Luxury 14-Day Spain Road Trip from San Sebastian traveling south to Vitoria-Gasteiz, Valladolid, Madrid, Avila, Leon, and Santander

Your luxury holiday in Spain begins as soon as you reach the city of San Sebastian, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

When you're ready to see some sights, Gipuzkoa Plaza is a great place to start. This park is rated an average of 4.5 out of 5 stars by 8,940 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in San Sebastian. 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 San Sebastian.

Have a memorable dining experience in San Sebastian by booking a table at Arzak, renowned as a 3-star Michelin restaurant presenting an exceptional creative and traditional menu. For a different culinary experience, Amelia by Paulo Airaudo shines as one of the top destinations known for its delicious creative cuisine in San Sebastian. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Kokotxa is known as a top local spot for its delicious modern cuisine in San Sebastian. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Explore the vibrant nightlife at Gorriti Taberna after your meal, a hub for lively evenings and memorable moments.

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

Wake up to day 2 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 Vitoria-Gasteiz, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in San Sebastian.

When you're ready to see some sights, San Telmo Museum is a great place to start. This museum is rated an average of 4.5 out of 5 stars by 2,834 visitors.

Another popular attraction you can visit today is Aquarium. This aquarium has an average rating of 4.4 out of 5 stars from 11,413 travelers.

We also recommend a stop at Peine del Viento XV. The sculpture has been rated an average of 4.7 out of 5 stars by 11,281 visitors.

If you're keen to explore more, consider visiting Funicular Monte Igueldo. This park is a popular attraction with an average rating of 4.4 out of 5 stars from 9,567 reviews.

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

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

Experience a harmony of flavors at Zabala in Vitoria-Gasteiz by securing a reservation in advance. Known for its Bib Gourmand status, Zabala offers a delightful variety of dishes highlighting its delicious contemporary menu.

To truly maximize your evening out, consider visiting Soho Vitoria-Cocktail Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Taberna Txustarra, another bar with an inviting ambiance. Similarly, Aldapa Taberna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Embrace the thrill of the open road as you wave goodbye to Vitoria-Gasteiz and set your GPS to Burgos Province. 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 1 hour 25 min. Upon reaching Burgos Province, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Be one of the day’s first visitors at Puente de Santa María. This bridge is rated an average of 4.7 out of 5 stars by 699 visitors.

When you’re finished at Puente de Santa María, head to Arco de Santa María. This one-of-a-kind triumphal arch is rated an average of 4.7 out of 5 stars in 1,973 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Burgos Cathedral. This catholic cathedral is rated an average of 4.8 out of 5 stars by 28,435 visitors.

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

Experience a symphony of flavors at Alquimia - Laboratorio in Valladolid by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Alquimia - Laboratorio delights its guests with its exceptional variety of meals showcasing delicious creative and modern cuisine. For a palate-pleasing alternative, make sure to dine at Trigo, acclaimed for its delectable modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Llantén, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for traditional cuisine in the city.

Let the evening flow smoothly from dinner to drinks at The Lost Child Cocktail's Bar, a top-rated bar in the area. For other recommendations, Café Bar Alborada provides a perfect setting for rounding out your night with style and great drinks. Likewise, Monasterio offers a memorable night with diverse drink options and excellent service.

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

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 Segovia and Real Sitio de San Ildefonso. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

After soaking in Valladolid’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 21 min. When you arrive in Segovia, it's time to take a break from the road.

Begin your sightseeing with a visit to Alcázar of Segovia. This alcázar gets 754,946 visitors each year and is rated an average of 4.7 out of 5 stars in 49,713 reviews.

Next up, make your way to Segovia Cathedral. This catholic cathedral has an average rating of 4.7 out of 5 stars from 18,509 reviews.

When you’re ready for your next sight of the day, continue to Aqueduct of Segovia. This stone bridge has an average rating of 4.8 out of 5 stars from 95,202 visitors.

Set your GPS to Real Sitio de San Ildefonso and hit the road. Expect a journey of approximately 17 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Real Sitio de San Ildefonso beckons with new experiences!

When you're ready to see some sights, Royal Palace of La Granja of San Ildefonso is a great place to start. This museum is rated an average of 4.6 out of 5 stars by 19,635 visitors.

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

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

Discover the culinary delights of Madrid by securing a reservation at DiverXO. Esteemed for its , this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Smoked Room, renowned for its delicious contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Paco Roncero, a highly recommended local eatery celebrated for its mouthwatering creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

Keep the excitement of the evening going by going to a bar or two. Baton Rouge Cocktail Bar is an excellent place to start. You could also check out Cafe Madrid, offering a different kind of charm. A last recommendation for the day is 1862 Dry Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 5 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.

Drop by the renowned Almudena Cathedral. This popular catholic cathedral has been rated an average of 4.6 out of 5 stars by 19,842 visitors.

Another unforgettable place to experience is Royal Palace of Madrid. Rated 4.6 out of 5 stars by 77,471 visitors, this royal palace deserves a spot on today's sightseeing itinerary.

We also recommend a visit to plaza de España. This square has been rated an average of 4.4 out of 5 stars in 98,199 reviews.

