Luxury 9-Day Spain Road Trip from Madrid traveling south to Avila and Toledo

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

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.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Madrid.

Enjoy an outstanding Bib Gourmand dining experience at DiverXO. Holding an impressive 3 Michelin-star rating and a remarkable menu, DiverXO consistently impresses both foreign and local guests, earning praise for its exceptional creative cuisine.

Another renowned restaurant is Smoked Room, one of the best Bib Gourmand 2-star Michelin fine dining venues in Madrid. Take your pick from the contemporary menu, where each dish is a masterpiece meticulously crafted to delight your senses.

Prepare yourself for an unforgettable dining experience at Paco Roncero in Madrid. With its prestigious 2-Michelin star rating, the menu is crafted to delight your palate and take you on a culinary journey. This acclaimed restaurant with a Bib-Gourmand award, serves creative dishes that have garnered numerous reviews from satisfied guests.

As your first day in Madrid is coming to an end, retreat to a bar for some celebration. Immerse yourself in the local culture by sampling a signature cocktail or regional specialty.

When you’ve finished your meal, visit El miniBAR for a well-deserved after-dinner drink. One of the best bars in the city, El miniBAR has an average rating of 4.7 out of 5 stars from 4,297 customers.

If you’d rather go to a different spot, Areia is another great option. This bar enjoys an average rating of 4.4 out of 5 stars from 3,973 bar-goers.

James Joyce Irish Pub Madrid is also a great city bar with a welcoming atmosphere. James Joyce Irish Pub Madrid has an average rating of 4.3 out of 5 stars from 4,124 customers.

Raise a toast to the start of your 9-day luxury vacation in Spain and look forward to more fantastic days to come!

On day 2 of your exciting luxury holiday across Spain, you will continue exploring the city of Madrid. You still have 2 nights left in the city. Enjoy your break from the road and spend this day sightseeing and eating at some of the best restaurants in Madrid. Your accommodation will be conveniently located close to several of the best attractions in the city.

This activity is one of many you can add to your luxury travel plan to make your vacation in Spain truly memorable.

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 the city so you can check out the menus and make advance reservations.

As your first day in Madrid is coming to an end, retreat to a bar for some celebration. Immerse yourself in the local culture by sampling a signature cocktail or regional specialty.

Whether you prefer your drink shaken or stirred, 1862 Dry Bar is a great place to enjoy a well-deserved celebratory drink. This bar is rated an average of 4.6 out of 5 stars from 1,987 customers.

Alternatively, check out Taberna del Alabardero de Madrid, a place many travelers consider their favorite in Madrid. Taberna del Alabardero de Madrid offers drinks for every taste and is rated an average of 4.6 out of 5 stars by 1,987 guests.

If you want to continue your night at another bar, try Baton Rouge Cocktail Bar and soak in its inviting ambiance. This bar is one of the best drinking spots in Madrid and is rated an average of 4.6 out of 5 stars in 966 reviews.

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

Day 3 of your luxury itinerary in Madrid will be filled with memorable experiences. With magnificent attractions, delicious food, and great entertainment, you're guaranteed a lovely day in the city. Make the most out of the 1 night you have left of your luxury holiday in Madrid.

This activity is one of many you can add to your luxury travel plan to make your vacation in Spain truly memorable.

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.

Go back to your hotel, take a stroll through the city, or head out to a bar to celebrate another fantastic day of your luxury vacation in Madrid.

One of the top bars in Madrid is Harvey's Cocktail Bar. This claim is supported by 1,137 customers who have rated it an average of 4.4 out of 5 stars.

Another great bar with an extensive drink menu is Cafe Madrid. If you ask the 662 customers who have rated it an average of 4.4 out of 5 stars, Cafe Madrid is the perfect place for a unique drinking experience.

Locals also enjoy Inclán Brutal Bar, a great place to experience the local scene and unwind during your visit. This bar has an average rating of 4.6 out of 5 stars by 7,713 customers.

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 4 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Madrid and Avila. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries. Your stay of 1 night at a luxury hotel in Avila adds a touch of comfort to your journey.

Seize the day by visiting some of the best attractions in the area, like Círculo de Bellas Artes. This extraordinary movie theater has an average rating of 4.4 out of 5 stars from 27,540 visitors.

