5-Day Spain Self-Drive Road Trip With Itinerary from Madrid traveling east to Cuenca
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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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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.
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 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.
Keep the evening going at Bar Yambala, a great choice for enjoying the after-dinner hours with a drink. You could also go to Baton Rouge Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Cafe Madrid, which provides an inviting environment for unwinding after a busy day out.
Raise a toast to the start of your 5-day road trip in Spain!
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.
Savor the day by visiting some of the best places to see in Madrid, including a stadium, a museum, a monument, a park and much more! Start your adventure at Santiago Bernabéu Stadium. This iconic stadium is a must-visit for travelers looking for a unique holiday experience. Make your way to Museo Del Prado located in Madrid for another exciting encounter.
Next, immerse yourself in the setting of Museo Nacional Centro De Arte Reina Sofía. Its eye-catching features will captivate you. After the museum, continue your tour of the city with a visit to Temple Of Debod. Visitors usually appreciate the romantic features of this monument. Next up is Casa De Campo, a highly recommended park.
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.
Bring home unique finds from Madrid's bustling shopping hub, Salamanca District. Enjoy a leisurely exploration of unique boutiques and high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Salamanca District offers plenty of options, including primary services, unique landmarks, and community events.
As you explore more of Madrid, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
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.
Explore the vibrant nightlife at Jazz Bar after your meal, a hub for lively evenings and memorable moments. Or, head to España Building for a great selection of flavorful drinks and a charming setting. Furthermore, 1862 Dry Bar is perfect for those looking to extend their night with a touch of local flavor.
Say good night to Madrid and look forward to another great day of your road trip in Spain!
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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Dive into day 3 of your remarkable road trip in Spain. Today you will explore Madrid, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Cuenca. You’ll stay here for 1 night.
Madrid is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Main Square, an iconic public square that is worthwhile a visit in the city. Nearby, you’ll find Market Of San Miguel, enchanting visitors with its heritage-rich appeal. Continue your exploration at Royal Palace Of Madrid. This palace is one of the city’s most iconic spots.
Enjoy the freedom of exploring Madrid at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit El Retiro Park. After exploring the park, head to the locally renowned Crystal Palace.
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 you explore more of Cuenca, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Start your culinary exploration in Cuenca by securing a reservation at Olea Comedor. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of modern and fusion cuisine. Immerse yourself in the culinary delights of Sibuya Urban Sushi Bar, a popular restaurant in Cuenca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.
To truly maximize your evening out, consider visiting Bar Tu Rincón after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Café Hispano, another bar with an inviting ambiance. Similarly, Bogart also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Relax and recharge in preparation for another adventurous day in Spain!
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.
A blend of family-friendly attractions, picturesque spots, and history-rich sites await you in Cuenca on today’s itinerary. First up is the often recommended 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 often recommended science center is an essential stop. Following that, head to Castillo De Cuenca, another must-visit site that will enhance your experience.
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.
Enjoy a delicious meal at Areia, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider La MaMá Restaurante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Sacha Restaurant. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.
Raise your glass and celebrate another amazing day of your road trip in Spain!
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 widely recognized 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 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.
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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