Another favorite attraction in the area is Museo del Prado, drawing over 3,497,345 yearly visitors. This art museum and popular place of interest enjoys a rating of 4.7 out of 5 stars from 98,929 local and international travelers.

If you’re keen to explore even more, then consider a visit to Western Park. With an average rating of 4.5 out of 5 stars from 28,992 travelers, this park is an attraction many avid travelers highly recommend visiting while in Madrid.

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.

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.

Day 6 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.

Start your sightseeing with a visit to Main Square. This square is a popular stop on travelers’ itineraries in Madrid, with an average rating of 4.6 out of 5 stars by 152,388 visitors.

Market of San Miguel is another popular place of interest you can visit today. The average rating of 4.4 out of 5 stars from 106,296 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Great Pond of El Retiro. Visitors have rated this park an average of 4.7 out of 5 stars in 22,242 reviews.

El Retiro Park is another unique site you can experience today. This attraction is an urban park rated an average of 4.8 out of 5 stars in 162,386 reviews.

Make your way to the fantastic Crystal Palace, perhaps the most famous building in Madrid. This attraction is rated 4.6 out of 5 stars by 39,270 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.

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

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

Day 7 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.

Make Matadero Madrid one of your first sightseeing stops in Madrid. Rated an average of 4.5 out of 5 stars by 24,723 travelers, a visit to this local attraction makes for a great introduction to the area.

Las Ventas is a worthwhile attraction you can visit next. This bullring is a valued place of interest in the area, with an average rating of 4.4 out of 5 stars from 29,501 reviews.

Today is also the perfect opportunity to drop by Temple of Debod. This egyptian temple has been rated an average of 4.4 out of 5 stars by 44,446 visitors.

If you’re keen to explore more, head to Thyssen-Bornemisza Museum and find out why 671,078 people visit this spot every year. A trip to this popular art museum is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 32,846 previous visitors.

Another top place to visit is Círculo de Bellas Artes. This movie theater enjoys an average rating of 4.4 out of 5 stars from 27,540 local and international 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 Madrid.

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

Day 8 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.

Begin your sightseeing with a visit to Santiago Bernabéu Stadium. This extraordinary association football venue is rated an average of 4.6 out of 5 stars by 120,158 visitors.

Next, make your way to National Archaeological Museum. This top attraction is a national museum with an average rating of 4.7 out of 5 stars by 19,100 visitors.

We also recommend a visit to Puerta de Alcalá. This triumphal arch is rated 4.7 out of 5 stars by 43,833 travelers.

If you’re keen to keep exploring, visit Museo Nacional Centro de Arte Reina Sofía. This highly recommended sightseeing destination has received an average rating of 4.5 out of 5 stars from 46,855 travelers. Around 1 person come to experience this place of interest every year.

Today is also your chance to spend some time at Casa de Campo. This park is rated an average of 4.5 out of 5 stars by 50,826 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.

Esteemed as a restaurant, it features an exceptional menu.

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 9 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 Avila, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Toledo.

Toledo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Madrid behind. This drive usually takes around 57 min. Toledo welcomes you with a multitude of unique vacation experiences.

A top pick for your self-guided sightseeing tour today is Alcázar of Toledo. Previous visitors have rated this alcázar an average of 4.6 out of 5 stars in 30,193 reviews.

Santa Iglesia Catedral Primada de Toledo is a local recommendation that you also can pay a visit today. This church is rated an average of 4.7 out of 5 stars in 27,938 reviews.

Another attraction you won't want to miss is Zocodover. This point of interest is rated an average of 4.5 out of 5 stars in 19,930 reviews.

Puerta de Bisagra is another outstanding experience in Toledo. Around 9,260 travelers have rated this city gate an average of 4.7 out of 5 stars.

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

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

Dive into a culinary adventure like no other in Avila by booking a table at Barro. This popular restaurant holds , and offers an exceptional menu of creative cuisine.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar la Mezquita stands out as an excellent choice for a post-dinner cocktail. Alternatively, La Oca Cocktail Bar offers an ideal atmosphere to enjoy the pleasures of the night. The Black Rose 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 luxury holiday in Spain has plenty more in store for you.

On day 10 of your luxury holiday in Spain, your road trip route will take you exploring the best of Avila and Salamanca. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

Your sightseeing of the day begins at Walls of Ávila, a remarkable city walls where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 14,534 reviews.

Next, satisfy your wanderlust at Ávila Cathedral. This catholic cathedral has an average rating of 4.5 out of 5 stars from 8,100 travelers.

When you’re ready to jump back into the car and say goodbye to Avila, you’ll hit the road in the direction of Salamanca. This drive usually takes around 1 hour 3 min. When you arrive, enjoy some sightseeing.

Journey into the unknown at Salamanca Cathedral, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.7 out of 5 stars from 14,562 reviews.

When you’re ready to continue your sightseeing, Calisto and Melibea Vegetable Garden is a recommended place to visit. This park is rated an average of 4.5 out of 5 stars in 11,760 reviews.