Next, make your way to Puerta de Alcalá. This triumphal arch is rated an average of 4.7 out of 5 stars in 43,833 reviews.

While in Madrid, we also recommend a visit to Great Pond of El Retiro. This park has been rated an average of 4.7 out of 5 stars in 22,242 reviews.

If you’re keen to explore even more, then consider a visit to Crystal Palace. With an average rating of 4.6 out of 5 stars by 39,270 travelers, this building is a highly recommended stop on your sightseeing around Madrid.

Make your way to El Retiro Park, perhaps the most famous urban park in Madrid. This attraction is rated an average of 4.8 out of 5 stars in 162,386 reviews.

As you’ve unraveled the marvels of Madrid, 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 25 min. Upon your arrival in Avila, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Soak in the beautiful landscapes as you drive and look forward to exploring your next destination.

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

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

According to reviews, Restaurante Bococo is one of the absolute best places to eat in Avila. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Restaurante Bococo is rated an average of 4.7 out of 5 stars by 2,809 customers.

Alternatively, if you’re curious to try a local favorite, check out Los Candiles. This restaurant is rated an average of 4.7 out of 5 stars by 1,932 customers and guarantees you a nice dining experience to end your day.

When your taste buds call for something different, you may want to pay Restaurante Siglodoce a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. Restaurante Siglodoce has an average rating of 4.5 out of 5 stars by 2,153 customers.

When you’ve finished your dinner at the best restaurant of your choice, and you’re in the mood for a drink, check out some of the best bars in the city.

One of the top bars in Avila is Soul Kitchen. This claim is supported by 2,211 customers who have rated it an average of 4.3 out of 5 stars.

Another great bar with an extensive drink menu is Gloria Bendita. If you ask the 2,196 customers who have rated it an average of 4.3 out of 5 stars, Gloria Bendita is the perfect place for a unique drinking experience.

Locals also enjoy Barraca brewery, a great place to experience the local scene and unwind during your visit. This bar has an average rating of 4.4 out of 5 stars by 791 customers.

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

On day 5 of your luxury holiday in Spain, your road trip route will take you exploring the best of Avila and Toledo. The day's journey will conclude in Toledo, a city that offers you comfort and relaxation for 3 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.

Kick off the day at Plaza Mercado Chico, a top pick for today’s sightseeing. This sightseeing destination is rated an average of 4.4 out of 5 stars in 3,654 reviews.

Today is also your chance to visit Ávila Cathedral. Ávila Cathedral is a catholic cathedral with an average rating of 4.5 out of 5 stars from 8,100 reviews.

Walls of Ávila is another top attraction we highly recommend you visit today. This city walls is rated an average of 4.8 out of 5 stars by 14,534 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Monastery of Incarnation. This sightseeing destination is rated an average of 4.7 out of 5 stars by 919 visitors.

Lastly, don’t miss out on Cuatro Postes Lookout - Viewpoint of Ávila, a famous sightseeing destination in Avila. This attraction is rated an average of 4.7 out of 5 stars by 5,843 travelers.

After soaking in Avila’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Toledo. Expect your car journey to take a minimum of 1 hour 48 min. When you arrive in Toledo, it's time to take a break from the road.

Fasten your seatbelt and make your way to your next stop. Upon arrival, we highly recommend checking out some of the top attractions.

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

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

According to reviews, Bar La Malquerida de la Trinidad is one of the absolute best places to eat in Toledo. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.4 out of 5 stars from 5,059 reviews.

Alternatively, if you’re curious to try a local favorite, check out Restaurante Alfileritos 24. This restaurant is rated an average of 4.3 out of 5 stars by 3,860 customers and guarantees you a nice dining experience to end your day.

If your taste buds call for something different, book a table at Restaurante Hierbabuena. This popular restaurant has an average rating of 4.5 out of 5 stars by 1,791 customers.

After dinner, visit some of the best bars in the city of Toledo. Strike up a conversation with the friendly locals to end the day perfectly.

When an after-dinner drink sounds enticing, visit La Clandestina, one of the best bars in the city of Toledo. This bar has an average rating of 4.5 out of 5 stars from 1,595 customers.

Get drinks as good as this day's adventure at La Cave. Considered one of the most popular bars in the city of Toledo, this bar is rated an average of 4.3 out of 5 stars by 1,714 customers.

