Luxury 10-Day Spain Road Trip from Madrid traveling south to Toledo

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Escape for the holiday of a lifetime with this 10-day luxury road trip 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 5 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 10-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 10-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 10-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, 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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  • Plaza de España
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Your luxury holiday in Spain begins as soon as you reach the city of Madrid, where you'll be staying for 4 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Plaza De España. This square is a popular stop on travelers’ itineraries in Madrid, with an average rating of 4.4 out of 5 stars by 98,199 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.

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

Enjoy a lovely meal at El miniBAR, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Restaurante De María - Felíx Boix is another top choice with a popular menu. You could also check for a table at Areia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Madrid tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Baton Rouge Cocktail Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Cafe Madrid 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.

Raise a toast to the start of your 10-day luxury vacation in Spain and look forward to more fantastic days to come!

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Day 2

Day 2 – Madrid

  • Madrid
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Drive 15 km, 1 hour 7 min

  • Plaza Mayor
  • San Miguel Market
  • Royal Palace of Madrid
  • Temple of Debod
  • 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 3 nights nights remaining.

When you’re ready for some sightseeing, make your way to Main Square. This much-appreciated square is rated 4.6 out of 5 stars in 152,388 reviews.

Next up is Market Of San Miguel. This building has an average rating of 4.4 out of 5 stars from 106,296 visitors.

Another top sightseeing recommendation is Royal Palace Of Madrid. This royal palace has been rated 4.6 out of 5 stars in 77,471 reviews.

Temple Of Debod is another attraction you have the opportunity to visit today. This egyptian temple has an average rating of 4.4 out of 5 stars from 44,446 reviews.

To continue your sightseeing, head over to Casa De Campo. This park is rated an average of 4.5 out of 5 stars in 50,826 reviews.

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

Dive into a culinary adventure like no other in Madrid by booking a table at DiverXO. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Paco Roncero, a top local restaurant known for its tantalizing creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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 3

Day 3 – Madrid

  • Madrid
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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 2 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 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.

Enjoy a delicious meal at BiBo Dani García, a highly-rated dining destination in Madrid. If you're eager to try something different, consider Malacatín, another top spot with a tantalizing menu. You might also want to secure a reservation at Pum Pum Café. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Madrid this 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.

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Day 4

Day 4 – Madrid

  • Madrid
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Drive 14 km, 1 hour 33 min

  • Museo Nacional Centro de Arte Reina Sofía
  • Palacio de Cristal
  • El Retiro Park
  • Great Pond of El Retiro
  • Las Ventas Bullring
  • 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 1 night nights remaining.

Journey into the unknown at Museo Nacional Centro De Arte Reina Sofía, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.5 out of 5 stars from 46,855 reviews. Every year, Museo Nacional Centro De Arte Reina Sofía welcomes more than 1 curious visitors.

When you’re ready to continue your sightseeing, Crystal Palace is a recommended place to visit. This building is rated an average of 4.6 out of 5 stars in 39,270 reviews.

Another must-see attraction in Madrid is El Retiro Park. Rated an average of 4.8 out of 5 stars by 162,386 travelers, this popular tourist destination in Madrid offers an experience you will remember.

Great Pond Of El Retiro is another popular stop on travelers' itineraries in Madrid. This park promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 22,242 reviews.

Lastly, don't miss out on Las Ventas. Rated 4.4 out of 5 stars by 29,501 local and international travelers, it's a popular place to visit.

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.

Make sure to reserve a table at Sagaretxe, 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 Arrabal Madrid, 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 Taberna El Sur, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 5

Day 5 – Madrid, Avila, and Toledo

  • Toledo
  • Ávila
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Drive 243 km, 3 hours 20 min

  • San Vicente de Ávila
  • Muralla de Ávila
  • Catedral de Ávila
  • Plaza Mercado Chico
  • More

On day 5 of your luxury holiday in Spain, your road trip route will take you exploring the best of Avila. The day's journey will conclude in Toledo, a city that offers you comfort and relaxation for 4 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

Set your GPS to Avila and hit the road. Expect a journey of approximately 1 hour 20 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Avila beckons with new experiences!

Kick off the day at San Vicente, Ávila, a top pick for today’s sightseeing. This minor basilica is rated an average of 4.6 out of 5 stars in 1,714 reviews.

Today is also your chance to visit Walls Of Ávila. Walls Of Ávila is a city walls with an average rating of 4.8 out of 5 stars from 14,534 reviews.

Ávila Cathedral is another top attraction we highly recommend you visit today. This catholic cathedral is rated an average of 4.5 out of 5 stars by 8,100 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Plaza Mercado Chico. This sightseeing destination is rated an average of 4.4 out of 5 stars by 3,654 visitors.

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.

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

Have a memorable dining experience in Toledo by booking a table at Iván Cerdeño, renowned as a 2-star Michelin restaurant presenting an exceptional modern menu. 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.

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 6

Day 6 – Toledo

  • Toledo
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Drive 1 km, 22 min

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

Day 6 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.