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

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

Treat yourself to an extraordinary dining experience at Pablo, a 1-star Michelin restaurant offering an incredible modern menu. Alternatively, if your taste buds call for something different, Becook is one of the best restaurants for fusion and modern cuisine in Leon. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at ConMimo. As a top-rated Bib Gourmand-establishment, it is an ideal choice for international cuisine in the city.

Following your dinner, dive into the local bar culture at Bar Chelsea. Alternatively, go to Café Bar Silver, the perfect place for those looking to experience the best of the nightlife.

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

Be one of the day’s first visitors at León Cathedra. This catholic cathedral is rated an average of 4.7 out of 5 stars by 30,058 visitors.

When you’re finished at León Cathedra, head to Casa de los Botines. This one-of-a-kind building is rated an average of 4.5 out of 5 stars in 7,594 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Plaza del Grano, León. This square is rated an average of 4.6 out of 5 stars by 6,643 visitors.

After soaking in Leon’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Llanes. Expect your car journey to take a minimum of 2 hours 16 min. When you arrive in Llanes, it's time to take a break from the road.

Start your sightseeing with a visit to Los Cubos de la Memoria. This sightseeing destination is rated an average of 4.1 out of 5 stars from 3,741 visitors.

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

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

Get ready for an unforgettable culinary journey in Santander by reserving a table at Cadelo. Renowned as a Bib Gourmand restaurant, it offers an exceptional modern menu. For a different taste experience, head to Umma, recognized for its delicious modern dishes. This Bib Gourmand restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Agua Salada, a local favorite known for its delightful contemporary and traditional cuisine in Santander. Nestled in the heart of the city, this Bib Gourmand awardee is an ideal choice for discerning contemporary and traditional foodies seeking culinary excellence.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Kings Pub, a well-loved spot among locals and tourists. Or, head to Grog. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at HYGGE COCKTAIL, another top-rated place in the area.

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.

Day 12 of your luxury road trip in Spain is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Santander. After a day of sightseeing, return to the city, where you still have 1 night nights left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Santander, savoring the local culinary delights.

Drop by the renowned Centro Botin. This popular art museum has been rated an average of 4.3 out of 5 stars by 14,508 visitors. Based on recent data, this attraction is visited by more than 111,096 travelers every year.

Another unforgettable place to experience is Plaza Porticada. Rated 4.4 out of 5 stars by 5,395 visitors, this square deserves a spot on today's sightseeing itinerary.

Continue your road trip and head to your next destination, Santillana del Mar. This car ride takes around 34 min.

Take the opportunity to see National Museum and Research Center of Altamira. This attraction has an average rating of 4.4 out of 5 stars from 6,249 visitors.

Cave of Altamira is another sightseeing hotspot in the area. This cave with prehistoric art has been rated an average of 4.3 out of 5 stars by 13,460 travelers.

Upon reaching Villaescusa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

An excellent attraction to start your day with is Cabarceno Natural Park. This zoo is rated an average of 4.5 out of 5 stars in 45,839 reviews.

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

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

Let the evening flow smoothly from dinner to drinks at Little Bobby, a top-rated bar in the area.

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

Wake up to day 13 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 San Sebastian, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bilbao and Portugalete.

Set your GPS to Bilbao and hit the road. Expect a journey of approximately 1 hour 12 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bilbao beckons with new experiences!

Make Doña Casilda Iturrizar park your first stop of the day. Previous visitors have rated this park an average of 4.5 out of 5 stars in 9,643 reviews.

Next up, make a stop at Federiko Moiua enparantza. With an average rating of 4.5 out of 5 stars by 9,235 visitors, it's easy to understand why so many people visit this point of interest every year.

Guggenheim Museum is another attraction you can visit on this day of your vacation. This museum building has an average rating of 4.5 out of 5 stars by 64,815 visitors. Up to 530,967 travelers come to Bilbao every year to see Guggenheim Museum with their own eyes.

When you’re finished at Guggenheim Museum, the perfect next stop is Etxebarria parkea. This park is rated an average of 4.4 out of 5 stars in 9,229 reviews.

Continue your road trip and head to your next destination, Portugalete. This car ride takes around 23 min.

Begin your sightseeing with a visit to Vizcaya Bridge. This suspension bridge is rated an average of 4.6 out of 5 stars in 28,202 reviews.

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

Discover a world of culinary delights in San Sebastian, 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.

With its reputation for pleasing customers, it’s a fantastic choice for tonight in San Sebastian.

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

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 San Sebastian before saying goodbye.

As your final day in Spain unfolds, don’t miss the chance for a last-minute shopping spree in San Sebastian’s best shopping location. 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. Keep the spirit of your trip to Spain alive with these special souvenirs.

Make the most of what's left of your luxury vacation and head out to the stunning Beach of La Concha. This extraordinary natural feature and attraction is rated an average of 4.7 out of 5 stars in 21,054 reviews, and is an excellent choice for your last sightseeing in San Sebastian.

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

Esteemed as a restaurant, it features an exceptional menu. If you're in the mood for something new, try Rekondo, another premier location with a delectable menu.

You will then say farewell to San Sebastian 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!