El Trébol is also a great bar where you can have nice chats over delicious bites. El Trébol has an average rating of 4.3 out of 5 stars from 7,790 customers.

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.

On day 6 of your luxury holiday, you’ll get the opportunity to experience the spectacular city of Toledo. You’ll stay in Toledo for 2 nights, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Toledo to the fullest.

This activity is one of many you can add to your luxury travel plan to make your vacation in Spain truly memorable.

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

As your day in Toledo is coming to an end, retreat to a bar where you can celebrate the start of your exciting luxury holiday in Spain. Enjoy a signature cocktail or a glass of fine wine as you toast to the adventures that await you.

To have one of the best bar experiences in Toledo, we recommend going to the wonderful Restaurante Venta de Aires. This bar offers a variety of phenomenal dishes and drinks and has been rated an average of 4.1 out of 5 stars by 6,102 customers.

If you would rather go somewhere else, check out Terraza Miradero. This is a favorite place to hang out among locals, and an excellent place to visit if you wish to make new acquaintances while enjoying a refreshing drink. Terraza Miradero has an average rating of 4.2 out of 5 stars from 2,760 customers.

Yet another excellent option is the popular Tabernita Tapas Bar. This bar is rated an average of 4.4 out of 5 stars by 1,476 customers, so be sure to check out whether this is the place to celebrate tonight.

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 7 of your luxury holiday, you’ll get the opportunity to experience the spectacular city of Toledo. You’ll stay in Toledo for 1 night, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Toledo to the fullest.

This activity is one of many you can add to your luxury travel plan to make your vacation in Spain truly memorable.

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

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks. Immerse yourself in the local culture by sampling a signature cocktail or regional specialty.

Many locals go to La Mona Bar for an evening cocktail or glass of wine. This bar is rated an average of 4.3 out of 5 stars by 943 customers.

If you feel like going somewhere else, another popular option in the city is Pub "O'Briens". This bar has an average rating of 4.3 out of 5 stars by 406 customers.

Taberna Cuchara de Palo is another great option in Toledo, offering excellent drinks and a great atmosphere. This bar is rated an average of 4.2 out of 5 stars by 3,889 customers.

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 8 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 Toledo and Madrid.

Start your day with a visit to Santa Iglesia Catedral Primada de Toledo. This extraordinary church is rated an average of 4.7 out of 5 stars by 27,938 visitors.

Next, make your way to Mezquita del Cristo de la Luz. This top attraction is a church with an average rating of 4.2 out of 5 stars by 4,181 visitors.

We also recommend a visit to Puerta del Sol. This city gate is rated 4.6 out of 5 stars by 718 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.

Set your GPS to Madrid and hit the road. Expect a journey of approximately 56 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Madrid beckons with new experiences!

Soak in the beautiful landscapes as you drive and look forward to exploring your next destination.

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

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 the city so you can check out the menus and make advance reservations.

For a culinary experience you will remember, have a look at the menu at La Bien Aparecida. With an average rating of 4.5 out of 5 stars by 2,473 customers, it’s truly one of the best restaurants in the whole of Madrid.

If you feel like having something slightly different, check out Prada a Tope Madrid. This is one of the most recommended restaurants in the city. Considering its average rating of 4.4 out of 5 stars by 2,511 customers, it’s one that most guests enjoy.

Arrabal Madrid is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Madrid, and has an impressive average rating of 4.5 out of 5 stars by 1,924 customers.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Madrid.

When you’ve finished your meal, visit Taberna El Sur for a well-deserved after-dinner drink. One of the best bars in the city, Taberna El Sur has an average rating of 4.5 out of 5 stars from 5,959 customers.

If you’d rather go to a different spot, Mercado de la Reina 12 is another great option. This bar enjoys an average rating of 4.2 out of 5 stars from 6,470 bar-goers.

Café Central is also a great city bar with a welcoming atmosphere. Café Central has an average rating of 4.1 out of 5 stars from 5,181 customers.

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.

Today is the last day of your 9-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.

As your final day in Spain unfolds, don’t miss the chance for a last-minute shopping spree in Madrid’s shopping district. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Spain.

Don’t travel hungry. Take the opportunity to savor the local cuisine in 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!