Luxury 11-Day Spain Road Trip from Madrid traveling south to Toledo

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Set off on the ultimate travel extravagance with this 11-day luxury road trip across Spain. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Spain.

Spain offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Spain. With this perfectly planned vacation itinerary, you will stay 6 nights in Madrid, and 4 nights in Toledo, experiencing the ultimate luxury vacation in Spain.

Finding the perfect luxury lodging is going to make your vacation in Spain feel truly special. The home for your 11-day luxury holiday will be only the most exclusive 5-star hotels in Spain. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Spain, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 11-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Spain.

Throughout your exclusive vacation in Spain, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Spain. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Spain.

This exclusive travel plan is designed to include everything you need to have the best vacation in Spain. By booking this luxury holiday package, you can avoid spending hours researching and planning your 11-day road trip in Spain. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Spain before and after booking. Our flexible trip planning means you will be able to explore Madrid, Avila, Toledo, Consuegra, Campo de Criptana, and Ocaña at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Spain.

The best flights, activities, tours, and hotels in Spain fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Spain today!

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Day 1

Day 1 – Madrid - arrival day

  • Madrid - Arrival day
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  • El Retiro Park
  • More

Your luxury holiday in Spain begins as soon as you reach the city of Madrid, where you'll be staying for 5 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to El Retiro Park. This urban park is rated an average of 4.8 out of 5 stars from 162,386 visitors.

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.

Treat yourself to a wonderful meal at El miniBAR, a top-rated dining spot in Madrid. If you're in the mood for something new, try Restaurante De María - Felíx Boix, another premier location with a delectable menu. You might also want to book a table at Areia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Madrid.

Let the evening flow smoothly from dinner to drinks at Baton Rouge Cocktail Bar, a top-rated bar in the area. For other recommendations, Cafe Madrid 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.

Raise a toast to the start of your 11-day luxury vacation in Spain and look forward to more fantastic days to come!

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Day 2

Day 2 – Madrid

  • Madrid
  • More

Drive 13 km, 1 hour 58 min

  • Plaza Mayor
  • San Miguel Market
  • Catedral de la Almudena
  • Royal Palace of Madrid
  • Casa de Campo
  • More

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 4 nights nights remaining.

An excellent attraction to start your day with is Main Square. This square is rated an average of 4.6 out of 5 stars in 152,388 reviews.

Continue your journey at Market Of San Miguel. This building is rated 4.4 out of 5 stars by 106,296 travelers from near and far.

Madrid is also the home of Almudena Cathedral. This catholic cathedral has an average rating of 4.6 out of 5 stars from 19,842 visitors.

You can continue your self-guided sightseeing tour at Royal Palace Of Madrid. Rated 4.6 out of 5 stars by 77,471 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Casa De Campo. With an average rating of 4.5 out of 5 stars from 50,826 reviews, it’s hard to refuse the opportunity to see this park.

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

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.

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

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Day 3

Day 3 – Madrid

  • Madrid
  • More

Drive 12 km, 1 hour 7 min

  • Santiago Bernabéu Stadium
  • Puerta de Alcalá
  • Círculo de Bellas Artes
  • Thyssen-Bornemisza Museum
  • Museo Nacional del Prado
  • More

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 3 nights nights remaining.

Kick off the day at Santiago Bernabéu Stadium, a top pick for today’s sightseeing. This association football venue is rated an average of 4.6 out of 5 stars in 120,158 reviews.

Today is also your chance to visit Puerta De Alcalá. Puerta De Alcalá is a triumphal arch with an average rating of 4.7 out of 5 stars from 43,833 reviews.

Círculo De Bellas Artes is another top attraction we highly recommend you visit today. This movie theater is rated an average of 4.4 out of 5 stars by 27,540 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Thyssen-bornemisza Museum. This art museum is rated an average of 4.6 out of 5 stars by 32,846 visitors. Visiting Thyssen-bornemisza Museum means you'll be one of 671,078 people who do so every year.

Lastly, don’t miss out on Museo Del Prado, a famous art museum in Madrid. This attraction welcomes 3,497,345 visitors annually and is rated an average of 4.7 out of 5 stars by 98,929 travelers.

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.

Don’t miss out on dining at BiBo Dani García, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Malacatín, another top spot with a mouthwatering menu. You might also want to secure a reservation at Pum Pum Café. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Madrid this evening.

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

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Day 4

Day 4 – Madrid

  • Madrid
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Drive 21 km, 1 hour 34 min

  • Las Ventas Bullring
  • Palacio de Cristal
  • Museo Nacional Centro de Arte Reina Sofía
  • Temple of Debod
  • Western Park
  • More

Day 4 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.

