Luxury 14-Day Spain Road Trip from Madrid traveling west to Segovia, Valladolid, Salamanca, Cáceres, Seville, Cordova, Granada, and Ciudad Real

Your luxury holiday in Spain begins as soon as you reach the city of Madrid, where you'll be staying for 3 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

A top pick for your self-guided sightseeing tour today is plaza de España. Previous visitors have rated this square an average of 4.4 out of 5 stars in 98,199 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Madrid. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

After a long day of discovering the unique quirks of Spain, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Madrid so you can check out the menus and make advance reservations.

As a top-rated it is an ideal choice in the city.

Continue the enjoyment post-dinner at Baton Rouge Cocktail Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Cafe Madrid 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.

Raise a toast to the start of your 14-day luxury vacation in Spain and look forward to more fantastic days to come!

Day 2 of your luxury road trip in Spain begins and concludes in the city of Madrid. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Madrid, where you still have 2 nights nights remaining.

Your sightseeing of the day begins at Main Square, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 152,388 reviews.

Next, satisfy your wanderlust at Market of San Miguel. This building has an average rating of 4.4 out of 5 stars from 106,296 travelers.

Royal Palace of Madrid is another must-visit attraction. This renowned royal palace offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 77,471 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Temple of Debod. This well-loved egyptian temple boasts a 4.4 out of 5-star rating from 44,446 reviews.

When there’s still energy left for exploring, Casa de Campo awaits. If you’ve been interested in experiencing a park, this is a top pick rated 4.5 out of 5 stars by 50,826 previous visitors.

After a long day of discovering the unique quirks of Spain, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Madrid so you can check out the menus and make advance reservations.

Esteemed as a restaurant, it features an exceptional menu.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Spain has plenty more in store for you.

Day 3 of your luxury road trip in Spain begins and concludes in the city of Madrid. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Madrid, where you still have 1 night nights remaining.

When you're ready to see some sights, Santiago Bernabéu Stadium is a great place to start. This association football venue is rated an average of 4.6 out of 5 stars by 120,158 visitors.

Another popular attraction you can visit today is Las Ventas. This bullring has an average rating of 4.4 out of 5 stars from 29,501 travelers.

We also recommend a stop at Puerta de Alcalá. The triumphal arch has been rated an average of 4.7 out of 5 stars by 43,833 visitors.

If you're keen to explore more, consider visiting Museo del Prado. This art museum is a popular attraction with an average rating of 4.7 out of 5 stars from 98,929 reviews. As a top-rated attraction, it's no surprise that 3,497,345 people visit Museo del Prado every year.

Museo Nacional Centro de Arte Reina Sofía is another easily accessible place to visit on this day of your trip. Stop by this art museum, rated 4.5 out of 5 stars in 46,855 reviews, to discover more of what makes it unique. This attraction gets 1 visitor every year.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Madrid.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Spain has plenty more in store for you.

Wake up to day 4 of your luxury road trip holiday in Spain! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Segovia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Madrid.

After soaking in Madrid’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Segovia. Expect your car journey to take a minimum of 1 hour 17 min. When you arrive in Segovia, it's time to take a break from the road.

Kick off the day at Círculo de Bellas Artes, a top pick for today’s sightseeing. This movie theater is rated an average of 4.4 out of 5 stars in 27,540 reviews.

Today is also your chance to visit Thyssen-Bornemisza Museum. Thyssen-Bornemisza Museum is an art museum with an average rating of 4.6 out of 5 stars from 32,846 reviews. Attracting more than 671,078 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

El Retiro Park is another top attraction we highly recommend you visit today. This urban park is rated an average of 4.8 out of 5 stars by 162,386 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Crystal Palace. This building is rated an average of 4.6 out of 5 stars by 39,270 visitors.

Lastly, don’t miss out on Great Pond of El Retiro, a famous park in Madrid. This attraction is rated an average of 4.7 out of 5 stars by 22,242 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Segovia.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Segovia. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

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

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Spain has plenty more in store for you.

