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

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Escape the ordinary with this exciting 8-day road trip through Spain. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

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.

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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Day1

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. Taking a stroll in the city center is a great alternative. 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.

Cap off your dinner by heading to Bar Yambala, ideal for a leisurely evening with a drink in hand. Baton Rouge Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Cafe Madrid is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise a toast to the start of your 8-day road trip in Spain!

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Day2

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 will take you to the best attractions Madrid has to offer. Cherish the 4 nights you have left in the city and use the provided itinerary to discover what to see in Madrid.

To truly experience Madrid, make sure to drop by Santiago Bernabéu Stadium. This iconic stadium is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Crystal Palace, one of the city’s best highlights.

Next, check out El Retiro Park, one of the most iconic places to see in Madrid. This park is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Museo Del Prado. Wander around and soak in the eye-catching atmosphere this museum offers. Then, head to Casa De Campo, a top-rated park that adds another dimension to your day.

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.

Experience a taste of local culinary excellence while in Madrid by securing a table at DiverXO. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Smoked Room, famous for its scrumptious contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Paco Roncero, a local favorite celebrated for its exquisite creative cuisine in Madrid. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for creative cuisine lovers seeking top-notch culinary experiences.

Continue the enjoyment post-dinner at Jazz Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, España Building offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out 1862 Dry Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Celebrate another amazing day of your road trip adventure in Spain!

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Day3

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
  • More

Day 3 of your road trip across Spain promises a magnificent time exploring what to see in Madrid. You have 3 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 extraordinary Museo Nacional Centro De Arte Reina Sofía and allow yourself time to explore. Just a short distance away you'll find your next stop, Main Square, a majestic public square that draws visitors from far and near.

Continue your journey to Market Of San Miguel, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the wondrous Royal Palace Of Madrid. When you're finished at the palace, Temple Of Debod awaits your visit. This monument is a romantic 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.

Dine in style at Areia, a top recommendation for dinner tonight. Or, for a change of pace, La MaMá Restaurante boasts a menu that's sure to impress. Also, be sure to check out Sacha Restaurant. Known as a local hotspot, it’s a great choice for tonight in Madrid.

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

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Day4

Day 4

  • Madrid
  • Segovia
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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
  • More

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.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Fasten your seatbelt and make your way to your next stop — Segovia, home to many well-known sights in the region. Keep in mind that your travel time from Madrid to Segovia may take around 1 hour 14 min without traffic disruptions. Upon arrival in Segovia, we highly recommend checking out some of the top attractions.

For a more meaningful self-guided tour of the city's best attractions, visit Museo Real Casa De Moneda De Segovia, an often recommended museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Puerta De San Andrés and admire its culturally significant features.

When you’re ready, continue to Segovia Cathedral, an interesting church beloved by locals and tourists alike. Don't miss out on Plaza Mayor, another highlight of the area that promises a memorable visit. Not far away, you’ll also find Aqueduct Of Segovia, a breathtaking place to see that you won’t regret spending some extra time discovering.

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 wonderful meal at Taberna Mozárabe, a top-rated dining spot in Madrid. If you're in the mood for something new, try Restaurante Lakasa, another premier location with a delectable menu. You might also want to book a table at Lambuzo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Madrid.

Celebrate another amazing day of your road trip adventure in Spain!

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Day5

Day 5

  • Madrid
  • San Ildefonso
  • Zamarramala
  • Segovia
  • More

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
  • More

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!

When you’re ready to jump back into the car and say goodbye to Madrid, you’ll hit the road in the direction of Real Sitio de San Ildefonso. This drive usually takes around 1 hour 13 min.

Our first attraction recommendation in Real Sitio de San Ildefonso is Royal Palace Of La Granja Of San Ildefonso, a well-known palace that draws attention for its romantic features.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Zamarramala.

Set out on a self-guided sightseeing tour at Mirador De La Pradera De San Marcos and explore the history-steeped features.

When you arrive in Segovia, it's time to take a break from the road.

Savor the day by heading to Alcázar Of Segovia, an extraordinary castle that draws visitors from near and far.

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

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 lovely dining experience at La Mi Venta, 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 Mas Al Sur, 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 HanSo Café. It’s yet another ideal choice to enhance your time in Madrid tonight.

Get a good night's sleep and look forward to another great day on the road in Spain!

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Day6

Day 6

  • Madrid
  • Azuqueca de Henares
  • Torija
  • Guadalajara
  • Cuenca
  • More

Drive 244 km, 3 hours 21 min

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

Dive into day 6 of your remarkable road trip in Spain. Today you'll explore 3 destinations, including Azuqueca de Henares, Torija, and Guadalajara. At the end of the day, you’ll unwind at one of the finest accommodations in Cuenca, where you'll spend 1 night.

Set your GPS to Azuqueca de Henares and hit the road. Expect a journey of approximately 45 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Azuqueca de Henares beckons with new experiences!

Savor the day by heading to Quebradilla Park, a locally appreciated park that draws visitors from near and far.

Fasten your seatbelt and make your way to your next stop — Torija, home to many well-known sights in the region. Keep in mind that your travel time from Azuqueca de Henares to Torija may take around 24 min without traffic disruptions. Upon arrival in Torija, we highly recommend checking out some of the top attractions.

For a more meaningful self-guided tour of the town's best attractions, visit Castle Of Torija, an underrated castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Guadalajara. This drive usually takes around 17 min, without any stops or traffic disruptions.

Savor the day by heading to Santa Maria, a frequently visited church that draws visitors from near and far. When you're done, continue to San Roque Park, where you can soak in the picturesque surroundings.

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.

Cuenca 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 Cuenca.

Treat yourself to an extraordinary dining experience at Olea Comedor, a Bib Gourmand restaurant offering an incredible modern and fusion menu. Alternatively, if your taste buds call for something different, Sibuya Urban Sushi Bar is another top choice with a popular menu.

Round off your dining experience by visiting Bar Tu Rincón, a prime location for a drink. Alternatively, explore the distinctive characteristics of Café Hispano, a bar catering to every mood and preference. Bogart likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day in Spain!

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Day7

Day 7

  • Cuenca
  • Madrid
  • More

Drive 223 km, 3 hours 19 min

  • Castilla-La Mancha Paleontological Museum
  • San Pablo Bridge
  • Castillo de Cuenca
  • More

Your itinerary for day 7 of your road trip in Spain includes 1 stop and features some of the highlights of Cuenca. At the end of the day, enjoy the comforts of a top-rated hotel in Madrid, where you'll spend 1 night.

Castilla-la Mancha Paleontological Museum brings Cuenca's character to life. This heritage-rich museum is a highlight of any visit in the city. Then, enjoy San Pablo Bridge, another romantic attraction that never fails to captivate visitors. Next, head over to Castillo De Cuenca, one of the city’s most up-and-coming attractions, known for its romantic 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 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.

Make sure to reserve a table at Prada a Tope Madrid, an iconic dining spot in Madrid. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Restaurante Morgana, a popular restaurant in Madrid. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of BiBo Dani García, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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Day8

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 romantic 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.

Savor the flavors at Zalacaín Restaurant, a top pick for dinner tonight. Alternatively, Malacatín beckons with its unique menu offerings.

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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