rated dining destination in Madrid. If you're eager to try something different, consider Lamucca del Carmen, another top spot with a tantalizing menu. You might also want to secure a reservation at El miniBAR. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

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

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 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 Madrid. In the evening, you’ll end up in Cuenca, where you will stay for 1 night.

Bring your curiosity for today’s adventure around Madrid. Some of the city’s most loved attractions await! Main Square is the perfect place to start. This public square is one of the most world-famous places to visit in Madrid. Next, head to Market Of San Miguel, a wondrous food market, known for its eye-catching 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 Royal Palace Of Madrid. This enchanting palace is a highly recommended experience. Nearby, you'll also find Museo Del Prado and Santiago Bernabéu Stadium. Visit these for an interesting touch 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.

Get ready for an unforgettable culinary journey in Cuenca by reserving a table at Olea Comedor. Renowned as a Bib Gourmand restaurant, it offers an exceptional modern and fusion menu. If you're in the mood to try something new, consider Sibuya Urban Sushi Bar, another top spot with a mouthwatering menu.

If you’re not ready to end the night just yet, Bar Tu Rincón offers a perfect venue to relax and savor a drink. Similarly, Café Hispano is well-suited for those looking to unwind in a social setting. Bogart is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and recharge in preparation for another adventurous day 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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Embark on another extraordinary experience on day 3 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Toledo. 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.

Today's adventure in Cuenca promises more breathtaking discoveries and enriching experiences! Begin at Alcázar Of Toledo. This culturally significant castle is a highlight of any visit in the city. Then, enjoy Santa Iglesia Catedral Primada De Toledo, another grand attraction that never fails to captivate visitors. Next, head over to San Martin's Bridge, one of the city’s most well-known attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Mirador Del Valle. This visually striking observation deck is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Dive into a culinary adventure like no other in Madrid by booking a table at DiverXO. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Paco Roncero, a top local restaurant known for its tantalizing creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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, we recommend visiting Plaza De España, a picture-perfect public square before you head out.

Make the most of your final day in Spain by visiting Madrid’s iconic markets and shopping establishments in the buzzing Gran Via. 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.

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 La MaMá Restaurante, 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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