On day 5 of your luxury holiday in Spain, your road trip route will take you exploring the best of Segovia. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

Continue your road trip and head to your next destination, Valladolid. This car ride takes around 1 hour 18 min.

Journey into the unknown at Plaza Mayor, a unique attraction awaiting your visit. This remarkable plaza mayor has an average rating of 4.6 out of 5 stars from 7,239 reviews.

When you’re ready to continue your sightseeing, Segovia Cathedral is a recommended place to visit. This catholic cathedral is rated an average of 4.7 out of 5 stars in 18,509 reviews.

Another must-see attraction in Segovia is Aqueduct of Segovia. Rated an average of 4.8 out of 5 stars by 95,202 travelers, this popular tourist destination in Segovia offers an experience you will remember.

Puerta de San Andrés is another popular stop on travelers' itineraries in Segovia. This city gate promises memorable moments of exploring. Other travelers have rated this attraction 4.5 out of 5 stars in 1,690 reviews.

Lastly, don't miss out on Alcázar of Segovia. Rated 4.7 out of 5 stars by 49,713 local and international travelers, it's a popular place to visit. This alcázar gets closer to 754,946 visits every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Valladolid.

After a long day of discovering the unique quirks of Spain, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Valladolid so you can check out the menus and make advance reservations.

Continue your lively evening at The Lost Child Cocktail's Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Café Bar Alborada is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Monasterio ensures a night out tailored to your taste.

Celebrate another great day of your luxury holiday in Spain with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Wake up to day 6 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Valladolid and Avila. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Avila. This drive usually takes around 1 hour 34 min, without any stops or traffic disruptions.

When you're ready to see some sights, Plaza Mayor is a great place to start. This square is rated an average of 4.7 out of 5 stars by 6,713 visitors.

Another popular attraction you can visit today is Plaza de Zorrilla. This square has an average rating of 4.6 out of 5 stars from 6,590 travelers.

We also recommend a stop at Parque Campo Grande. The park has been rated an average of 4.7 out of 5 stars by 15,850 visitors.

As you’ve unraveled the marvels of Valladolid, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Avila may take around 1 hour 34 min. Upon your arrival in Avila, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make Ávila Cathedral one of your first sightseeing stops in Avila. Rated an average of 4.5 out of 5 stars by 8,100 travelers, a visit to this local attraction makes for a great introduction to the area.

Walls of Ávila is a worthwhile attraction you can visit next. This city walls is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 14,534 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Salamanca.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Salamanca.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Café Bar Capitán Haddock stands out as an excellent choice for a post-dinner cocktail. Alternatively, Mist Cocktail Bar offers an ideal atmosphere to enjoy the pleasures of the night. Bar Segundo is also a great option that provides a perfect setting for a relaxing evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Spain has plenty more in store for you.

Wake up to day 7 of your luxury road trip holiday in Spain! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Cáceres, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Salamanca and Cáceres.

Your sightseeing of the day begins at old town of Cáceres, a remarkable old town where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 8,573 reviews.

Set your GPS to Cáceres and hit the road. Expect a journey of approximately 2 hours 8 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Cáceres beckons with new experiences!

Make Salamanca Cathedral your first stop of the day. Previous visitors have rated this church an average of 4.7 out of 5 stars in 14,562 reviews.

Next up, make a stop at Calisto and Melibea Vegetable Garden. With an average rating of 4.5 out of 5 stars by 11,760 visitors, it's easy to understand why so many people visit this park every year.

Casa Lis is another attraction you can visit on this day of your vacation. This house has an average rating of 4.5 out of 5 stars by 6,572 visitors.

When you’re finished at Casa Lis, the perfect next stop is Roman bridge of Salamanca. This bridge is rated an average of 4.7 out of 5 stars in 9,869 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Cáceres.