Start your sightseeing with a visit to Las Ventas. This bullring is a popular stop on travelers’ itineraries in Madrid, with an average rating of 4.4 out of 5 stars by 29,501 visitors.

Crystal Palace is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 39,270 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Museo Nacional Centro De Arte Reina Sofía. Visitors have rated this art museum an average of 4.5 out of 5 stars in 46,855 reviews. Museo Nacional Centro De Arte Reina Sofía receives around 1 visitor every year.

Temple Of Debod is another unique site you can experience today. This attraction is an egyptian temple rated an average of 4.4 out of 5 stars in 44,446 reviews.

Make your way to the fantastic Western Park, perhaps the most famous park in Madrid. This attraction is rated 4.5 out of 5 stars by 28,992 travelers.

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

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

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.

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Day 5

Day 5 – Madrid, and Avila

  • Madrid
  • Ávila
  • More

Drive 223 km, 3 hours

  • Real Monasterio de Santo Tomás
  • Catedral de Ávila
  • Muralla de Ávila
  • San Vicente de Ávila
  • More

On day 5 of your stress-free luxury holiday in Spain, you will explore the surroundings of Madrid. You have 1 night left in Madrid, giving you enough time to explore the region.

Avila’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Madrid behind. This drive usually takes around 1 hour 22 min. Avila welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to Real Monasterio De Santo Tomás. This monastery is rated an average of 4.6 out of 5 stars from 2,037 visitors.

Ávila Cathedral is another popular attraction you could visit today. This catholic cathedral has a rating of 4.5 out of 5 stars from 8,100 visitors.

Walls Of Ávila is also highly recommended by travelers. This city walls has a rating of 4.8 out of 5 stars from 14,534 visitors.

San Vicente, Ávila is an attraction you won’t want to miss. This minor basilica is rated an average of 4.6 out of 5 stars in 1,714 reviews.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Madrid.

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 Madrid. Savor the local cuisine and relax as you recount the day's experiences.

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

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

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Day 6

Day 6 – Madrid, Avila, and Toledo

  • Toledo
  • Ávila
  • More

Drive 248 km, 3 hours 32 min

  • Church and birthplace of Saint Teresa of Jesus
  • Plaza Mercado Chico
  • More

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 Avila. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’ve had your share of Madrid, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Avila. Your travel time is around 1 hour 19 min.

Drop by the renowned Cuatro Postes Lookout - Viewpoint Of Ávila. This popular point of interest has been rated an average of 4.7 out of 5 stars by 5,843 visitors.

Another unforgettable place to experience is Puerta De La Adaja En La Muralla De Ávila. Rated 4.7 out of 5 stars by 878 visitors, this point of interest deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Church And Birthplace Of Saint Teresa Of Jesus. This church has been rated an average of 4.5 out of 5 stars in 3,232 reviews.

Another favorite attraction in the area is Plaza Mercado Chico. This sightseeing destination and popular place of interest enjoys a rating of 4.4 out of 5 stars from 3,654 local and international travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Toledo. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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 Toledo for you, so you can check out the menus and make your reservation in advance.

Start your culinary exploration in Toledo by securing a reservation at Iván Cerdeño. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of modern cuisine. Immerse yourself in the culinary delights of Tobiko Restaurante, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Continue your lively evening at Buca Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Pub "o'briens" is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Terraza Miradero 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.

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Day 7

Day 7 – Toledo

  • Toledo
  • More

Drive 7 km, 49 min

  • Mirador del Valle
  • Alcantara Bridge
  • Mezquita del Cristo de la Luz
  • Puerta de Bisagra
  • More

Day 7 of your luxury road trip in Spain begins and concludes in the city of Toledo. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Toledo, where you still have 3 nights nights remaining.

Begin your sightseeing with a visit to Mirador Del Valle. This extraordinary landmark is rated an average of 4.8 out of 5 stars by 10,058 visitors.

Next, make your way to Alcantara Bridge. This top attraction is a point of interest with an average rating of 4.7 out of 5 stars by 8,836 visitors.

We also recommend a visit to Mezquita Del Cristo De La Luz. This church is rated 4.2 out of 5 stars by 4,181 travelers.

If you’re keen to keep exploring, visit Puerta De Bisagra. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 9,260 travelers.

Today is also your chance to spend some time at Paseo De La Vega. This park is rated an average of 4.4 out of 5 stars by 3,900 travelers.

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

Dine in style at Restaurante Taberna El Gallo Toledo, a top recommendation for dinner tonight. Or, for a change of pace, La Clandestina boasts a menu that's sure to impress. Also, be sure to check out Restaurante "El Cobertizo". Known as a local hotspot, it’s a great choice for tonight in Toledo.