Make Santa Iglesia Catedral Primada De Toledo one of your first sightseeing stops in Toledo. Rated an average of 4.7 out of 5 stars by 27,938 travelers, a visit to this local attraction makes for a great introduction to the area.

Zocodover is a worthwhile attraction you can visit next. This point of interest is a valued place of interest in the area, with an average rating of 4.5 out of 5 stars from 19,930 reviews.

Today is also the perfect opportunity to drop by Army Museum. This military museum has been rated an average of 4.5 out of 5 stars by 5,537 visitors.

If you’re keen to explore more, head to Alcázar Of Toledo. A trip to this popular alcázar is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 30,193 previous visitors.

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.

Have a fantastic dining experience at Restaurante Taberna El Gallo Toledo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Clandestina offers an enticing alternative with its varied menu. Additionally, Restaurante "El Cobertizo" is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Toledo.

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

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Day 7

Day 7 – Toledo

  • Toledo
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Drive 2 km, 42 min

  • San Martin's Bridge
  • FLY TOLEDO
  • Monasterio de San Juan de los Reyes
  • Sinagoga de Santa María La Blanca
  • 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 2 nights nights remaining.

Seize the day by visiting some of the best attractions in the area, like San Martin's Bridge. This extraordinary point of interest has an average rating of 4.7 out of 5 stars from 10,516 visitors.

Next, make your way to Fly Toledo. This point of interest is rated an average of 4.8 out of 5 stars in 2,381 reviews.

While in Toledo, we also recommend a visit to Monasterio De San Juan De Los Reyes, Toledo. This monastery has been rated an average of 4.6 out of 5 stars in 6,783 reviews.

If you’re keen to explore even more, then consider a visit to Sinagoga De Santa María La Blanca. With an average rating of 4.1 out of 5 stars by 5,235 travelers, this museum is a highly recommended stop on your sightseeing around Toledo.

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

Make sure to reserve a table at Jacaranda Bar, an iconic dining spot in Toledo. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Taberna el Botero, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Orza, a hidden gem nestled in Toledo. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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Day 8

Day 8 – Toledo

  • Toledo
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Drive 3 km, 1 hour 1 min

  • Hospital de Tavera
  • Puerta de Bisagra
  • Mezquita del Cristo de la Luz
  • Alcantara 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 1 night nights remaining.

Your sightseeing of the day begins at Hospital De Tavera, a remarkable former hospital where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 489 reviews.

Next, satisfy your wanderlust at Paseo De La Vega. This park has an average rating of 4.4 out of 5 stars from 3,900 travelers.

Puerta De Bisagra is another must-visit attraction. This renowned city gate offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 9,260 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 Mezquita Del Cristo De La Luz. This well-loved church boasts a 4.2 out of 5-star rating from 4,181 reviews.

When there’s still energy left for exploring, Alcantara Bridge awaits. If you’ve been interested in experiencing a point of interest, this is a top pick rated 4.7 out of 5 stars by 8,836 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 Toledo so you can check out the menus and make advance reservations.

Treat yourself to a delicious dinner at Bar-Restaurante "Santa Fe", an excellent option for tonight's dining. Looking for something different? Madre Tierra | Restaurante vegetariano - Vegano en Toledo offers a tantalizing alternative with its diverse menu. And don’t miss Restaurante Hierbabuena. With its reputation for pleasing customers, it’s a fantastic 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 9

Day 9 – Toledo, Consuegra, Ocaña, and Madrid

  • Madrid
  • Consuegra
  • Ocaña
  • More

Drive 203 km, 2 hours 28 min

  • Castillo de Consuegra
  • Plaza Mayor de Ocaña
  • More

Wake up to day 9 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Consuegra, and Ocaña. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Toledo, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Consuegra may take around 50 min. Upon your arrival in Consuegra, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Your sightseeing of the day begins at Molinos De Viento De Consuegra, a remarkable museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 2,287 reviews.

Next, satisfy your wanderlust at Castle Of La Muela. This castle has an average rating of 4.6 out of 5 stars from 4,494 travelers.

Fasten your seatbelt and make your way to your next stop. Ocaña, 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 Consuegra to Ocaña may take around 47 min without traffic disruptions. Upon arrival in Ocaña, we highly recommend checking out some of the top attractions.

Your sightseeing of the day begins at Plaza Mayor De Ocaña, 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 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 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.

Don’t miss out on dining at James Joyce Irish Pub Madrid, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Restaurante El Espigón Madrid, another top spot with a mouthwatering menu. You might also want to secure a reservation at Coque. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Madrid this evening.

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 10

Day 10 – Madrid - departure day

  • Madrid - Departure day
  • More
  • Western Park
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Today is the last day of your 10-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. Look for keepsakes or souvenirs to remind you of your trip.

Make the most of what's left of your luxury vacation and head out to the stunning Western Park. This extraordinary park and attraction is rated an average of 4.5 out of 5 stars in 28,992 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.

Treat yourself to a delightful dinner at Corral de la Morería, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Inclán Brutal Bar? It's another excellent option with a diverse menu.

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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