Discover a world of culinary delights in Cáceres, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

To truly maximize your evening out, consider visiting El Corral de las Cigüeñas after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Traviata, another bar with an inviting ambiance. Similarly, Little Gin also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to another amazing day of your luxury holiday in Salamanca, Spain and seize the opportunity to celebrate.

On day 8 of your luxury holiday in Spain, your road trip route will take you exploring the best of Merida. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

As you’ve unraveled the marvels of Cáceres, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Merida may take around 53 min. Upon your arrival in Merida, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Drop by the renowned Acueducto de los Milagros. This popular aqueduct has been rated an average of 4.7 out of 5 stars by 8,410 visitors.

Another unforgettable place to experience is Temple of Diana. Rated 4.7 out of 5 stars by 13,292 visitors, this roman temple deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Pórtico del Foro Municipal de Augusta Emérita. This point of interest has been rated an average of 4.6 out of 5 stars in 563 reviews.

Another favorite attraction in the area is National Museum of Roman Art. This art museum and popular place of interest enjoys a rating of 4.7 out of 5 stars from 4,891 local and international travelers.

If you’re keen to explore even more, then consider a visit to Roman Theatre of Emerita Augusta. With an average rating of 4.8 out of 5 stars from 37,382 travelers, this roman theatre is an attraction many avid travelers highly recommend visiting while in Merida.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Seville.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Seville. Savor the local cuisine and relax as you recount the day's experiences.

As a top-rated it is an ideal choice in the city.

Continue the enjoyment post-dinner at Garlochí, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Second Room offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

Raise your glass and relax after another big day of your luxury holiday in Spain!

Day 9 of your luxury road trip in Spain begins and concludes in the city of Seville. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Seville, where you still have 1 night nights remaining.

An excellent attraction to start your day with is Parque de María Luisa. This park is rated an average of 4.7 out of 5 stars in 34,203 reviews.

Continue your journey at Plaza de España. This porticoed square is rated 4.8 out of 5 stars by 141,385 travelers from near and far.

Seville is also the home of Metropol Parasol. This monument has an average rating of 4.3 out of 5 stars from 78,849 visitors.

You can continue your self-guided sightseeing tour at La Alameda. Rated 4.4 out of 5 stars by 17,974 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Hermandad de la Macarena. With an average rating of 4.7 out of 5 stars from 11,549 reviews, it’s hard to refuse the opportunity to see this church.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Seville for you, so you can check out the menus and make your reservation in advance.

As a top-rated it is an ideal choice in the city.

Raise your glass and relax after another big day of your luxury holiday in Spain!

Wake up to day 10 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Seville. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Fasten your seatbelt and make your way to your next stop. Cordova, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Seville to Cordova may take around 1 hour 49 min without traffic disruptions. Upon arrival in Cordova, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Plaza de toros de la Maestranza. This monument is a popular stop on travelers’ itineraries in Seville, with an average rating of 4.4 out of 5 stars by 23,913 visitors.

Torre del Oro is another popular place of interest you can visit today. The average rating of 4.5 out of 5 stars from 40,410 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Giralda. Visitors have rated this bell tower an average of 4.7 out of 5 stars in 36,814 reviews.

Catedral de Sevilla is another unique site you can experience today. This attraction is a catholic cathedral rated an average of 4.8 out of 5 stars in 45,052 reviews.

Make your way to the fantastic Royal Alcázar of Seville, perhaps the most famous park in Seville. This attraction is rated 4.7 out of 5 stars by 74,238 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Cordova.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Cordova.

Round off your dining experience by visiting Bar "Baron", a prime location for a drink. Alternatively, explore the distinctive characteristics of Kavango, a bar catering to every mood and preference.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Spain has plenty more in store for you.

Wake up to day 11 of your luxury road trip holiday in Spain! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Granada, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Cordova.

Embrace the thrill of the open road as you wave goodbye to Cordova and set your GPS to Granada. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 1 min. Upon reaching Granada, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to Plaza de la Corredera. This porticoed square is rated an average of 4.3 out of 5 stars from 21,080 visitors.

