One-Week Spain Self-Drive Road Trip With Itinerary from Madrid to Cuenca and surrounding area

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Explore the best of Spain on a remarkable 8-day road trip! Combine exploration with relaxation on a self-drive tour featuring Madrid, Segovia, Real Sitio de San Ildefonso, Zamarramala, Azuqueca de Henares, Torija, Guadalajara, and Cuenca.

This perfectly planned road trip itinerary takes you through some of the best places to see in Spain. You will spend 6 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. 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, Segovia, Real Sitio de San Ildefonso, Zamarramala, Azuqueca de Henares, Torija, Guadalajara, 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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Day 1

Day 1

  • Madrid - Arrival day
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  • plaza de España
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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 5 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 Plaza De España, 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.

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 8-day road trip in Spain!

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Day 2

Day 2

  • Madrid
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Drive 28 km, 2 hours 37 min

  • Santiago Bernabéu Stadium
  • Crystal Palace
  • El Retiro Park
  • Museo del Prado
  • Casa de Campo
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Day 2 of your road trip across Spain promises a magnificent time exploring what to see in Madrid. You have 4 nights left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Catch Santiago Bernabéu Stadium before the crowds roll in. This eye-catching stadium is sure to ignite your curiosity. Next, dive into the noteworthy features of Crystal Palace, a must-visit art installation in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to El Retiro Park, an iconic park. For a change of scene, check out Museo Del Prado, known for its respected features. We also recommend visiting Casa De Campo. This park is a must for anyone looking to experience the city to the fullest.

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.

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.

Start your culinary exploration in Madrid by securing a reservation at DiverXO. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Paco Roncero, a top local spot known for its tantalizing creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Let the evening flow smoothly from dinner to drinks at Jazz Bar, a top-rated bar in the area. For other recommendations, España Building provides a perfect setting for rounding out your night with style and great drinks. Likewise, 1862 Dry Bar offers a memorable night with diverse drink options and excellent service.

As the sun sets, rest up and recharge for the next leg of your road trip in Spain.

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Day 3

Day 3

  • Madrid
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Drive 9 km, 1 hour 3 min

  • Museo Nacional Centro de Arte Reina Sofía
  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • Temple of Debod
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Day 3 of your road trip will take you to the best attractions Madrid has to offer. Cherish the 3 nights you have left in the city and use the provided itinerary to discover what to see in Madrid.

No visit to Madrid is complete without Museo Nacional Centro De Arte Reina Sofía. This spectacular museum is one of the top attractions in the city. Proceed to Main Square, another must-visit attraction.

As you wander through the inviting streets of Madrid, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Market Of San Miguel. This iconic food market is a traveler-favorite. Not far away, you’ll find Royal Palace Of Madrid, another key site on your sightseeing itinerary. Temple Of Debod is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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.

Don’t miss out on dining 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.

Savor another day of unforgettable experiences in Spain!

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Day 4

Day 4

  • Madrid
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Drive 188 km, 2 hours 57 min

  • Royal Museum of the Mint of Segovia
  • Puerta de San Andrés
  • Segovia Cathedral
  • Plaza Mayor
  • Aqueduct of Segovia
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Wake up to day 4 of your road trip in Spain. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Segovia. With 2 nights to stay in Madrid, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Segovia is brimming with adventures.

Look forward to a unique sightseeing adventure at the often recommended Museo Real Casa De Moneda De Segovia and allow yourself time to explore. Just a short distance away you'll find your next stop, Puerta De San Andrés, a picture-perfect monument that draws visitors from far and near.

Continue your journey to Segovia Cathedral, one of the city’s most well-known spots that you shouldn’t miss. Another great site to visit is the up-and-coming Plaza Mayor. When you're finished at the public square, Aqueduct Of Segovia awaits your visit. This monument is an UNESCO world heritage-designated highlight on today's itinerary.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Madrid.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for a true cultural experience.

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. Also, be sure to check out Lambuzo. Known as a local hotspot, it’s a great choice for tonight in Madrid.

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

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Day 5

Day 5

  • Madrid
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Drive 205 km, 3 hours 14 min

  • Royal Palace of La Granja of San Ildefonso
  • Mirador de la Pradera de San Marcos
  • Alcázar of Segovia
  • Riofrío Royal Palace
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On day 5 of your road trip, you’ll start and end your day in Madrid, where you have 1 night left to stay.

No visit to Madrid is complete without Royal Palace Of La Granja Of San Ildefonso. This notable palace is one of the top attractions in the town. Proceed to Mirador De La Pradera De San Marcos, another must-visit attraction.

As you wander through the inviting streets of Madrid, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Alcázar Of Segovia. This famous castle is a traveler-favorite. Not far away, you’ll find Royal Palace Of Riofrío, another key site on your sightseeing itinerary.

When you’re done exploring for the day, you’ll return to Madrid and your accommodation.

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

Enjoy a delicious meal at La Mi Venta, a highly-rated dining destination in Madrid. If you're eager to try something different, consider Mas Al Sur, another top spot with a tantalizing menu. You might also want to secure a reservation at HanSo Café. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

As the sun sets, rest up and recharge for the next leg of your road trip in Spain.

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Day 6

Day 6

  • Madrid
  • Cuenca
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Drive 244 km, 3 hours 21 min

  • Quebradilla Park
  • Castle of Torija
  • Santa Maria
  • San Roque Park
  • More

Your itinerary for day 6 of your road trip in Spain includes 3 stops and features some of the highlights of Azuqueca de Henares, Torija, and Guadalajara. At the end of the day, enjoy the comforts of a top-rated hotel in Cuenca, where you'll spend 1 night.

One of the most increasingly popular attractions included on the itinerary is Quebradilla Park. This scenic park will help you start your sightseeing on top. Then, take a leisurely stroll to Castle Of Torija and learn what makes this culturally significant castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the often recommended Santa Maria. After exploring the church, head to San Roque Park. This increasingly popular park is a highlight in Madrid.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Cuenca. Cuenca 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 Cuenca. Enjoy a satisfying meal that will recharge you for tonight'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.

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.

Raise your glass and celebrate another amazing day of your road trip in Spain!

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Day 7

Day 7

  • Cuenca
  • Madrid
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Drive 223 km, 3 hours 19 min

  • Castilla-La Mancha Paleontological Museum
  • San Pablo Bridge
  • Castillo de Cuenca
  • Ciudad Encantada
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Dive into day 7 of your remarkable road trip in Spain. Today you'll explore 1 destination, including Cuenca. At the end of the day, you’ll unwind at one of the finest accommodations in Madrid, where you'll spend 1 night.

Catch Castilla-la Mancha Paleontological Museum before the crowds roll in. This photogenic museum is sure to ignite your curiosity. Next, dive into the enchanting features of San Pablo Bridge, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Castillo De Cuenca, a curiosity-inducing castle. For a change of scene, check out Ciudad Encantada, known for its picturesque 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.

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

Enjoy a delicious meal at Prada a Tope Madrid, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Restaurante Morgana, another top spot with a mouthwatering menu. You might also want to secure a reservation at BiBo Dani García. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

Say good night to Madrid and look forward to another great day of your road trip in Spain!

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Day 8

Day 8

  • Madrid - Departure day
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  • Puerta de Alcalá
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Day 8 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 Puerta De Alcalá. This widely recognized monument is a hotspot among locals.

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 vacation. 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.

If you're in the mood to try something new, consider Malacatín, 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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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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