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

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Experience the freedom of the open road on an unforgettable 8-day road trip in Spain! Embark on a self-drive tour that caters to every traveler, featuring destinations like 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
Drop-off: 10:00

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Day 1

Day 1

  • Madrid - Arrival day
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  • plaza de España
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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 5 nights discovering what to see in Madrid 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 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.

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 central location for easy access to key areas 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.

Don’t miss out on dining at Restaurante Taberna Madrid Madriz, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Lamucca del Carmen, another top spot with a mouthwatering menu. You might also want to secure a reservation at El miniBAR. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

After enjoying a fulfilling meal, continue your evening at Bar Yambala, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Baton Rouge Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Cafe Madrid provides an excellent environment for a relaxed and enjoyable 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
  • More

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.

Look forward to a unique sightseeing adventure at the iconic Santiago Bernabéu Stadium and allow yourself time to explore. Just a short distance away you'll find your next stop, Crystal Palace, a romantic art installation that draws visitors from far and near.

Continue your journey to El Retiro Park, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the timeless Museo Del Prado. When you're finished at the museum, Casa De Campo awaits your visit. This park is a scenic highlight on today's itinerary.

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.

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

Experience a symphony of flavors at DiverXO in Madrid by securing a reservation in advance. Renowned for its 3-star Michelin distinction, DiverXO delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Smoked Room, acclaimed for its delectable contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Paco Roncero, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for creative cuisine in the city.

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.

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 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.

Catch Museo Nacional Centro De Arte Reina Sofía before the crowds roll in. This history-steeped museum is sure to ignite your curiosity. Next, dive into the romantic features of Main Square, a must-visit public square 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 Market Of San Miguel, an iconic food market. For a change of scene, check out Royal Palace Of Madrid, known for its romantic features. We also recommend visiting Temple Of Debod. This monument 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.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Madrid. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at Areia, a popular restaurant in Madrid. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Madrid at La MaMá Restaurante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Sacha Restaurant. It’s yet another ideal choice to enhance your time in Madrid tonight.

Raise your glass and celebrate another amazing day of your road trip 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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On day 4 of your road trip, you’ll start and end your day in Madrid, where you still have 2 nights left. You'll spend part of the day exploring places of interest outside the immediate city, including Segovia.

Whatever your travel style is, Museo Real Casa De Moneda De Segovia is an essential stop in Madrid. This up-and-coming museum provides an insightful glimpse into the city's identity. Next, discover Puerta De San Andrés, a culturally significant monument, promising a delightful encounter.

Continue your sightseeing with a visit to Segovia Cathedral, a popular church. When you’re done, don’t forget to make a stop at the increasingly popular Plaza Mayor. Round off your day at Aqueduct Of Segovia, another gem in Madrid with historic features to discover.

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.

Treat yourself to a delicious dinner at Taberna Mozárabe, an excellent option for tonight's dining. Looking for something different? Restaurante Lakasa offers a tantalizing alternative with its diverse menu. And don’t miss Lambuzo. Known for great service, it’s a fantastic choice for tonight in Madrid.

Take some time to reflect on your day and savor another beautiful night 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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Wake up to day 5 of your road trip in Spain. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Real Sitio de San Ildefonso, Zamarramala, and Segovia. With 1 night to stay in Madrid, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Real Sitio de San Ildefonso is brimming with adventures.

Awaiting your discovery is the popular Royal Palace Of La Granja Of San Ildefonso, an enchanting palace in Madrid. Next, go to Mirador De La Pradera De San Marcos.

After visiting Royal Palace Of La Granja Of San Ildefonso and Mirador De La Pradera De San Marcos, have a stroll along Madrid's streets and take in the local charm. Continue your sightseeing by heading to Alcázar Of Segovia. This romantic castle offers a unique experience. Royal Palace Of Riofrío is another noteworthy attraction worthwhile a visit.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Madrid. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at La Mi Venta, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Mas Al Sur, another top spot with a mouthwatering menu. You might also want to secure a reservation at HanSo Café. 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 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.

Your adventure in Madrid is only getting started when you visit Quebradilla Park, a curiosity-inducing local hot spot. Another notable attraction to explore is Castle Of Torija. This increasingly popular castle is known for its enchanting 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 Santa Maria. This culturally significant church offers a fascinating experience that many visitors find memorable. San Roque Park is also worth visiting.

When you’re done exploring for the day, you’ll drive to your hotel in Cuenca. 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 Cuenca's best restaurants.

Set out on a gastronomic journey in Cuenca by reserving a table at Olea Comedor. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of modern and fusion cuisine. Looking for something different? Sibuya Urban Sushi Bar offers a tantalizing alternative with its diverse menu. Known for great service, it’s a fantastic choice for tonight in Cuenca.

Keep the evening going at Bar Tu Rincón, a great choice for enjoying the after-dinner hours with a drink. You could also go to Café Hispano, which offers a similarly pleasant setting and great drinks. Another option is Bogart, which provides an inviting environment for unwinding after a busy day out.

Take some time to reflect on your day and savor another beautiful night 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.

Check out the intriguing 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 Castillo De Cuenca. This often recommended castle is an essential stop. Following that, head to Ciudad Encantada, another must-visit site that will enhance your experience.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

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.

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 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, we recommend visiting Puerta De Alcalá, a visually striking monument 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 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.

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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