Plaza de las Tendillas, Córdoba, Spain is another popular attraction you could visit today. This square has a rating of 4.5 out of 5 stars from 20,380 visitors.

Mosque-Cathedral of Cordoba is also highly recommended by travelers. More than 751,008 people visit this top attraction every year. This catholic cathedral has a rating of 4.8 out of 5 stars from 16,325 visitors.

Puente romano is an attraction you won’t want to miss. This bridge is rated an average of 4.7 out of 5 stars in 26,580 reviews.

Another attraction you have the opportunity to visit today is Alcázar Nuevo. This castle has received an average rating of 4.5 out of 5 stars from 30,842 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Granada.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Granada for you, so you can check out the menus and make your reservation in advance.

Esteemed as a restaurant, it features an exceptional menu.

Following your dinner, dive into the local bar culture at Aliatar. Alternatively, go to Continental Café Pub Granada, the perfect place for those looking to experience the best of the nightlife.

Celebrate another great day of your luxury holiday in Spain with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

On day 12 of your luxury holiday in Spain, your road trip route will take you exploring the best of Granada and Jaen. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

When you’re ready to jump back into the car and say goodbye to Granada, you’ll hit the road in the direction of Jaen. This drive usually takes around 1 hour 8 min. When you arrive, enjoy some sightseeing.

Be one of the day’s first visitors at Nasrid Palaces. This point of interest is rated an average of 4.8 out of 5 stars by 20,263 visitors.

When you’re finished at Nasrid Palaces, head to Palace of Charles V. This one-of-a-kind palace is rated an average of 4.5 out of 5 stars in 7,429 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Alhambra. This architectural ensemble is rated an average of 4.8 out of 5 stars by 127,431 visitors.

Fasten your seatbelt and make your way to your next stop. Jaen, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Granada to Jaen may take around 1 hour 8 min without traffic disruptions. Upon arrival in Jaen, we highly recommend checking out some of the top attractions.

Make Andrés de Vandelvira Park your first stop of the day. Previous visitors have rated this park an average of 4.4 out of 5 stars in 1,950 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Ciudad Real.

In Ciudad Real, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Spain has plenty more in store for you.

Wake up to day 13 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Toledo. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Toledo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Ciudad Real behind. This drive usually takes around 1 hour 28 min. Toledo welcomes you with a multitude of unique vacation experiences.

Make Zocodover one of your first sightseeing stops in Toledo. Rated an average of 4.5 out of 5 stars by 19,930 travelers, a visit to this local attraction makes for a great introduction to the area.

Alcázar of Toledo is a worthwhile attraction you can visit next. This alcázar is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 30,193 reviews.

Today is also the perfect opportunity to drop by Santa Iglesia Catedral Primada de Toledo. This church has been rated an average of 4.7 out of 5 stars by 27,938 visitors.

If you’re keen to explore more, head to Mirador del Valle. A trip to this popular landmark is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 10,058 previous visitors.

Another top place to visit is San Martin's Bridge. This sightseeing destination enjoys an average rating of 4.7 out of 5 stars from 10,516 local and international travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Madrid.

After exploring the unique sights of Spain, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Madrid for you so you can browse their menus in advance and make a reservation.

Raise a toast to another amazing day of your luxury holiday in Toledo, Spain and seize the opportunity to celebrate.

Today is the last day of your 14-day luxury holiday in Spain and it’s soon time to start your journey home. This is your chance to get one last glimpse of Madrid before saying goodbye.

On your last day in Spain, take time to indulge in shopping at Madrid’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Spain. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Spain forever.

Treat yourself to a final feast. Savor the unique flavors of Madrid one last time before you head to the airport.

Dine in style at James Joyce Irish Pub Madrid, a top recommendation for dinner tonight. Or, for a change of pace, Restaurante El Espigón Madrid boasts a menu that's sure to impress.

You will then say farewell to Madrid and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Spain in your luggage!