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.

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Day 8

Day 8 – Toledo

  • Toledo
  • More

Drive 3 km, 48 min

  • Museo del Greco
  • Iglesia de Santo Tomé
  • Monasterio de San Juan de los Reyes
  • San Martin's Bridge
  • More

Day 8 of your luxury road trip in Spain begins and concludes in the city of Toledo. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Toledo, where you still have 2 nights nights remaining.

When you’re ready for some sightseeing, make your way to El Greco Museum. This much-appreciated art museum is rated 4.4 out of 5 stars in 4,753 reviews.

Next up is Iglesia De Santo Tomé. This church has an average rating of 4.4 out of 5 stars from 5,277 visitors.

Another top sightseeing recommendation is Monasterio De San Juan De Los Reyes, Toledo. This monastery has been rated 4.6 out of 5 stars in 6,783 reviews.

San Martin's Bridge is another attraction you have the opportunity to visit today. This point of interest has an average rating of 4.7 out of 5 stars from 10,516 reviews.

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 Toledo for you so you can browse their menus in advance and make a reservation.

Treat yourself to a delicious dinner at Jacaranda Bar, an excellent option for tonight's dining. Looking for something different? Taberna el Botero offers a tantalizing alternative with its diverse menu. And don’t miss La Orza. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Toledo.

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.

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Day 9

Day 9 – Toledo

  • Toledo
  • More

Drive 1 km, 21 min

  • Alcázar de Toledo
  • Army Museum
  • Zocodover
  • Santa Iglesia Catedral Primada de Toledo
  • More

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

Be one of the day’s first visitors at Alcázar Of Toledo. This alcázar is rated an average of 4.6 out of 5 stars by 30,193 visitors.

When you’re finished at Alcázar Of Toledo, head to Army Museum. This one-of-a-kind military museum is rated an average of 4.5 out of 5 stars in 5,537 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Zocodover. This sightseeing destination is rated an average of 4.5 out of 5 stars by 19,930 visitors.

If you’re keen to explore more, then consider a visit to Santa Iglesia Catedral Primada De Toledo. This church is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 27,938 visitors.

Discover a world of culinary delights in Toledo, 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.

Make sure to book a table at Bar-Restaurante "Santa Fe", a popular restaurant in Toledo. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Toledo at Madre Tierra | Restaurante vegetariano - Vegano en Toledo, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Restaurante Hierbabuena. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Toledo tonight.

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

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Day 10

Day 10 – Toledo, Consuegra, Campo de Criptana, Ocaña, and Madrid

  • Madrid
  • Consuegra
  • Campo de Criptana
  • Ocaña
  • More

Drive 272 km, 3 hours 30 min

  • Castillo de Consuegra
  • Plaza Mayor de Ocaña
  • More

Wake up to day 10 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 Madrid, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Consuegra, Campo de Criptana, and Ocaña.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Consuegra. This drive usually takes around 50 min, without any stops or traffic disruptions.

A top pick for your self-guided sightseeing tour today is Castle Of La Muela. Previous visitors have rated this castle an average of 4.6 out of 5 stars in 4,494 reviews.

Molinos De Viento De Consuegra is a local recommendation that you also can pay a visit today. This museum is rated an average of 4.7 out of 5 stars in 2,287 reviews.

After soaking in Consuegra’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Campo de Criptana. Expect your car journey to take a minimum of 44 min. When you arrive in Campo de Criptana, it's time to take a break from the road.

A top pick for your self-guided sightseeing tour today is Molinos De Viento De Campo De Criptana. Previous visitors have rated this sightseeing destination an average of 4.7 out of 5 stars in 2,000 reviews.

As you’ve unraveled the marvels of Campo de Criptana, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Ocaña may take around 59 min. Upon your arrival in Ocaña, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Kick off the day at Plaza Mayor De Ocaña, a top pick for today’s sightseeing. This square is rated an average of 4.6 out of 5 stars in 3,189 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Madrid. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Have a fantastic dining experience at Corral de la Morería, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Inclán Brutal Bar offers an enticing alternative with its varied menu. Additionally, JUNGLEKING - International Food & XL Brunch in Madrid is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

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

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Day 11

Day 11 – Madrid - departure day

  • Madrid - Departure day
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  • Plaza de España
  • More

Today is the last day of your 11-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.

Make the most of your final day in Spain by visiting Madrid’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Spain.

Make the most of what's left of your luxury vacation and head out to the stunning Plaza De España. This extraordinary square and attraction is rated an average of 4.4 out of 5 stars in 98,199 reviews, and is an excellent choice for your last sightseeing in Madrid.

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

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!

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